Welcome to LookChem.com Sign In|Join Free

CAS

  • or

101-83-7

Post Buying Request

101-83-7 Suppliers

Recommended suppliersmore

  • Product
  • FOB Price
  • Min.Order
  • Supply Ability
  • Supplier
  • Contact Supplier

101-83-7 Usage

Chemical Properties

Different sources of media describe the Chemical Properties of 101-83-7 differently. You can refer to the following data:
1. Dicyclohexylamine is a combustible, colorless liquid with a faint amine odor.
2. Dicyclohexylamine is strongly basic with reactive amine groups which readily form TV-substituted derivatives. It also forms salts with inorganic and organic acids. Dicyclohexylamine will also form crystalline hydrates and alcoholates.

Uses

Different sources of media describe the Uses of 101-83-7 differently. You can refer to the following data:
1. Dicyclohexylamine is manufactured by reacting equimolar quantities of cyclohexanone and cyclohexylamine or cyclohexanone and ammonia. It is used as a solvent and in organic syntheses. It is reportedly used as a chemical intermediate for the synthesis of corrosion inhibitors, rubber vulcanization accelerators, textiles, and varnishes.
2. Dicyclohexylamine (DCHA) is an aliphatic amine. As an intermediate, it can be used in a broad range of applications in different industries. Dicyclohexylamine is used as a vulcanization accelerator. In lubricants and cutting fluids it does function as a corrosion inhibitor. Here it should be mentioned that Dicyclohexylamine does not form Nitrosamines when being used. Reagent for preparation of crystalline amino acid derivative salts. Dicyclohexylamine was used to constitute ionic liquid matrices for bacterial analysis in matrix assisted laser desorption/ionisation mass spectrometry. It was used to develop a new palladium catalyst for Suzuki coupling reaction of aryl bromides with boronic acids. It was used as extractant in determination of gold(III) by dispersive liquid-liquid microextraction and electrothermal atomic absorption spectrometry.
3. Industrial solvent; corrosion inhibitor.

Production Methods

Several methods are employed for the manufacture of dicyclohexylamine. It can be manufactured by hydrogenation of equimolar amounts of cyclohexanone and cyclohexylamine. Alternatively, dicyclohexylamine can be prepared by vapor phase catalytic hydrogenation of aniline at elevated temperature and pressure. Fractionation of the crude reaction product yields cyclohexylamine, unreacted aniline, and a high boiling residue comprised of N-phenylcyclohexylamine and dicyclohexylamine (Windholz et al 1983).

General Description

A colorless liquid with a faint fishlike odor. Less dense than water. May be toxic by ingestion. Severely irritates skin, eyes and mucous membranes. Used to make paints, varnishes and detergents.

Air & Water Reactions

Slightly soluble in water. May be sensitive to air.

Reactivity Profile

DCHA reacts with oxidizing agents. Forms crystalline salts with many N-protected amino acids . Neutralizes acids in exothermic reactions to form salts plus water. May be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen may be generated in combination with strong reducing agents, such as hydrides.

Health Hazard

Different sources of media describe the Health Hazard of 101-83-7 differently. You can refer to the following data:
1. TOXIC; inhalation, ingestion or skin contact with material may cause severe injury or death. Contact with molten substance may cause severe burns to skin and eyes. Avoid any skin contact. Effects of contact or inhalation may be delayed. Fire may produce irritating, corrosive and/or toxic gases. Runoff from fire control or dilution water may be corrosive and/or toxic and cause pollution.
2. Dicyclohexylamine is a strong irritant to skin and mucous membranes. Direct skin contact with the liquid or vapor should be avoided. Its systemic effects in man include nausea and vomiting, anxiety, restlessness and drowsiness. Individuals repeatedly exposed to this chemical may develop sensitivity to it (HSDB 1988).

Fire Hazard

Combustible material: may burn but does not ignite readily. When heated, vapors may form explosive mixtures with air: indoors, outdoors and sewers explosion hazards. Contact with metals may evolve flammable hydrogen gas. Containers may explode when heated. Runoff may pollute waterways. Substance may be transported in a molten form.

Flammability and Explosibility

Nonflammable

Industrial uses

Dicyclohexylamine is a widely used chemical intermediate. It can be used to absorb acidic gases, to preserve rubber latex, to plasticize casein, and to neutralize plant and insect poisons. Metal complexes of dicyclohexylamine are catalysts used in the paint, varnish, and ink industries. Dicyclohexylamine salts of fatty acids and sulfuric acid have soap and detergent properties used in the printing and textile industries. One of the most important uses of dicyclohexylamine is as a vapor phase corrosion inhibitor. It is used to protect packaged or stored ferrous metals from atmospheric corrosion (Schweizer et al 1978).

Safety Profile

Poison by ingestion and subcutaneous routes. Corrosive. A severe skin and eye irritant. Questionable carcinogen with experimental tumorigenic data. Human mutation data reported. Combustible when exposed to heat or flame; can react with oxidizing materials. To fight fue, use alcohol foam, CO2, dry chemical. When heated to decomposition it emits toxic fumes of NOx. See also CYCLOHEXYLAMINE.

Potential Exposure

Dicyclohexylamine salts of fatty acids and sulfuric acid have soap and detergent properties useful to the printing and textile industries. Metal complexes of DI-CHA are used as catalysts in the paint, varnish, the ink industries. Several vapor-phase corrosion inhibitors are solid DI-CHA derivatives. These compounds are slightly volatile at normal temperatures and are used to protect packaged or stored ferrous metals from atmospheric corrosion. Dicyclohexylamine is also used for a number of other purposes: plasticizers, insecticidal formulations; antioxidant in lubricating oils, fuels, and rubber; and as an extractant. Incompatibilities: Contact with strong oxidizers can cause fire and explosion hazard

Metabolism

The extensive use of cyclamates as artificial sweeteners a number of years ago led to extensive study on the metabolism and carcinogenicity of cyclohexylamine, a metabolic product of cyclamate. However, there is little such information available concerning dicyclohexylamine. Filov (1968) investigated the metabolism of cyclohexylamine and dicyclohexylamine. Both amines were readily absorbed from the gastro-intestinal tract. In addition, they rapidly entered the bloodstream following inhalation and penetrated intact skin. In rats, it was determined that 26-44% of dicyclohexylamine present in the stomach was eliminated unchanged, mostly in the urine. The clearance rate of the amines was also quite high, particularly for dicyclohexylamine.

Shipping

UN2565 Dicyclohexylamine, Hazard class: 8; Labels: 8-Corrosive material

Incompatibilities

Dicyclohexylamine salts of fatty acids and sulfuric acid have soap and detergent properties useful to the printing and textile industries. Metal complexes of DI-CHA are used as catalysts in the paint, varnish, the ink industries. Several vapor-phase corrosion inhibitors are solid DI-CHA derivatives. These compounds are slightly volatile at normal temperatures and are used to protect packaged or stored ferrous metals from atmospheric corrosion. Dicyclohexylamine is also used for a number of other purposes: plasticizers, insecticidal formulations; antioxidant in lubricating oils, fuels, and rubber; and as an extractant. Incompatibilities: Contact with strong oxidizers can cause fire and explosion hazard

Waste Disposal

Incineration; incinerator equipped with a scrubber or thermal unit to reduce nitrogen oxides emissions.

Check Digit Verification of cas no

The CAS Registry Mumber 101-83-7 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,0 and 1 respectively; the second part has 2 digits, 8 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 101-83:
(5*1)+(4*0)+(3*1)+(2*8)+(1*3)=27
27 % 10 = 7
So 101-83-7 is a valid CAS Registry Number.
InChI:InChI=1/C12H23N/c1-3-7-11(8-4-1)13-12-9-5-2-6-10-12/h11-13H,1-10H2/p+1

101-83-7 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
  • Price
  • Detail
  • Alfa Aesar

  • (A15671)  Dicyclohexylamine, 98%   

  • 101-83-7

  • 100ml

  • 181.0CNY

  • Detail
  • Alfa Aesar

  • (A15671)  Dicyclohexylamine, 98%   

  • 101-83-7

  • 500ml

  • 273.0CNY

  • Detail
  • Alfa Aesar

  • (A15671)  Dicyclohexylamine, 98%   

  • 101-83-7

  • 2500ml

  • 674.0CNY

  • Detail
  • Fluka

  • (36620)  Dicyclohexylamine  for titrimetric determination of isocyanates, ≥99.5% (GC)

  • 101-83-7

  • 36620-100ML

  • 321.75CNY

  • Detail
  • Fluka

  • (36620)  Dicyclohexylamine  for titrimetric determination of isocyanates, ≥99.5% (GC)

  • 101-83-7

  • 36620-500ML

  • 1,226.16CNY

  • Detail

101-83-7SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name N-cyclohexylcyclohexanamine

1.2 Other means of identification

Product number -
Other names biscyclohexylamine

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. CBI,Corrosion inhibitors and anti-scaling agents,Processing aids, specific to petroleum production
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:101-83-7 SDS

101-83-7Synthetic route

aniline
62-53-3

aniline

A

cyclohexane
110-82-7

cyclohexane

B

cyclohexylamine
108-91-8

cyclohexylamine

C

N-cyclohexyl-cyclohexanamine
101-83-7

N-cyclohexyl-cyclohexanamine

D

cyclohexene
110-83-8

cyclohexene

Conditions
ConditionsYield
With ammonia; hydrogen at 180 - 200℃;A n/a
B 98.4%
C 0.08%
D n/a
With hydrogen at 160 - 200℃; under 150015 Torr;A n/a
B 95.9%
C 0.45%
D n/a
aniline
62-53-3

aniline

A

cyclohexylamine
108-91-8

cyclohexylamine

B

N-cyclohexyl-cyclohexanamine
101-83-7

N-cyclohexyl-cyclohexanamine

Conditions
ConditionsYield
With lithium hydroxide; hydrogen; 5% ruthenium/lithium aluminate In water at 150℃; under 44718.8 Torr; for 2.08333h; Product distribution / selectivity; Neat (no solvent);A 97.1%
B 1%
With lithium hydroxide; hydrogen; 5% activated charcoal-supported ruthenium catalyst In water at 150℃; under 44718.8 Torr; for 1.21667h; Product distribution / selectivity; Neat (no solvent);A 91.8%
B 5.73%
With hydrogen; 5% ruthenium/lithium aluminate at 150℃; under 44718.8 Torr; for 1.28333 - 3h; Product distribution / selectivity; Neat (no solvent);A 89.2%
B 0.08%
dicyclohexyl-(3-methylbut-2-enyl)amine

dicyclohexyl-(3-methylbut-2-enyl)amine

N-cyclohexyl-cyclohexanamine
101-83-7

N-cyclohexyl-cyclohexanamine

Conditions
ConditionsYield
Stage #1: dicyclohexyl-(3-methylbut-2-enyl)amine With 2,2'-azobis(isobutyronitrile); para-thiocresol In benzene Heating;
Stage #2: With hydrogenchloride
97%
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In dichloromethane; water at 20℃; for 4h; chemoselective reaction;95%
N,N-dicyclohexyl-p-toluenesulfonamide
39830-56-3

N,N-dicyclohexyl-p-toluenesulfonamide

N-cyclohexyl-cyclohexanamine
101-83-7

N-cyclohexyl-cyclohexanamine

Conditions
ConditionsYield
With pyrrolidine; samarium diiodide; water In tetrahydrofuran at 20℃; Inert atmosphere;96%
With naphthalene; tetraethylammonium bromide In N,N-dimethyl-formamide at 0℃; Inert atmosphere; Electrolysis;96%
Stage #1: N,N-dicyclohexyl-p-toluenesulfonamide With Na/K absorbed into silica gel In tetrahydrofuran at 20℃; Inert atmosphere;
Stage #2: With water In tetrahydrofuran
83%
With diammonium hydrogenphosphate In tetrahydrofuran at 20℃; Product distribution / selectivity; Cooling with ice;80%
cyclohexylamine
108-91-8

cyclohexylamine

N-cyclohexyl-cyclohexanamine
101-83-7

N-cyclohexyl-cyclohexanamine

Conditions
ConditionsYield
With {[(PCy3)(CO)RuH]4(μ-O)(μ-OH)2}; 4-tert-Butylcatechol In chlorobenzene at 130℃; for 16h; Glovebox; Schlenk technique; Sealed tube; chemoselective reaction;95%
With tris(triphenylphosphine)ruthenium(II) chloride In tetrahydrofuran at 185℃; for 5h;92%
With NiCuFeO(x) In 5,5-dimethyl-1,3-cyclohexadiene for 24h; Inert atmosphere; Sealed tube; Reflux;82%
((E)-But-2-enyl)-dicyclohexyl-amine

((E)-But-2-enyl)-dicyclohexyl-amine

N-cyclohexyl-cyclohexanamine
101-83-7

N-cyclohexyl-cyclohexanamine

Conditions
ConditionsYield
Stage #1: ((E)-But-2-enyl)-dicyclohexyl-amine With 2,2'-azobis(isobutyronitrile); para-thiocresol In benzene Heating;
Stage #2: With hydrogenchloride
95%
N,N-dicyclohexylbenzylamine

N,N-dicyclohexylbenzylamine

N-cyclohexyl-cyclohexanamine
101-83-7

N-cyclohexyl-cyclohexanamine

Conditions
ConditionsYield
With formic acid; potassium hydroxide In ethanol at 70℃; for 1h;93%
With Pd(OH)2/C In methanol for 8h; Reflux;62%
cyclohexylamine
108-91-8

cyclohexylamine

cyclohexanol
108-93-0

cyclohexanol

N-cyclohexyl-cyclohexanamine
101-83-7

N-cyclohexyl-cyclohexanamine

Conditions
ConditionsYield
With NiCuFeO(x) In 5,5-dimethyl-1,3-cyclohexadiene for 24h; Inert atmosphere; Sealed tube; Reflux;92%
With lithium hydroxide In neat (no solvent) at 140℃; for 48h; Inert atmosphere;74%
With nickel at 180 - 190℃; im Ruehrautoklaven;
With thorium dioxide at 290 - 320℃;
cyclohexanol
108-93-0

cyclohexanol

N-cyclohexyl-cyclohexanamine
101-83-7

N-cyclohexyl-cyclohexanamine

Conditions
ConditionsYield
With urea In 1,3,5-trimethyl-benzene at 141℃; under 760.051 Torr; for 16h; Inert atmosphere;92%
With ammonium tetrafluroborate; sodium hydrogencarbonate; bis[dichloro(pentamethylcyclopentadienyl)iridium(III)] at 140℃; for 17h;86%
With [Cp*Ir(NH3)3]I2; ammonia In water at 140℃; for 24h; Autoclave; Inert atmosphere;85%
N,N-dicyclohexyltrimethylmethanesulfonamide

N,N-dicyclohexyltrimethylmethanesulfonamide

N-cyclohexyl-cyclohexanamine
101-83-7

N-cyclohexyl-cyclohexanamine

Conditions
ConditionsYield
With trifluorormethanesulfonic acid; methoxybenzene In dichloromethane at 0℃; desulfonation;92%
cyclohexanone N-cyclohexylimine
10468-40-3

cyclohexanone N-cyclohexylimine

N-cyclohexyl-cyclohexanamine
101-83-7

N-cyclohexyl-cyclohexanamine

Conditions
ConditionsYield
With ytterbium(III) triflate; bis(η5-cyclopentadinyl)dihydridomolybdenum In methanol at 50℃; for 24h;90%
With ytterbium(III) triflate; bis(η5-cyclopentadinyl)dihydridomolybdenum In methanol at 50℃; for 24h; Product distribution; other reag.; other solvent; other temp.; other reaction time; varying amount of catalyst;90%
With lithium; nickel dichloride In tetrahydrofuran for 6h; Ambient temperature;78%
N-allyl-N-cyclohexylcyclohexanamine
162466-77-5

N-allyl-N-cyclohexylcyclohexanamine

N-cyclohexyl-cyclohexanamine
101-83-7

N-cyclohexyl-cyclohexanamine

Conditions
ConditionsYield
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In dichloromethane; water at 20℃; for 18h; chemoselective reaction;90%
With Pd(OH)2/C In methanol for 1h; Reflux;69%
Stage #1: N-allyl-N-cyclohexylcyclohexanamine With 2,2'-azobis(isobutyronitrile); para-thiocresol In benzene Heating;
Stage #2: With hydrogenchloride
63%
With titanium(III) chloride; lithium In tetrahydrofuran for 20h; Heating;47%
With water; [Ru(η3:η2:η3-dodeca-2,6,10-triene-1,12-diyl)Cl2] at 90℃; for 1.2h;99 % Chromat.
cyclohexanone
108-94-1

cyclohexanone

cyclohexylamine
108-91-8

cyclohexylamine

N-cyclohexyl-cyclohexanamine
101-83-7

N-cyclohexyl-cyclohexanamine

Conditions
ConditionsYield
With ammonium acetate In benzene for 1.5h; Leuckart type reaction; Reflux;85%
With N,N,N'N'-tetramethyl-1,3-propanediamine; carbon monoxide; water; hexarhodium hexadecacarbonyl In 2-ethoxy-ethanol at 80℃; under 6080 Torr; for 5h; Mechanism; analogous reaction of other ketones;80%
With N,N,N'N'-tetramethyl-1,3-propanediamine; carbon monoxide; water; hexarhodium hexadecacarbonyl In 2-ethoxy-ethanol at 80℃; under 6080 Torr; for 5h; Mechanism; analogous reaction with other ketones, analogous reaction of an other amine;80%
diphenylamine
122-39-4

diphenylamine

N-cyclohexyl-cyclohexanamine
101-83-7

N-cyclohexyl-cyclohexanamine

Conditions
ConditionsYield
With dichloro(μ-chloro)(μ-hydrido)bis(η-p-cymene)diruthenium(II); hydrogen In 1,4-dioxane at 90℃; under 37503.8 Torr; for 40h;82%
With nickel at 150℃; under 91938.4 - 147102 Torr; Hydrogenation.ohne Loesungsmittel;
With nickel; methyl cyclohexane at 175℃; under 147102 - 161812 Torr; Hydrogenation;
cyclohexylamine
108-91-8

cyclohexylamine

toluene
108-88-3

toluene

A

N-phenyl-2-cyclohexylamine
1821-36-9

N-phenyl-2-cyclohexylamine

B

N-cyclohexyl-cyclohexanamine
101-83-7

N-cyclohexyl-cyclohexanamine

Conditions
ConditionsYield
With Co2Rh2/C at 180℃; under 760.051 Torr; for 18h; Temperature; Autoclave; Inert atmosphere;A 12%
B 82%
aniline
62-53-3

aniline

A

cyclohexanone
108-94-1

cyclohexanone

B

cyclohexylamine
108-91-8

cyclohexylamine

C

N-cyclohexyl-cyclohexanamine
101-83-7

N-cyclohexyl-cyclohexanamine

D

cyclohexanol
108-93-0

cyclohexanol

Conditions
ConditionsYield
With hydrogen; silica gel; rhodium In water at 49.9℃; under 15151.2 Torr; Product distribution; Other catalysts, other temperatures.;A n/a
B 81.5%
C 2.8%
D 15.7%
With hydrogen; 5 percent Rh/MgO; magnesium oxide In water at 49.9℃; under 15001.2 Torr; Product distribution; Hydrogenation in the presence of cyclohexylamine; cyclohexanone; cyclohexanol; dicyclohexylamine; ammonia and mixture of them.;A 0.8%
B 73.2%
C 6.6%
D 18.8%
With hydrogen; Ru(OH)Cl3 In water at 99.9℃; under 30002.4 Torr; Kinetics; Rate constant; Product distribution; energy data; variation of temperature, pressure; also in presence of oxides; activation energy;A 1.5%
B 64.7%
C 1%
D 32.5%
aniline
62-53-3

aniline

A

N-phenyl-2-cyclohexylamine
1821-36-9

N-phenyl-2-cyclohexylamine

B

cyclohexylamine
108-91-8

cyclohexylamine

C

N-cyclohexyl-cyclohexanamine
101-83-7

N-cyclohexyl-cyclohexanamine

Conditions
ConditionsYield
aluminum oxide; ruthenium at 170℃; for 2.5h; Product distribution; Mechanism; investigation of the hydrogenation of aniline with various hydrogenation catalysts in the presence and abscence of the fused salts;A 0.3%
B 80.4%
C 7%
With hydrogen; palladium/alumina at 240℃; for 2.5h; Product distribution; Mechanism; investigation of the hydrogenation of aniline with various hydrogenation catalysts in the presence and abscence of the fused salts;A 1.1%
B 20%
C 51.9%
With formic acid; palladium on activated charcoal In methanol for 70h; Ambient temperature;A 49 % Chromat.
B 20 % Chromat.
C 31 % Chromat.
2-Dicyclohexylamino-ethylacetat
19520-87-7

2-Dicyclohexylamino-ethylacetat

N-cyclohexyl-cyclohexanamine
101-83-7

N-cyclohexyl-cyclohexanamine

Conditions
ConditionsYield
With bis(p-methoxyphenyl)methanone; water In acetonitrile for 3h; deprotection; Irradiation;80%
cyclohexanone
108-94-1

cyclohexanone

aniline
62-53-3

aniline

A

cyclohexylamine
108-91-8

cyclohexylamine

B

N-cyclohexyl-cyclohexanamine
101-83-7

N-cyclohexyl-cyclohexanamine

Conditions
ConditionsYield
Stage #1: cyclohexanone; aniline With hydrogen at 120℃; under 15001.5 Torr;
Stage #2: at 180℃; Pressure; Temperature;
A 20.2%
B 78.3%
Stage #1: cyclohexanone; aniline With ammonia; hydrogen at 150℃; under 37503.8 Torr;
Stage #2: at 170℃; Reagent/catalyst; Temperature; Pressure;
A 65.3%
B 32.8%
1,1-dicyclohexylhydrazine
82259-52-7

1,1-dicyclohexylhydrazine

N-cyclohexyl-cyclohexanamine
101-83-7

N-cyclohexyl-cyclohexanamine

Conditions
ConditionsYield
With titanium(III) chloride; water In ethanol pH=7; Reflux; Alkaline aq. solution; Inert atmosphere;76%
With titanium tetrachloride; magnesium In tetrahydrofuran at 20℃; Inert atmosphere;70%
N,N-dicyclohexylmethanesulfonamide
100504-97-0

N,N-dicyclohexylmethanesulfonamide

N-cyclohexyl-cyclohexanamine
101-83-7

N-cyclohexyl-cyclohexanamine

Conditions
ConditionsYield
Stage #1: N,N-dicyclohexylmethanesulfonamide With n-butyllithium In tetrahydrofuran; hexane at 0℃; for 0.25h; Inert atmosphere;
Stage #2: With oxygen In tetrahydrofuran; hexane at 20℃; for 1h;
Stage #3: With water In tetrahydrofuran; hexane
75%
cyclohexylamine
108-91-8

cyclohexylamine

cyclohexanol
108-93-0

cyclohexanol

A

cyclohexanone N-cyclohexylimine
10468-40-3

cyclohexanone N-cyclohexylimine

B

N-cyclohexyl-cyclohexanamine
101-83-7

N-cyclohexyl-cyclohexanamine

Conditions
ConditionsYield
With Mg-Al hydrotalcite supported copper at 180℃; for 15h;A 74%
B 26%
With C27H19ClNO3PRu; potassium tert-butylate at 110 - 150℃; for 4h; Inert atmosphere;A 38 %Spectr.
B 9 %Spectr.
N-cyclohexylisopropylamine
1195-42-2

N-cyclohexylisopropylamine

A

cyclohexylamine
108-91-8

cyclohexylamine

B

N-cyclohexyl-cyclohexanamine
101-83-7

N-cyclohexyl-cyclohexanamine

Conditions
ConditionsYield
With dicarbonyl(chloro)(η5-pentaphenylcyclopentadienyl)ruthenium(II); ammonia In tert-Amyl alcohol at 170℃; for 23.5h; Inert atmosphere; Schlenk technique; Autoclave;A 74%
B 7.5%
nitrobenzene
98-95-3

nitrobenzene

A

cyclohexylamine
108-91-8

cyclohexylamine

B

N-cyclohexyl-cyclohexanamine
101-83-7

N-cyclohexyl-cyclohexanamine

Conditions
ConditionsYield
With Rh/Al2O3; hydrogen In tetrahydrofuran; water at 80℃; under 15001.5 Torr; for 24h;A 73%
B 27%
With 5 wt% ruthenium/carbon; hydrogen; sodium nitrite In tetrahydrofuran at 170℃; under 62256.2 Torr; for 4h; Solvent; Autoclave;
With dodecane; 5 wt% ruthenium/carbon; hydrogen In tetrahydrofuran at 140℃; under 75007.5 Torr; for 3h; Reagent/catalyst; Autoclave;
With hydrogen; sodium chloride In isopropyl alcohol at 90℃; under 45004.5 Torr; for 0.833333h; Catalytic behavior; Reagent/catalyst;
(E)-N,N-dicyclohexyl-3-phenyl-2-propenylamine

(E)-N,N-dicyclohexyl-3-phenyl-2-propenylamine

N-cyclohexyl-cyclohexanamine
101-83-7

N-cyclohexyl-cyclohexanamine

Conditions
ConditionsYield
Stage #1: (E)-N,N-dicyclohexyl-3-phenyl-2-propenylamine With 2,2'-azobis(isobutyronitrile); para-thiocresol In benzene Heating;
Stage #2: With hydrogenchloride
70%
nitrobenzene
98-95-3

nitrobenzene

A

cyclohexylamine
108-91-8

cyclohexylamine

B

aniline
62-53-3

aniline

C

N-cyclohexyl-cyclohexanamine
101-83-7

N-cyclohexyl-cyclohexanamine

Conditions
ConditionsYield
With octylated silica; hydrogen; sodium 4-dodecylbenzenesulfonate; {[(CH3)(C8H17)3N](+)[RhCl4](-)} at 80℃; under 10343 Torr; for 24h;A 25%
B 6%
C 69%
With propane; hydrogen at 200 - 250℃; under 60006 Torr; Supercritical conditions; Flow reactor;A 29 %Chromat.
B 9 %Chromat.
C 58 %Chromat.
With dodecane; 5 % platinum on carbon; hydrogen In tetrahydrofuran at 140℃; under 75007.5 Torr; for 3h; Reagent/catalyst; Autoclave;
1-iodocyclohexane
626-62-0

1-iodocyclohexane

cyclohexylamine
108-91-8

cyclohexylamine

N-cyclohexyl-cyclohexanamine
101-83-7

N-cyclohexyl-cyclohexanamine

Conditions
ConditionsYield
With copper(l) iodide; tert-butylimino-tri(pyrrolidino)phosphorane; 1,1'-bi-2-naphthol In N,N-dimethyl-formamide; acetonitrile at -10℃; for 24h; Irradiation;69%
cyclohexanone N-cyclohexylimine
10468-40-3

cyclohexanone N-cyclohexylimine

A

cyclohexylamine
108-91-8

cyclohexylamine

B

N-cyclohexyl-cyclohexanamine
101-83-7

N-cyclohexyl-cyclohexanamine

Conditions
ConditionsYield
With sodium tetrahydroborate; nickel boride In methanol Yield given;A 68%
B n/a
1-nitrocyclohexane
1122-60-7

1-nitrocyclohexane

A

cyclohexylamine
108-91-8

cyclohexylamine

B

N-cyclohexyl-cyclohexanamine
101-83-7

N-cyclohexyl-cyclohexanamine

Conditions
ConditionsYield
With sodium tetrahydroborate; nickel boride In methanol Yields of byproduct given;A 68%
B n/a
With Pt/Al2O3; hydrogen In ethanol at 100℃; under 4500.45 Torr; for 3h; Autoclave; chemoselective reaction;
piperidine
110-89-4

piperidine

cyclohexylamine
108-91-8

cyclohexylamine

A

1-cyclohexylpiperidine
3319-01-5

1-cyclohexylpiperidine

B

N-cyclohexyl-cyclohexanamine
101-83-7

N-cyclohexyl-cyclohexanamine

Conditions
ConditionsYield
With platinum-nickel nanoclusters on activated carbon; hydrogen at 160℃; under 760.051 Torr; Flow reactor; chemoselective reaction;A 62%
B 26.3%
N-cyclohexyl-cyclohexanamine
101-83-7

N-cyclohexyl-cyclohexanamine

N-nitrosodicyclohexylamine
947-92-2

N-nitrosodicyclohexylamine

Conditions
ConditionsYield
Stage #1: N-cyclohexyl-cyclohexanamine With n-butyllithium In tetrahydrofuran Metallation;
Stage #2: With nitrogen(II) oxide In tetrahydrofuran at -78℃; for 3h; Nitrosation;
100%
Stage #1: N-cyclohexyl-cyclohexanamine With n-butyllithium In hexane
Stage #2: With nitric oxide In tetrahydrofuran under 759811 Torr; for 3h; cooling;
100%
With [NO(1+)*18-crown-6*H(NO3)2(1-)] In dichloromethane at 20℃; for 0.0833333h;100%
N-cyclohexyl-cyclohexanamine
101-83-7

N-cyclohexyl-cyclohexanamine

epichlorohydrin
106-89-8

epichlorohydrin

1-Chloro-3-dicyclohexylamino-propan-2-ol
150389-77-8

1-Chloro-3-dicyclohexylamino-propan-2-ol

Conditions
ConditionsYield
In ethanol for 24h; Heating;100%
tert-butylsulfinyl chloride
31562-43-3

tert-butylsulfinyl chloride

N-cyclohexyl-cyclohexanamine
101-83-7

N-cyclohexyl-cyclohexanamine

N,N-dicyclohexyltrimethylmethanesulfinamide

N,N-dicyclohexyltrimethylmethanesulfinamide

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0℃; sulfinylation;100%
methanol
67-56-1

methanol

N-cyclohexyl-cyclohexanamine
101-83-7

N-cyclohexyl-cyclohexanamine

N-Methyldicyclohexylamine
7560-83-0

N-Methyldicyclohexylamine

Conditions
ConditionsYield
chloro(cyclopentadienyl)bis(triphenylphosphine)ruthenium (II) at 100℃;100%
With TiO2 supported nano-Pd(0.8) catalyst In water at 20℃; for 15h; Inert atmosphere; Irradiation; Green chemistry;93%
With [Cp*Ir(2-(1H-benzo[d]imidazol-2-yl)-1H-benzo[d]imidazole)Cl][Cl]; caesium carbonate at 120℃; for 12h; Schlenk technique;82%
formaldehyd
50-00-0

formaldehyd

phenylacetylene
536-74-3

phenylacetylene

N-cyclohexyl-cyclohexanamine
101-83-7

N-cyclohexyl-cyclohexanamine

N-cyclohexyl-N-(3-phenylprop-2-yn-1-yl)cyclohexanamine
801304-96-1

N-cyclohexyl-N-(3-phenylprop-2-yn-1-yl)cyclohexanamine

Conditions
ConditionsYield
With copper(l) iodide In water at 25℃; for 1.5h; Mannich reaction;100%
With polystyrene-supported 1-benzyl-1H-imidazole-Ag(I) catalyst at 20℃; for 24h; Inert atmosphere;97%
copper(l) iodide In water; dimethyl sulfoxide at 30℃; for 20h;96%
di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

N-cyclohexyl-cyclohexanamine
101-83-7

N-cyclohexyl-cyclohexanamine

dicyclohexylcarbamic acid tert-butyl ester

dicyclohexylcarbamic acid tert-butyl ester

Conditions
ConditionsYield
With perchloric acid at 30 - 35℃; for 0.75h;100%
at 20℃; for 0.166667h; Ionic liquid;100%
With 1,4-disulfopiperazine-1,4-diium chloride In neat (no solvent) at 20℃; for 1h; Green chemistry; chemoselective reaction;96%
n-butyllithium
109-72-8, 29786-93-4

n-butyllithium

N-cyclohexyl-cyclohexanamine
101-83-7

N-cyclohexyl-cyclohexanamine

2,2-dicyclohexyl-1-butylidenehydrazine
935753-45-0

2,2-dicyclohexyl-1-butylidenehydrazine

Conditions
ConditionsYield
Stage #1: N-cyclohexyl-cyclohexanamine With n-butyllithium In hexane
Stage #2: With nitric oxide In tetrahydrofuran under 759811 Torr; for 3h; cooling;
Stage #3: n-butyllithium In tetrahydrofuran; hexane
100%
3-(1-adamantyl)-4-vinylbenzoic acid
135077-83-7

3-(1-adamantyl)-4-vinylbenzoic acid

N-cyclohexyl-cyclohexanamine
101-83-7

N-cyclohexyl-cyclohexanamine

3-(1-adamantyl)-4-vinylbenzoyl chloride
135077-84-8

3-(1-adamantyl)-4-vinylbenzoyl chloride

Conditions
ConditionsYield
With thionyl chloride In diethyl ether; dichloromethane100%
benzene-1,2-diol
120-80-9

benzene-1,2-diol

N-cyclohexyl-cyclohexanamine
101-83-7

N-cyclohexyl-cyclohexanamine

N-(trimethoxysilylmethyl)hexahydroazepin-2-one
76128-65-9

N-(trimethoxysilylmethyl)hexahydroazepin-2-one

dicyclohexylammonium bis(1,2-catecholato-O,O')-[(2-oxohexahydroazepin-1-yl)methyl-C,O]silicate

dicyclohexylammonium bis(1,2-catecholato-O,O')-[(2-oxohexahydroazepin-1-yl)methyl-C,O]silicate

Conditions
ConditionsYield
In o-xylene at 130 - 140℃;100%
N-cyclohexyl-cyclohexanamine
101-83-7

N-cyclohexyl-cyclohexanamine

dicyclohexylamine hydrochloride
4693-92-9

dicyclohexylamine hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In diethyl ether; water at 20℃; for 0.5h;100%
With hydrogenchloride In 1,4-dioxane; water at 20℃; for 12h;98%
With hydrogenchloride In diethyl ether; hexane Inert atmosphere;
N-(tert-butyloxycarbonyl)-12-aminododecanoic acid
18934-81-1

N-(tert-butyloxycarbonyl)-12-aminododecanoic acid

N-cyclohexyl-cyclohexanamine
101-83-7

N-cyclohexyl-cyclohexanamine

dicyclohexylammonium 12-((tert-butoxycarbonyl)amino)dodecanoate
943923-29-3

dicyclohexylammonium 12-((tert-butoxycarbonyl)amino)dodecanoate

Conditions
ConditionsYield
In methanol at 20℃; for 0.166667h;100%
In methanol at 20℃; for 0.166667h;
N-cyclohexyl-cyclohexanamine
101-83-7

N-cyclohexyl-cyclohexanamine

dicyclohexylamine hydroiodide

dicyclohexylamine hydroiodide

Conditions
ConditionsYield
With hydrogen iodide In 1,4-dioxane; water at 20℃; for 12h;100%
With hydrogen iodide In diethyl ether; water at 20℃; for 0.5h;79%
N-cyclohexyl-cyclohexanamine
101-83-7

N-cyclohexyl-cyclohexanamine

dicyclohexylamine hydrobromide
73254-21-4

dicyclohexylamine hydrobromide

Conditions
ConditionsYield
With hydrogen bromide In 1,4-dioxane; water at 20℃; for 12h;100%
With hydrogen bromide In diethyl ether; water at 20℃; for 0.5h;74%
propionaldehyde
123-38-6

propionaldehyde

N-cyclohexyl-cyclohexanamine
101-83-7

N-cyclohexyl-cyclohexanamine

N-cyclohexyl-N-propylcyclohexanamine

N-cyclohexyl-N-propylcyclohexanamine

Conditions
ConditionsYield
With sodium tris(acetoxy)borohydride In 1,2-dichloro-ethane at 20℃; Inert atmosphere;100%
With sodium tris(acetoxy)borohydride In 1,2-dichloro-ethane at 20℃; for 24h; Inert atmosphere;
N,N-dimethylaminodichlorophosphane
683-85-2

N,N-dimethylaminodichlorophosphane

N-cyclohexyl-cyclohexanamine
101-83-7

N-cyclohexyl-cyclohexanamine

C14H28ClN2P

C14H28ClN2P

Conditions
ConditionsYield
Stage #1: N-cyclohexyl-cyclohexanamine With n-butyllithium In diethyl ether; hexane at -78 - 0℃; for 0.5h; Inert atmosphere;
Stage #2: N,N-dimethylaminodichlorophosphane In diethyl ether; cyclohexane at 20℃; for 0.75h; Inert atmosphere;
100%
O-[1-(propofol-O-yl)]cyclohex-1-yl-monoester phosphoric acid

O-[1-(propofol-O-yl)]cyclohex-1-yl-monoester phosphoric acid

N-cyclohexyl-cyclohexanamine
101-83-7

N-cyclohexyl-cyclohexanamine

O-[1-(propofol-O-yl)]cyclohexan-1-yl-monoester phosphate bis-dicyclohexylamine salt

O-[1-(propofol-O-yl)]cyclohexan-1-yl-monoester phosphate bis-dicyclohexylamine salt

Conditions
ConditionsYield
In water at 20℃; for 1h;100%
N-cyclohexyl-cyclohexanamine
101-83-7

N-cyclohexyl-cyclohexanamine

(3-fluorophenyl)acetic acid
331-25-9

(3-fluorophenyl)acetic acid

C8H7FO2*C12H23N

C8H7FO2*C12H23N

Conditions
ConditionsYield
In methanol at 20℃;100%
N-cyclohexyl-cyclohexanamine
101-83-7

N-cyclohexyl-cyclohexanamine

p-Fluorophenylacetic acid
405-50-5

p-Fluorophenylacetic acid

C8H7FO2*C12H23N

C8H7FO2*C12H23N

Conditions
ConditionsYield
In methanol at 20℃;100%
o-methylphenylacetic acid
644-36-0

o-methylphenylacetic acid

N-cyclohexyl-cyclohexanamine
101-83-7

N-cyclohexyl-cyclohexanamine

C9H10O2*C12H23N

C9H10O2*C12H23N

Conditions
ConditionsYield
In methanol at 20℃;100%
m-methylphenylacetic acid
621-36-3

m-methylphenylacetic acid

N-cyclohexyl-cyclohexanamine
101-83-7

N-cyclohexyl-cyclohexanamine

C9H10O2*C12H23N

C9H10O2*C12H23N

Conditions
ConditionsYield
In methanol at 20℃;100%
4-tolylacetic acid
622-47-9

4-tolylacetic acid

N-cyclohexyl-cyclohexanamine
101-83-7

N-cyclohexyl-cyclohexanamine

C9H10O2*C12H23N

C9H10O2*C12H23N

Conditions
ConditionsYield
In methanol at 20℃;100%
2-(2-nitrophenyl)acetic acid
3740-52-1

2-(2-nitrophenyl)acetic acid

N-cyclohexyl-cyclohexanamine
101-83-7

N-cyclohexyl-cyclohexanamine

C8H7NO4*C12H23N

C8H7NO4*C12H23N

Conditions
ConditionsYield
In methanol at 20℃;100%
3-nitro-benzeneacetic acid
1877-73-2

3-nitro-benzeneacetic acid

N-cyclohexyl-cyclohexanamine
101-83-7

N-cyclohexyl-cyclohexanamine

C8H7NO4*C12H23N

C8H7NO4*C12H23N

Conditions
ConditionsYield
In methanol at 20℃;100%
4-nitrobenzeneacetic acid
104-03-0

4-nitrobenzeneacetic acid

N-cyclohexyl-cyclohexanamine
101-83-7

N-cyclohexyl-cyclohexanamine

C8H7NO4*C12H23N

C8H7NO4*C12H23N

Conditions
ConditionsYield
In methanol at 20℃;100%
phenylacetic acid
103-82-2

phenylacetic acid

N-cyclohexyl-cyclohexanamine
101-83-7

N-cyclohexyl-cyclohexanamine

dicyclohexylammonium phenylacetate

dicyclohexylammonium phenylacetate

Conditions
ConditionsYield
In methanol at 20℃;100%
ortho-bromophenylacetic acid
18698-97-0

ortho-bromophenylacetic acid

N-cyclohexyl-cyclohexanamine
101-83-7

N-cyclohexyl-cyclohexanamine

C8H7BrO2*C12H23N

C8H7BrO2*C12H23N

Conditions
ConditionsYield
In methanol at 20℃;100%
3-Bromophenylacetic acid
1878-67-7

3-Bromophenylacetic acid

N-cyclohexyl-cyclohexanamine
101-83-7

N-cyclohexyl-cyclohexanamine

C8H7BrO2*C12H23N

C8H7BrO2*C12H23N

Conditions
ConditionsYield
In methanol at 20℃;100%
N-cyclohexyl-cyclohexanamine
101-83-7

N-cyclohexyl-cyclohexanamine

2-(4-bromophenyl)-acetic acid
1878-68-8

2-(4-bromophenyl)-acetic acid

C8H7BrO2*C12H23N

C8H7BrO2*C12H23N

Conditions
ConditionsYield
In methanol at 20℃;100%
2'-chloro-benzeneacetic acid
2444-36-2

2'-chloro-benzeneacetic acid

N-cyclohexyl-cyclohexanamine
101-83-7

N-cyclohexyl-cyclohexanamine

C8H7ClO2*C12H23N

C8H7ClO2*C12H23N

Conditions
ConditionsYield
In methanol at 20℃;100%
3-chlorophenylacetic acid
1878-65-5

3-chlorophenylacetic acid

N-cyclohexyl-cyclohexanamine
101-83-7

N-cyclohexyl-cyclohexanamine

C8H7ClO2*C12H23N

C8H7ClO2*C12H23N

Conditions
ConditionsYield
In methanol at 20℃;100%

101-83-7Related news

Selective spectrophotometric determination of TNT in soil and water with Dicyclohexylamine (cas 101-83-7) extraction08/09/2019

Contaminated land and groundwater remediation in military waste dumping sites often necessitates the use of simple, cost-effective, and rapid tests for detecting trinitrotoluene (TNT) residues in the field along with their dinitro-analogues. A simple, rapid, low-cost, and field-adaptable (on-sit...detailed

Dicyclohexylamine (cas 101-83-7) effects on HTC cell polyamine content and ornithine decarboxylase activity08/08/2019

Dicyclohexylamine, a spermidine synthase inhibitor, was evaluated for its ability to alter specific polyamine levels in rat hepatoma HTC cells in culture. Media concentrations of 0.5 and 1.0 mM reduced the production of spermidine from putrescine and enhanced the conversion of existing spermidin...detailed

Stability of Dicyclohexylamine (cas 101-83-7) and fumagillin in honey08/03/2019

Fumagillin is extensively used to control nosema disease in apiculture. In the commercial formulation, fumagillin is present as a salt in an equimolar quantity with dicyclohexylamine (DCH). In this study DCH was observed to be significantly more resistant to degradation in honey than fumagillin ...detailed

101-83-7Relevant articles and documents

A Direct Correlation between Dispersion, Metal Area, and Vapour Phase Hydrogenation of Aniline; a First Report

Vishwanathan, Venkataraman,Narayanan, Sankarasubbier

, p. 78 - 80 (1990)

Aniline hydrogenation activity is correlated with dispersion, crystallite size, and metal area over Rh/Al2O3 catalyst.

-

Jackson,Sasse

, p. 3746,3747 (1962)

-

Vapor-Phase Amination of Cyclohexanol over Silica-Supported Platinum Group Metal Catalysts

Hamada, Hideaki,Kuwahara, Yasushi,Sato, Takahiro,Wakabayashi, Katsuhiko

, p. 55 - 60 (1987)

Vapor-phase amination of cyclohexanol with ammonia over silica-supported platinum and other platinum group metal (Ru, Rh, Pd, Ir) catalysts has been studied.Cyclohexylamine and aniline are the main products.Platinum is the most active metal, although ther

Comparison of hydrogen adsorption and aniline hydrogenation over co-precipitated Co/Al2O3 and Ni/Al2O3 catalysts

Narayanan, Sankarasubbier,Unnikrishnan, Ramachandran Pillai

, p. 2009 - 2013 (1997)

Co/Al2O3 catalysts with different cobalt content (10-50 wt.%) have been prepared by a co-precipitation method at pH 8. The catalysts were characterised by physical measurements (pore volume, bulk density, surface area and XRD) and by

An efficient heterogenized palladium catalyst for N-alkylation of amines and α-alkylation of ketones using alcohols

Dang, Tuan Thanh,Shan, Siah Pei,Ramalingam, Balamurugan,Seayad, Abdul Majeed

, p. 42399 - 42406 (2015)

A silica supported palladium-NiXantphos complex is reported as an efficient and a high turnover heterogeneous catalyst for the N-alkylation of amines and the α-alkylation of ketones using readily available alcohols under neat conditions at 120-140 °C following hydrogen borrowing strategy. The catalyst is easily separable and offers negligible amount of palladium leaching (0.01 ppm). A high turnover number of about 46000 for the N-alkylation of amines and 4400 for the α-alkylation of ketones were achieved in the respective single batch reactions. The catalyst is recyclable up to four times without appreciable change in catalytic performance.

-

Baker,Schuetz

, p. 1250 (1947)

-

Selective synthesis of octahydroacridines and diannelated pyridines over zinc-containing mesoporous aluminosilicate molecular sieve catalysts

Selvaraj, Manickam,Assiri, Mohammed A.

, p. 12986 - 12995 (2019)

We demonstrate a very eco-friendly and single-step catalytic method for the highly selective synthesis of 1,2,3,4,5,6,7,8-octahydroacridine (OHA) by the vapour phase aminocyclization of cyclohexanone (CyO) with a mixture of formaldehyde (HCHO) and ammonia (NH3) over mesoporous bimetallic ZnAlMCM-41 (ZnAl-41) molecular sieves as efficient catalysts, which were synthesised by a simple basic hydrothermal method. To find optimum parameters for the synthesis of OHA, different reaction parameters, such as temperature, time on stream (TOS), weight hourly space velocity (WHSV), and feed molar ratios of CyO:HCHO:NH3, have been extensively studied. The used ZnAl-41 catalysts were treated by washing and calcination to recover the recyclable catalysts which were then reused in these reactions to study their catalytic abilities. To selectively synthesize a variety of pyridine compounds, the active mesoporous catalysts, namely, ZnAl-41(75) and recyclable ZnAl-41(75), with different reaction parameters, were extensively used in the vapour phase aminocyclization reaction with different aldehydes and cycloketones, and produced excellent product selectivities, e.g., 9-alkyl substituted octahydroacridines (9-ASOHAs) and diannelated pyridines (DAPs), with good ketone conversions. In this catalytic reaction, OHA, 9-ASOHAs and DAPs are the main products and are important as starting materials in the preparation of biologically active compounds, drugs, dyes and alkaloids. It is shown by our remarkable catalytic results that the ZnAl-41(75) catalyst, as an environmentally friendly heterogeneous catalyst, has outstanding catalytic activity in the production of OHA, 9-ASOHAs and DAPs by a single-step synthetic method.

RAPID AND EFFICIENT REDUCTION OF ALIPHATIC NITRO COMPOUNDS TO AMINES

Osby, John O.,Ganem, Bruce

, p. 6413 - 6416 (1985)

The combination of NaBH4 with catalytic quantities of NiCl2 smoothly reduces aliphatic nitro compounds to amines in methanol; Ni2B formed in situ is the active catalyst.

An improved method for the complete hydrogenation of aromatic compounds under 1 bar H2 with platinum nanowires

Yu, Tingting,Wang, Jiaqing,Li, Xinming,Cao, Xueqin,Gu, Hongwei

, p. 2852 - 2855 (2013)

A little pressure for a lot of gain: An efficient method has been developed for the controlled hydrogenation of phenol using a platinum nanowire catalyst under mild conditions (>98.4%, 1atm H2, 60°C). The catalyst also exhibited high levels of activity and selectivity towards other selected aromatic compounds bearing a variety of different substituents, demonstrating its generality towards the hydrogenation of aromatic compounds.

Chemoselective deprotection of N-allylic amines using DDQ

Kumar, Pradeep,Cherian, Shijo K.,Jain, Ruchi,Show, Krishanu

, p. 7172 - 7176 (2014)

A highly chemoselective and simple method for the deprotection of N-allylic amines using DDQ has been developed. The use of DDQ in dichloromethane-water provides a mild and efficient one-step deallylation of a wide variety of orthogonally protected tertiary amine derivatives.

Hydrogenation of aniline to cyclohexylamine in supercritical carbon dioxide: Significance of phase behaviour

Chatterjee,Sato,Kawanami,Ishizaka,Yokoyama,Suzuki

, p. 186 - 193 (2011)

Hydrogenation of aniline to cyclohexylamine was carried out in supercritical carbon dioxide using a variety of noble metal (Pt, Pd and Rh) catalysts. At 80 °C and 8 MPa of CO2 pressure, >95% of aniline conversion with 93% selectivity to cyclohexylamine was achieved on 5% Rh/Al2O3. A strong influence of phase behaviour related to the CO2 pressure was found on the conversion and selectivity. Optimization of reaction parameters resulted in a higher overall activity in the biphase (liquid substrate + gaseous H2 and CO2) than in the single phase (liquid substrate-CO2-H2) condition. It has been found that the interaction of CO2 with amine leads to the formation of solid carbamic acid, which enhanced the selectivity of cyclohexylamine, but reduced the conversion significantly. Furthermore, reaction temperature played a crucial role in preventing the formation of carbamic acid and also maintained a reasonably high reaction performance in terms of conversion and selectivity.

Formation of secondary or tertiary aliphatic amines in aqueous media

Marieta Simion, Alina,Arimura, Takashi,Miyazawa, Akira,Simion, Cristian,Surya Prakash,Olah, George A.,Tashiro, Masashi

, p. 2859 - 2865 (2009)

Secondary and tertiary amines can be easily obtained from primary and secondary amines, respectively, in completely aqueous media, in the presence of a bicatalytic system formed of cheap commercial aluminum (Al) powder and 5% rhodium (Rh) or ruthenium (Ru) deposed on charcoal.

Transformylating amine with DMF to formamide over CeO2 catalyst

Wang, Yehong,Wang, Feng,Zhang, Chaofeng,Zhang, Jian,Li, Mingrun,Xu, Jie

, p. 2438 - 2441 (2014)

We here report a new protocol for the formylation of various amines, primary or secondary, aromatic or alkyl, cyclic or linear, mono- or di-amine, with dimethylformamide (DMF) as the formylation reagent to obtain the corresponding formamides in good to excellent yields over CeO2 catalyst. The reaction requires no homogeneous acidic or basic additives and is tolerant to water.

TRICHLOROSILANE-IMINE COMPLEXES. A NEW METHOD FOR THE REDUCTION OF IMINES TO AMINES

Benkeser, Robert A.,Snyder, Dudley C.

, p. 107 - 115 (1982)

It has been found that trichlorosilane adds regio-specifically to the carbon-nitrogen double bond of imines under mild conditions to yield hydrolytically unstable N-trichlorosilyl intermediates.The latter can be hydrolyzed in situ by alcoholic base to give the corresponding amines in moderate to good yields.Variously substituted aldo and keto imines, both alkyl and aryl, were tested to demonstrate the scope of the reaction.The facility of trichlorosilane addition appears to depend on the nature of the groups directly attached to the carbon-nitrogen double bond.Hydride trapping experiments suggest an intramolecular rather than intermolecular hydride transfer during the course of the reaction.

Molecular Assembly Line: Stepwise Hydrogenation of Multifunctional Substrates over Catalyst Mixtures

Tomkins, Patrick,Gebauer-Henke, Ewa,Müller, Thomas E.

, p. 546 - 550 (2016)

The synthesis of many chemical products requires multiple steps. To simplify the overall synthesis by combining consecutive reaction steps, the concept of a molecular assembly line promises to yield high reaction rates and selectivities. In this study, mixtures of carbon nanotube (CNT)-supported catalysts were used to demonstrate the potential of this concept on hand of the hydrogenation of nitrobenzene via aniline to cyclohexylamine. Mixtures of Pt/CNT, having a high activity in nitrobenzene hydrogenation, and of Ru/CNT, highly selective for the hydrogenation of aniline to cyclohexylamine, provided high activity at constant high selectivity. Varying the Pt:Ru ratio to 5:95 was found to be the best case scenario, for which the rates of the two consecutive reaction steps are balanced. The use of catalyst mixtures rather than bimetallic catalysts avoids complex phenomena such as phase separation or migration of one of the metals to the surface of the bimetallic particles.

Borohydride exchange resin, a new reducing agent for reductive amination

Yoon,Kim,Son,Choi

, p. 1595 - 1599 (1993)

Borohydride Exchange Resin is a useful, convenient reducing agent for the reductive amination of aldehydes and ketones in alcoholic solvent.

Self-coupling of benzylamines over a highly active and selective supported copper catalyst to produce N-substituted amines by the borrowing hydrogen method

Liu, Huihui,Chuah, Gaik-Khuan,Jaenicke, Stephan

, p. 262 - 268 (2015)

Amines were used as hydrogen donor for the borrowing hydrogen methodology with a heterogeneous catalyst. Supported copper catalysts catalyzed the self-condensation reaction of primary amines to secondary amines/imines with high efficiency. The recyclable, non-leaching catalyst is synthesized by a sol-gel method, which allows entrapping copper nanoparticles in an alumina matrix. The synthesized copper catalysts were found to be active in the self-coupling of primary amines to produce secondary amines. The hydrogen donor for the transfer hydrogenation appears to be the primary amine, and no additional hydrogen or hydrogen transfer reagent is required. To the best of our knowledge, this is the first report of a copper based catalyst for this type of reaction using the borrowing hydrogen scheme.

The Co-amination of Phenol and Cyclohexanol with Palladium-on-carbon Catalyst in the Liquid Phase. An Application of a Hydrogen-transfer Reaction

Hamada, Hideaki,Yamamoto, Makoto,Kuwahara, Yasushi,Matsuzaki, Takehiko,Wakabayashi, Katsuhiro

, p. 1551 - 1555 (1985)

Phenol and Cyclohexanol are simultaneously aminated to aniline and cyclohexylamine by ammonolysis with the palladium-on-carbon catalyst in the liquid phase, although the amination of either phenol or cyclohexanol hardly occurs without the other.In contras

A FACILE SYNTHESIS OF SYMMETRICAL SECONDARY AMINES FROM PRIMARY AMINES PROMOTED BY THE HOMOGENEOUS CATALYST RuCl2(Ph3P)3

Bui-The-Khai,Concilio, Carlo,Porzi, Gianni

, p. 249 - 251 (1981)

Primary amines bearing an α-hydrogen atom are quantitatively converted to symmetrical secondary amines by heating at 185 deg C for 5 h in the presence of a catalytic amount of RuCl2(Ph3)3.

Chemical Conversions using Sheet Silicates: Novel Intermolecular Elimination of Ammonia from Amines

Ballantine, James A.,Purnell, Howard,Rayanakorn, Mongkon,Thomas, John M.,Williams, Kevin J.

, p. 9 - 10 (1981)

Ammonia is readily eliminated from molecular pairs of intercalated primary amines thereby generating the secondary amines in high yield in a novel proton-mediated reaction; certain cyclic secondary amines produce unusual products by a similar interlamellar reaction.

Highly efficient heterogeneous gold-catalyzed direct synthesis of tertiary and secondary amines from alcohols and urea

He, Lin,Qian, Yue,Ding, Ran-Sheng,Liu, Yong-Mei,He, He-Yong,Fan, Kang-Nian,Cao, Yong

, p. 621 - 624 (2012)

Urea, the white gold: The efficient synthesis of tertiary and secondary amines is achieved by heterogeneous gold-catalyzed direct amination of stoichiometric alcohols with urea in good to excellent yields. Via a hydrogen autotransfer pathway, the reactions of primary alcohols with urea give tertiary amines exclusively, while secondary alcohols selectively afford secondary amines.

Production of alkoxyl-functionalized cyclohexylamines from lignin-derived guaiacols

Zheng, Bingxiao,Wu, Haihong,Song, Jinliang,Wu, Wei,Mei, Xuelei,Zhang, Kaili,Xu, Caiyun,Xu, Jiao,He, Mingyuan,Han, Buxing

supporting information, p. 8441 - 8447 (2021/11/17)

The transformation of renewable lignin-based platform chemicals into value-added nitrogen-containing compounds is an emerging strategy for lignin utilization. However, multi-reactive sites on these platform chemicals make it challenging to control the product selectivity, thereby resulting in limited success. In this work, we developed the reductive-coupling of guaiacol, a typical lignin-based platform chemical, with amines and H2 to synthesize methoxy-functionalized cyclohexylamines. It was demonstrated that Pd/C was a very efficient catalyst for this kind of reaction, and high yields of the target products can be obtained. Notably, this methodology can be applied for the reductive-coupling of various guaiacol analogues with amines to synthesize alkoxyl-functionalized cyclohexylamines with high yields. A mechanism study revealed that the reaction occurred through the generation of 2-methoxycyclohexanone and its subsequent reductive amination. This journal is

Reductive amination of ketones/aldehydes with amines using BH3N(C2H5)3as a reductant

Zou, Qizhuang,Liu, Fei,Zhao, Tianxiang,Hu, Xingbang

supporting information, p. 8588 - 8591 (2021/09/04)

Herein, we report the first example of efficient reductive amination of ketones/aldehydes with amines using BH3N(C2H5)3 as a catalyst and a reductant under mild conditions, affording various tertiary and secondary amines in excellent yields. A mechanistic study indicates that BH3N(C2H5)3 plays a dual function role of promoting imine and iminium formation and serving as a reductant in reductive amination. This journal is

Post a RFQ

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

1

What can I do for you?
Get Best Price

Get Best Price for 101-83-7