Welcome to LookChem.com Sign In|Join Free

CAS

  • or

538-75-0

Post Buying Request

538-75-0 Suppliers

Recommended suppliersmore

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

538-75-0 Usage

Chemical Description

Dicyclohexylcarbodiimide is a coupling reagent used in organic synthesis.

Chemical Description

Dicyclohexylcarbodiimide is a coupling agent that is used to activate the carboxylic acid group of the amino acid.

Chemical Description

Dicyclohexylcarbodiimide is a coupling reagent used in the synthesis of p-Nitrophenyl benzyloxycarbonyl-D-asparaginate.

Description

Dicyclohexylcarbodiimide, also known as DCC, is a white crystalline solid with a heavy sweet odor. It is a carbodiimide compound that has a cyclohexyl substituent on both nitrogen atoms. DCC is used in peptide chemistry as a coupling reagent and is known to be both an irritant and a sensitizer, causing contact dermatitis in pharmacists and chemists.

Uses

Used in Pharmaceutical Industry:
Dicyclohexylcarbodiimide is used as a dehydrating condensing agent for the synthesis of amikacin and glutathione dehydrants. It is also used in the synthesis of acid anhydride, aldehyde, ketone, and isocyanate. The reaction with DCC leads to the formation of dicyclohexylurea, which has very low solubility in organic solvents, facilitating easy separation of the reaction product.
Used in Peptide Synthesis:
Dicyclohexylcarbodiimide is used as a coupling reagent in peptide chemistry, facilitating the reaction between compounds with free carboxy and amino groups to form peptides. It is particularly useful in the synthesis of peptide and nucleic acid.
Used in Research and Development:
Dicyclohexylcarbodiimide is widely used in medical, health, makeup, and biological products, as well as other synthetic fields. It is also used as a dehydrating agent for the preparation of amides, ketones, nitriles, and in the inversion and esterification of secondary alcohols.

Preparation

A stirred mixture of N,N′-dicyclohexylurea (19.7 g), phosphorus pentoxide (100 g), sand (175 g), and pyridine (700 mL) was refluxed for 2.25 h. Stirring was no longer possible after about 30 min. The mixture was filtered and the residue was extracted with pyridine (100 mL). Pyridine was removed from the combined solutions on a flash evaporator, and the residual oil was extracted with boiling petroleum ether (bp 60–80 C°) (2 × 100 mL), and then with diethyl ether (100 mL). The combined extracts were washed with iced water (3×80 mL), dried over calcium chloride, and filtered. The solvents were removed from the filtrate under reduced pressure to give 17.4 g of an oil, which on distillation yielded 13.7 g (76%) of a clear liquid; bp 143 C° (3.5 mmHg), which solidified in the receiver; mp 34–35 C°. Another method for producing DCC from dicyclohexylurea is a two-step process using phosphoryl chloride in dichloromethane at 40 C° for 4 h under non-basic conditions followed by removal of acidic components with aq. sodium hydroxide. This method, which gives an 89% yield of DCC, has been presented in a patent application.

Preparation

Palladium acetate (22 mg, 0.1 mmol), iodine (50 mg, 0.2 mmol), and anhydrous sodium carbonate (320 mg, 3.0 mmol) were placed in a pressure vessel. Cyclohexylamine (0.11 mL, 1.0 mmol) and cyclohexyl isocyanide (0.1 mL, 0.8 mmol) were dissolved in acetonitrile (10 mL) and this solution was added to the reaction vessel, which was then pressurized with oxygen (40 psi) and heated to 100 C° for 3 h. The initially deep-red reaction mixture turned yellow-orange; no Pd black precipitation was observed. There was no obvious reaction rate dependence on oxygen pressure. The mixture was cooled to ambient temperature, depressurized, filtered, and analyzed by GC. DCC was isolated by evaporating the solvent and residual amine, followed by vacuum distillation. Palladium(II) complexes with a carbodiimide ligand, in which a nitrogen of the linear NbCbN moiety is bonded to the metal center, and bis(carbodiimido)palladium(II) complexes, both derived from isocyanides, have been described.

Reactivity Profile

Dicyclohexylcarbodiimide is an imide. Amides/imides react with azo and diazo compounds to generate toxic gases. Flammable gases are formed by the reaction of organic amides/imides with strong reducing agents. Amides are very weak bases (weaker than water). Imides are less basic yet and in fact react with strong bases to form salts. That is, they can react as acids. Mixing amides with dehydrating agents such as P2O5 or SOCl2 generates the corresponding nitrile. The combustion of these compounds generates mixed oxides of nitrogen (NOx). Dicyclohexylcarbodiimide is incompatible with acids and oxidizing agents. Dicyclohexylcarbodiimide reacts with water.

Fire Hazard

Dicyclohexylcarbodiimide is probably combustible.

Flammability and Explosibility

Notclassified

Contact allergens

Used in peptide chemistry as a coupling reagent. It is both an irritant and a sensitizer and has caused contact dermatitis in pharmacists and chemists.

Potential Exposure

Laboratory reagent

Shipping

UN2928 Toxic solids, corrosive, organic, n.o.s., Hazard Class: 6.1; Labels: 6.1-Poisonous materials, 8- Corrosive material, Technical Name Required. UN2811 Toxic solids, organic, n.o.s., Hazard Class: 6.1; Labels: 6.1- Poisonous materials, Technical Name Required

Purification Methods

It is sampled as a liquid after melting in warm H2O. It is sensitive to air, and it is a potent skin irritant. It can be distilled in a vacuum and is best stored in a tightly stoppered flask in a freezer. It is very soluble in CH2Cl2 and pyridine where the reaction product with H2O, after condensation, is dicyclohexyl urea which is insoluble and can be filtered off. Alternatively dissolve it in CH2Cl2, add powdered anhydrous MgSO4, shake for 4hours, filter, evaporate and distil at 0.6mm pressure and oil bath temperature of 145o. [Bodansky et al. Biochemical Preparations 10, 122 1963, Schmidt & Seefelder Justus Liebigs Ann Chem 571 83 1951, Schmidt et al. Justus Liebigs Ann Chem 612 11 1958, Beilstein 12 IV 72.]

Incompatibilities

Dust may for explosive mixture with air. Reacts with steam and water. N,N0 - Dicyclohexylcarbodiimide is an amine/imide: contact with strong oxidizers may cause fire and explosions. Incompatible with acids, strong bases, strong reducing agents (may form flammable gasses); azo and diazo compounds (may form toxic gases); chlorinated hydrocarbons; nitro compounds. Contact with mixture of acetic acid 1 dinitrogen trioxide may cause explosion. The combustion of amide compounds generate nitrogen oxides (NOx). In the presence of moisture, may attack metals and plastics.

Waste Disposal

Whatever cannot be saved for recovery or recycling should be managed in an appropriate and approved waste facility. Although not a listed RCRA hazardous waste, this material may exhibit one or more characteristics of a hazardous waste and require appropriate analysis to determine specific disposal requirements. Processing, use or contamination of this product may change the waste management options. State and local disposal regulations may differ from federal disposal regulations. Dispose of container and unused contents in accordance with federal, state and local requirements

Check Digit Verification of cas no

The CAS Registry Mumber 538-75-0 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 5,3 and 8 respectively; the second part has 2 digits, 7 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 538-75:
(5*5)+(4*3)+(3*8)+(2*7)+(1*5)=80
80 % 10 = 0
So 538-75-0 is a valid CAS Registry Number.

538-75-0 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
  • Price
  • Detail
  • TCI America

  • (D0436)  N,N'-Dicyclohexylcarbodiimide  >98.0%(GC)

  • 538-75-0

  • 25g

  • 120.00CNY

  • Detail
  • TCI America

  • (D0436)  N,N'-Dicyclohexylcarbodiimide  >98.0%(GC)

  • 538-75-0

  • 400g

  • 860.00CNY

  • Detail
  • TCI America

  • (D0437)  N,N'-Dicyclohexylcarbodiimide (25% in Pyridine, ca. 1.2mol/L)  

  • 538-75-0

  • 100mL

  • 590.00CNY

  • Detail
  • Alfa Aesar

  • (A10973)  N,N'-Dicyclohexylcarbodiimide, 99%   

  • 538-75-0

  • 25g

  • 122.0CNY

  • Detail
  • Alfa Aesar

  • (A10973)  N,N'-Dicyclohexylcarbodiimide, 99%   

  • 538-75-0

  • 100g

  • 211.0CNY

  • Detail
  • Alfa Aesar

  • (A10973)  N,N'-Dicyclohexylcarbodiimide, 99%   

  • 538-75-0

  • 500g

  • 751.0CNY

  • Detail
  • Aldrich

  • (685178)  N,N′-Dicyclohexylcarbodiimide,ChemDosetablets  Loading: 0.15mmol per tablet

  • 538-75-0

  • 685178-10TAB

  • 905.58CNY

  • Detail
  • Aldrich

  • (685178)  N,N′-Dicyclohexylcarbodiimide,ChemDosetablets  Loading: 0.15mmol per tablet

  • 538-75-0

  • 685178-100TAB

  • 5,578.56CNY

  • Detail
  • Aldrich

  • (379115)  DCC  1.0 M in methylene chloride

  • 538-75-0

  • 379115-100ML

  • 497.25CNY

  • Detail
  • Aldrich

  • (379115)  DCC  1.0 M in methylene chloride

  • 538-75-0

  • 379115-800ML

  • 1,758.51CNY

  • Detail
  • Sigma-Aldrich

  • (36650)  DCC  puriss., ≥99.0% (GC)

  • 538-75-0

  • 36650-100G

  • 494.91CNY

  • Detail
  • Sigma-Aldrich

  • (36650)  DCC  puriss., ≥99.0% (GC)

  • 538-75-0

  • 36650-500G

  • 1,577.16CNY

  • Detail

538-75-0SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name 1,3-dicyclohexylcarbodiimide

1.2 Other means of identification

Product number -
Other names N,N'-Dicyclohexylcarbodimide

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
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:538-75-0 SDS

538-75-0Synthetic route

1,3-Dicyclohexylurea
2387-23-7

1,3-Dicyclohexylurea

dicyclohexyl-carbodiimide
538-75-0

dicyclohexyl-carbodiimide

Conditions
ConditionsYield
With dichloromethylenedimethyliminium chloride; triethylamine In dichloromethane at 0℃;100%
With bis(trichloromethyl) carbonate In 1-methyl-pyrrolidin-2-one at 30 - 40℃; for 6h; Autoclave;99.5%
With pyridine; chloroacetyl chloride In dichloromethane at 0 - 60℃; for 10h; Solvent; Temperature; Reagent/catalyst;97.3%
1,3-dicyclohexylthiourea
1212-29-9

1,3-dicyclohexylthiourea

dicyclohexyl-carbodiimide
538-75-0

dicyclohexyl-carbodiimide

Conditions
ConditionsYield
With dicarbonyl(cyclopentadienyl)methyliron(II) In tetrahydrofuran at 60℃; for 24h; Reagent/catalyst; Inert atmosphere;99%
With dicarbonyl(cyclopentadienyl)methyliron(II); Triethoxysilane In tetrahydrofuran at 60℃; for 24h; Schlenk technique; Inert atmosphere;95%
With 1,1'-Thiocarbonyldi-2(1H)-pyridone In toluene for 8h; Heating;94%
N,N'-Dicyclohexyl-C-chlor-formamidinium
114316-64-2

N,N'-Dicyclohexyl-C-chlor-formamidinium

dicyclohexyl-carbodiimide
538-75-0

dicyclohexyl-carbodiimide

Conditions
ConditionsYield
With sodium hydroxide In water92.4%
Cyclohexyl isocyanate
3173-53-3

Cyclohexyl isocyanate

dicyclohexyl-carbodiimide
538-75-0

dicyclohexyl-carbodiimide

Conditions
ConditionsYield
O=P(MeNCH2CH2)3N at 200 - 230℃; for 91h;92%
at 20 - 230℃; for 4h; Product distribution / selectivity; Molecular sieve;30.8%
[C5H5Fe(CO)2]2 In xylene for 24h; Heating;27%
1,3-dicyclohexylthiourea
1212-29-9

1,3-dicyclohexylthiourea

A

2-hydroxypyridin
142-08-5

2-hydroxypyridin

B

dicyclohexyl-carbodiimide
538-75-0

dicyclohexyl-carbodiimide

Conditions
ConditionsYield
With di-2-pyridyl thionocarbonate; dmap In acetonitrile at 80℃; for 15h;A n/a
B 84%
1,3-Dicyclohexylurea
2387-23-7

1,3-Dicyclohexylurea

triphenylphosphine
603-35-0

triphenylphosphine

A

dicyclohexyl-carbodiimide
538-75-0

dicyclohexyl-carbodiimide

B

Triphenylphosphine oxide
791-28-6

Triphenylphosphine oxide

Conditions
ConditionsYield
With aluminum oxide; LutClO4 constant current electrolysis;A 72%
B n/a
With aluminum oxide; LutClO4 In dichloromethane constant current electrolysis;A 72%
B n/a
1,3-dicyclohexylthiourea
1212-29-9

1,3-dicyclohexylthiourea

triphenylphosphine
603-35-0

triphenylphosphine

A

dicyclohexyl-carbodiimide
538-75-0

dicyclohexyl-carbodiimide

B

triphenylphosphine sulfide
3878-45-3

triphenylphosphine sulfide

Conditions
ConditionsYield
With aluminum oxide; LutClO4 In dichloromethane constant current electrolysis;A 56%
B n/a
1,3-dicyclohexylthiourea
1212-29-9

1,3-dicyclohexylthiourea

triphenylphosphine
603-35-0

triphenylphosphine

A

dicyclohexyl-carbodiimide
538-75-0

dicyclohexyl-carbodiimide

B

Triphenylphosphine oxide
791-28-6

Triphenylphosphine oxide

Conditions
ConditionsYield
With aluminum oxide; LutClO4 In dichloromethane constant current electrolysis;A 56%
B n/a
1,3-Dicyclohexylurea
2387-23-7

1,3-Dicyclohexylurea

A

Cyclohexyl isocyanide
931-53-3

Cyclohexyl isocyanide

B

N-cyclohexylimidocarbonyl dichloride
2666-80-0

N-cyclohexylimidocarbonyl dichloride

C

dicyclohexyl-carbodiimide
538-75-0

dicyclohexyl-carbodiimide

Conditions
ConditionsYield
With sodium hydroxide; triethylamine In chloroform for 4h; Heating;A 21%
B 38%
C 18%
Cyclohexyl isocyanide
931-53-3

Cyclohexyl isocyanide

cyclohexylamine
108-91-8

cyclohexylamine

A

1,3-Dicyclohexylurea
2387-23-7

1,3-Dicyclohexylurea

B

dicyclohexyl-carbodiimide
538-75-0

dicyclohexyl-carbodiimide

Conditions
ConditionsYield
With oxygen; sodium carbonate; palladium diacetate In acetonitrile at 100℃; under 2068.6 Torr; for 3h;A 10 % Chromat.
B 35%
Cyclohexyl isocyanide
931-53-3

Cyclohexyl isocyanide

cyclohexylamine
108-91-8

cyclohexylamine

dicyclohexyl-carbodiimide
538-75-0

dicyclohexyl-carbodiimide

Conditions
ConditionsYield
With tetra-(n-butyl)ammonium iodide In acetonitrile at 50℃; for 12h; Inert atmosphere; Electrochemical reaction;26%
With iodine; oxygen; sodium carbonate; palladium diacetate In acetonitrile at 100℃; under 2068.6 Torr; for 3h;67 % Chromat.
With air; gold In hexane at 20℃; for 0.166667h; Kinetics;
With Cumene hydroperoxide; iodine In tert-butyl methyl ether at 55℃; for 6h;51 %Chromat.
Cyclohexyl isocyanate
3173-53-3

Cyclohexyl isocyanate

dicyclohexyl-carbodiimide
538-75-0

dicyclohexyl-carbodiimide

Conditions
ConditionsYield
With xylene
1,3-Dicyclohexylurea
2387-23-7

1,3-Dicyclohexylurea

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

dicyclohexyl-carbodiimide
538-75-0

dicyclohexyl-carbodiimide

Conditions
ConditionsYield
With pyridine
N-ethylmorpholine;
100-74-3

N-ethylmorpholine;

C29H41N2O2PS2
83599-89-7

C29H41N2O2PS2

A

Dithiophosphoric acid O,O'-bis-(2,6-dimethyl-phenyl) ester; compound with 4-ethyl-morpholine

Dithiophosphoric acid O,O'-bis-(2,6-dimethyl-phenyl) ester; compound with 4-ethyl-morpholine

B

dicyclohexyl-carbodiimide
538-75-0

dicyclohexyl-carbodiimide

Conditions
ConditionsYield
In dichloromethane
C29H41N2O2PS2
83599-89-7

C29H41N2O2PS2

A

C16H18O2PS2(1-)

C16H18O2PS2(1-)

B

dicyclohexyl-carbodiimide
538-75-0

dicyclohexyl-carbodiimide

C

C29H41N2O2PS2*BF4(1-)*H(1+)

C29H41N2O2PS2*BF4(1-)*H(1+)

Conditions
ConditionsYield
In dichloromethane at 20℃; Rate constant; Product distribution; equilibrium studies, effect of addition of excess base or acid on the rate constants, effect of addition of triethylamine in various concentrations on the rate constants;
C29H41N2O2PS2
83599-89-7

C29H41N2O2PS2

triethylamine
121-44-8

triethylamine

A

Dithiophosphoric acid O,O'-bis-(2,6-dimethyl-phenyl) ester; compound with triethyl-amine

Dithiophosphoric acid O,O'-bis-(2,6-dimethyl-phenyl) ester; compound with triethyl-amine

B

dicyclohexyl-carbodiimide
538-75-0

dicyclohexyl-carbodiimide

Conditions
ConditionsYield
In dichloromethane Mechanism;
In dichloromethane
C25H33N2O2PS2
92366-10-4

C25H33N2O2PS2

A

O,O-diphenyl dithiophosphate
55979-88-9

O,O-diphenyl dithiophosphate

B

dicyclohexyl-carbodiimide
538-75-0

dicyclohexyl-carbodiimide

C

C25H33N2O2PS2*BF4(1-)*H(1+)

C25H33N2O2PS2*BF4(1-)*H(1+)

Conditions
ConditionsYield
In dichloromethane at 20℃; Rate constant; Product distribution; equilibrium studies, effect of addition of excess base or acid on the rate constants;
C37H57N2O2PS2
92366-11-5

C37H57N2O2PS2

A

C24H34O2PS2(1-)

C24H34O2PS2(1-)

B

dicyclohexyl-carbodiimide
538-75-0

dicyclohexyl-carbodiimide

C

C37H57N2O2PS2*BF4(1-)*H(1+)

C37H57N2O2PS2*BF4(1-)*H(1+)

Conditions
ConditionsYield
In dichloromethane at 20℃; Rate constant; Product distribution; equilibrium studies, effect of addition of excess base or acid on the rate constants, effect of the initial substrate concentration on the rate constants;
C29H41N2O2PS2*BF4(1-)*H(1+)

C29H41N2O2PS2*BF4(1-)*H(1+)

A

C29H41N2O2PS2
83599-89-7

C29H41N2O2PS2

B

C16H18O2PS2(1-)

C16H18O2PS2(1-)

C

dicyclohexyl-carbodiimide
538-75-0

dicyclohexyl-carbodiimide

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃; Product distribution; Rate constant; further amines, effect of base:substrate ratio on the product formation;
isothiocyanatocyclohexane
1122-82-3

isothiocyanatocyclohexane

dicyclohexyl-carbodiimide
538-75-0

dicyclohexyl-carbodiimide

Conditions
ConditionsYield
With silica gel 1.) CH2Cl2, controlled potential electrolysis, 2.) petroleum ether, ether, 200 deg C; Yield given. Multistep reaction;
N,N'-dicyclohexylselenourea
34656-93-4

N,N'-dicyclohexylselenourea

dicyclohexyl-carbodiimide
538-75-0

dicyclohexyl-carbodiimide

Conditions
ConditionsYield
With oxygen; 1,8-diazabicyclo[5.4.0]undec-7-ene In tetrahydrofuran for 5h; Heating; Yield given;
Cyclohexyl isocyanide
931-53-3

Cyclohexyl isocyanide

A

dicyclohexyl-carbodiimide
538-75-0

dicyclohexyl-carbodiimide

B

N-benzyloxycarbonyl-alanine

N-benzyloxycarbonyl-alanine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: Se, DBU / tetrahydrofuran / 1 h / Heating
2: DBU, O2 / tetrahydrofuran / 5 h / Heating
View Scheme
cyclohexylamine
108-91-8

cyclohexylamine

dicyclohexyl-carbodiimide
538-75-0

dicyclohexyl-carbodiimide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 3-methyl-butan-1-ol
2: pyridine
View Scheme
C37H37N2O5PW

C37H37N2O5PW

diisopropyl-carbodiimide
693-13-0

diisopropyl-carbodiimide

A

C31H29N2O5PW

C31H29N2O5PW

B

dicyclohexyl-carbodiimide
538-75-0

dicyclohexyl-carbodiimide

Conditions
ConditionsYield
In tetrahydrofuran at 20℃; for 3h; Inert atmosphere;
C13H23ClN2*Cl2HO2P

C13H23ClN2*Cl2HO2P

dicyclohexyl-carbodiimide
538-75-0

dicyclohexyl-carbodiimide

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran
Cyclohexyl isocyanate
3173-53-3

Cyclohexyl isocyanate

cyclohexyl azide
19573-22-9

cyclohexyl azide

dicyclohexyl-carbodiimide
538-75-0

dicyclohexyl-carbodiimide

Conditions
ConditionsYield
With triphenylphosphine In acetonitrile at 20℃;
carbon disulfide
75-15-0

carbon disulfide

cyclohexylamine
108-91-8

cyclohexylamine

dicyclohexyl-carbodiimide
538-75-0

dicyclohexyl-carbodiimide

Conditions
ConditionsYield
In water at 30℃;
O,O-dimethyl S-hydrogen phosphorothioate
1112-38-5

O,O-dimethyl S-hydrogen phosphorothioate

dicyclohexyl-carbodiimide
538-75-0

dicyclohexyl-carbodiimide

N-Dimethylphosphoryl-N,N'-dicyclohexylthiourea
87763-29-9

N-Dimethylphosphoryl-N,N'-dicyclohexylthiourea

Conditions
ConditionsYield
In diethyl ether Product distribution; Ambient temperature; other phosphoro acids investigated;100%
In diethyl ether Ambient temperature;
bis(trifluoromethyl)trichlorophosphorane
353-77-5

bis(trifluoromethyl)trichlorophosphorane

dicyclohexyl-carbodiimide
538-75-0

dicyclohexyl-carbodiimide

C15H22Cl3F6N2P

C15H22Cl3F6N2P

Conditions
ConditionsYield
In tetrachloromethane Heating;100%
tris(trifluoromethyl)phosphine dichloride
420-72-4

tris(trifluoromethyl)phosphine dichloride

dicyclohexyl-carbodiimide
538-75-0

dicyclohexyl-carbodiimide

C16H22Cl2F9N2P

C16H22Cl2F9N2P

Conditions
ConditionsYield
In tetrachloromethane Heating;100%
Trifluormethyl-phosphor-tetrachlorid
1066-48-4

Trifluormethyl-phosphor-tetrachlorid

dicyclohexyl-carbodiimide
538-75-0

dicyclohexyl-carbodiimide

C14H22Cl4F3N2P

C14H22Cl4F3N2P

Conditions
ConditionsYield
In tetrachloromethane Heating;100%
2-hydroxy-2-thiono-5,5-dimethyl-1,3,2-dioxaphosphorinane
45734-11-0

2-hydroxy-2-thiono-5,5-dimethyl-1,3,2-dioxaphosphorinane

dicyclohexyl-carbodiimide
538-75-0

dicyclohexyl-carbodiimide

A

5,5-dimethyl-2-oxo-1,3,2-dioxaphosphorinan-2-yl 5,5-dimethyl-2-thioxo-1,3,2-dioxaphosphorinan-2-yl-oxide
15762-04-6

5,5-dimethyl-2-oxo-1,3,2-dioxaphosphorinan-2-yl 5,5-dimethyl-2-thioxo-1,3,2-dioxaphosphorinan-2-yl-oxide

B

1,3-dicyclohexylthiourea
1212-29-9

1,3-dicyclohexylthiourea

Conditions
ConditionsYield
In acetonitrile Mechanism; Product distribution; Ambient temperature;A 100%
B 98%
3-(acetoxymethyl)-7α-chloro-Δ3-cephem-4-carboxylic acid 1,1-dioxide
126621-87-2

3-(acetoxymethyl)-7α-chloro-Δ3-cephem-4-carboxylic acid 1,1-dioxide

dicyclohexyl-carbodiimide
538-75-0

dicyclohexyl-carbodiimide

3-acetoxymethyl-7α-chloro-4-spiro-<3'-(1'-cyclohexyl-4'-cyclohexylimino-2'-oxoazetidinyl)>-2-cephem 1,1-dioxide
129441-69-6, 129519-60-4, 148153-25-7

3-acetoxymethyl-7α-chloro-4-spiro-<3'-(1'-cyclohexyl-4'-cyclohexylimino-2'-oxoazetidinyl)>-2-cephem 1,1-dioxide

Conditions
ConditionsYield
In dichloromethane for 0.0833333h; Product distribution; Mechanism; various cephalosporanic acid sulphones;100%
In dichloromethane for 0.0833333h;100%
dicyclohexyl-carbodiimide
538-75-0

dicyclohexyl-carbodiimide

C13H22Cl5N2P

C13H22Cl5N2P

Conditions
ConditionsYield
With phosphorus pentachloride In tetrachloromethane Heating;100%
dicyclohexyl-carbodiimide
538-75-0

dicyclohexyl-carbodiimide

p-chlorobenzoic p-nitrophenyldiazoacetic anhydride
627892-65-3

p-chlorobenzoic p-nitrophenyldiazoacetic anhydride

4-Chloro-benzoic acid 1-cyclohexyl-4-[(Z)-cyclohexylimino]-2-(4-nitro-phenyl)-3-oxo-azetidin-2-yl ester

4-Chloro-benzoic acid 1-cyclohexyl-4-[(Z)-cyclohexylimino]-2-(4-nitro-phenyl)-3-oxo-azetidin-2-yl ester

Conditions
ConditionsYield
dirhodium tetraacetate In benzene100%
trans-4-oxo-2-pentenoic acid
2833-28-5

trans-4-oxo-2-pentenoic acid

dicyclohexyl-carbodiimide
538-75-0

dicyclohexyl-carbodiimide

1,3-dicyclohexyl-5-(2,2,2-trifluoro-1-trifluoromethylethyl)imidazolidine-2,4-dione

1,3-dicyclohexyl-5-(2,2,2-trifluoro-1-trifluoromethylethyl)imidazolidine-2,4-dione

Conditions
ConditionsYield
With 2,4,6-trimethyl-pyridine In acetonitrile at 20℃;100%
dicyclohexyl-carbodiimide
538-75-0

dicyclohexyl-carbodiimide

(C6H11NH)2CN2C(C6H11NH)2
53959-22-1

(C6H11NH)2CN2C(C6H11NH)2

Conditions
ConditionsYield
With hydrazine hydrate In tetrahydrofuran at 20℃; for 48h;100%
morpholine
110-91-8

morpholine

dicyclohexyl-carbodiimide
538-75-0

dicyclohexyl-carbodiimide

4-nitrophenyl phosphate monoester bis(cyclohexylammonium) salt

4-nitrophenyl phosphate monoester bis(cyclohexylammonium) salt

4-morpholinyl-N,N'-dicyclohexylcarboxamidinium p-nitrophenyl phosphomorpholidate

4-morpholinyl-N,N'-dicyclohexylcarboxamidinium p-nitrophenyl phosphomorpholidate

Conditions
ConditionsYield
In 2-methyl-propan-1-ol; water for 15h; Heating;100%
Cp2Zr(N(2,6-Me2C6H3)C=N(SiMe3)N(SiMe3))

Cp2Zr(N(2,6-Me2C6H3)C=N(SiMe3)N(SiMe3))

dicyclohexyl-carbodiimide
538-75-0

dicyclohexyl-carbodiimide

[(C5H5)2ZrN(C6H3(CH3)2)C(NC6H11)N(C6H11)]

[(C5H5)2ZrN(C6H3(CH3)2)C(NC6H11)N(C6H11)]

Conditions
ConditionsYield
In benzene-d6 byproducts: Me3SiN=C=NSiMe3; (inert gas); an NMR tube charged with complex, 1,4-dimethoxybenzene and C6D6; carbodiimide added; not isolated, detected by NMR;100%
2-bromophenylacetic acid
4870-65-9

2-bromophenylacetic acid

dicyclohexyl-carbodiimide
538-75-0

dicyclohexyl-carbodiimide

1,3-dicyclohexyl-5-phenylimidazolidine-2,4-dione

1,3-dicyclohexyl-5-phenylimidazolidine-2,4-dione

Conditions
ConditionsYield
With thymidine 5'-phosphate In dichloromethane at 20℃;100%
With 2,4,6-trimethyl-pyridine In dichloromethane at 20℃;98%
Trifluoromethanesulfonamide
421-85-2

Trifluoromethanesulfonamide

dicyclohexyl-carbodiimide
538-75-0

dicyclohexyl-carbodiimide

N-[bis(cyclohexylamino)methylidene]-1,1,1-trifluoromethanesulfonamide
1338440-24-6

N-[bis(cyclohexylamino)methylidene]-1,1,1-trifluoromethanesulfonamide

Conditions
ConditionsYield
In dichloromethane at 20℃; for 6h;100%
In dichloromethane for 6h;100%
With nitromethane; copper dichloride for 2h; Milling; Green chemistry;98%
1-benzylindole-3-carboxylic acid
27018-76-4

1-benzylindole-3-carboxylic acid

dicyclohexyl-carbodiimide
538-75-0

dicyclohexyl-carbodiimide

2-(1-benzyl-1H-indole-3-carbonyl)-1,3-dicyclohexylisourea
1363386-89-3

2-(1-benzyl-1H-indole-3-carbonyl)-1,3-dicyclohexylisourea

Conditions
ConditionsYield
With dmap In dichloromethane at 20℃; for 1.5h;100%
cis-Octadecenoic acid
112-80-1

cis-Octadecenoic acid

N3,N6-di(tert-butoxycarbonyl)-3,6-diazaoctane-1,8-diol
167407-91-2

N3,N6-di(tert-butoxycarbonyl)-3,6-diazaoctane-1,8-diol

dicyclohexyl-carbodiimide
538-75-0

dicyclohexyl-carbodiimide

A

N,N'-di-tert-butylcarbonyl-N,N'-bis(2-hydroxyethyl)ethylenediamine dioleate
167951-93-1

N,N'-di-tert-butylcarbonyl-N,N'-bis(2-hydroxyethyl)ethylenediamine dioleate

B

1,3-Dicyclohexylurea
2387-23-7

1,3-Dicyclohexylurea

Conditions
ConditionsYield
dmap In n-heptane at 20 - 40℃; Product distribution / selectivity;A n/a
B 99.6%
2-Chloroaniline
95-51-2

2-Chloroaniline

dicyclohexyl-carbodiimide
538-75-0

dicyclohexyl-carbodiimide

N-o-chlorophenyl-N', N
96405-47-9

N-o-chlorophenyl-N', N"-dicyclohexylguanidine

Conditions
ConditionsYield
With Sm[N(TMS)2]2(THF)3 at 20℃; for 0.25h; Inert atmosphere;99.3%
Stage #1: o-chloroaniline With C76H124N6Nd2O6Si4 In neat (no solvent) for 0.166667h; Schlenk technique; Inert atmosphere;
Stage #2: dicyclohexyl-carbodiimide In neat (no solvent) at 60℃; for 0.25h; Schlenk technique; Inert atmosphere;
98%
With C114H132N6O6Yb3*2C7H8 at 60℃; for 0.25h; Schlenk technique; Inert atmosphere;98%
dicyclohexyl-carbodiimide
538-75-0

dicyclohexyl-carbodiimide

N,N'-di-cyclohexylformamidine
2303-89-1

N,N'-di-cyclohexylformamidine

Conditions
ConditionsYield
Stage #1: dicyclohexyl-carbodiimide With iron(II) tetrafluoroborate hexahydrate; phenylsilane; tris(2-diphenylphosphinoethyl)phosphine In tetrahydrofuran at 100℃; for 20h;
Stage #2: With water Reagent/catalyst;
99%
With water; 5-methoxy-1,3,4-triphenyl-4,5-dihydro-1H-1,2-4-triazoline In 1,2-dimethoxyethane at 150℃; under 760.051 Torr; Inert atmosphere; Sealed tube; Microwave irradiation;75%
With sodium tetrahydroborate In isopropyl alcohol
With hydrogen; palladium dihydroxide; barium sulfate In ethanol
carboxymethyltriphenylphosphoniumm chloride
7343-26-2

carboxymethyltriphenylphosphoniumm chloride

dicyclohexyl-carbodiimide
538-75-0

dicyclohexyl-carbodiimide

(1,3-dicyclohexylureidocarbonylmethyl)triphenylphosphonium chloride
80304-21-8

(1,3-dicyclohexylureidocarbonylmethyl)triphenylphosphonium chloride

Conditions
ConditionsYield
In dichloromethane for 0.0833333h;99%
cyclohexylamine
108-91-8

cyclohexylamine

dicyclohexyl-carbodiimide
538-75-0

dicyclohexyl-carbodiimide

N,N',N''-tricyclohexylguanidine
4833-41-4

N,N',N''-tricyclohexylguanidine

Conditions
ConditionsYield
With C24H50N5Si2Y In neat (no solvent) at 20℃; for 2h; Inert atmosphere; Schlenk technique;99%
With zinc(II) oxide In toluene at 80℃; for 8h;95%
In tert-butyl alcohol at 100℃; for 24h;74%
With Zn-Al hydrotalcite In toluene at 110℃; for 12h; Sealed tube;52%
In hexane at 90℃; for 48h; Inert atmosphere; Pressure tube;
dicyclohexyl-carbodiimide
538-75-0

dicyclohexyl-carbodiimide

diphenylphosphane
829-85-6

diphenylphosphane

(Z)-N,N'-dicyclohexyl(diphenylphosphino)formamidine
643014-87-3, 810692-09-2

(Z)-N,N'-dicyclohexyl(diphenylphosphino)formamidine

Conditions
ConditionsYield
potassium hexamethylsilazane In tetrahydrofuran at 20℃; for 0.0833333h;99%
With n-butyllithium In tetrahydrofuran; hexane at 0 - 20℃;71%
cyclohexyl isoselenocyanate
4426-69-1

cyclohexyl isoselenocyanate

dicyclohexyl-carbodiimide
538-75-0

dicyclohexyl-carbodiimide

cyclohexyl-N-[3-cyclohexyl-4-(cyclohexylimino)-1,3-selenazetidin-2-ylidene]benzenamine

cyclohexyl-N-[3-cyclohexyl-4-(cyclohexylimino)-1,3-selenazetidin-2-ylidene]benzenamine

Conditions
ConditionsYield
In hexane for 12h; Heating;99%
1,2,3,4-tetrahydroisoquinoline
91-21-4

1,2,3,4-tetrahydroisoquinoline

dicyclohexyl-carbodiimide
538-75-0

dicyclohexyl-carbodiimide

(E)-N,N'-dicyclohexyl-3,4-dihydro-1H-isoquinoline-2-carboxamidine

(E)-N,N'-dicyclohexyl-3,4-dihydro-1H-isoquinoline-2-carboxamidine

Conditions
ConditionsYield
[Y((CH3)4C5Si(CH3)2N(phenyl))(trimethylsilylmethyl)(tetrahydrofuran)2] In benzene at 80℃; for 0.5h;99%
[{Me2Si(C5Me4)(NPh)}Y(CH2SiMe3)(thf)2] In benzene at 80℃; for 0.5h;
2,6-diisopropylbenzenamine
24544-04-5

2,6-diisopropylbenzenamine

dicyclohexyl-carbodiimide
538-75-0

dicyclohexyl-carbodiimide

N,N

N,N"-dicyclohexyl-N'-2,6-diisopropylphenylguanidine

Conditions
ConditionsYield
[(Me3Si)2N]3Yb(μ-Cl)Li(THF)3 In tetrahydrofuran at 60℃; for 24h;99%
With (C9H6CMe2CH2C5H4N-α)Y[N(SiHMe2)2]2 In toluene at 80℃; for 24h; Temperature; Schlenk technique; Glovebox; Inert atmosphere;90%
With [Ph2B(tBuIm)2FeNDipp][K(18-C-6)THF2] In tetrahydrofuran at 20℃; for 24h; Inert atmosphere;83%
With bis(tetrahydrofuran)calcium-bis[bis(trimethylsilyl)amide] In hexane at 80℃; for 2h;55%
With [Cp*2(Me)Zr(μ-O)Zr(NMe2)2(μ-O)Zr(Me)Cp*2] In benzene-d6 at 80℃; for 7.3h; Temperature; Reagent/catalyst; Time; Inert atmosphere;
dicyclohexyl-carbodiimide
538-75-0

dicyclohexyl-carbodiimide

1,4-phenylenediamine
106-50-3

1,4-phenylenediamine

2',2'-(1,4-phenylene)bis(1,3-dicyclohexylguanidine)
5012-73-7

2',2'-(1,4-phenylene)bis(1,3-dicyclohexylguanidine)

Conditions
ConditionsYield
With diethylzinc In toluene at 50℃; for 2h;99%
[(Me3Si)2N]3Yb(μ-Cl)Li(THF)3 In tetrahydrofuran at 60℃; for 4h;96%
With [Li(THF)(DME)]3La[μ-η2η1(iPrN)2C(NC6H4p-Cl)]3 at 50℃; for 5h; Inert atmosphere;95%
4-Isopropylaniline
99-88-7

4-Isopropylaniline

dicyclohexyl-carbodiimide
538-75-0

dicyclohexyl-carbodiimide

N-(p-isopropylphenyl)-N',N''-dicyclohexylguanidine

N-(p-isopropylphenyl)-N',N''-dicyclohexylguanidine

Conditions
ConditionsYield
[(Me3Si)2N]3Yb(μ-Cl)Li(THF)3 In dichloromethane at 40℃; for 4h;99%
With C23H40AlN In toluene at 25℃; for 1h; Inert atmosphere; Schlenk technique;92%
With [Cp*2(Me)Zr(μ-O)Zr(NMe2)2(μ-O)Zr(Me)Cp*2] In benzene-d6 at 110℃; for 12h; Temperature; Reagent/catalyst; Time; Inert atmosphere;
1-amino-naphthalene
134-32-7

1-amino-naphthalene

dicyclohexyl-carbodiimide
538-75-0

dicyclohexyl-carbodiimide

N',N''-dicyclohexyl-N-(1-naphthyl)guanidine

N',N''-dicyclohexyl-N-(1-naphthyl)guanidine

Conditions
ConditionsYield
With C24H34Al2N4 In tetrahydrofuran at 20℃; for 1h; Inert atmosphere; Schlenk technique;99%
With C36H52N5O4Si2Yb In neat at 60℃; for 6h; Inert atmosphere;97%
With [(1,2-bis[(2,6-diisopropylphenyl)imino]acenaphthene)Ga—Ga(1,2-bis[(2,6-diisopropylphenyl)imino]acenaphthene)] In benzene-d6 at 60℃; for 1.3h; Temperature; Schlenk technique; Sealed tube;97%
[(Me3Si)2N]3Yb(μ-Cl)Li(THF)3 In tetrahydrofuran at 60℃; for 12h;96%
Stage #1: dicyclohexyl-carbodiimide In neat (no solvent) at 80℃; for 0.166667h;
Stage #2: 1-amino-naphthalene In neat (no solvent) at 80℃;
61%
aniline
62-53-3

aniline

dicyclohexyl-carbodiimide
538-75-0

dicyclohexyl-carbodiimide

N-phenyl-N',N-dicyclohexylguanidine
4833-42-5

N-phenyl-N',N-dicyclohexylguanidine

Conditions
ConditionsYield
With Sm[N(TMS)2]2(THF)3 at 20℃; for 0.166667h; Inert atmosphere;99%
With [Li(THF)(DME)]3La[μ-η2η1(iPrN)2C(NC6H4p-Cl)]3 at 25℃; for 0.5h; Inert atmosphere;99%
With (Me3SiNC(Ph)N(CH2)3NC(Ph)NSiMe3)Y[O2,6-(tBu)2-4-(Me)C6H2](DME) at 60℃; for 0.5h; Inert atmosphere; Schlenk technique;99%

538-75-0Relevant articles and documents

MIGRATION REVERSIBLE DE PHOSPHORYLE S-P N-P CONTROLEE PAR TRANSFERT DE PROTON, MODELE D'ACTIVATION PAR PHOSPHORYLATION

Blonski, C.,Gasc, M. B.,Klaebe, A.,Perie, J. J.

, p. 2773 - 2776 (1982)

This work describes the reversible C-addition of a sterically hindered-P thiophosphoric ester to a carbodiimide, as a model of activated biotin.The formed intermediate, is found to be in equilibrium with the corresponding N-phosphorylated thiourea.The entire system is controlled by proton transfer and reversible.

Method for preparing N,N'-dicyclohexylcarbodiimide by using co-reactor

-

Paragraph 0043-0046, (2021/03/30)

The invention discloses a method for preparing N,N'-dicyclohexylcarbodiimide by using a co-reactor. The method comprises the steps of maintaining an aqueous solution of cyclohexylamine in a strong alkaline environment in the same reactor, adding carbon disulfide into the same reactor, and adding sodium hypochlorite for oxidation to obtain N,N'-dicyclohexylcarbodiimide. According to the method, thetechnological process is simplified through the co-reactor reaction, generation of highly toxic and harmful gas is avoided, the safety risk of production is reduced, and then the purpose of environment-friendly and safe production is achieved.

Microwave-assisted method for synthesizing N,N'-dicyclohexyl carbodiimide

-

Paragraph 0032-0051, (2021/04/17)

The invention relates to the technical field of organic synthesis, in particular to a method for synthesizing N,N'-dicyclohexyl carbodiimide through a microwave-assisted method. The method comprises the following steps: dissolving N,N'-dicyclohexyl urea in a solvent under microwave radiation, adding an oxidant and a catalyst loaded on a molecular sieve, and carrying out heat preservation reflux; adding a phase transfer catalyst, adjusting the pH value, and carrying out alkaline hydrolysis reaction; filtering, separating liquid, evaporating out the solvent, and carrying out reduced pressure distillation to obtain N,N'-dicyclohexyl carbodiimide. The catalyst loaded on the molecular sieve is large in specific surface area and high in catalytic efficiency; a microwave-assisted method is adopted, and a phase transfer catalyst is added, so that the problems of difficult two-phase reaction and incomplete reaction in the traditional process are solved, the reaction conversion rate is greatly improved, the reaction time is shortened, and the product has the characteristics of high purity and yield.

Method for preparing dicyclohexylcarbodiimide by using vilsmeier reagent

-

Paragraph 0015; 0021-0029, (2020/12/30)

The invention discloses a method for preparing dicyclohexylcarbodiimide by using a vilsmeier reagent. The method comprises the following steps: preparing a vilsmeier reagent by using N, N-dimethylformamide (DMF) and thionyl chloride (SOCl2), reacting the vilsmeier reagent with dicyclohexylurea (DCU), and carrying out aftertreatment to obtain the dicyclohexylcarbodiimide. According to the method, the vilsmeier reagent is adopted, the reaction can be carried out under mild conditions, the process is safe and stable, and the method is suitable for industrial large-scale production.

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 538-75-0