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102-69-2

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102-69-2 Usage

Chemical Properties

Different sources of media describe the Chemical Properties of 102-69-2 differently. You can refer to the following data:
1. colourless liquid
2. Colorless to fishy liquid; mild fishy aroma.

Uses

Different sources of media describe the Uses of 102-69-2 differently. You can refer to the following data:
1. Tri-n-propylamine is used as an chemical intermediate, organic solvent. It is used in the preparation of chemical compounds such as dyes, drugs, catalyst & other uses. It is used together with ruthenium in the electrochemiluminescence.
2. Oxo feed stock, lubricant additive, plasticizers, nonyl phenol.

Definition

ChEBI: A tertiary amine that is ammonia in which each hydrogen atom is substituted by a propyl group.

Production Methods

Tripropylamine is manufactured by reacting propanol and ammonia in the presence of dehydrating catalysts; by reacting n-propyl chloride and ammonia under pressure; or by the action of acetone and ammonia.

Aroma threshold values

High strength odor; fishy type; recommend smelling in a 0.10% solution or less.

General Description

A water-white liquid. Flash point near 125°F. Less dense than water. May be mildly toxic by ingestion and inhalation. Used as a solvent.

Air & Water Reactions

Highly flammable. Slightly soluble in water.

Reactivity Profile

N,N-Dipropyl-1-propanamine is incompatible with oxidizing agents . 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

Exposure can cause irritation of eyes, nose and throat. Toxic by inhalation or ingestion.

Fire Hazard

Special Hazards of Combustion Products: Irritating vapors and toxic gases, such as nitrogen oxides and carbon monoxide, may be formed when involved in fire.

Flammability and Explosibility

Flammable

Safety Profile

Poison by ingestion. Moderately toxic by skin contact and inhalation. A corrosive irritant to skin, eyes, and mucous membranes. Flammable when exposed to heat, flame, or oxidizers. Can react with oxidizing materials. To fight fire, use foam, CO2, dry chemical. When heated to decomposition it emits toxic fumes of NOx. See also MINES.

Purification Methods

Dry the amine with KOH and fractionally distil it. Also reflux it with toluene-p-sulfonyl chloride and with KOH, then fractionally distil it. The distillate, after additon of 2% phenyl isocyanate, was redistilled and the residue fractionally distilled from sodium. [Takahashi et al. J Org Chem 52 2666 1987, Beilstein 4 IV 470.]

Check Digit Verification of cas no

The CAS Registry Mumber 102-69-2 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 2 respectively; the second part has 2 digits, 6 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 102-69:
(5*1)+(4*0)+(3*2)+(2*6)+(1*9)=32
32 % 10 = 2
So 102-69-2 is a valid CAS Registry Number.
InChI:InChI=1/C9H21N/c1-4-7-10(8-5-2)9-6-3/h4-9H2,1-3H3/p+1

102-69-2 Well-known Company Product Price

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  • (Code)Product description
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  • Alfa Aesar

  • (A10285)  Tri-n-propylamine, 98%   

  • 102-69-2

  • 250ml

  • 248.0CNY

  • Detail
  • Alfa Aesar

  • (A10285)  Tri-n-propylamine, 98%   

  • 102-69-2

  • 1L

  • 758.0CNY

  • Detail

102-69-2SDS

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 tripropylamine

1.2 Other means of identification

Product number -
Other names N,N-Dipropyl-1-propanamine

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:102-69-2 SDS

102-69-2Synthetic route

ethene
74-85-1

ethene

carbon monoxide
201230-82-2

carbon monoxide

di-n-propylamine
142-84-7

di-n-propylamine

tri-n-propylamine
102-69-2

tri-n-propylamine

Conditions
ConditionsYield
di(rhodium)tetracarbonyl dichloride In ethanol at 115℃; under 37503 Torr; for 1.5h;100%
propylamine
107-10-8

propylamine

ethene
74-85-1

ethene

carbon monoxide
201230-82-2

carbon monoxide

A

tri-n-propylamine
102-69-2

tri-n-propylamine

B

di-n-propylamine
142-84-7

di-n-propylamine

Conditions
ConditionsYield
di(rhodium)tetracarbonyl dichloride In ethanol at 119℃; under 44253.5 Torr; for 1h;A 1%
B 99%
di(rhodium)tetracarbonyl dichloride In ethanol at 119℃; under 44253.5 Torr; for 1h;A 2%
B 98%
propan-1-ol
71-23-8

propan-1-ol

octanol
111-87-5

octanol

propiononitrile
107-12-0

propiononitrile

A

tri-n-propylamine
102-69-2

tri-n-propylamine

B

Dipropyloctylamin
99209-95-7

Dipropyloctylamin

Conditions
ConditionsYield
With hydrogen; copper at 240℃; under 7600 Torr;A n/a
B 95%
propan-1-ol
71-23-8

propan-1-ol

propiononitrile
107-12-0

propiononitrile

nonyl alcohol
143-08-8

nonyl alcohol

A

tri-n-propylamine
102-69-2

tri-n-propylamine

B

N,N-dipropylnonylamine

N,N-dipropylnonylamine

Conditions
ConditionsYield
With hydrogen; copper at 240℃; under 7600 Torr;A n/a
B 90%
propiononitrile
107-12-0

propiononitrile

A

tri-n-propylamine
102-69-2

tri-n-propylamine

B

N-propylidenepropylamine
7707-70-2

N-propylidenepropylamine

C

di-n-propylamine
142-84-7

di-n-propylamine

Conditions
ConditionsYield
With hydrogen at 220℃;A 8.5%
B 2.5%
C 89%
With hydrogen at 240℃; Temperature; Flow reactor;A 13%
B 2.5%
C 80%
propan-1-ol
71-23-8

propan-1-ol

1-Decanol
112-30-1

1-Decanol

propiononitrile
107-12-0

propiononitrile

A

tri-n-propylamine
102-69-2

tri-n-propylamine

B

N,N-dipropyldecylamine
88090-10-2

N,N-dipropyldecylamine

Conditions
ConditionsYield
With hydrogen; copper at 240℃; under 7600 Torr;A n/a
B 86%
propan-1-ol
71-23-8

propan-1-ol

undecyl alcohol
112-42-5

undecyl alcohol

propiononitrile
107-12-0

propiononitrile

A

tri-n-propylamine
102-69-2

tri-n-propylamine

B

N,N-dipropylundecylamine

N,N-dipropylundecylamine

Conditions
ConditionsYield
With hydrogen; copper at 240℃; under 7600 Torr;A n/a
B 80%
propan-1-ol
71-23-8

propan-1-ol

1-dodecyl alcohol
112-53-8

1-dodecyl alcohol

propiononitrile
107-12-0

propiononitrile

A

tri-n-propylamine
102-69-2

tri-n-propylamine

B

N,N-Dipropyl-dodecyl amine
30427-39-5

N,N-Dipropyl-dodecyl amine

Conditions
ConditionsYield
With hydrogen; copper at 240℃; under 7600 Torr;A n/a
B 80%
propan-1-ol
71-23-8

propan-1-ol

1-Tetradecanol
112-72-1

1-Tetradecanol

propiononitrile
107-12-0

propiononitrile

A

tri-n-propylamine
102-69-2

tri-n-propylamine

B

N,N-dipropyl-tetradecylamine

N,N-dipropyl-tetradecylamine

Conditions
ConditionsYield
With hydrogen; copper at 240℃; under 7600 Torr;A n/a
B 76%
propan-1-ol
71-23-8

propan-1-ol

pentadecanol
629-76-5

pentadecanol

propiononitrile
107-12-0

propiononitrile

A

tri-n-propylamine
102-69-2

tri-n-propylamine

B

N,N-dipropylpentadecylamine

N,N-dipropylpentadecylamine

Conditions
ConditionsYield
With hydrogen; copper at 240℃; under 7600 Torr;A n/a
B 75%
propan-1-ol
71-23-8

propan-1-ol

tridecan-1-ol
112-70-9

tridecan-1-ol

propiononitrile
107-12-0

propiononitrile

A

tri-n-propylamine
102-69-2

tri-n-propylamine

B

Di-n-propyl-n-tridecylamin

Di-n-propyl-n-tridecylamin

Conditions
ConditionsYield
With hydrogen; copper at 240℃; under 7600 Torr;A n/a
B 75%
propan-1-ol
71-23-8

propan-1-ol

1-Hexadecanol
36653-82-4

1-Hexadecanol

propiononitrile
107-12-0

propiononitrile

A

tri-n-propylamine
102-69-2

tri-n-propylamine

B

N,N-dipropylhexadecylamine
35902-86-4

N,N-dipropylhexadecylamine

Conditions
ConditionsYield
With hydrogen; copper at 240℃; under 7600 Torr;A n/a
B 75%
1-Nitropropane
108-03-2

1-Nitropropane

A

propan-1-ol
71-23-8

propan-1-ol

B

tri-n-propylamine
102-69-2

tri-n-propylamine

C

propiononitrile
107-12-0

propiononitrile

Conditions
ConditionsYield
With carbon monoxide; water; hexarhodium hexadecacarbonyl In 2-ethoxy-ethanol at 40℃; under 12160 Torr; for 48h; Product distribution; other N-O compounds, effect of catalysts: Rh6(CO)16-amine polymers, -(CH3)2N(CH2)3N(CH3)2, (CH3)3N, (C3H7)3N;A 19%
B 4%
C 72%
With carbon monoxide; water; hexarhodium hexadecacarbonyl In 2-ethoxy-ethanol at 40℃; under 12160 Torr; for 48h;A 19%
B 4%
C 72%
With carbon monoxide; water; hexarhodium hexadecacarbonyl In 2-ethoxy-ethanol at 40℃; under 12160 Torr; for 48h;A 32%
B 3%
C 55%
With carbon monoxide; (CH3)2NC3H6NH-substituted polystyrene; water; hexarhodium hexadecacarbonyl In 2-ethoxy-ethanol at 40℃; under 12160 Torr; for 48h; Title compound not separated from byproducts;A 19 % Chromat.
B 3 % Chromat.
C 72 % Chromat.
di-n-propylamine
142-84-7

di-n-propylamine

A

propylamine
107-10-8

propylamine

B

tri-n-propylamine
102-69-2

tri-n-propylamine

Conditions
ConditionsYield
With hydrogen; Cu/Co/Ni/gamma-Al2O3 catalyst at 220℃; under 63756.4 Torr; Product distribution / selectivity;A 4%
B 49%
1-Nitropropane
108-03-2

1-Nitropropane

A

propan-1-ol
71-23-8

propan-1-ol

B

tri-n-propylamine
102-69-2

tri-n-propylamine

C

n-hexan-3-one
589-38-8

n-hexan-3-one

D

propiononitrile
107-12-0

propiononitrile

Conditions
ConditionsYield
With carbon monoxide; water; hexarhodium hexadecacarbonyl; trimethylamine In 2-ethoxy-ethanol at 40℃; under 12160 Torr; for 24h;A 16%
B 8%
C 7%
D 40%
With carbon monoxide; water; hexarhodium hexadecacarbonyl In 2-ethoxy-ethanol at 40℃; under 12160 Torr; for 48h;A 7%
B 4%
C 18%
D 31%
With N,N,N'N'-tetramethyl-1,3-propanediamine; carbon monoxide; water; hexarhodium hexadecacarbonyl In 2-ethoxy-ethanol at 40℃; under 12160 Torr; for 24h; Product distribution; Mechanism; aminosubstituded polystyrenes or other amines instead of TMPDA, other solvents, recycling of polystyrene-bound Rh-cluster complex;A 15 % Chromat.
B 4 % Chromat.
C 0 % Chromat.
D 71 % Chromat.
With carbon monoxide; amino-substituted polystyrene; water; hexarhodium hexadecacarbonyl In 2-ethoxy-ethanol at 40℃; under 12160 Torr; for 48h; Title compound not separated from byproducts;A 7 % Chromat.
B 4 % Chromat.
C 18 % Chromat.
D 31 % Chromat.
propan-1-ol
71-23-8

propan-1-ol

tri-n-propylamine
102-69-2

tri-n-propylamine

Conditions
ConditionsYield
With phosphoric acid; ammonia at 250 - 500℃;
propionaldehyde oxime
627-39-4

propionaldehyde oxime

tri-n-propylamine
102-69-2

tri-n-propylamine

Conditions
ConditionsYield
With ammonia; platinum under 2280 Torr; Hydrogenation;
With water; palladium under 2280 Torr; Hydrogenation;

A

tri-n-propylamine
102-69-2

tri-n-propylamine

B

propene
187737-37-7

propene

Conditions
ConditionsYield
With water durch Destillation;
tripropylamine oxide
22709-48-4

tripropylamine oxide

tri-n-propylamine
102-69-2

tri-n-propylamine

Conditions
ConditionsYield
With sulfur dioxide; water
With N,N,N'N'-tetramethyl-1,3-propanediamine; carbon monoxide; water; hexarhodium hexadecacarbonyl In 2-ethoxy-ethanol at 40℃; under 6080 Torr; for 24h;91 % Chromat.
With N,N,N'N'-tetramethyl-1,3-propanediamine; carbon monoxide; water; hexarhodium hexadecacarbonyl In 2-ethoxy-ethanol at 40℃; under 6080 Torr; for 24h; Product distribution; Mechanism; (CH3)2NC3H6NH-substituted polystyrene instead of TMPDA; analogous reaction of another amine oxide;91 % Chromat.
tripropylamine oxide
22709-48-4

tripropylamine oxide

A

tri-n-propylamine
102-69-2

tri-n-propylamine

B

propene
187737-37-7

propene

C

N,N-di-n-propylhydroxylamine
7446-43-7

N,N-di-n-propylhydroxylamine

Conditions
ConditionsYield
beim Erhitzen unter gewoenlichem Druck;
propylamine
107-10-8

propylamine

propionaldehyde
123-38-6

propionaldehyde

tri-n-propylamine
102-69-2

tri-n-propylamine

Conditions
ConditionsYield
With nickel at 162 - 195℃; under 36775.4 - 73550.8 Torr; Hydrogenation;
propionaldehyde
123-38-6

propionaldehyde

tri-n-propylamine
102-69-2

tri-n-propylamine

Conditions
ConditionsYield
With ammonia; platinum under 2280 Torr; Hydrogenation;
propiononitrile
107-12-0

propiononitrile

tri-n-propylamine
102-69-2

tri-n-propylamine

Conditions
ConditionsYield
With platinum under 2280 Torr; Hydrogenation;
With 5%-palladium/activated carbon; ammonium formate In hexane at 20℃;
With hydrogen at 70℃; under 750.075 Torr; for 6h; chemoselective reaction;
tributyl-amine
102-82-9

tributyl-amine

tri(n-propyl)amine-H+
50985-90-5

tri(n-propyl)amine-H+

A

tri-n-propylamine
102-69-2

tri-n-propylamine

B

tributylammonium
19497-26-8

tributylammonium

Conditions
ConditionsYield
at 176.9℃; Rate constant; Thermodynamic data; Kinetics; var. temp.; ΔH0, ΔS0;
propionaldehyde
123-38-6

propionaldehyde

A

propylamine
107-10-8

propylamine

B

tri-n-propylamine
102-69-2

tri-n-propylamine

C

di-n-propylamine
142-84-7

di-n-propylamine

Conditions
ConditionsYield
With ammonia; hydrogen; 20% Ni/Al2O3; nickel at 180℃; Product distribution; influence of nature of the catalyst and temperature;A 49.7 mol
B 2.8 mol
C 44.3 mol
1-phenylethyltripropylammonium bromide
124188-41-6

1-phenylethyltripropylammonium bromide

A

styrene
292638-84-7

styrene

B

tri-n-propylamine
102-69-2

tri-n-propylamine

Conditions
ConditionsYield
With sodium ethanolate In ethanol at 60℃; Rate constant; Mechanism;
1-phenylethyltripropylammonium-2,2,2-d3 bromide
124188-52-9

1-phenylethyltripropylammonium-2,2,2-d3 bromide

A

tri-n-propylamine
102-69-2

tri-n-propylamine

B

styrene-d2
934-85-0

styrene-d2

Conditions
ConditionsYield
With sodium ethanolate In ethanol at 60℃; Rate constant; Mechanism; hydrogen-deuterium isotop effect;
propylamine
107-10-8

propylamine

A

tri-n-propylamine
102-69-2

tri-n-propylamine

B

isocapronitrile
542-54-1

isocapronitrile

C

N-propylidenepropylamine
7707-70-2

N-propylidenepropylamine

D

di-n-propylamine
142-84-7

di-n-propylamine

E

propiononitrile
107-12-0

propiononitrile

Conditions
ConditionsYield
Cu-MFI/VIE In gas at 299.85℃; for 2h; Product distribution; other catalysts; var. reaction times;
ammonia
7664-41-7

ammonia

propionaldehyde
123-38-6

propionaldehyde

platinum

platinum

tri-n-propylamine
102-69-2

tri-n-propylamine

Conditions
ConditionsYield
at 25℃; unter 3 Atm. Wasserstoff-Ueberdruck.Hydrogenation;
water
7732-18-5

water

propiononitrile
107-12-0

propiononitrile

platinum

platinum

tri-n-propylamine
102-69-2

tri-n-propylamine

Conditions
ConditionsYield
at 25℃; under 2280 Torr; Hydrogenation;
1,3-propanesultone
1120-71-4

1,3-propanesultone

tri-n-propylamine
102-69-2

tri-n-propylamine

C12H27NO3S

C12H27NO3S

Conditions
ConditionsYield
In acetonitrile for 24h; Reflux;100%
In 1,2-dichloro-ethane at 30℃; for 6h;98%
tri-n-propylamine
102-69-2

tri-n-propylamine

phosphoric acid
86119-84-8, 7664-38-2

phosphoric acid

vanadia

vanadia

5.12V(3+)*4PO4(3-)*3.36OH(1-)*1.48H2O=V5.12(PO4)4(OH)3.36(H2O)0.64*0.84H2O

5.12V(3+)*4PO4(3-)*3.36OH(1-)*1.48H2O=V5.12(PO4)4(OH)3.36(H2O)0.64*0.84H2O

Conditions
ConditionsYield
In water High Pressure; hydrothermal synthesis; V2O5/H3PO4/amine/H2O=1:7:>10:1400, heating for 10 d at 200°C; washing (H2O), drying in air;99%
tri-n-propylamine
102-69-2

tri-n-propylamine

1,3,5-trichloro-2,4,6-triazine
108-77-0

1,3,5-trichloro-2,4,6-triazine

2,4,6-tris-(N,N-dipropylamino)-1,3,5-triazine
38565-82-1

2,4,6-tris-(N,N-dipropylamino)-1,3,5-triazine

Conditions
ConditionsYield
In dichloromethane at 0℃;98%
tri-n-propylamine
102-69-2

tri-n-propylamine

1,3-benzoxazol-2-amine
4570-41-6

1,3-benzoxazol-2-amine

N-propylaniline
622-80-0

N-propylaniline

Conditions
ConditionsYield
With hydrogenchloride; [Cp*IrCl(C5H4CH2C5H3OH)][Cl] In methanol at 120℃; for 12h; Schlenk technique;96%
tri-n-propylamine
102-69-2

tri-n-propylamine

2-chlorobenzo[d][1,3]thiazole
615-20-3

2-chlorobenzo[d][1,3]thiazole

N,N-dipropylbenzo[d]thiazol-2-amine
134126-35-5

N,N-dipropylbenzo[d]thiazol-2-amine

Conditions
ConditionsYield
at 100℃; under 6000480 Torr; for 96h;95%
tri-n-propylamine
102-69-2

tri-n-propylamine

1,1,1-trifluoro-4-(2-thienyl)butane-2,4-dione
326-91-0

1,1,1-trifluoro-4-(2-thienyl)butane-2,4-dione

4,4,4-trifluoro-1-thiophen-2-yl-butane-1,3-dione; compound with tripropyl-amine

4,4,4-trifluoro-1-thiophen-2-yl-butane-1,3-dione; compound with tripropyl-amine

Conditions
ConditionsYield
In acetonitrile at 25℃; for 24h;95%
tri-n-propylamine
102-69-2

tri-n-propylamine

2-chloro-4,6-dimethoxy-1 ,3,5-triazine
3140-73-6

2-chloro-4,6-dimethoxy-1 ,3,5-triazine

2,4-dimethoxy-6-(di-n-propylamino)-1,3,5-triazine
701229-89-2

2,4-dimethoxy-6-(di-n-propylamino)-1,3,5-triazine

Conditions
ConditionsYield
In toluene Reflux;95%
tri-n-propylamine
102-69-2

tri-n-propylamine

1 ,6-dibromohexane
629-03-8

1 ,6-dibromohexane

N1,N1,N1,N6,N6,N6-hexapropylhexane-1,6-diaminium dibromide

N1,N1,N1,N6,N6,N6-hexapropylhexane-1,6-diaminium dibromide

Conditions
ConditionsYield
In ethanol Reflux; Inert atmosphere;95%
In acetone for 24h; Reflux;
tri-n-propylamine
102-69-2

tri-n-propylamine

1,3-dibromo-propane
109-64-8

1,3-dibromo-propane

N1,N1,N1,N3,N3,N3-hexapropylpropane-1,3-diaminium dibromide

N1,N1,N1,N3,N3,N3-hexapropylpropane-1,3-diaminium dibromide

Conditions
ConditionsYield
In ethanol Reflux; Inert atmosphere;95%
2,3-dimethyl-6,7-dihydro-5H-2a-thia-(2a-SIV)-2,3,4a,7a-tetraazacyclopentindene-1,4(2H,3H)-dithione
72885-84-8

2,3-dimethyl-6,7-dihydro-5H-2a-thia-(2a-SIV)-2,3,4a,7a-tetraazacyclopentindene-1,4(2H,3H)-dithione

tri-n-propylamine
102-69-2

tri-n-propylamine

3-Methyl-1,1-dipropyl-thiourea
32900-03-1

3-Methyl-1,1-dipropyl-thiourea

Conditions
ConditionsYield
In benzene for 24h; Irradiation;94%
tri-n-propylamine
102-69-2

tri-n-propylamine

p-toluidine
106-49-0

p-toluidine

N-propyl-p-tolylamine
54837-90-0

N-propyl-p-tolylamine

Conditions
ConditionsYield
With palladium 10% on activated carbon In toluene at 175℃; for 1.5h; Inert atmosphere; Microwave irradiation;94%
tri-n-propylamine
102-69-2

tri-n-propylamine

aniline
62-53-3

aniline

N-propylaniline
622-80-0

N-propylaniline

Conditions
ConditionsYield
With palladium 10% on activated carbon In toluene at 175℃; for 1.5h; Inert atmosphere;94%
tri-n-propylamine
102-69-2

tri-n-propylamine

4-toluenesulfonyl azide
941-55-9

4-toluenesulfonyl azide

(E)-N'-((4-methylphenyl)sulfonyl)-N,N-dipropylformimidamide
1204768-66-0

(E)-N'-((4-methylphenyl)sulfonyl)-N,N-dipropylformimidamide

Conditions
ConditionsYield
With tert-butylammonium hexafluorophosphate(V) In acetonitrile at 25℃; for 3h; Electrolysis;94%
With 10-phenyl-9-(2,4,6-trimethylphenyl)acridinium tetrafluoroborate In 1,2-dichloro-ethane at 20℃; for 10h; Irradiation;85%
With tert.-butylhydroperoxide In water; 1,2-dichloro-ethane at 80℃; for 8h;80%
tri-n-propylamine
102-69-2

tri-n-propylamine

sodium cyanide
773837-37-9

sodium cyanide

2-(dipropylamino)butanenitrile
114583-14-1

2-(dipropylamino)butanenitrile

Conditions
ConditionsYield
With [4,4’-bis(1,1-dimethylethyl)-2,2’-bipyridine-N1,N1‘]bis [3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-N]phenyl-C]iridium(III) hexafluorophosphate; acetic acid In acetonitrile at 20℃; for 24h; Irradiation; Sealed tube;94%
tri-n-propylamine
102-69-2

tri-n-propylamine

C5H5FeC5H3CH3CH2N(CH3)3(1+)*I(1-)=[C5H5FeC5H3CH3CH2N(CH3)3]I
73543-65-4, 12111-93-2, 125949-07-7

C5H5FeC5H3CH3CH2N(CH3)3(1+)*I(1-)=[C5H5FeC5H3CH3CH2N(CH3)3]I

C5H5FeC5H3CH3CH2N((CH2)2CH3)3(1+)*I(1-)=C5H5FeC5H3CH3CH2N((CH2)2CH3)3I
793687-34-0, 801317-78-2, 366796-05-6

C5H5FeC5H3CH3CH2N((CH2)2CH3)3(1+)*I(1-)=C5H5FeC5H3CH3CH2N((CH2)2CH3)3I

Conditions
ConditionsYield
In acetonitrile ferrocenyl deriv. refluxed with 3 equiv. of a tertiary amine for 17-18 hunder Ar; cooled., evapd., residue dissolved in acetone, diluted with a large amt.of Et2O and left to stand at -2-4°C; crystalline ppt. collected;93.6%
tri-n-propylamine
102-69-2

tri-n-propylamine

iodobenzene
591-50-4

iodobenzene

carbon monoxide
201230-82-2

carbon monoxide

N,N-dipropylbenzamide
14657-86-4

N,N-dipropylbenzamide

Conditions
ConditionsYield
With palladium 10% on activated carbon; oxygen In acetonitrile at 100℃; under 4560.31 Torr; for 8h; Autoclave; Green chemistry;93%
With palladium dichloride In water at 80℃; under 760.051 Torr; for 8h; Green chemistry;85%
With iodophenylbis(triphenylphosphine)palladium at 120℃; for 67h;23.9%
tri-n-propylamine
102-69-2

tri-n-propylamine

tri-n-propylammonium tetrafluoridoborate

tri-n-propylammonium tetrafluoridoborate

Conditions
ConditionsYield
With tetrafluoroboric acid In water at 0℃; for 0.5h;93%
With tetrafluoroboric acid In water at 40 - 60℃; for 24h;87.2%
With tetrafluoroboric acid In water at -0.16℃;36.5%
tri-n-propylamine
102-69-2

tri-n-propylamine

tetrafluoroboric acid

tetrafluoroboric acid

tri-n-propylammonium tetrafluoridoborate

tri-n-propylammonium tetrafluoridoborate

Conditions
ConditionsYield
In water for 0.5h; Cooling with ice;93%
In water for 0.5h; Cooling with ice;93%
tri-n-propylamine
102-69-2

tri-n-propylamine

2K(1+)*(CF3)3BCO2(2-)=K2(CF3)3BCO2

2K(1+)*(CF3)3BCO2(2-)=K2(CF3)3BCO2

HN(C3H7)3(1+)*(CF3)3BCO2H(1-)=HN(C3H7)3(CF3)3BCO2H

HN(C3H7)3(1+)*(CF3)3BCO2H(1-)=HN(C3H7)3(CF3)3BCO2H

Conditions
ConditionsYield
With hydrogenchloride92%
tri-n-propylamine
102-69-2

tri-n-propylamine

dimethyl acetylenedicarboxylate
762-42-5

dimethyl acetylenedicarboxylate

dimethyl (2E)-2-(dipropylamino)but-2-enedioate

dimethyl (2E)-2-(dipropylamino)but-2-enedioate

Conditions
ConditionsYield
With chlorotribromomethane; Eosin Y In dichloromethane; water at 20℃; for 3h; Irradiation;92%
With antimony(III) chloride In 1,4-dioxane at 80℃; for 5h;74%
With Eosin Y; water; oxygen In toluene at 20℃; for 20h; Schlenk technique; Irradiation;60%
tri-n-propylamine
102-69-2

tri-n-propylamine

5,6-dihydro-6-ethyl-5-oxo-2-piperazinopyrido[4,3-d]pyrimidine
102828-53-5

5,6-dihydro-6-ethyl-5-oxo-2-piperazinopyrido[4,3-d]pyrimidine

2-chloro-6,7-dimethoxy-quinazoline
94644-47-0

2-chloro-6,7-dimethoxy-quinazoline

6,7-Dimethoxy-2-(4-(5,6-dihydro-6-ethyl-5-oxopyrido[4,3-d]pyrimidine-2-yl)piperazino)quinazoline

6,7-Dimethoxy-2-(4-(5,6-dihydro-6-ethyl-5-oxopyrido[4,3-d]pyrimidine-2-yl)piperazino)quinazoline

Conditions
ConditionsYield
In i-Amyl alcohol92%
hydrogenchloride
7647-01-0

hydrogenchloride

tri-n-propylamine
102-69-2

tri-n-propylamine

2K(1+)*(CF3)3BCO2(2-)=K2(CF3)3BCO2

2K(1+)*(CF3)3BCO2(2-)=K2(CF3)3BCO2

HN(C3H7)3(1+)*(CF3)3BCO2H(1-)=HN(C3H7)3(CF3)3BCO2H

HN(C3H7)3(1+)*(CF3)3BCO2H(1-)=HN(C3H7)3(CF3)3BCO2H

Conditions
ConditionsYield
In water concd. HCl and N(C3H7)3 were added to a soln. of salt in water with stirring; the mixt. was extd. with CH2Cl2, dried over MgSO4, filtered, the solventwas removed under reduced pressure;92%
tri-n-propylamine
102-69-2

tri-n-propylamine

4-methoxy-aniline
104-94-9

4-methoxy-aniline

N-(4-methoxyphenyl)-N-propylamine
71193-47-0

N-(4-methoxyphenyl)-N-propylamine

Conditions
ConditionsYield
With [(phenylbenzothiazole)2Ir(nBu)3]OTf In 5,5-dimethyl-1,3-cyclohexadiene at 155℃; for 10h; Inert atmosphere; Schlenk technique;92%
With μ-diiodo-di((η5-pentamethylcyclopentadienyl)(iodo)iridium) In 5,5-dimethyl-1,3-cyclohexadiene at 155℃; for 10h; Inert atmosphere;90%
tri-n-propylamine
102-69-2

tri-n-propylamine

o-toluidine
95-53-4

o-toluidine

2-methyl-N-propylaniline
83627-55-8

2-methyl-N-propylaniline

Conditions
ConditionsYield
With palladium 10% on activated carbon In toluene at 175℃; for 1.5h; Inert atmosphere; Microwave irradiation;92%
benzoxazole
273-53-0

benzoxazole

tri-n-propylamine
102-69-2

tri-n-propylamine

N,N-dipropylbenzo[d]oxazol-2-amine
1262296-99-0

N,N-dipropylbenzo[d]oxazol-2-amine

Conditions
ConditionsYield
With oxygen; acetic acid; copper(ll) bromide In 1,4-dioxane at 120℃; under 760.051 Torr; for 16h;92%
1,4-dibromo-butane
110-52-1

1,4-dibromo-butane

tri-n-propylamine
102-69-2

tri-n-propylamine

N1,N1,N1,N4,N4,N4-hexapropylbutane-1,4-diaminium dibromide

N1,N1,N1,N4,N4,N4-hexapropylbutane-1,4-diaminium dibromide

Conditions
ConditionsYield
In ethanol Reflux; Inert atmosphere;92%
tri-n-propylamine
102-69-2

tri-n-propylamine

tri-n-propylammonium hexafluoridophosphate

tri-n-propylammonium hexafluoridophosphate

Conditions
ConditionsYield
With hexafluorophosphoric acid In water for 0.25h; Cooling with ice;92%

102-69-2Relevant articles and documents

Aminated Polystyrene-Bound Rhodium Carbonyl Clusters as a Catalyst for Deoxygenation of Various N-O Bonds

Kaneda, Kiyotomi,Takemoto, Tetsuya,Imanaka, Toshinobu

, p. 1759 - 1762 (1988)

Aminated polystyrene-bound rhodium carbonyl cluster complexes are prepared by treatment of Rh6(CO)16 with various aminated polystyrenes.The polymeric rhodium complexes show a catalytic activity for deoxygenation of nitro compounds, oximes, hydroxylamines, and N-oxides under the conditions using CO and H2O.The recovered rhodium complexes maintain the deoxygenation ability with a small loss of the selectivity.

Harmon et al.

, p. 2809 (1974)

The selective preparation of n-propylamines by the rhodium catalysed reaction of ethylene and syngas with alkylamines

Jones, M. D.

, p. 403 - 408 (1989)

The aminoethylation of ethylene with a primary amine has been shown to provide a highly selective route to n-propylamines; the rhodium catalysed reaction of n-propylamine with ethylene and syngas (2/1, H2/CO) affords di-n-propylamine with 98percent selectivity (with respect to ethylene).The reaction of amines of the type RR1NH with the ethylene/syngas mixture and a rhodium catalyst provides a highly selective and general route to the n-propylamines RR1NPr (R=Pr, R1=H; R=t-Bu, R1=H; R=n-Bu, R1=H; R=C8H17, R1=H, R=R1=Pr; R=HOCH2Ch2, R1=H, and R=PhCH(OH)CH2, R1=H).

Continuous Production of Dialkylamines by Selective Hydrogenation of Nitriles on a Nickel-Zeolite Catalyst

Popov, Yu. V.,Mokhov,Latyshova,Panov,Pletneva, M. Yu.

, p. 1778 - 1782 (2017)

Hydrogenation of aliphatic nitriles in the presence of nickel supported by NaX zeolite was studied. The data obtained were used to develop a continuous method for obtaining dialkylamines with the yield of the target product of up to 98%.

Chemical modification of niobium layered oxide by tetraalkylammonium intercalation

Shiguihara, Ana L.,Bizeto, Marcos A.,Constantino, Vera R. L.

, p. 1366 - 1376 (2010)

Chemical modification of the layered K4Nb6O 17 material was systematically investigated through the reaction of its proton-exchanged form (H2K2Nb6O 17) in alkaline solutions containing tetramethylammonium (tma +), tetraethylammonium (tea+) or tetrapropylammonium (tpa+) cations. The intercalated amount reaches 50percent (for tma +), 25percent (for tea+) and 15percent (for tpa+) of the H2K2Nb6O17 negative charge (concerning the exchange at interlayer I) due to the steric hindrance of larger cations. Hexaniobate samples present (020) basal reflections equal to 23.0, 26.3 and 26.5 A? once intercalated respectively with tma+, tea + and tpa+. When samples are heated above 200-250 °C, CO2 evolution is observed; Hofmann elimination reaction is also detected for hexaniobate-tpa+ samples. Scanning electron microscopy images show the predominance of plate-like particles; stick-like particles are also observed for samples containing bulky ions. The intercalation reaction is promoted in the order tma+ > tea+ > tpa+, while the formation of a dispersion of colloidal particles is facilitated in the inverse order.

About selenidostannates. I: Synthesis, structure, and properties of [Sn2Se6]4-, [Sn4Se10]4-, and [Sn3Se7]2-

Fehlker, Andreas,Blachnik, Roger

, p. 411 - 418 (2001)

The selenidostannates [(C4H9)2NH2]4Sn 2Se6·H2O (I), [(C4H9)2NH2]4Sn 4Se10·2H2O (II) und [(C3H7)3NH]2-Sn3Se 7 (III) were prepared by hydrothermal syntheses from the elements and the amines. I crystallizes in the monoclinic spacegroup P21/n (a = 1262.9(3) pm, b = 1851.3(4) pm, c = 2305.2(4) pm, β = 104.13(3)° and Z = 4). The [Sn2Se6]4- anion consists of two edge-sharing tetrahedra. II crystallizes in the orthorhombic spacegroup Pna21 (a = 2080.3(4) pm, b = 1308.2(3) pm, c = 2263.5(5) pm and Z = 4). The anion is formed from four SnSe4 tetrahedra which are joined by common corners to the adamantane cage [Sn4Se10]4-. III crystallizes in the orthorhombic spacegroup Pbcn (a = 1371.1(3) pm, b = 2285.4(5) pm, c = 2194.7(4) pm and Z = 8). The anion is a chain, built from edge-sharing [Sn3Se5Se4/2]2- units, in which two corner sharing tetrahedra are connected to a trigonal bipyramid by an edge of one and a corner of the other tetrahedron. The results of the TG/DSC measurements and of temperature dependent X-ray diffractograms reveal that I and II decompose at first by release of minor quantities of triethylammonium to compounds with layer structure and larger cell dimensions. At still higher temperature the rest of triethylammonium and H2Se is evolved, leaving SnSe2 and Se in the bulk. The former decomposes partially at the highest temperature to SnSe. In the measurements of III the complex intermediate compound was not observed. III decomposes directly to SnSe2. Wiley-VCH Verlag GmbH, 2001.

Jolly

, p. 4958,4959 (1955)

Cyanidosilicates—Synthesis and Structure

Harloff, J?rg,Michalik, Dirk,Nier, Simon,Schulz, Axel,Stoer, Philip,Villinger, Alexander

supporting information, p. 5452 - 5456 (2019/03/21)

Starting from fluoridosilicate precursors in neat cyanotrimethylsilane, Me3Si?CN, a series of different ammonium salts [R3NMe]+ (R=Et, nPr, nBu) with the novel [SiF(CN)5]2? and [Si(CN)6]2? dianions was synthesized in facile, temperature controlled F?/CN? exchange reactions. Utilizing decomposable, non-innocent cations, such as [R3NH]+, it was possible to generate metal salts of the type M2[Si(CN)6] (M+=Li+, K+) via neutralization reactions with the corresponding metal hydroxides. The ionic liquid [BMIm]2[Si(CN)6] (m.p.=72 °C, BMIm=1-butyl-3-methylimidazolium) was obtained by a salt metathesis reaction. All the synthesized salts could be isolated in good yields and were fully characterized.

Catalytic hydrogenation of amides to amines under mild conditions

Stein, Mario,Breit, Bernhard

supporting information, p. 2231 - 2234 (2013/03/28)

Under (not so much) pressure: A general method for the hydrogenation of tertiary and secondary amides to amines with excellent selectivity using a bimetallic Pd-Re catalyst has been developed. The reaction proceeds under low pressure and comparatively low temperature. This method provides organic chemists with a simple and reliable tool for the synthesis of amines. Copyright

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