Conditions | Yield |
---|---|
di(rhodium)tetracarbonyl dichloride In ethanol at 115℃; under 37503 Torr; for 1.5h; | 100% |
propylamine
ethene
carbon monoxide
A
tri-n-propylamine
B
di-n-propylamine
Conditions | Yield |
---|---|
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
octanol
propiononitrile
A
tri-n-propylamine
B
Dipropyloctylamin
Conditions | Yield |
---|---|
With hydrogen; copper at 240℃; under 7600 Torr; | A n/a B 95% |
Conditions | Yield |
---|---|
With hydrogen; copper at 240℃; under 7600 Torr; | A n/a B 90% |
propiononitrile
A
tri-n-propylamine
B
N-propylidenepropylamine
C
di-n-propylamine
Conditions | Yield |
---|---|
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
1-Decanol
propiononitrile
A
tri-n-propylamine
B
N,N-dipropyldecylamine
Conditions | Yield |
---|---|
With hydrogen; copper at 240℃; under 7600 Torr; | A n/a B 86% |
Conditions | Yield |
---|---|
With hydrogen; copper at 240℃; under 7600 Torr; | A n/a B 80% |
propan-1-ol
1-dodecyl alcohol
propiononitrile
A
tri-n-propylamine
B
N,N-Dipropyl-dodecyl amine
Conditions | Yield |
---|---|
With hydrogen; copper at 240℃; under 7600 Torr; | A n/a B 80% |
Conditions | Yield |
---|---|
With hydrogen; copper at 240℃; under 7600 Torr; | A n/a B 76% |
Conditions | Yield |
---|---|
With hydrogen; copper at 240℃; under 7600 Torr; | A n/a B 75% |
Conditions | Yield |
---|---|
With hydrogen; copper at 240℃; under 7600 Torr; | A n/a B 75% |
propan-1-ol
1-Hexadecanol
propiononitrile
A
tri-n-propylamine
B
N,N-dipropylhexadecylamine
Conditions | Yield |
---|---|
With hydrogen; copper at 240℃; under 7600 Torr; | A n/a B 75% |
1-Nitropropane
A
propan-1-ol
B
tri-n-propylamine
C
propiononitrile
Conditions | Yield |
---|---|
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. |
Conditions | Yield |
---|---|
With hydrogen; Cu/Co/Ni/gamma-Al2O3 catalyst at 220℃; under 63756.4 Torr; Product distribution / selectivity; | A 4% B 49% |
1-Nitropropane
A
propan-1-ol
B
tri-n-propylamine
C
n-hexan-3-one
D
propiononitrile
Conditions | Yield |
---|---|
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. |
Conditions | Yield |
---|---|
With phosphoric acid; ammonia at 250 - 500℃; |
Conditions | Yield |
---|---|
With ammonia; platinum under 2280 Torr; Hydrogenation; | |
With water; palladium under 2280 Torr; Hydrogenation; |
tetrapropylammonium
A
tri-n-propylamine
B
propene
Conditions | Yield |
---|---|
With water durch Destillation; |
tripropylamine oxide
tri-n-propylamine
Conditions | Yield |
---|---|
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
A
tri-n-propylamine
B
propene
C
N,N-di-n-propylhydroxylamine
Conditions | Yield |
---|---|
beim Erhitzen unter gewoenlichem Druck; |
Conditions | Yield |
---|---|
With nickel at 162 - 195℃; under 36775.4 - 73550.8 Torr; Hydrogenation; |
Conditions | Yield |
---|---|
With ammonia; platinum under 2280 Torr; Hydrogenation; |
Conditions | Yield |
---|---|
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
tri(n-propyl)amine-H+
A
tri-n-propylamine
B
tributylammonium
Conditions | Yield |
---|---|
at 176.9℃; Rate constant; Thermodynamic data; Kinetics; var. temp.; ΔH0, ΔS0; |
propionaldehyde
A
propylamine
B
tri-n-propylamine
C
di-n-propylamine
Conditions | Yield |
---|---|
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
A
styrene
B
tri-n-propylamine
Conditions | Yield |
---|---|
With sodium ethanolate In ethanol at 60℃; Rate constant; Mechanism; |
1-phenylethyltripropylammonium-2,2,2-d3 bromide
A
tri-n-propylamine
B
styrene-d2
Conditions | Yield |
---|---|
With sodium ethanolate In ethanol at 60℃; Rate constant; Mechanism; hydrogen-deuterium isotop effect; |
propylamine
A
tri-n-propylamine
B
isocapronitrile
C
N-propylidenepropylamine
D
di-n-propylamine
E
propiononitrile
Conditions | Yield |
---|---|
Cu-MFI/VIE In gas at 299.85℃; for 2h; Product distribution; other catalysts; var. reaction times; |
Conditions | Yield |
---|---|
at 25℃; unter 3 Atm. Wasserstoff-Ueberdruck.Hydrogenation; |
Conditions | Yield |
---|---|
at 25℃; under 2280 Torr; Hydrogenation; |
Conditions | Yield |
---|---|
In acetonitrile for 24h; Reflux; | 100% |
In 1,2-dichloro-ethane at 30℃; for 6h; | 98% |
tri-n-propylamine
phosphoric acid
Conditions | Yield |
---|---|
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
1,3,5-trichloro-2,4,6-triazine
2,4,6-tris-(N,N-dipropylamino)-1,3,5-triazine
Conditions | Yield |
---|---|
In dichloromethane at 0℃; | 98% |
Conditions | Yield |
---|---|
With hydrogenchloride; [Cp*IrCl(C5H4CH2C5H3OH)][Cl] In methanol at 120℃; for 12h; Schlenk technique; | 96% |
tri-n-propylamine
2-chlorobenzo[d][1,3]thiazole
N,N-dipropylbenzo[d]thiazol-2-amine
Conditions | Yield |
---|---|
at 100℃; under 6000480 Torr; for 96h; | 95% |
Conditions | Yield |
---|---|
In acetonitrile at 25℃; for 24h; | 95% |
tri-n-propylamine
2-chloro-4,6-dimethoxy-1 ,3,5-triazine
2,4-dimethoxy-6-(di-n-propylamino)-1,3,5-triazine
Conditions | Yield |
---|---|
In toluene Reflux; | 95% |
Conditions | Yield |
---|---|
In ethanol Reflux; Inert atmosphere; | 95% |
In acetone for 24h; Reflux; |
Conditions | Yield |
---|---|
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
tri-n-propylamine
3-Methyl-1,1-dipropyl-thiourea
Conditions | Yield |
---|---|
In benzene for 24h; Irradiation; | 94% |
Conditions | Yield |
---|---|
With palladium 10% on activated carbon In toluene at 175℃; for 1.5h; Inert atmosphere; Microwave irradiation; | 94% |
Conditions | Yield |
---|---|
With palladium 10% on activated carbon In toluene at 175℃; for 1.5h; Inert atmosphere; | 94% |
tri-n-propylamine
4-toluenesulfonyl azide
(E)-N'-((4-methylphenyl)sulfonyl)-N,N-dipropylformimidamide
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
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
C5H5FeC5H3CH3CH2N(CH3)3(1+)*I(1-)=[C5H5FeC5H3CH3CH2N(CH3)3]I
C5H5FeC5H3CH3CH2N((CH2)2CH3)3(1+)*I(1-)=C5H5FeC5H3CH3CH2N((CH2)2CH3)3I
Conditions | Yield |
---|---|
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
iodobenzene
carbon monoxide
N,N-dipropylbenzamide
Conditions | Yield |
---|---|
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
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
In water for 0.5h; Cooling with ice; | 93% |
In water for 0.5h; Cooling with ice; | 93% |
tri-n-propylamine
Conditions | Yield |
---|---|
With hydrogenchloride | 92% |
Conditions | Yield |
---|---|
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
5,6-dihydro-6-ethyl-5-oxo-2-piperazinopyrido[4,3-d]pyrimidine
2-chloro-6,7-dimethoxy-quinazoline
Conditions | Yield |
---|---|
In i-Amyl alcohol | 92% |
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
With palladium 10% on activated carbon In toluene at 175℃; for 1.5h; Inert atmosphere; Microwave irradiation; | 92% |
Conditions | Yield |
---|---|
With oxygen; acetic acid; copper(ll) bromide In 1,4-dioxane at 120℃; under 760.051 Torr; for 16h; | 92% |
Conditions | Yield |
---|---|
In ethanol Reflux; Inert atmosphere; | 92% |
tri-n-propylamine
Conditions | Yield |
---|---|
With hexafluorophosphoric acid In water for 0.25h; Cooling with ice; | 92% |
The Tripropylamine is an organic compound with the formula C9H21N. The IUPAC name of this chemical is N,N-dipropylpropan-1-amine. With the CAS registry number 102-69-2, it is also named as 1-propanamine, N,N-dipropyl-. The product's categories are Amines; C9 to C10; Nitrogen Compounds. Besides, it is colourless liquid, which is used for producting drugs, pesticides, rubber and fiber processing aids, etc.
Physical properties about Tripropylamine are: (1)ACD/LogP: 3.25; (2)ACD/LogD (pH 5.5): 0.17; (3)ACD/LogD (pH 7.4): 0.78; (4)ACD/BCF (pH 5.5): 1; (5)ACD/BCF (pH 7.4): 1; (6)ACD/KOC (pH 5.5): 1.16; (7)ACD/KOC (pH 7.4): 4.71; (8)#H bond acceptors: 1; (9)#Freely Rotating Bonds: 6; (10)Polar Surface Area: 3.24 Å2; (11)Index of Refraction: 1.428; (12)Molar Refractivity: 47.46 cm3; (13)Molar Volume: 184.3 cm3; (14)Polarizability: 18.81×10-24cm3; (15)Surface Tension: 25.9 dyne/cm; (16)Density: 0.777 g/cm3; (17)Flash Point: 36.7 °C; (18)Enthalpy of Vaporization: 39.48 kJ/mol; (19)Boiling Point: 158.1 °C at 760 mmHg; (20)Vapour Pressure: 2.66 mmHg at 25°C.
Preparation: this chemical can be prepared by 1-nitro-propane. This reaction will need reagent CO, H2O, catalyst Rh6(CO)16-amine polymer and solvent 2-ethoxy-ethanol. The reaction time is 48 hours with reaction temperature of 40 °C. The yield is about 32%.
Uses of Tripropylamine: it can be used to produce ethyl-tripropyl-ammonium; iodide by heating. It will need reagent butan-2-one with reaction time of 2 hours. The yield is about 40%.
When you are using this chemical, please be cautious about it as the following:
It is flammable and harmful by inhalation and in contact with skin. It is toxic by inhalation and if swallowed and can cause burns. Please keep away from sources of ignition - No smoking. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. Besides, this chemical is harmful to aquatic organisms, may cause long-term adverse effects in the aquatic environment. When you are using it, wear suitable gloves and eye/face protection. In case of accident or if you feel unwell seek medical advice immediately (show the label where possible).
You can still convert the following datas into molecular structure:
(1)SMILES: N(CCC)(CCC)CCC
(2)InChI: InChI=1/C9H21N/c1-4-7-10(8-5-2)9-6-3/h4-9H2,1-3H3
(3)InChIKey: YFTHZRPMJXBUME-UHFFFAOYAE
(4)Std. InChI: InChI=1S/C9H21N/c1-4-7-10(8-5-2)9-6-3/h4-9H2,1-3H3
(5)Std. InChIKey: YFTHZRPMJXBUME-UHFFFAOYSA-N
The toxicity data is as follows:
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
mammal (species unspecified) | LC50 | inhalation | 5100mg/m3 (5100mg/m3) | Toksikologiya Novykh Promyshlennykh Khimicheskikh Veshchestv. Toxicology of New Industrial Chemical Substances. For English translation, see TNICS*. Vol. 14, Pg. 80, 1975. | |
mammal (species unspecified) | LD50 | unreported | 740mg/kg (740mg/kg) | Toksikologiya Novykh Promyshlennykh Khimicheskikh Veshchestv. Toxicology of New Industrial Chemical Substances. For English translation, see TNICS*. Vol. 14, Pg. 80, 1975. | |
mouse | LC50 | inhalation | 3800mg/m3/2H (3800mg/m3) | "Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure," Izmerov, N.F., et al., Moscow, Centre of International Projects, GKNT, 1982Vol. -, Pg. 118, 1982. | |
rabbit | LD50 | skin | 570uL/kg (0.57mL/kg) | American Industrial Hygiene Association Journal. Vol. 30, Pg. 470, 1969. | |
rat | LC50 | inhalation | 5100mg/m3/4H (5100mg/m3) | "Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure," Izmerov, N.F., et al., Moscow, Centre of International Projects, GKNT, 1982Vol. -, Pg. 118, 1982. | |
rat | LD50 | oral | 96mg/kg (96mg/kg) | American Industrial Hygiene Association Journal. Vol. 30, Pg. 470, 1969. |
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