Product Name

  • Name

    TRIISOPROPYL-AMINE

  • EINECS 222-317-5
  • CAS No. 3424-21-3
  • Article Data12
  • CAS DataBase
  • Density 0.772 g/cm3
  • Solubility
  • Melting Point
  • Formula C9H21N
  • Boiling Point 131.8 °C at 760 mmHg
  • Molecular Weight 143.272
  • Flash Point 21.9 °C
  • Transport Information
  • Appearance
  • Safety
  • Risk Codes
  • Molecular Structure Molecular Structure of 3424-21-3 (TRIISOPROPYL-AMINE)
  • Hazard Symbols
  • Synonyms Triisopropylamine(6CI,7CI,8CI);Tris(isopropylamine);N,N-Bis(1-methylethyl)-2-propanamine;N,N-Diisopropylpropan-2-amine;
  • PSA 3.24000
  • LogP 2.51360

Synthetic route

diisopropylamine
108-18-9

diisopropylamine

isopropyl alcohol
67-63-0

isopropyl alcohol

triisopropylamine
3424-21-3

triisopropylamine

Conditions
ConditionsYield
With iron(III) oxide; (triphenylphosphine)ruthenium acetate at 78℃; for 36h; Molecular sieve;95.6%
methyllithium
917-54-4

methyllithium

N-(Chlormethylen)-N-isopropyl-2-propanaminium-chlorid
54485-04-0

N-(Chlormethylen)-N-isopropyl-2-propanaminium-chlorid

triisopropylamine
3424-21-3

triisopropylamine

Conditions
ConditionsYield
In diethyl ether for 12h; Ambient temperature;74%
α-(diisopropylamino)propionitrile
91086-11-2

α-(diisopropylamino)propionitrile

methylmagnesium chloride
676-58-4

methylmagnesium chloride

triisopropylamine
3424-21-3

triisopropylamine

Conditions
ConditionsYield
In diethyl ether for 4h; Heating;49%
In diethyl ether for 0.5h; Heating;45%
diisopropylamine
108-18-9

diisopropylamine

acetone
67-64-1

acetone

triisopropylamine
3424-21-3

triisopropylamine

Conditions
ConditionsYield
With formic acid In water at 0℃; for 1h; Reflux;5%
chloro-diisopropyl-amine
24948-81-0

chloro-diisopropyl-amine

i-propylpotassium
4867-40-7

i-propylpotassium

triisopropylamine
3424-21-3

triisopropylamine

Conditions
ConditionsYield
With Petroleum ether
diisopropyl sulfate
2973-10-6

diisopropyl sulfate

diisopropylamine
108-18-9

diisopropylamine

triisopropylamine
3424-21-3

triisopropylamine

N-(Chlormethylen)-N-isopropyl-2-propanaminium-chlorid
54485-04-0

N-(Chlormethylen)-N-isopropyl-2-propanaminium-chlorid

methyl iodide
74-88-4

methyl iodide

A

triisopropylamine
3424-21-3

triisopropylamine

B

N,N,N',N'-tetraisopropyl-1,2-dimethylethylenediamine
99692-09-8

N,N,N',N'-tetraisopropyl-1,2-dimethylethylenediamine

Conditions
ConditionsYield
With magnesium 1.) ether 2.) 12 h, RT; Yield given. Multistep reaction. Yields of byproduct given;
With magnesium 1.) ether, 2.) 12 h, room temperature; Yield given. Multistep reaction. Yields of byproduct given;
isopropylamine
75-31-0

isopropylamine

aluminium oxide-molybdenum (III)-oxide catalyst

aluminium oxide-molybdenum (III)-oxide catalyst

A

triisopropylamine
3424-21-3

triisopropylamine

B

diisopropylamine
108-18-9

diisopropylamine

Conditions
ConditionsYield
at 400℃;
chloro-diisopropyl-amine
24948-81-0

chloro-diisopropyl-amine

i-propylpotassium
4867-40-7

i-propylpotassium

petroleum ether

petroleum ether

A

triisopropylamine
3424-21-3

triisopropylamine

B

tetraisopropylhydrazine
172909-37-4

tetraisopropylhydrazine

diisopropylamine hydrochloride
819-79-4

diisopropylamine hydrochloride

triisopropylamine
3424-21-3

triisopropylamine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 39 percent / H2O / 4 h / -0.1 °C
2: 49 percent / diethyl ether / 4 h / Heating
View Scheme
diisopropylamine
108-18-9

diisopropylamine

triisopropylamine
3424-21-3

triisopropylamine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 37.6 percent / HCl
2: 45 percent / diethyl ether / 0.5 h / Heating
View Scheme
tri-isopropylamine hydrochloride

tri-isopropylamine hydrochloride

triisopropylamine
3424-21-3

triisopropylamine

Conditions
ConditionsYield
With sodium hydroxide In methanol at 40 - 50℃; pH=7;
1,3-propanesultone
1120-71-4

1,3-propanesultone

triisopropylamine
3424-21-3

triisopropylamine

C12H27NO3S

C12H27NO3S

Conditions
ConditionsYield
In 1,2-dichloro-ethane at 40℃; for 4h;99%
triisopropylamine
3424-21-3

triisopropylamine

benzenediazonium tetrafluoroborate
369-57-3

benzenediazonium tetrafluoroborate

A

1-phenyl-3,3-diisopropyltriaz-1-ene
36719-40-1

1-phenyl-3,3-diisopropyltriaz-1-ene

B

N,N-diisopropylammonium tetrafluoroborate

N,N-diisopropylammonium tetrafluoroborate

Conditions
ConditionsYield
In acetonitrile at 0 - 20℃; for 1.08333h;A 72%
B 92%
Isopropyl 2-(ethylthiocarbonyloxy)-2-iodoethanoate
352320-96-8

Isopropyl 2-(ethylthiocarbonyloxy)-2-iodoethanoate

triisopropylamine
3424-21-3

triisopropylamine

ibuprofen
15687-27-1

ibuprofen

2-[4-(2-Methylpropyl)phenyl]propanoic acid (chlorocarbonyloxy)(isopropoxy-carbonyl)methyl ester
352540-95-5

2-[4-(2-Methylpropyl)phenyl]propanoic acid (chlorocarbonyloxy)(isopropoxy-carbonyl)methyl ester

Conditions
ConditionsYield
With sulfuryl dichloride In dichloromethane84%
triisopropylamine
3424-21-3

triisopropylamine

anthranilic acid amide
28144-70-9

anthranilic acid amide

2,2-dimethyl-2,3-dihydro-1H-quinazolin-4-one
77726-78-4

2,2-dimethyl-2,3-dihydro-1H-quinazolin-4-one

Conditions
ConditionsYield
With diphenyl-phosphinic acid; oxygen In 1,4-dioxane at 130℃; under 760.051 Torr; for 18h; Schlenk technique;82%
triisopropylamine
3424-21-3

triisopropylamine

1-ethyl-6-fluoro-1,4-dihydro-4-oxo-7-(1-piperazinyl)-3-quinoline carboxylic acid
70458-96-7

1-ethyl-6-fluoro-1,4-dihydro-4-oxo-7-(1-piperazinyl)-3-quinoline carboxylic acid

2-butoxy-1-[(chlorocarbonyl)oxy]-2-oxyethyl isobutyrate
352540-92-2

2-butoxy-1-[(chlorocarbonyl)oxy]-2-oxyethyl isobutyrate

7-(4-[(Butoxycarbonyl)(2-methylpropanoyloxy)methoxycarbonyl]-1-piperazinyl)-1-ethyl-6-fluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid
352540-97-7

7-(4-[(Butoxycarbonyl)(2-methylpropanoyloxy)methoxycarbonyl]-1-piperazinyl)-1-ethyl-6-fluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid

Conditions
ConditionsYield
In dichloromethane77%
triisopropylamine
3424-21-3

triisopropylamine

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

N,N-diisopropyl-N′-tosylformimidamide
1209499-73-9

N,N-diisopropyl-N′-tosylformimidamide

Conditions
ConditionsYield
With sodium azide; copper(ll) bromide In 1,2-dichloro-ethane at 70℃; for 3h;76%
morpholine
110-91-8

morpholine

triisopropylamine
3424-21-3

triisopropylamine

2,2,2-trichloroethyl [6-(3-{[3-(trifluoromethyl)benzoyl]amino}phenoxy)imidazo[1,2-b]pyridazin-2-yl]carbamate

2,2,2-trichloroethyl [6-(3-{[3-(trifluoromethyl)benzoyl]amino}phenoxy)imidazo[1,2-b]pyridazin-2-yl]carbamate

sodium hydrogencarbonate
144-55-8

sodium hydrogencarbonate

N-[6-(3-{[3-(trifluoromethyl)benzoyl]amino}phenoxy)imidazo[1,2-b]pyridazin-2-yl]morpholine-4-carboxamide
1005787-03-0

N-[6-(3-{[3-(trifluoromethyl)benzoyl]amino}phenoxy)imidazo[1,2-b]pyridazin-2-yl]morpholine-4-carboxamide

Conditions
ConditionsYield
With dimethyl sulfoxide73%
triisopropylamine
3424-21-3

triisopropylamine

benzenesulfonyl chloride
98-09-9

benzenesulfonyl chloride

N,N-diisopropyl-N'-(phenylsulfonyl)formimidamide
91904-99-3

N,N-diisopropyl-N'-(phenylsulfonyl)formimidamide

Conditions
ConditionsYield
With sodium azide; copper(ll) bromide In 1,2-dichloro-ethane at 70℃; for 3h;72%
triisopropylamine
3424-21-3

triisopropylamine

4-chlorobenzenesulfonyl chloride
98-60-2

4-chlorobenzenesulfonyl chloride

N'-((4-chlorophenyl)sulfonyl)-N,N-diisopropylformimidamide

N'-((4-chlorophenyl)sulfonyl)-N,N-diisopropylformimidamide

Conditions
ConditionsYield
With sodium azide; copper(ll) bromide In 1,2-dichloro-ethane at 70℃; for 3h;68%
triisopropylamine
3424-21-3

triisopropylamine

2,2,2-trichloroethyl [6-(3-{[3-(trifluoromethyl)benzoyl]amino}phenoxy)imidazo[1,2-b]pyridazin-2-yl]carbamate

2,2,2-trichloroethyl [6-(3-{[3-(trifluoromethyl)benzoyl]amino}phenoxy)imidazo[1,2-b]pyridazin-2-yl]carbamate

2-(2-Aminoethoxy)ethanol
929-06-6

2-(2-Aminoethoxy)ethanol

N-(3-{[2-({[2-(2-hydroxyethoxy)ethyl]carbamoyl}amino)imidazo[1,2-b]pyridazin-6-yl]oxy}phenyl)-3-(trifluoromethyl)benzamide

N-(3-{[2-({[2-(2-hydroxyethoxy)ethyl]carbamoyl}amino)imidazo[1,2-b]pyridazin-6-yl]oxy}phenyl)-3-(trifluoromethyl)benzamide

Conditions
ConditionsYield
With dimethyl sulfoxide62%
rhodium(III) tetrakis(4-tolyl)porphyrin chloride
205259-72-9

rhodium(III) tetrakis(4-tolyl)porphyrin chloride

triisopropylamine
3424-21-3

triisopropylamine

[rhodium(III)(diisobutylamine)(5,10,15,20-tetratolylporphyrin)]

[rhodium(III)(diisobutylamine)(5,10,15,20-tetratolylporphyrin)]

Conditions
ConditionsYield
In further solvent(s) mixt. of Rh complex (0.014 mmol) and (iBu)3N degassed (3 freeze-pump-thaw cycles), heated under N2 at 120°C for 1 d; solvent evapd. in vac., residue chromd. (silica gel, hexane/CH2Cl2 eluent (1:1), then ethyl acetate/CH2Cl2 (1:2) eluent);57%
1-methyl-piperazine
109-01-3

1-methyl-piperazine

triisopropylamine
3424-21-3

triisopropylamine

2,2,2-trichloroethyl [6-(3-{[3-(trifluoromethyl)benzoyl]amino}phenoxy)imidazo[1,2-b]pyridazin-2-yl]carbamate

2,2,2-trichloroethyl [6-(3-{[3-(trifluoromethyl)benzoyl]amino}phenoxy)imidazo[1,2-b]pyridazin-2-yl]carbamate

4-methyl-N-[6-(3-{[3-(trifluoromethyl)benzoyl]amino}phenoxy)imidazo[1,2-b]pyridazin-2-yl]piperazine-1-carboxamide
1005787-05-2

4-methyl-N-[6-(3-{[3-(trifluoromethyl)benzoyl]amino}phenoxy)imidazo[1,2-b]pyridazin-2-yl]piperazine-1-carboxamide

Conditions
ConditionsYield
With dimethyl sulfoxide50%
Methyl fluorosulfonate
421-20-5

Methyl fluorosulfonate

triisopropylamine
3424-21-3

triisopropylamine

N,N,N-Triisopropyl-N-methylammonium-fluorsulfonat

N,N,N-Triisopropyl-N-methylammonium-fluorsulfonat

Conditions
ConditionsYield
In dichloromethane at 25℃; for 9h; Product distribution; alkylation of other amines, relative alkylation possibility;31%
In dichloromethane at 20℃; for 0.5h;31%
triisopropylamine
3424-21-3

triisopropylamine

A

N,N-Bis(5-chloro-3-oxo-1,2-dithiol-4-yl)amine

N,N-Bis(5-chloro-3-oxo-1,2-dithiol-4-yl)amine

B

N,N-Bis(5-chloro-3-oxo-1,2-dithiol-4-yl)isopropylamine

N,N-Bis(5-chloro-3-oxo-1,2-dithiol-4-yl)isopropylamine

Conditions
ConditionsYield
Stage #1: triisopropylamine With 1,4-diaza-bicyclo[2.2.2]octane; disulfur dichloride In 1,2-dichloro-ethane at -40 - 20℃; for 72h; Cyclization;
Stage #2: With formic acid In 1,2-dichloro-ethane for 1.5h; Substitution; Heating;
A 6%
B 12%
triisopropylamine
3424-21-3

triisopropylamine

2-butoxy-1-[(chlorocarbonyl)oxy]-2-oxyethyl isobutyrate
352540-92-2

2-butoxy-1-[(chlorocarbonyl)oxy]-2-oxyethyl isobutyrate

4-([(Butoxycarbonyl)(2-methylpropanoyloxy)methoxycarbonyl]amino)-N-(5-methyl-3-isoxazolyl)benzenesulfonamide
352541-02-7

4-([(Butoxycarbonyl)(2-methylpropanoyloxy)methoxycarbonyl]amino)-N-(5-methyl-3-isoxazolyl)benzenesulfonamide

Conditions
ConditionsYield
In diethyl ether; dichloromethane; sulfamethoxazole7.3%
triisopropylamine
3424-21-3

triisopropylamine

isopropylphosphoric acid
1623-24-1

isopropylphosphoric acid

Conditions
ConditionsYield
With phosphonic Acid; iodine In ethanol
triisopropylamine
3424-21-3

triisopropylamine

N-chloro-tri-isopropylammonium perchlorate

N-chloro-tri-isopropylammonium perchlorate

Conditions
ConditionsYield
With silver perchlorate; chlorine 1.) CCl4, -20 deg C; 2.) TFA, -20 deg C; Multistep reaction;
triisopropylamine
3424-21-3

triisopropylamine

p-benzoquinone
106-51-4

p-benzoquinone

A

hydroquinone radical
3225-30-7

hydroquinone radical

B

C9H20N

C9H20N

Conditions
ConditionsYield
In acetonitrile Quantum yield; flash photolysis study;
triisopropylamine
3424-21-3

triisopropylamine

triisopropylamine radical cation

triisopropylamine radical cation

Conditions
ConditionsYield
With antimony pentafluoride In dichloromethane at -78.15℃; Oxidation;

2-Propanamine,N,N-bis(1-methylethyl)- Specification

The 2-Propanamine,N,N-bis(1-methylethyl)-, with the CAS registry number 3424-21-3 and EINECS registry number 222-317-5, has the systematic name of N,N-di(propan-2-yl)propan-2-amine. And the molecular formula of this chemical is C9H21N. It is a kind of organics, and should be stored in the dry and cool environment.

The physical properties of 2-Propanamine,N,N-bis(1-methylethyl)- are as following: (1)ACD/LogP: 2.70; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -0.4; (4)ACD/LogD (pH 7.4): -0.3; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 1; (8)ACD/KOC (pH 7.4): 1; (9)#H bond acceptors: 1; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 3; (12)Polar Surface Area: 3.24 Å2; (13)Index of Refraction: 1.424; (14)Molar Refractivity: 47.34 cm3; (15)Molar Volume: 185.4 cm3; (16)Polarizability: 18.76×10-24cm3; (17)Surface Tension: 23.4 dyne/cm; (18)Density: 0.772 g/cm3; (19)Flash Point: 21.9 °C; (20)Enthalpy of Vaporization: 36.94 kJ/mol; (21)Boiling Point: 131.8 °C at 760 mmHg; (22)Vapour Pressure: 9.12 mmHg at 25°C.

Preparation of 2-Propanamine,N,N-bis(1-methylethyl)-: This chemical can be prepared by a-Diisopropylaminopropionitril and methylmagnesium chloride. The reaction will need solvent diethyl ether. The reaction time is 4 hours with heating, and the yield is about 49%. 

2-Propanamine,N,N-bis(1-methylethyl)- can be prepared by a-Diisopropylaminopropionitril and methylmagnesium chloride

Uses of 2-Propanamine,N,N-bis(1-methylethyl)-: It can react with fluorosulfuric acid methyl ester to produce N,N,N-Triisopropyl-N-methylammonium-fluorsulfonat. This reaction will need solvent CH2Cl2. The reaction time is 0.5 hours with temperature of 20°C, and the yield is about 31%.

2-Propanamine,N,N-bis(1-methylethyl)- can react with fluorosulfuric acid methyl ester to produce N,N,N-Triisopropyl-N-methylammonium-fluorsulfonat

You can still convert the following datas into molecular structure:
(1)SMILES: N(C(C)C)(C(C)C)C(C)C
(2)InChI: InChI=1/C9H21N/c1-7(2)10(8(3)4)9(5)6/h7-9H,1-6H3
(3)InChIKey: RKBCYCFRFCNLTO-UHFFFAOYAZ

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