Product Name

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  • Name

    2-Diisopropylaminoethanol

  • EINECS 202-536-2
  • CAS No. 96-80-0
  • Article Data7
  • CAS DataBase
  • Density 0.826
  • Solubility
  • Melting Point -39.3ºC
  • Formula C8H19 N O
  • Boiling Point 187-192 ºC
  • Molecular Weight 145.245
  • Flash Point 158 ºF
  • Transport Information UN 2825/2922
  • Appearance colourless to slightly yellow liquid
  • Safety 26-36/37/39-45
  • Risk Codes R20/22;R24;R34   
  • Molecular Structure Molecular Structure of 96-80-0 (2-Diisopropylaminoethanol)
  • Hazard Symbols
  • Synonyms Ethanol,2-(diisopropylamino)- (6CI,7CI,8CI); (Diisopropylamino)ethanol;(N,N-Diisopropylamino)ethanol; 2-(Diisopropylamino)ethanol;2-(Diisopropylamino)ethyl alcohol; 2-(N,N-Diisopropylamino)ethanol;Diisopropylethanolamine; N,N-Diisopropyl-2-aminoethanol;N,N-Diisopropylethanolamine; NSC 45475
  • PSA 23.47000
  • LogP 1.09750

Synthetic route

oxirane
75-21-8

oxirane

diisopropylamine
108-18-9

diisopropylamine

2-(diisopropylamino)ethanol
96-80-0

2-(diisopropylamino)ethanol

Conditions
ConditionsYield
at 200℃;
at 200℃;
diisopropylamine
108-18-9

diisopropylamine

2-chloro-ethanol
107-07-3

2-chloro-ethanol

2-(diisopropylamino)ethanol
96-80-0

2-(diisopropylamino)ethanol

Conditions
ConditionsYield
at 120℃;
In toluene for 3h; Reflux;
Iodoethanol
624-76-0

Iodoethanol

diisopropylamine
108-18-9

diisopropylamine

2-(diisopropylamino)ethanol
96-80-0

2-(diisopropylamino)ethanol

oxirane
75-21-8

oxirane

diisopropylamine
108-18-9

diisopropylamine

A

2-(diisopropylamino)ethanol
96-80-0

2-(diisopropylamino)ethanol

B

4-methylene-hex-5-en-1-ol
17844-23-4

4-methylene-hex-5-en-1-ol

Conditions
ConditionsYield
With n-butyllithium; potassium tert-butylate; isoprene 1.) THF/hexane, -70 deg C, 1 min 2.) THF/hexane, -70 deg C to -20 deg C; Yield given. Multistep reaction. Yields of byproduct given;
...Expand
2-(diisopropylamino)ethanol
96-80-0

2-(diisopropylamino)ethanol

1,1'-carbonyldiimidazole
530-62-1

1,1'-carbonyldiimidazole

C12H21N3O2

C12H21N3O2

Conditions
ConditionsYield
In dichloromethane at 20℃; for 2h; Inert atmosphere;100%
2-(diisopropylamino)ethanol
96-80-0

2-(diisopropylamino)ethanol

2-(diisopropylamino)ethyl chloride hydrochloride

2-(diisopropylamino)ethyl chloride hydrochloride

Conditions
ConditionsYield
With thionyl chloride at 0 - 80℃; for 10h; Large scale;93%
2-(diisopropylamino)ethanol
96-80-0

2-(diisopropylamino)ethanol

diisopropylamine
108-18-9

diisopropylamine

acetylene
74-86-2

acetylene

bis(2-diisopropylaminoethyl) ether
52183-40-1

bis(2-diisopropylaminoethyl) ether

Conditions
ConditionsYield
With potassium hydroxide In 1,3-dioxane at 120℃; for 3h;85.6%
...Expand
2-(diisopropylamino)ethanol
96-80-0

2-(diisopropylamino)ethanol

(11-hydroxyundecyl)carbamic acid tert-butyl ester
144191-92-4

(11-hydroxyundecyl)carbamic acid tert-butyl ester

C25H53N2O4PS

C25H53N2O4PS

Conditions
ConditionsYield
Stage #1: (11-hydroxyundecyl)carbamic acid tert-butyl ester With dmap; triethylamine; methylphosphonothioic dichloride In chloroform at 20℃; for 3h; Inert atmosphere;
Stage #2: 2-(diisopropylamino)ethanol With triethylamine In chloroform at 20℃; for 16h; Inert atmosphere;		82%
2-(diisopropylamino)ethanol
96-80-0

2-(diisopropylamino)ethanol

(2-chloroethyl)-diisopropylamine
96-79-7

(2-chloroethyl)-diisopropylamine

bis(2-diisopropylaminoethyl) ether
52183-40-1

bis(2-diisopropylaminoethyl) ether

Conditions
ConditionsYield
With sodium hydroxide; adogen 464 In tetrahydrofuran for 6h; Heating;74%
4-(benzyloxy)-1-(4-hydroxyphenyl)pyridin-2(1H)-one
864757-74-4

4-(benzyloxy)-1-(4-hydroxyphenyl)pyridin-2(1H)-one

2-(diisopropylamino)ethanol
96-80-0

2-(diisopropylamino)ethanol

4-(benzyloxy)-1-(4-[2-(diisopropylamino)ethoxy]-phenyl)pyridin-2(1H)-one

4-(benzyloxy)-1-(4-[2-(diisopropylamino)ethoxy]-phenyl)pyridin-2(1H)-one

Conditions
ConditionsYield
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran at 20℃; for 4h; Mitsunobu reaction;73%
2-(diisopropylamino)ethanol
96-80-0

2-(diisopropylamino)ethanol

4-chlorobenzonitrile
100-00-5

4-chlorobenzonitrile

Diisopropyl-[2-(4-nitro-phenoxy)-ethyl]-amine
85002-94-4

Diisopropyl-[2-(4-nitro-phenoxy)-ethyl]-amine

Conditions
ConditionsYield
With sodium hydride In dimethyl sulfoxide at 70℃; for 0.5h;67.2%
2-(diisopropylamino)ethanol
96-80-0

2-(diisopropylamino)ethanol

4-fluorophenyl 2-[4-[2-(1-pyrrolidinyl)ethoxy]phenyl]benzo[b]thiophen-3-yl ketone
193966-49-3

4-fluorophenyl 2-[4-[2-(1-pyrrolidinyl)ethoxy]phenyl]benzo[b]thiophen-3-yl ketone

(4-[2-(diisopropylamino)ethoxy]phenyl)-(2-[4-[2-(1-pyrrolidinyl)ethoxy]-phenyl]benzo[b]thiophen-3-yl)ketone
193966-53-9

(4-[2-(diisopropylamino)ethoxy]phenyl)-(2-[4-[2-(1-pyrrolidinyl)ethoxy]-phenyl]benzo[b]thiophen-3-yl)ketone

Conditions
ConditionsYield
Stage #1: 2-(diisopropylamino)ethanol With sodium hydride In N,N-dimethyl-formamide for 0.25h; deprotonation;
Stage #2: 4-fluorophenyl 2-[4-[2-(1-pyrrolidinyl)ethoxy]phenyl]benzo[b]thiophen-3-yl ketone In N,N-dimethyl-formamide at 20℃; for 5h; Condensation; Further stages.;		62%
2-(diisopropylamino)ethanol
96-80-0

2-(diisopropylamino)ethanol

methyl iodide
74-88-4

methyl iodide

N,N-diisopropyl-N-(2-methoxyethyl)amine
139709-38-9

N,N-diisopropyl-N-(2-methoxyethyl)amine

Conditions
ConditionsYield
With sodium hydride In tetrahydrofuran at 40℃; for 0.5h;58%
2-(diisopropylamino)ethanol
96-80-0

2-(diisopropylamino)ethanol

lead thiocyanate

lead thiocyanate

N,N-diisopropyl-(2-thiocyanatoethyl)amine
167940-05-8

N,N-diisopropyl-(2-thiocyanatoethyl)amine

Conditions
ConditionsYield
Stage #1: lead thiocyanate With bromine In acetonitrile at -40℃; for 0.5h;
Stage #2: With triphenylphosphine In acetonitrile at -40℃; for 0.5h;
Stage #3: 2-(diisopropylamino)ethanol In acetonitrile at -40℃; for 2h; Further stages.;		56%
2-(diisopropylamino)ethanol
96-80-0

2-(diisopropylamino)ethanol

trifluoroacetic acid
76-05-1

trifluoroacetic acid

8-(4-bromo-benzyl)-3-isobutyl-3,7-dihydro-purine-2,6-dione
480445-51-0

8-(4-bromo-benzyl)-3-isobutyl-3,7-dihydro-purine-2,6-dione

8-(4-bromo-benzyl)-1-(2-diisopropylamino-ethyl)-3-isobutyl-3,7-dihydro-purine-2,6-dione

8-(4-bromo-benzyl)-1-(2-diisopropylamino-ethyl)-3-isobutyl-3,7-dihydro-purine-2,6-dione

Conditions
ConditionsYield
Stage #1: 8-(4-bromo-benzyl)-3-isobutyl-3,7-dihydro-purine-2,6-dione With {4-[(2,4-dimethoxyphenyl)chloromethyl]phenoxy}-Rink resin; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 6h;
Stage #2: 2-(diisopropylamino)ethanol With di-tert-butyl-diazodicarboxylate; triphenylphosphine In tetrahydrofuran at 20℃; for 1h; Mitsunobu reaction;
Stage #3: trifluoroacetic acid In dichloromethane at 20℃; for 0.5h;		45%
...Expand
2-(diisopropylamino)ethanol
96-80-0

2-(diisopropylamino)ethanol

1,3-bis-(bromomethyl)benzene
626-15-3

1,3-bis-(bromomethyl)benzene

N-(2-(3-(bromomethyl)benzyloxy)ethyl)-N-isopropylpropan-2-amine
1246680-25-0

N-(2-(3-(bromomethyl)benzyloxy)ethyl)-N-isopropylpropan-2-amine

Conditions
ConditionsYield
Stage #1: 2-(diisopropylamino)ethanol With n-butyllithium; potassium iodide In tetrahydrofuran; hexane at -78℃; for 0.166667h; Inert atmosphere;
Stage #2: 1,3-bis-(bromomethyl)benzene In tetrahydrofuran; hexane at -78 - 75℃; Inert atmosphere;		45%
7-bromo-1-cyclohexyl-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid
179942-97-3

7-bromo-1-cyclohexyl-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid

2-(diisopropylamino)ethanol
96-80-0

2-(diisopropylamino)ethanol

2-diisopropylamino-ethyl 7-bromo-1-cyclohexyl-4-oxo-1,4-dihydro-quinoline-3-carboxylate

2-diisopropylamino-ethyl 7-bromo-1-cyclohexyl-4-oxo-1,4-dihydro-quinoline-3-carboxylate

Conditions
ConditionsYield
38%
4,6-dichloropyrimidine
1193-21-1

4,6-dichloropyrimidine

2-(diisopropylamino)ethanol
96-80-0

2-(diisopropylamino)ethanol

N-{2-[(6-chloropyrimidin-4-yl)oxy]ethyl}-N-isopropylpropan-2-amine
848472-41-3

N-{2-[(6-chloropyrimidin-4-yl)oxy]ethyl}-N-isopropylpropan-2-amine

Conditions
ConditionsYield
With caesium carbonate In propyl cyanide at 180℃; for 0.333333h; microwave irradiation;20%
2-(diisopropylamino)ethanol
96-80-0

2-(diisopropylamino)ethanol

4-(2-chloroethyl)bis[1,2]dithiolo[3,4-b:4',3'-e][1,4]thiazine-3,5-dione
204758-33-8

4-(2-chloroethyl)bis[1,2]dithiolo[3,4-b:4',3'-e][1,4]thiazine-3,5-dione

Conditions
ConditionsYield
Stage #1: 2-(diisopropylamino)ethanol With 1,4-diaza-bicyclo[2.2.2]octane; disulfur dichloride In 1,2-dichloro-ethane at -40 - 20℃; Addition;
Stage #2: With formic acid In 1,2-dichloro-ethane for 1h; Cyclization; Heating;		13%
2-(diisopropylamino)ethanol
96-80-0

2-(diisopropylamino)ethanol

copper(II) acetate monohydrate
6046-93-1

copper(II) acetate monohydrate

Cu(2+)*((CH3)2CH)2NCH2CH2O(1-)*NCS(1-) = Cu((CH3)2CH)2NC2H4O(NCS)

Cu(2+)*((CH3)2CH)2NCH2CH2O(1-)*NCS(1-) = Cu((CH3)2CH)2NC2H4O(NCS)

Conditions
ConditionsYield
With NH4SCN In methanol NH4SCN in MeOH added to 2-diisopropylaminoethanol and Cu(II) in MeOH, standed (5°C, several days); filtered, dried (in vac. over P2O5); elem. anal.;8%
2-(diisopropylamino)ethanol
96-80-0

2-(diisopropylamino)ethanol

5,6-dihydro-4-(3-thiono[1,2]dithiol-4-yl)-[1,2]dithiolo[3,4-b][1,4]thiazine-3-thione
204758-35-0

5,6-dihydro-4-(3-thiono[1,2]dithiol-4-yl)-[1,2]dithiolo[3,4-b][1,4]thiazine-3-thione

Conditions
ConditionsYield
Stage #1: 2-(diisopropylamino)ethanol With disulfur dichloride In tetrahydrofuran at -40 - 20℃; Addition;
Stage #2: With diphosphorus pentasulfide In tetrahydrofuran for 5.5h; Cyclization; Heating;		7%
methyl bromide
74-83-9

methyl bromide

2-(diisopropylamino)ethanol
96-80-0

2-(diisopropylamino)ethanol

(2-hydroxy-ethyl)-diisopropyl-methyl-ammonium; bromide
866-67-1

(2-hydroxy-ethyl)-diisopropyl-methyl-ammonium; bromide

Conditions
ConditionsYield
With butanone
tetraethoxy orthosilicate
78-10-4

tetraethoxy orthosilicate

2-(diisopropylamino)ethanol
96-80-0

2-(diisopropylamino)ethanol

silicic acid diethyl ester-bis-(2-diisopropylamino-ethyl ester)
18642-90-5

silicic acid diethyl ester-bis-(2-diisopropylamino-ethyl ester)

2-(diisopropylamino)ethanol
96-80-0

2-(diisopropylamino)ethanol

N,N-dicyclohexylcarbamoyl chloride
6292-88-2

N,N-dicyclohexylcarbamoyl chloride

dicyclohexyl-carbamic acid-(2-diisopropylamino-ethyl ester)
102444-91-7

dicyclohexyl-carbamic acid-(2-diisopropylamino-ethyl ester)

Conditions
ConditionsYield
With toluene
2-(diisopropylamino)ethanol
96-80-0

2-(diisopropylamino)ethanol

1-chloro-2-diisopropylaminoethane hydrochloride
4261-68-1

1-chloro-2-diisopropylaminoethane hydrochloride

Conditions
ConditionsYield
With thionyl chloride; chloroform
With thionyl chloride; benzene
With thionyl chloride Chlorination; Vogel method;
With thionyl chloride In chloroform Reflux; Cooling with ice;
2-(diisopropylamino)ethanol
96-80-0

2-(diisopropylamino)ethanol

(2-chloroethyl)-diisopropylamine
96-79-7

(2-chloroethyl)-diisopropylamine

Conditions
ConditionsYield
With thionyl chloride; benzene
With thionyl chloride for 3h; Heating;
With thionyl chloride In toluene for 2h; Reflux;
With thionyl chloride In chloroform at 0℃; for 4h; Reflux;
2-(diisopropylamino)ethanol
96-80-0

2-(diisopropylamino)ethanol

4-phenyltetrahydropyran-4-carbonyl chloride
100119-45-7

4-phenyltetrahydropyran-4-carbonyl chloride

4-phenyl-tetrahydro-pyran-4-carboxylic acid-(2-diisopropylamino-ethyl ester)
102371-15-3

4-phenyl-tetrahydro-pyran-4-carboxylic acid-(2-diisopropylamino-ethyl ester)

Conditions
ConditionsYield
With benzene
2-(diisopropylamino)ethanol
96-80-0

2-(diisopropylamino)ethanol

cyclohex-2-enyl-[2]thienyl-acetyl chloride
853919-58-1

cyclohex-2-enyl-[2]thienyl-acetyl chloride

cyclohex-2-enyl-[2]thienyl-acetic acid-(2-diisopropylamino-ethyl ester)
102370-98-9

cyclohex-2-enyl-[2]thienyl-acetic acid-(2-diisopropylamino-ethyl ester)

Conditions
ConditionsYield
With triethylamine; benzene
2-(diisopropylamino)ethanol
96-80-0

2-(diisopropylamino)ethanol

9H-Thioxanthene-9-acetic acid
1503-19-1

9H-Thioxanthene-9-acetic acid

thioxanthen-9-yl-acetic acid-(2-diisopropylamino-ethyl ester); hydrochloride
113649-39-1

thioxanthen-9-yl-acetic acid-(2-diisopropylamino-ethyl ester); hydrochloride

Conditions
ConditionsYield
With thionyl chloride; benzene
2-(diisopropylamino)ethanol
96-80-0

2-(diisopropylamino)ethanol

xanthen-9-yl-acetyl chloride
100954-91-4

xanthen-9-yl-acetyl chloride

xanthen-9-yl-acetic acid-(2-diisopropylamino-ethyl ester)

xanthen-9-yl-acetic acid-(2-diisopropylamino-ethyl ester)

Conditions
ConditionsYield
With benzene
2-(diisopropylamino)ethanol
96-80-0

2-(diisopropylamino)ethanol

9H-Thioxanthene-9-acetic acid 10,10-dioxide
40020-65-3

9H-Thioxanthene-9-acetic acid 10,10-dioxide

(10,10-dioxo-10λ6-thioxanthen-9-yl)-acetic acid-(2-diisopropylamino-ethyl ester); hydrochloride
102762-88-9

(10,10-dioxo-10λ6-thioxanthen-9-yl)-acetic acid-(2-diisopropylamino-ethyl ester); hydrochloride

Conditions
ConditionsYield
With thionyl chloride; benzene
2-(diisopropylamino)ethanol
96-80-0

2-(diisopropylamino)ethanol

4-nitro-benzoyl chloride
122-04-3

4-nitro-benzoyl chloride

4-nitro-benzoic acid-(2-diisopropylamino-ethyl ester); hydrochloride

4-nitro-benzoic acid-(2-diisopropylamino-ethyl ester); hydrochloride

Conditions
ConditionsYield
With benzene
2-(diisopropylamino)ethanol
96-80-0

2-(diisopropylamino)ethanol

ethyl iodide
75-03-6

ethyl iodide

ethyl-(2-hydroxy-ethyl)-diisopropyl-ammonium; chloride

ethyl-(2-hydroxy-ethyl)-diisopropyl-ammonium; chloride

Conditions
ConditionsYield
mit Hilfe von Silberchlorid;

2-Diisopropylaminoethanol Chemical Properties

Molecular Formula: C8H19NO
Molar mass: 145.2426 g/mol
EINECS: 202-536-2
Density: 0.874 g/cm3
Flash Point: 60.1 °C
Index of Refraction: 1.445
Boiling Point: 189.5 °C at 760 mmHg
Vapour Pressure: 0.155 mmHg at 25°C
Water solubility: Slightly soluble in water
Appearance: Colourless to slightly yellow liquid
Stable: Stable. Incompatible with acids, strong oxidizing agents.
Structure of 2-Diisopropylaminoethanol (96-80-0):
       
XLogP3-AA: 1.2
H-Bond Donor: 1
H-Bond Acceptor: 2
IUPAC Name: 2-[Di(propan-2-yl)amino]ethanol
Canonical SMILES: CC(C)N(CCO)C(C)C
InChI: InChI=1S/C8H19NO/c1-7(2)9(5-6-10)8(3)4/h7-8,10H,5-6H2,1-4H3 
InChIKey: ZYWUVGFIXPNBDL-UHFFFAOYSA-N

2-Diisopropylaminoethanol Uses

 2-Diisopropylaminoethanol (96-80-0) can be used in organic synthesis and also be used for fiber additives, emulsifiers and catalysts. In addition, it is the intermediate of anti-cholinergic drugs Propantheline bromide .

2-Diisopropylaminoethanol Production

 2-Diisopropylaminoethanol (96-80-0) can be obtained from the two derived from Isopropylamine and Ethylene oxide by addition.First, join Isopropylamine and water into reaction pot, and cooled to 0-5°C, then leads to Ethylene oxide. Naturally heated to 20-30 ℃, stirring the tank reactor 4h and then gradually warmed up to 40-50°C, and then continue to respond 4h. Place overnight. The next day, the reaction solution has fractionation at atmospheric pressure to sub-to low-boiling below 90°C (recovery of applied), and below 120°C following the boiling (recovered apply), and then has the vacuum distillation for collecting 90-100°C (2.67kPa) fraction.It shall be the product. Consumption of raw materials fixed: Diisopropylamine 888kg / t, Ethylene oxide 293kg / t.

2-Diisopropylaminoethanol Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LC50 inhalation 1661mg/m3/6H (1661mg/m3)   Acute Toxicity Data. Journal of the American College of Toxicology, Part B. Vol. 1, Pg. 216, 1992.
mouse LD50 oral 770mg/kg (770mg/kg)   Acute Toxicity Data. Journal of the American College of Toxicology, Part B. Vol. 1, Pg. 216, 1992.
rabbit LD50 skin 450uL/kg (0.45mL/kg)   AMA Archives of Industrial Hygiene and Occupational Medicine. Vol. 10, Pg. 61, 1954.
rat LC50 inhalation 1965mg/m3/6H (1965mg/m3)   Acute Toxicity Data. Journal of the American College of Toxicology, Part B. Vol. 1, Pg. 216, 1992.
rat LD50 oral 860mg/kg (860mg/kg)   Acute Toxicity Data. Journal of the American College of Toxicology, Part B. Vol. 1, Pg. 216, 1992.

2-Diisopropylaminoethanol Consensus Reports

Reported in EPA TSCA Inventory.

2-Diisopropylaminoethanol Safety Profile

Moderately toxic by ingestion and skin contact. A skin and severe eye irritant.
 

Hazard Codes: T
Risk Statements:
20:  Harmful by inhalation
22:  Harmful if swallowed 
24:  Toxic in contact with skin
34:  Causes burns
Safety Statements:
26:  In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
36:  Wear suitable protective clothing 
37:  Wear suitable gloves
39:  Wear eye/face protection
45:  In case of accident or if you feel unwell, seek medical advice immediately (show label where possible)
 

2-Diisopropylaminoethanol Specification

 2-Diisopropylaminoethanol (96-80-0) also can be called (Diisopropylamino)ethanol ; Ethanol, 2-[bis(1-methylethyl)amino]- ; Ethanol, 2- (diisopropylamino)- ; N,N-diisopropyl ethanolamine ; Diisopropylethanolamine .

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