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Basic Information
CAS No.: 96-80-0
Name: 2-Diisopropylaminoethanol
Molecular Structure:
Molecular Structure of 96-80-0 (2-Diisopropylaminoethanol)
Formula: C8H19 N O
Molecular Weight: 145.245
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
EINECS: 202-536-2
Density: 0.826
Melting Point: -39.3ºC
Boiling Point: 187-192 ºC
Flash Point: 158 ºF
Appearance: colourless to slightly yellow liquid
Hazard Symbols:
Risk Codes: R20/22;R24;R34   
Safety: 26-36/37/39-45
Transport Information: UN 2825/2922
PSA: 23.47000
LogP: 1.09750
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Synthetic route
75-21-8

oxirane

108-18-9

diisopropylamine

96-80-0

2-(diisopropylamino)ethanol

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

diisopropylamine

107-07-3

2-chloro-ethanol

96-80-0

2-(diisopropylamino)ethanol

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

Iodoethanol

108-18-9

diisopropylamine

96-80-0

2-(diisopropylamino)ethanol

75-21-8

oxirane

108-18-9

diisopropylamine

A

96-80-0

2-(diisopropylamino)ethanol

B

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
96-80-0

2-(diisopropylamino)ethanol

530-62-1

1,1'-carbonyldiimidazole

C12H21N3O2

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

2-(diisopropylamino)ethanol

2-(diisopropylamino)ethyl chloride hydrochloride

Conditions
ConditionsYield
With thionyl chloride at 0 - 80℃; for 10h; Large scale;93%
96-80-0

2-(diisopropylamino)ethanol

108-18-9

diisopropylamine

74-86-2

acetylene

52183-40-1

bis(2-diisopropylaminoethyl) ether

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

2-(diisopropylamino)ethanol

144191-92-4

(11-hydroxyundecyl)carbamic acid tert-butyl ester

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%
96-80-0

2-(diisopropylamino)ethanol

96-79-7

(2-chloroethyl)-diisopropylamine

52183-40-1

bis(2-diisopropylaminoethyl) ether

Conditions
ConditionsYield
With sodium hydroxide; adogen 464 In tetrahydrofuran for 6h; Heating;74%
864757-74-4

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

96-80-0

2-(diisopropylamino)ethanol

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%
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Chemistry

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

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 .

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.

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.

Consensus Reports

Reported in EPA TSCA Inventory.

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)
 

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 .