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2-Diisopropylaminoethanol

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Name

2-Diisopropylaminoethanol

EINECS 202-536-2
CAS No. 96-80-0 Density 0.826
PSA 23.47000 LogP 1.09750
Solubility N/A 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

Article Data 7

2-Diisopropylaminoethanol 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;
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%
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%

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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