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Diethylaminoethanol
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Name

Diethylaminoethanol

 EINECS 202-845-2
CAS No. 100-37-8 Density 0.884 g/cm3
PSA 23.47000 LogP 0.32050
Solubility soluble in water Melting Point -70 °C
Formula C6H15NO Boiling Point 164.8 °C at 760 mmHg
Molecular Weight 117.191 Flash Point 48.9 °C
Transport Information UN 2686 8/PG 2 Appearance clear to pale yellow liquid
Safety 25-26-36/37/39-45 Risk Codes 10-20/21/22-34
Molecular Structure Molecular Structure of 100-37-8 (Diethylaminoethanol) Hazard Symbols CorrosiveC
Synonyms

2-diethylaminoethanol;(2-Hydroxyethyl)diethylamine;(Diethylamino)ethanol;2-(Diethylamino)ethanol;2-(Diethylamino)ethyl alcohol;2-(N,N-Diethylamino)ethanol;2-Hydroxytriethylamine;A 22 (amine);DEAE;DEEA;Diethyl(b-hydroxyethyl)amine;Diethylethanolamine;MKS;N,N-Diethyl(2-hydroxyethyl)amine;N,N-Diethyl-2-aminoethanol;N,N-Diethylethanolamine;N,N-Diethylmonoethanolamine;N-(2-Hydroxyethyl)diethylamine;NSC 8759;Pennad 150;b-(Diethylamino)ethanol;

Article Data 52

Diethylaminoethanol Synthetic route

75-21-8

oxirane

109-89-7

diethylamine

100-37-8

2-(Diethylamino)ethanol

Conditions
ConditionsYield
With 3-amino-2-propanol at 70℃; under 4500.45 Torr; for 3h; Pressure; Temperature;99.4%
With water
water at 85.84 - 94.84℃; under 1500.15 Torr; for 0.116667h; Heating / reflux;
at 76.84 - 112.84℃; under 1500.15 Torr; for 0.133333h; Heating / reflux;
109-89-7

diethylamine

540-51-2

2-bromoethanol

100-37-8

2-(Diethylamino)ethanol

Conditions
ConditionsYield
In ethanol at 60℃; for 6h; Inert atmosphere;96%
67-56-1

methanol

84115-05-9

2-(diethylamino)ethyl crotonate

A

623-43-8

crotonic acid methyl ester

B

100-37-8

2-(Diethylamino)ethanol

Conditions
ConditionsYield
With toluene-4-sulfonic acid for 4h; Heating;A 90%
B 82%
84115-05-9

2-(diethylamino)ethyl crotonate

A

623-43-8

crotonic acid methyl ester

B

100-37-8

2-(Diethylamino)ethanol

Conditions
ConditionsYield
With methanol; toluene-4-sulfonic acid for 4h; Heating;A 90%
B 82%
1120-64-5

2-methyl-4,5-dihydro-1,3-oxazole

A

110-73-6

2-(Ethylamino)ethanol

B

100-37-8

2-(Diethylamino)ethanol

Conditions
ConditionsYield
With platinum on carbon; hydrogen at 25℃; under 7500.75 Torr; for 16h;A 60%
B 19%
2002-24-6

2-amino-ethanol hydrochloride

75-03-6

ethyl iodide

100-37-8

2-(Diethylamino)ethanol

Conditions
ConditionsYield
Stage #1: 2-amino-ethanol hydrochloride With potassium carbonate; ethanolamine In acetonitrile Heating;
Stage #2: ethyl iodide for 6h; Heating;		7.8%
20570-43-8

carbonic acid ethyl ester-(2-diethylamino-ethyl ester)

A

100-37-8

2-(Diethylamino)ethanol

B

105-58-8

Diethyl carbonate

64-67-5

diethyl sulfate

141-43-5

ethanolamine

100-37-8

2-(Diethylamino)ethanol

Conditions
ConditionsYield
With sodium hydroxide at 40℃;
107-21-1

ethylene glycol

121-44-8

triethylamine

100-37-8

2-(Diethylamino)ethanol

Conditions
ConditionsYield
at 300℃;
109-89-7

diethylamine

107-07-3

2-chloro-ethanol

100-37-8

2-(Diethylamino)ethanol

Diethylaminoethanol Consensus Reports

Reported in EPA TSCA Inventory.

Diethylaminoethanol Standards and Recommendations

OSHA PEL: TWA 10 ppm (skin)
ACGIH TLV: TWA 10 ppm (skin)
DFG MAK: 5 ppm (24 mg/m3)
DOT Classification:  3; Label: Flammable Liquid

Diethylaminoethanol Analytical Methods

For occupational chemical analysis use NIOSH: Aminoethanol Compounds, 2007.

Diethylaminoethanol Specification

The CAS registry number of 2-Diethylaminoethanol is 100-37-8. Its EINECS registry number is 202-845-2. In addition, the molecular formula is C6H15NO. The systematic name is 2-(diethylamino)ethanol. What's more, it is used as pharmaceutical intermediates, softeners, emulsifiers and curing agents.

Physical properties about this chemical are: (1)ACD/LogP: 0.74; (2)ACD/BCF (pH 5.5): 1; (3)ACD/BCF (pH 7.4): 1; (4)ACD/KOC (pH 5.5): 1; (5)ACD/KOC (pH 7.4): 1; (6)#H bond acceptors: 2; (7)#H bond donors: 1; (8)#Freely Rotating Bonds: 5; (9)Polar Surface Area: 23.47 Å2; (10)Index of Refraction: 1.443; (11)Molar Refractivity: 35.1 cm3; (12)Molar Volume: 132.3 cm3; (13)Polarizability: 13.91 ×10-24cm3; (14)Surface Tension: 31.4 dyne/cm; (15)Density: 0.885 g/cm3; (16)Flash Point: 48.9 °C; (17)Enthalpy of Vaporization: 46.73 kJ/mol; (18)Boiling Point: 164.8 °C at 760 mmHg; (19)Vapour Pressure: 0.651 mmHg at 25°C.

Preparation of 2-Diethylaminoethanol: it can be prepared by diethylamine and epoxyethane at the certain temperature. The equation is as follows:

2-Diethylaminoethanol can be prepared by diethylamine and epoxyethane at the certain temperature

Uses of 2-Diethylaminoethanol: it can react with isocyanatomethyl-benzene to get N-Benzyl-carbaminsaeure-(2-diethylamino-ethylester). This reaction will need reagent triethylamine and solvent diethyl ether. The yield is about 74% at reaction temperature of 20-30 °C.

2-Diethylaminoethanol can react with isocyanatomethyl-benzene to get N-Benzyl-carbaminsaeure-(2-diethylamino-ethylester).

When you are using this chemical, please be cautious about it as the following:
This chemical is flammable and can cause burns. And it is harmful by inhalation, in contact with skin and if swallowed. During using it, wear suitable protective clothing, gloves and eye/face protection and avoid contact with eyes. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. And in case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.).

You can still convert the following datas into molecular structure:
(1)SMILES: CCN(CC)CCO
(2)Std.InChI: InChI=1S/C6H15NO/c1-3-7(4-2)5-6-8/h8H,3-6H2,1-2H3
(3)Std.InChIKey: BFSVOASYOCHEOV-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
guinea pig LD50 skin 1mL/kg (1mL/kg)   Journal of Industrial Hygiene and Toxicology. Vol. 26, Pg. 269, 1944.
human TCLo inhalation 200ppm (200ppm) GASTROINTESTINAL: NAUSEA OR VOMITING "Toxicology of Drugs and Chemicals," Deichmann, W.B., New York, Academic Press, Inc., 1969Vol. -, Pg. 216, 1969.
mammal (species unspecified) LDLo unreported 1300mg/kg (1300mg/kg)   "Toxicology of Drugs and Chemicals," Deichmann, W.B., New York, Academic Press, Inc., 1969Vol. -, Pg. 216, 1969.
mouse LC50 inhalation 5000mg/m3 (5000mg/m3) BRAIN AND COVERINGS: RECORDINGS FROM SPECIFIC AREAS OF CNS

SENSE ORGANS AND SPECIAL SENSES: CONJUNCTIVE IRRITATION: EYE

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD		 Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 14(11), Pg. 52, 1970.
mouse LD50 intramuscular 416mg/kg (416mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 9, Pg. 31, 1959.
mouse LD50 intraperitoneal 192mg/kg (192mg/kg) BEHAVIORAL: ATAXIA Journal of Pharmacology and Experimental Therapeutics. Vol. 94, Pg. 249, 1948.
mouse LD50 intravenous 188mg/kg (188mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES		 Arzneimittel-Forschung. Drug Research. Vol. 9, Pg. 31, 1959.
mouse LD50 subcutaneous 650mg/kg (650mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: ATAXIA

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES		 Arzneimittel-Forschung. Drug Research. Vol. 9, Pg. 31, 1959.
rabbit LD50 skin 1260uL/kg (1.26mL/kg)   Union Carbide Data Sheet. Vol. 6/11/1963,
rat LCLo inhalation 4500mg/m3/4H (4500mg/m3) BRAIN AND COVERINGS: RECORDINGS FROM SPECIFIC AREAS OF CNS

SENSE ORGANS AND SPECIAL SENSES: CONJUNCTIVE IRRITATION: EYE

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD		 Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 14(11), Pg. 52, 1970.
rat LD50 intraperitoneal 1220mg/kg (1220mg/kg)   Toxicology and Applied Pharmacology. Vol. 12, Pg. 486, 1968.
rat LD50 oral 1300mg/kg (1300mg/kg)   Journal of Industrial Hygiene and Toxicology. Vol. 26, Pg. 269, 1944.

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