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N,N-Dimethylethanolamine

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Name

N,N-Dimethylethanolamine

EINECS 203-542-8
CAS No. 108-01-0 Density 0.897 g/cm3
Solubility miscible in water Melting Point -70 °C
Formula C4H11NO Boiling Point 135 °C at 760 mmHg
Molecular Weight 89.14 Flash Point 40.6 °C
Transport Information UN 2051 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 108-01-0 (N,N-Dimethylethanolamine) Hazard Symbols CorrosiveC
Synonyms

(2-Hydroxyethyl)dimethylamine;(Dimethylamino)ethanol;(N,N-Dimethylamino)ethanol;2-(Dimethylamino)ethanol;2-(Dimethylamino)ethyl alcohol;2-(N,N-Dimethylamino)ethanol;Amietol M 21;Dimethyl(2-hydroxyethyl)amine;Dimethyl(hydroxyethyl)amine;Dimethylethanolamine;Dimethylmonoethanolamine;N,N-Dimethyl(2-hydroxyethyl)amine;N,N-Dimethyl-2-aminoethanol;N,N-Dimethyl-N-(b-hydroxyethyl)amine;N,N-Dimethyl-b-hydroxyethylamine;N-(2-Hydroxyethyl)-N,N-dimethylamine;N-(2-Hydroxyethyl)dimethylamine;b-Dimethylaminoethyl alcohol;b-Hydroxyethyldimethylamine;

 

N,N-Dimethylethanolamine Specification

The CAS registry number of N,N-Dimethylethanolamine is 108-01-0. Its EINECS registry number is 203-542-8. The IUPAC name is 2-(dimethylamino)ethanol. In addition, the molecular formula is C4H11NO. What's more, it is an antidepressive agent that has also been used in the treatment of movement disorders. It can be used as a raw material for resin, medicine, dyes and paint solvents. And it is used as a intermediate in the manufacture of dyes, fiber treating agent, medicine and anticorrosive additives.

Physical properties about N,N-Dimethylethanolamine are: (1)ACD/LogP: -0.328; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -3.19; (4)ACD/LogD (pH 7.4): -1.68; (5)ACD/BCF (pH 5.5): 1.00; (6)ACD/BCF (pH 7.4): 1.00; (7)ACD/KOC (pH 5.5): 1.00; (8)ACD/KOC (pH 7.4): 1.00; (9)#H bond acceptors: 2; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 3; (12)Index of Refraction: 1.433 ; (13)Molar Refractivity: 25.837 cm3; (14)Molar Volume: 99.322 cm3; (15)Polarizability: 10.242 10-24cm3; (16)Surface Tension: 30.6580009460449 dyne/cm; (17)Density: 0.897 g/cm3; (18)Flash Point: 40.556 °C; (19)Enthalpy of Vaporization: 43.395 kJ/mol; (20)Boiling Point: 134.999 °C at 760 mmHg; (21)Vapour Pressure: 3.39299988746643 mmHg at 25°C

Preparation of N,N-Dimethylethanolamine: it can be prepared by dimethylamine and epoxyethane through ammoniation reaction. And then after a series of distillation, rectification and dehydration you can get the desired product.

N,N-Dimethylethanolamine can be prepared by dimethylamine and epoxyethane through ammoniation reaction

Uses of N,N-Dimethylethanolamine: it can react with (2-chloro-ethyl)-dimethyl-amine to get bis-(2-dimethylamino-ethyl)-ether. This reaction will need reagent 50 percent NaOH, catalyst Adogen 464 and solvent tetrahydrofuran. The reaction time is 6 hours by heating. The yield is about 35%.

N,N-Dimethylethanolamine can react with (2-chloro-ethyl)-dimethyl-amine to get bis-(2-dimethylamino-ethyl)-ether

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. When you are 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 or soap-suds and seek medical advice. And in case of accident or if you feel unwell, seek medical advice immediately (show label where possible).

You can still convert the following datas into molecular structure:
(1)SMILES: CN(C)CCO
(2)InChI: InChI=1/C4H11NO/c1-5(2)3-4-6/h6H,3-4H2,1-2H3
(3)InChIKey: UEEJHVSXFDXPFK-UHFFFAOYAY

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
guinea pig LDLo intraperitoneal 450mg/kg (450mg/kg)   Proceedings of the Society for Experimental Biology and Medicine. Vol. 85, Pg. 642, 1954.
 
mouse LC50 inhalation 3250mg/m3 (3250mg/m3) SENSE ORGANS AND SPECIAL SENSES: CONJUNCTIVE IRRITATION: EYE

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BRAIN AND COVERINGS: RECORDINGS FROM SPECIFIC AREAS OF CNS
Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 14(11), Pg. 52, 1970.
mouse LD50 intraperitoneal 234mg/kg (234mg/kg) BEHAVIORAL: ATAXIA Journal of Pharmacology and Experimental Therapeutics. Vol. 94, Pg. 249, 1948.
mouse LD50 subcutaneous 961mg/kg (961mg/kg) LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES

BEHAVIORAL: TREMOR

BEHAVIORAL: COMA
Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 225, Pg. 428, 1955.
 
rabbit LD50 skin 1370uL/kg (1.37mL/kg)   AMA Archives of Industrial Hygiene and Occupational Medicine. Vol. 4, Pg. 119, 1951.
rat LC50 inhalation 1641ppm/4H (1641ppm) SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE

BEHAVIORAL: ATAXIA

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Fundamental and Applied Toxicology. Vol. 9, Pg. 512, 1987.
rat LD50 intraperitoneal 1080mg/kg (1080mg/kg)   Toxicology and Applied Pharmacology. Vol. 12, Pg. 486, 1968.
rat LD50 oral 2gm/kg (2000mg/kg)   Zeitschrift fuer die Gesamte Hygiene und Ihre Grenzgebiete. Vol. 20, Pg. 393, 1974.
 

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