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127-19-5

Basic Information
CAS No.: 127-19-5
Name: N,N-Dimethylacetamide
Molecular Structure:
Molecular Structure of 127-19-5 (N,N-Dimethylacetamide)
Formula: C4H9NO
Molecular Weight: 87.12
Synonyms: acetamide, N,N-dimethyl-;Acetyldimethylamine;Dimethylacetone amide;N,N-Dimethylacetamide solution;Dimethylamid kyseliny octove [Czech];Acetic acid, dimethylamide;N,N-dimethy Lacetamide (DMAC);Di-Methyl Acetamide;Dimethyl - Acetamide;N,N'-Dimethyl Acetamide;N,N-dimethyl Acetamide;N,N-dimethyl acetamide(DMAC);SK 7176;Acetdimethylamide;Dimethylamide acetate;Dimethylacetamide;N.N-Dimethylacetamide;
EINECS: 204-826-4
Density: 0.88 g/cm3
Melting Point: -20 °C
Boiling Point: 166.1 °C at 760 mmHg
Flash Point: 63.8 °C
Solubility: miscible with water
Appearance: colourless liquid with a faint ammonia odour
Hazard Symbols: FlammableF,HarmfulXn,ToxicT
Risk Codes: 11-20/22-61-20/21-36
Safety: 16-24-53-45-36-28-26
Transport Information: UN 1279 3/PG 2
PSA: 20.31000
LogP: 0.09450
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    Product Name: N,N-Dimethylacetamide CAS: 127-19-5 MF: C4H9NO MW: 87.12 EINECS: 204-826-4 Mol File: 127-19-5.mol N,N-Dimethylacetamide Structure N,N-Dimethylacetamide Chemical Properties Melting point -20 °C (lit.) Boiling

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Consensus Reports

Reported in EPA TSCA Inventory.

Standards and Recommendations

OSHA PEL: TWA 10 ppm (skin)
ACGIH TLV: TWA 10 ppm (skin); Not Classifiable as a Human Carcinogen; BEI: 30 mg/g creatinine of N-methylacetamide in urine at end of shift
DFG MAK: 10 ppm (36 mg/m3)

Analytical Methods

For occupational chemical analysis use NIOSH: Dimethylacetamide, 2004.

Specification

The IUPAC name of this chemical is N,N-dimethylacetamide. With the CAS registry number 127-19-5, it is also named as Acetic acid, dimethylamide. The product's categories are Peptide Synthesis; Solvents and Mixtures for Peptide Synthesis; Specialty Synthesis; Aliphatics Analytical Standards; AmidesVolatiles / Semivolatiles; Alpha Sort; Amines; Chemical Class. It is colourless liquid with a faint ammonia odour, which is miscible with water, alcohol, ether, ester, benzene, chloroform, and aromatic compounds and other organic solvents. Additionally, this chemical should be sealed in the container and stored in the cool and dry place.

The other characteristics of this product can be summarized as: (1)ACD/LogP: -0.75; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -0.75; (4)ACD/LogD (pH 7.4): -0.75; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 9.35; (8)ACD/KOC (pH 7.4): 9.35; (9)#H bond acceptors: 2; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 0; (12)Index of Refraction: 1.406; (13)Molar Refractivity: 24.33 cm3; (14)Molar Volume: 98.9 cm3; (15)Polarizability: 9.64×10-24 cm3; (16)Surface Tension: 25.3 dyne/cm; (17)Enthalpy of Vaporization: 40.26 kJ/mol; (18)Vapour Pressure: 1.81 mmHg at 25°C; (19)Exact Mass: 87.068414; (20)MonoIsotopic Mass: 87.068414; (21)Topological Polar Surface Area: 20.3; (22)Heavy Atom Count: 6; (23)Complexity: 58.6.

Preparation of N,N-Dimethylacetamide: It can be obtained by dimethylamine and acetic anhydride.
(CH3CO)2O+HN(CH3)2→this product+CH3COOH

Uses of N,N-Dimethylacetamide: It is commonly used as a polar solvent in organic chemistry. It is also used as a solvent for fibers or in the adhesive industry. In addition, this chemical is used in organic synthesis. For example: it reacts with sulfuric acid dimethyl ester to get N,N-dimethylacetamide-dimethyl sulfate complex. This reaction reacts at temperature of 70-80 °C. The reaction time is 3 hours. The yield is 98%.

When you are using this chemical, please be cautious about it as the following:
It is highly flammable, so people should keep it away from sources of ignition. It is harmful by inhalation, in contact with skin and if swallowed. It is also irritating to eyes and may cause harm to the unborn child. So people should aAvoid contact with skin. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. After contact with skin, wash immediately with plenty of soap-suds. If you want to contact this product, you must wear suitable protective clothing. In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)  

People can use the following data to convert to the molecule structure. 
1. SMILES:O=C(N(C)C)C
2. InChI:InChI=1/C4H9NO/c1-4(6)5(2)3/h1-3H3
3. InChIKey:FXHOOIRPVKKKFG-UHFFFAOYAE

The following are the toxicity data which has been tested.

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
chicken LDLo intravenous 12gm/kg (12000mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 20, Pg. 1242, 1970.
mammal (species unspecified) LCLo inhalation 406ppm (406ppm) LIVER: FATTY LIVER DEGERATION Toxicology and Applied Pharmacology. Vol. 3, Pg. 12, 1961.
mouse LC50 inhalation 7200mg/m3 (7200mg/m3) BEHAVIORAL: ATAXIA

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES

LIVER: OTHER CHANGES
Zhonghua Yufangyixue Zazhi. Chinese Journal of Preventive Medicine. Vol. 13, Pg. 29, 1979.
 
mouse LD50 intraperitoneal 2800mg/kg (2800mg/kg)   Yokohama Igaku. Yokohama Medicine. Vol. 31, Pg. 327, 1980.
mouse LD50 intravenous 3020mg/kg (3020mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 26, Pg. 1581, 1976.
mouse LD50 oral 4620mg/kg (4620mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 26, Pg. 1581, 1976.
mouse LD50 skin 9600mg/kg (9600mg/kg) BEHAVIORAL: FOOD INTAKE (ANIMAL)

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES

LIVER: OTHER CHANGES
Zhonghua Yufangyixue Zazhi. Chinese Journal of Preventive Medicine. Vol. 13, Pg. 29, 1979.
 
rabbit LD50 skin 2240mg/kg (2240mg/kg) SKIN AND APPENDAGES (SKIN): PRIMARY IRRITATION: AFTER TOPICAL EXPOSURE American Industrial Hygiene Association Journal. Vol. 23, Pg. 95, 1962.
 
rabbit LDLo intravenous 8340mg/kg (8340mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 20, Pg. 1242, 1970.
rat LC50 inhalation 2475ppm/1H (2475ppm)   Drug and Chemical Toxicology. Vol. 9, Pg. 147, 1986.
rat LD50 intraperitoneal 2750mg/kg (2750mg/kg)   Journal of Reproduction and Fertility. Vol. 4, Pg. 219, 1962.
rat LD50 intravenous 2640mg/kg (2640mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 26, Pg. 1581, 1976.
rat LD50 oral 4300mg/kg (4300mg/kg)   Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 45(6), Pg. 76, 1980.
rat LD50 skin > 2gm/kg (2000mg/kg)   United States Environmental Protection Agency, Office of Pesticides and Toxic Substances. Vol. 8EHQ-1190-0981,
rat LD50 unreported 3gm/kg (3000mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 19, Pg. 1073, 1969.

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