Name: N,N-Dimethylacetamide
SKU: 127-19-5

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Basic Information

Molecular Structure:
CAS No.:	127-19-5
Name:	N,N-Dimethylacetamide
Article Data:	169

Formula:	C₄H₉NO
Molecular Weight:	87.1216
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:	F,Xn,T
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

Synthetic route

: 201230-82-2
carbon monoxide

: 75-58-1
tertamethylammonium iodide

: 127-19-5
N,N-dimethyl acetamide

Conditions

Conditions	Yield
With bis-triphenylphosphine-palladium(II) chloride In 1-methyl-pyrrolidin-2-one at 190℃; for 6h; Catalytic behavior; Solvent; Time; Reagent/catalyst; Concentration;	99.1%
With cobalt(II) chloride; sodium sulfite; zinc In 1-methyl-pyrrolidin-2-one at 200℃; under 22502.3 Torr; for 7h; Solvent; Reagent/catalyst; Temperature; Pressure; Autoclave;	98.5%
With palladium dichloride In 1-methyl-pyrrolidin-2-one at 190℃; for 8h; Catalytic behavior; Temperature; Pressure;

: 124-40-3
dimethyl amine

: 75-36-5
acetyl chloride

: 127-19-5
N,N-dimethyl acetamide

Conditions

Conditions	Yield
With self-zirconium modification of the nanoscale solid alkali catalyst In diethyl ether at 20℃; for 5h; Inert atmosphere;	98.5%
In diethyl ether	20%
With diethyl ether
In tetrahydrofuran; dichloromethane at 20℃; Cooling with ice;
With triethylamine In dichloromethane at 20℃; for 12h;

: 201230-82-2
carbon monoxide

: 75-50-3
trimethylamine

: 127-19-5
N,N-dimethyl acetamide

Conditions

Conditions	Yield
With tertamethylammonium iodide; palladium dichloride In 1-methyl-pyrrolidin-2-one at 20 - 240℃; under 7500.75 - 48754.9 Torr; for 1.96667h; Product distribution / selectivity; Autoclave;	97%

: 79962-35-9
2-Dimethylamino-3-methyl-2,4,6-triphenyl-2H-pyran

A: 127-19-5
N,N-dimethyl acetamide

B: 92919-44-3
3-Methyl-2,4,6-triphenylpyryliumchlorid

Conditions

Conditions	Yield
With acetyl chloride In diethyl ether for 1h; Heating;	A 32% B 94%

: 79962-35-9
2-Dimethylamino-3-methyl-2,4,6-triphenyl-2H-pyran

: 75-36-5
acetyl chloride

A: 127-19-5
N,N-dimethyl acetamide

B: 92919-44-3
3-Methyl-2,4,6-triphenylpyryliumchlorid

Conditions

Conditions	Yield
In diethyl ether for 1h; Heating;	A 32% B 94%

...Expand

: 141-78-6
ethyl acetate

: 124-40-3
dimethyl amine

: 127-19-5
N,N-dimethyl acetamide

Conditions

Conditions	Yield
With [Zn(BH4)2(py)] In tetrahydrofuran for 0.34h; Heating;	93%

: N-methyl ephedrine

: 127-19-5
N,N-dimethyl acetamide

Conditions

Conditions	Yield
With potassium hydroxide; air In diethyl ether at 20℃; for 90h;	92%

: 201230-82-2
carbon monoxide

: 75-58-1
tertamethylammonium iodide

: 75-50-3
trimethylamine

: 127-19-5
N,N-dimethyl acetamide

Conditions

Conditions	Yield
With [2,2]bipyridinyl; palladium dichloride In 1-methyl-pyrrolidin-2-one at 20 - 200℃; under 22502.3 Torr; for 8h; Reagent/catalyst; Time; Autoclave;	90.8%

...Expand

: 15351-09-4
metamfepramone

: 127-19-5
N,N-dimethyl acetamide

Conditions

Conditions	Yield
With potassium hydroxide; air In diethyl ether at 20℃; for 30h;	90%

: 32115-55-2
N,N-Dimethylcarbamidsaeure-trimethylsilylester

: 75-36-5
acetyl chloride

: 127-19-5
N,N-dimethyl acetamide

Conditions

Conditions	Yield
In dichloromethane for 0.25h; Ambient temperature;	87%

Raw Materials

920-98-9

Downstream Products

870-73-5

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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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Consensus Reports

Standards and Recommendations

Analytical Methods

Specification