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A10924 N,N-Dimethylacetamide, 99%

CAS Number
127-19-5
Synonyms
DMA

Stock No. Size Price ($) Quantity Availability
A10924-AK 250ml 21.80
A10924-AP 500ml 27.60
A10924-0F 2500ml 88.80
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N,N-Dimethylacetamide, 99%

MDL
MFCD00008686
EINECS
204-826-4

Chemical Properties

Formula
C4H9NO
Formula Weight
87.12
Melting point
-20°
Boiling Point
165-166°
Flash Point
70°(158°F)
Density
0.940
Refractive Index
1.4385
Storage & Sensitivity
Ambient temperatures.
Solubility
Miscible with water, benzene, alcohol, acetone, ether, esters and ketones.

Applications

N,N-Dimethylacetamide is used as a polar solvent in organic synthesis as well as in reactions involving strong bases such as sodium hydroxide. It is also used as a solvent for fibers like polyacrylonitrile, spandex, as an excipient in drugs viz. vumon, busulfex and in the adhesive industry. It finds application as a reaction medium in the production of pharmaceuticals, agrochemicals, dyes and plasticizers. It is widely used in polymer industry due to its high solving power for high molecular-weight polymers and synthetic resins. It plays an important role as a catalyst in various reactions viz. cyclization, halogenation, cynidation, alkylation and dehydrogenation and increases the yield of main products. It is also used as an extracting agent for oil and gases, in paint removers, in the production of photo-resist stripping compounds and as booster solvent in coatings.

Notes

Hygroscopic. Incompatible with strong oxidizing agents.

Literature References

Dipolar aprotic solvent, cf N,N-Dimethyl­formamide, A13547, Dimethyl­ sulfoxide, A13280, 1-Methyl-2-pyrrolidinone, A12260.

See also Sodium hydride, 13431, for warning.

Useful solvent in halex fluorinations of chloroarenes; compare Sulfolane, A13466.

Undergoes Vilsmeier-type reactions (compare DMF), with reactive substrates, introducing an acetyl group: Chem. Ber., 97, 616 (1964).

Reacts with alkyl and aryl Grignard reagents to give methyl ketones in good yields: Synthesis, 228 (1984).

In the presence of triflic anhydride and 2,4,6-collidine, forms a highly-reactive keteniminium triflate, which undergoes a [2+2] cycloaddition reaction with terminal alkenes to give, after hydrolysis a 3-alkylcyclobutanone: J. Am. Chem. Soc., 107, 2192 (1985); Org. Synth. Coll., 8, 306 (1993):

Messaadi, A.; Salhi, H.; Das, D.; Alzamil, N. O.; Alkhaldi, M. A.; Ouerfelli, N.; Hamzaoui, A. H. A novel approach to discuss the viscosity Arrhenius behaviour and to derive the partial molar properties in binary mixtures of N, N-dimethylacetamide with 2-methoxyethanol in the temperature interval (from 298.15 to 318.15) K. Phys. Chem. Liq. 2015, 53 (4), 506-517.

Shokouhi, M.; Farahani, H.; Jenab, M. H.; Jalili, A. H. Solubility of Hydrogen Sulfide in N-Methylacetamide and N, N-Dimethylacetamide: Experimental Measurement and Modeling. J. Chem. Eng. Data 2015, 60 (3), 499-508.

GHS Hazard and Precautionary Statements

Hazard Statements: H227-H312-H332-H360D

Combustible liquid. Harmful in contact with skin. Harmful if inhaled. May damage the unborn child.

Precautionary Statements: P201-P202-P210-P261-P271-P281-P302+P352-P304+P340-P308+P313-P312-P363-P370+P378q-P501c

Obtain special instructions before use. Do not handle until all safety precautions have been read and understood. Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Avoid breathing dust/fume/gas/mist/vapours/spray. Use only outdoors or in a well-ventilated area. Use personal protective equipment as required. IF ON SKIN: Wash with plenty of soap and water. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. IF exposed or concerned: Get medical advice/attention. Call a POISON CENTER or doctor/physician if you feel unwell. Wash contaminated clothing before reuse. In case of fire: Use CO2, dry chemical, or foam Dispose of contents/ container to an approved waste disposal plant

Other References

Merck
14,3227
Beilstein
1737614
Hazard Class
6.1
Packing Group
III
Harmonized Tariff Code
2924.19
TSCA
Yes
RTECS
AB7700000

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