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127-19-5 - N,N-Dimethylacetamide, 99% - DMA - A10924 - Alfa Aesar

A10924 N,N-Dimethylacetamide, 99%

Codice CAS
127-19-5
Sinonimi
DMA

Dimensioni Prezzo ($) Quantità Disponibilità
250ml 21,00
500ml 26,80
2500ml 86,20
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N,N-Dimethylacetamide, 99%

MDL
MFCD00008686
EINECS
204-826-4

Proprietà chimiche

Formula
C4H9NO
Peso formula
87.12
Punto di fusione
-20°
Punto di ebollizione
165-166°
Punto di infiammabilità
70°(158°F)
Densità
0.940
Indice di rifrazione
1.4385
Solubilità
Miscible with water, benzene, alcohol, acetone, ether, esters and ketones.

Applicazioni

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.

Note

Hygroscopic. Incompatible with strong oxidizing agents.

Letteratura

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.

Rischio GHS e dichiarazioni precauzionali

Dichiarazioni di rischio (UE): H227-H312-H332-H360

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

Dichiarazioni precauzionali: P260-P201-P280a-P304+P340-P405-P501a

Do not breathe dust/fume/gas/mist/vapours/spray. Obtain special instructions before use. Wear protective gloves and eye/face protection. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Altri riferimenti

Merck
14,3227
Beilstein
1737614
Codice tariffe armonizzato
2924.19
TSCA
Yes
RTECS
AB7700000

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