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Dimethylacetamide information


Dimethylacetamide
Skeletal formula of dimethylacetamide
Ball and stick model of dimethylacetamide
Names
Preferred IUPAC name
N,N-Dimethylacetamide
Identifiers
CAS Number
  • 127-19-5 checkY
3D model (JSmol)
  • Interactive image
Abbreviations DMA, DMAC, DMAc[1]
Beilstein Reference
 1737614
ChEBI
  • CHEBI:84254 ☒N
ChEMBL
  • ChEMBL11873 checkY
ChemSpider
  • 29107 checkY
ECHA InfoCard 100.004.389 Edit this at Wikidata
EC Number
  • 204-826-4
MeSH dimethylacetamide
PubChem CID
  • 31374
RTECS number
  • AB7700000
UNII
  • JCV5VDB3HY checkY
CompTox Dashboard (EPA)
  • DTXSID5020499 Edit this at Wikidata
InChI
  • InChI=1S/C4H9NO/c1-4(6)5(2)3/h1-3H3 checkY
    Key: FXHOOIRPVKKKFG-UHFFFAOYSA-N checkY
SMILES
  • CN(C)C(C)=O
Properties
Chemical formula
 C4H9NO
Molar mass 87.122 g·mol−1
Appearance Colorless liquid
Odor Ammoniacal
Density 0.937 g/mL
Melting point −20 °C (−4 °F; 253 K)
Boiling point 165.1 °C; 329.1 °F; 438.2 K
Solubility in water
 Miscible
log P −0.253
Vapor pressure 300 Pa
UV-vis (λmax) 270 nm
Refractive index (nD)
 1.4375
Viscosity 0.945 mPa·s [2]
Thermochemistry
Heat capacity (C)
 178.2 J/(K·mol)
Std enthalpy of
formation (ΔfH⦵298)
 −300.1 kJ/mol
Std enthalpy of
combustion (ΔcH⦵298)
 −2.5835–−2.5805 MJ/mol
Hazards
GHS labelling:
Pictograms
 GHS07: Exclamation mark GHS08: Health hazard
Signal word
 Danger
Hazard statements
 H312, H319, H332, H360
Precautionary statements
 P280, P308+P313
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 2: Intense or continued but not chronic exposure could cause temporary incapacitation or possible residual injury. E.g. chloroformFlammability 2: Must be moderately heated or exposed to relatively high ambient temperature before ignition can occur. Flash point between 38 and 93 °C (100 and 200 °F). E.g. diesel fuelInstability 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogenSpecial hazards (white): no code
2
2
0
Flash point 63 °C (145 °F; 336 K)
Autoignition
temperature
 490 °C (914 °F; 763 K)
Explosive limits 1.8–11.5%
Lethal dose or concentration (LD, LC):
LD50 (median dose)
 2.24 g/kg (dermal, rabbit)
4.3 g/kg (oral, rat)
4.8 g/kg (oral, rat)
4.62 g/kg (oral, mouse)[4]
LC50 (median concentration)
 2475 ppm (rat, 1 h)[4]
NIOSH (US health exposure limits):
PEL (Permissible)
 TWA 10 ppm (35 mg/m3) [skin][3]
REL (Recommended)
 TWA 10 ppm (35 mg/m3) [skin][3]
IDLH (Immediate danger)
 300 ppm[3]
Related compounds
Related compounds
  • dimethylformamide
  • acetamide
  • methylpyrrolidone
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Dimethylacetamide (DMAc or DMA) is the organic compound with the formula CH3C(O)N(CH3)2. This colorless, water-miscible, high-boiling liquid is commonly used as a polar solvent in organic synthesis. DMA is miscible with most other solvents, although it is poorly soluble in aliphatic hydrocarbons.

  1. ^ Munro, D. D.; Stoughton, R. B. (1965). "Dimethylacetamide (DMAC) and Dimethylformamide (DMFA). Effect on Percutaneous Absorption". Archives of Dermatology. 92 (5): 585–586. doi:10.1001/archderm.1965.01600170101020. PMID 5844405.
  2. ^ Iloukhani, H., K. Khanlarzadeh. "Densities, viscosities, and refractive indices for binary and ternary mixtures of N, N-dimethylacetamide (1)+ 2-methylbutan-2-ol (2)+ ethyl acetate (3) at 298.15 K for m liquid region and at ambient pressure". Journal of Chemical & Engineering Data, 51.4 (2006): 1226–1231. doi:10.1021/je050538q.
  3. ^ a b c NIOSH Pocket Guide to Chemical Hazards. "#0218". National Institute for Occupational Safety and Health (NIOSH).
  4. ^ a b "Dimethyl acetamide". Immediately Dangerous to Life or Health Concentrations (IDLH). National Institute for Occupational Safety and Health (NIOSH).

and 24 Related for: Dimethylacetamide information

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Dimethylacetamide

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Dimethylacetamide (DMAc or DMA) is the organic compound with the formula CH3C(O)N(CH3)2. This colorless, water-miscible, high-boiling liquid is commonly...

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Amide

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and acetic acid is N,N-dimethylacetamide (CH3CONMe2, where Me = CH3). Usually even this name is simplified to dimethylacetamide. Cyclic amides are called...

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Acetamide

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plasticizer and as an industrial solvent. The related compound N,N-dimethylacetamide (DMA) is more widely used, but it is not prepared from acetamide....

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Cellulose

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Schweizer's reagent, N-methylmorpholine N-oxide, and lithium chloride in dimethylacetamide. In general, these agents modify the cellulose, rendering it soluble...

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Sodium hydride

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Sodium Hydride in Dimethyl Sulfoxide, N,N-Dimethylformamide, and N,N-Dimethylacetamide". Organic Process Research & Development. 23 (10): 2210–2217. doi:10...

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DMA

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anabolic–androgenic steroid Dimethoxyamphetamine, a psychedelic phenethylamine Dimethylacetamide, an organic solvent Dimethylamine Dimethylaniline Distributed multipole...

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Creatine

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beta-Methylamino-L-alanine Guanidinopropionic acid Related compounds Dimethylacetamide Except where otherwise noted, data are given for materials in their...

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Dimethylformamide

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prepared by a procedure analogous to that for the preparation of dimethylacetamide (see p. 691), which would be by distilling dimethylamine hydrochloride...

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Polyacrylonitrile

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322 °C. PAN is soluble in polar solvents, such as dimethylformamide, dimethylacetamide, ethylene and propylene carbonates, and in aqueous solutions of sodium...

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Sulfur dioxide

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mode with metals and in its 1:1 adducts with Lewis bases such as dimethylacetamide and trimethyl amine. When bonding to Lewis bases the acid parameters...

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Polybenzimidazole

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in formic acid, but completely soluble in dimethyl sulfoxide and dimethylacetamide, whereas Varma and Veena reported the same polymer type to dissolve...

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Solvent

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Hexamethylphosphorus triamide 0.898 2-Ethoxyethyl ether 0.909 N,N-Dimethylacetamide 0.937 Diethylene glycol dimethyl ether 0.943 N,N-Dimethylformamide...

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Dimethylamine

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then need to be further purified. The solvents dimethylformamide and dimethylacetamide are derived from dimethylamine. It is raw material for the production...

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Benzyl chloroformate

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2-Mercaptoethanol can also be used, in the presence of potassium phosphate in dimethylacetamide. Katsoyannis, P. G., ed. (1973). The Chemistry of Polypeptides. New...

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C4H9NO

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formula C4H9NO (molar mass: 87.1 g/mol) may refer to: Butyramide Dimethylacetamide Isobutyramide 2-Methyl-2-nitrosopropane Methylethyl ketone oxime Morpholine...

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Iodine monochloride

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monochloride is a Lewis acid that forms 1:1 adducts with Lewis bases such as dimethylacetamide and benzene. Greenwood, Norman N.; Earnshaw, Alan (1997). Chemistry...

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IARC group 2B

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Dihydrosafrole Diisopropyl sulfate 3,3'-Dimethoxybenzidine (o-Dianisidine) N,N-Dimethylacetamide para-Dimethylaminoazobenzene trans-2-[(Dimethylamino)methylimino]...

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Zaleplon

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Salomon RG, Raychaudhuri SR (1984). "Convenient preparation of N,N-dimethylacetamide dimethyl acetal". The Journal of Organic Chemistry. 49 (19): 3659–3660...

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List of boiling and freezing information of solvents

Last Update:

Isopropanol 82.3 Dichloromethane 1.33 39.8 n-Propanol 97.2 Pyridine 115.3 Dimethylacetamide 166.1 Tetrahydrofuran 66.0 Dimethylformamide 153.0 Toluene 0.82 110...

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Chlortalidone

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called a thiazide-like diuretic. Chlortalidone is freely soluble in dimethylacetamide (DMA), dimethylformamide (DMF), dimethylsulfoxide (DMSO), and methanol;...

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Orthosilicic acid

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→ Si(OH)4 + 4 PhCH3 The acid was crystallized from a solution of dimethylacetamide and tetrabutylammonium chloride. As established by X-ray crystallography...

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Bendamustine

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acrylonitrile-butadiene-styrene (ABS) due to the incompatibility with N,N-dimethylacetamide (DMA). Background: PhaSealR & SpirosR CSTDs contain either polycarbonate...

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Hexafluoroacetylacetone

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bis(hexafluoroacetylacetonato)copper(II):Bn , where :B are Lewis bases such as N,N-dimethylacetamide, dimethyl sulfoxide, or pyridine and n = 1 or 2, have been prepared...

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Dimethyl sulfoxide

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toxic than other members of this class, such as dimethylformamide, dimethylacetamide, N-methyl-2-pyrrolidone, and hexamethylphosphoramide (HMPA). DMSO...

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