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acetamide

Structure via PubChem · Public domain (PubChem)

EntityQ421721· pop 45· linked from 275 articles

Also known as ethanamide, methylformamide

Acetamide (systematic name: ethanamide) is an organic compound with the formula CH3CONH2. It is an amide derived from ammonia and acetic acid. It finds some use as a plasticizer and as an industrial solvent. The related compound N,N-dimethylacetamide (DMA) is more widely used, but it is not prepared from acetamide. Acetamide can be considered an intermediate between acetone, which has two methyl (CH3) groups either side of the carbonyl (CO), and urea which has two amide (NH2) groups in those locations. Acetamide is also a naturally occurring mineral with the IMA symbol: Ace.

Chemical data

Formula
C2H5NO
Molecular weight
59.07 g/mol
IUPAC name
acetamide
SMILES
CC(=O)N
InChIKey
DLFVBJFMPXGRIB-UHFFFAOYSA-N
XLogP
-0.9
Polar surface area
43.1 Ų
H-bond donors
1
H-bond acceptors
1
Formal charge
0

via PubChem

Wikidata facts

Has part
carbon
Mass
59.037
Show 15 more facts
Commons category
Acetamide
chemical formula
C₂H₅NO
boiling point
222.0
melting point
80.16
canonical SMILES
CC(=O)N
partition coefficient water/octanol
-1.26
subject has role
carcinogen
pKa
0.63
density
1.159
refractive index
1.4278
solubility
689
electric dipole moment
3.76
ionization energy
9.65
Sources (5)

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Encyclopedic overview

7 sections
Contents
  • Production
  • Laboratory scale
  • Industrial scale
  • Uses
  • Occurrence
  • References
  • External links

Acetamide (systematic name: ethanamide) is an organic compound with the formula CH3CONH2. It is an amide derived from ammonia and acetic acid. It finds some use as a plasticizer and as an industrial solvent. The related compound N,N-dimethylacetamide (DMA) is more widely used, but it is not prepared from acetamide. Acetamide can be considered an intermediate between acetone, which has two methyl (CH3) groups either side of the carbonyl (CO), and urea which has two amide (NH2) groups in those locations. Acetamide is also a naturally occurring mineral with the IMA symbol: Ace.

==Production== thumb|288 px|left|Structure of acetamide hydrogen-bonded dimer from [[X-ray crystallography. Selected distances: C-O: 1.243, C-N, 1.325, N---O, 2.925 Å. Color code: red = O, blue = N, gray = C, white = H.]]

Excerpted from Wikipedia’s “acetamide” article, available under the CC BY-SA 4.0 licence.

Gallery (3)