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Names | |||
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Preferred IUPAC name
Acetamide
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Systematic IUPAC name
Ethanamide
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Other names
Acetic acid amide
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Identifiers | |||
3D model (Jmol)
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ChEBI | |||
ChemSpider | |||
DrugBank | |||
ECHA InfoCard | 100.000.430 | ||
EC Number | 200-473-5 | ||
KEGG | |||
PubChem CID
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RTECS number | AB4025000 | ||
UNII | |||
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Properties | |||
C2H5NO | |||
Molar mass | 59.07 g·mol−1 | ||
Appearance | colorless, hygroscopic | ||
Odor | odorless mouse-like with impurities |
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Density | 1.159 g/cm3 | ||
Melting point | 79 to 81 °C (174 to 178 °F; 352 to 354 K) | ||
Boiling point | 221.2 °C (430.2 °F; 494.3 K) (decomposes) | ||
2000 g L−1 | |||
Solubility |
ethanol 500 g L−1 pyridine 166.67 g L−1 soluble in chloroform, glycerol, benzene |
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log P | -1.26 | ||
Vapor pressure | 1.3 Pa | ||
Acidity (pKa) | 16.5 | ||
-.577−6 cm3/g | |||
Refractive index (nD)
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1.4274 | ||
Viscosity | 2.052 cP (91 °C) | ||
Structure | |||
trigonal | |||
Hazards | |||
Safety data sheet | External MSDS | ||
GHS pictograms | |||
GHS signal word | Warning | ||
H351 | |||
P201, P202, P281, P308+313, P405, P501 | |||
EU classification (DSD)
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Harmful (Xn) Carc. Cat. 3 |
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R-phrases | R40 | ||
S-phrases | (S2) S36/37 | ||
NFPA 704 | |||
Flash point | 126 °C (259 °F; 399 K) | ||
Lethal dose or concentration (LD, LC): | |||
LD50 (median dose)
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7000 mg/kg (rat, oral) | ||
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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what is ?) | (|||
Infobox references | |||
Acetamide (systematic name: ethanamide) is an organic compound with the formula CH3CONH2. It is the simplest amide derived from 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 produced in the laboratory by dehydrating ammonium acetate:
Alternatively acetamide can be obtained in excellent yield via ammonolysis of acetylacetone under conditions commonly used in reductive amination.
In a similar fashion to some laboratory methods, acetamide is produced dehydrating ammonium acetate or via the hydrolysis of acetonitrile, a byproduct of the production of acrylonitrile:
Acetamide has been detected near the center of the Milky Way galaxy. This finding is potentially significant because acetamide has an amide bond, similar to the essential bond between amino acids in proteins. This finding lends support to the theory that organic molecules that can lead to life (as we know it on Earth) can form in space.
On 30 July 2015, scientists reported that upon the first touchdown of the Philae lander on comet 67/P's surface, measurements by the COSAC and Ptolemy instruments revealed sixteen organic compounds, four of which - acetamide, acetone, methyl isocyanate and propionaldehyde. - were seen for the first time on a comet.