acetamide acetamide acetamide (systematic name: ethanamide) is an organic compound with the formula ch3conh2. it is 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 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. acetamide names preferred iupac name acetamide systematic iupac name ethanamide other names acetic acid amideacetylamine identifiers cas number 60-35-5 y 3d model (jsmol) interactive image chebi chebi:27856 y chembl chembl16081 y chemspider 173 y drugbank db02736 y echa infocard 100.000.430 ec number 200-473-5 iuphar/bps 4661 kegg c06244 y pubchem cid 178 rtecs number ab4025000 unii 8xoe1jso29 y comptox dashboard (epa) dtxsid7020005 inchi inchi=1s/c2h5no/c1-2(3)4/h1h3,(h2,3,4) ykey: dlfvbjfmpxgrib-uhfffaoysa-n yinchi=1/c2h5no/c1-2(3)4/h1h3,(h2,3,4)key: dlfvbjfmpxgrib-uhfffaoyac smiles o=c(n)c properties chemical formula c2h5no molar mass 59.068 g·mol−1 appearance colorless, hygroscopic solid odor odorless mouse-like with impurities density 1.159 g cm−3 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) solubility in water 2000 g l−1 solubility ethanol 500 g l−1 pyridine 166.67 g l−1 soluble in chloroform, glycerol, benzene log p −1.26 vapor pressure 1.3 pa acidity (pka) 15.1 (25 °c, h2o) magnetic susceptibility (χ) −0.577 × 10−6 cm3 g−1 refractive index (nd) 1.4274 viscosity 2.052 cp (91 °c) structure crystal structure trigonal thermochemistry heat capacity (c) 91.3 j·mol−1·k−1 std molarentropy (s⦵298) 115.0 j·mol−1·k−1 std enthalpy offormation (δfh⦵298) −317.0 kj·mol−1 hazards ghs labelling: pictograms signal word warning hazard statements h351 precautionary statements p201, p202, p281, p308+p313, p405, p501 nfpa 704 (fire diamond) 3 1 1 flash point 126 °c (259 °f; 399 k) lethal dose or concentration (ld, lc): ld50 (median dose) 7000 mg kg−1 (rat, oral) safety data sheet (sds) external msds except where otherwise noted, data are given for materials in their standard state (at 25 °c , 100 kpa). y verify (what is yn ?) infobox references production laboratory scale acetamide can be produced in the laboratory from ammonium acetate by dehydration: → ch3c(o)nh2 + h2o alternatively acetamide can be obtained in excellent yield via ammonolysis of acetylacetone under conditions commonly used in reductive amination. it can also be made from anhydrous acetic acid, acetonitrile and very well dried hydrogen chloride gas, using an ice bath, alongside more valuable reagent acetyl chloride. yield is typically low (up to 35%), and the acetamide made this way is generated as a salt with hcl. industrial scale in a similar fashion to some laboratory methods, acetamide is produced by dehydrating ammonium acetate or via the hydration of acetonitrile, a byproduct of the production of acrylonitrile.: ch3cn + h2o → ch3c(o)nh2 uses acetamide is used as a plasticizer and an industrial solvent. molten acetamide is good solvent with a broad range of applicability. notably, its dielectric constant is higher than most organic solvents, allowing it to dissolve inorganic compounds with solubilities closely analogous to that of water. acetamide has uses in electrochemistry and the organic synthesis of pharmaceuticals, pesticides, and antioxidants for plastics. it is a precursor to thioacetamide. occurrence 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. in addition, acetamide is found infrequently on burning coal dumps, as a mineral of the same name. acetamide crystal structure