Acetamide

Acetamide
Names
	Preferred IUPAC name Acetamide
	Systematic IUPAC name Ethanamide
	Other names Acetic acid amide; Acetylamine
Identifiers
CAS Number	60-35-5 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:27856 ;
ChEMBL	ChEMBL16081 ;
ChemSpider	173 ;
DrugBank	DB02736 ;
ECHA InfoCard	100.000.430
EC Number	200-473-5;
IUPHAR/BPS	4661;
KEGG	C06244 ;
PubChem CID	178;
RTECS number	AB4025000;
UNII	8XOE1JSO29 ;
CompTox Dashboard (EPA)	DTXSID7020005 ;
	InChI InChI=1S/C2H5NO/c1-2(3)4/h1H3,(H2,3,4) Key: DLFVBJFMPXGRIB-UHFFFAOYSA-N ; InChI=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 molar; entropy (S⦵298)	115.0 J·mol−1·K−1
Std enthalpy of; formation (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 [77 °F], 100 kPa). verify (what is ?) Infobox references

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.^[5] 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^[6] with the IMA symbol: Ace.^[7]

^ "Front Matter". Nomenclature of Organic Chemistry : IUPAC Recommendations and Preferred Names 2013 (Blue Book). Cambridge: The Royal Society of Chemistry. 2014. p. 841. doi:10.1039/9781849733069-FP001. ISBN 978-0-85404-182-4.
^ ^a ^b ^c ^d The Merck Index, 14th Edition, 36
^ Haynes, William M., ed. (2016). CRC Handbook of Chemistry and Physics (97th ed.). CRC Press. pp. 5–88. ISBN 9781498754293.
^ John Rumble (June 18, 2018). CRC Handbook of Chemistry and Physics (99th ed.). CRC Press. pp. 5–3. ISBN 978-1138561632.
^ Cite error: The named reference ullmann was invoked but never defined (see the help page).
^ Mindat: Naturally occurring acetamide
^ Warr, L.N. (2021). "IMA-CNMNC approved mineral symbols". Mineralogical Magazine. 85 (3): 291–320. Bibcode:2021MinM...85..291W. doi:10.1180/mgm.2021.43. S2CID 235729616.

[iupac2013-1] "Front Matter". Nomenclature of Organic Chemistry : IUPAC Recommendations and Preferred Names 2013 (Blue Book). Cambridge: The Royal Society of Chemistry. 2014. p. 841. doi:10.1039/9781849733069-FP001. ISBN 978-0-85404-182-4.

[Merck-2] The Merck Index, 14th Edition, 36

[CRC97-3] Haynes, William M., ed. (2016). CRC Handbook of Chemistry and Physics (97th ed.). CRC Press. pp. 5–88. ISBN 9781498754293.

[crc-4] John Rumble (June 18, 2018). CRC Handbook of Chemistry and Physics (99th ed.). CRC Press. pp. 5–3. ISBN 978-1138561632.

[ullmann-5] Cite error: The named reference ullmann was invoked but never defined (see the help page).

[6] Mindat: Naturally occurring acetamide

[7] Warr, L.N. (2021). "IMA-CNMNC approved mineral symbols". Mineralogical Magazine. 85 (3): 291–320. Bibcode:2021MinM...85..291W. doi:10.1180/mgm.2021.43. S2CID 235729616.

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