Acetanilide

Acetanilide
Acetanilide
Names
Preferred IUPAC name
N-Phenylacetamide[1]
Other names
Acetanilide[1]
N-Phenylethanamide
Identifiers
3D model (JSmol)
606468
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.002.864 Edit this at Wikidata
EC Number
  • 203-150-7
82833
KEGG
RTECS number
  • AD7350000
UNII
  • InChI=1S/C8H9NO/c1-7(10)9-8-5-3-2-4-6-8/h2-6H,1H3,(H,9,10) checkY
    Key: FZERHIULMFGESH-UHFFFAOYSA-N checkY
  • InChI=1/C8H9NO/c1-7(10)9-8-5-3-2-4-6-8/h2-6H,1H3,(H,9,10)
    Key: FZERHIULMFGESH-UHFFFAOYAA
  • O=C(Nc1ccccc1)C
Properties[3][4]
C8H9NO
Molar mass 135.166 g·mol−1
Odor Odorless
Density 1.219 g/cm3
Melting point 113–115 °C (235–239 °F; 386–388 K)
Boiling point 304 °C (579 °F; 577 K)
<0.56 g/100 mL (25 °C)
Solubility Soluble in ethanol, diethyl ether, acetone, benzene
log P 1.16 (23 °C)
Vapor pressure 2 Pa (20 °C)
Acidity (pKa) 0.5 (25 °C, H2O) (conjugate acid)[2]
2.71
Hazards[5][6]
GHS labelling:
Acute Tox. (oral) 4
Warning
H302
P264, P270, P301+P312, P330, P501
Flash point 174 °C (345 °F; 447 K)
545 °C (1,013 °F; 818 K)
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).
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Acetanilide crystals on a watch glass

Acetanilide is the organic compound with the formula C6H5NHC(O)CH3. It is the N-acetylated derivative of aniline.[7] It is an odourless solid chemical of leaf or flake-like appearance. It is also known as N-phenylacetamide, acetanil, or acetanilid, and was formerly known by the trade name Antifebrin.

  1. ^ a b "Front Matter". Nomenclature of Organic Chemistry : IUPAC Recommendations and Preferred Names 2013 (Blue Book). Cambridge: The Royal Society of Chemistry. 2014. p. 846. doi:10.1039/9781849733069-FP001. ISBN 978-0-85404-182-4. N-Phenyl derivatives of primary amides are called 'anilides' and may be named using the term 'anilide' in place of 'amide' in systematic or retained names of amides. (…) However, names expressing N-substitution by a phenyl group on an amide are preferred IUPAC names.
  2. ^ Haynes, William M., ed. (2016). CRC Handbook of Chemistry and Physics (97th ed.). CRC Press. pp. 5–88. ISBN 9781498754293.
  3. ^ Weast, Robert C., ed. (1981). CRC Handbook of Chemistry and Physics (62nd ed.). Boca Raton, FL: CRC Press. p. C-67. ISBN 0-8493-0462-8..
  4. ^ Acetanilide (PDF), SIDS Initial Assessment Report, Geneva: United Nations Environment Programme, September 2003.
  5. ^ "Safety data for acetanilide". Physical Chemistry Laboratory, University of Oxford. Archived from the original on 2002-06-23..
  6. ^ "HSNO Chemical Classification Information Database". New Zealand: Environmental Risk Management Authority. Archived from the original on October 13, 2022. Retrieved August 26, 2009.
  7. ^ P. F. Vogt; J. J. Gerulis (2005). "Amines, Aromatic". Ullmann’s Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a02_037. ISBN 9783527303854.