Benzamide

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Benzamide
Skeletal formula
Ball-and-stick model
Names
Preferred IUPAC name
Benzamide[1]
Systematic IUPAC name
Benzenecarboxamide
Other names
Benzoic acid amide
Phenyl carboxamide
Benzoylamide
Identifiers
3D model (JSmol)
3DMet
385876
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.000.207 Edit this at Wikidata
EC Number
  • 200-227-7
KEGG
RTECS number
  • CU8700000
UNII
  • InChI=1S/C7H7NO/c8-7(9)6-4-2-1-3-5-6/h1-5H,(H2,8,9) checkY
    Key: KXDAEFPNCMNJSK-UHFFFAOYSA-N checkY
  • InChI=1/C7H7NO/c8-7(9)6-4-2-1-3-5-6/h1-5H,(H2,8,9)
    Key: KXDAEFPNCMNJSK-UHFFFAOYAA
  • O=C(N)c1ccccc1
  • c1ccc(cc1)C(=O)N
Properties
C7H7NO
Molar mass 121.139 g·mol−1
Appearance Off-white solid
Density 1.341 g/cm3
Melting point 127 to 130 °C (261 to 266 °F; 400 to 403 K)
Boiling point 288 °C (550 °F; 561 K)
13 g/l
Acidity (pKa)
  • approx. 13 (H2O)[2]
  • 23.3 (DMSO)[3]
-72.3·10−6 cm3/mol
Pharmacology
N05AL (WHO)
Hazards
GHS pictograms GHS07: HarmfulGHS08: Health hazard
GHS Signal word Warning
H302, H341
P201, P202, P264, P270, P281, P301+312, P308+313, P330, P405, P501
NFPA 704 (fire diamond)
1
1
0
Flash point 180 °C (356 °F; 453 K)
> 500 °C (932 °F; 773 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
checkY verify (what is checkY☒N ?)
Infobox references

Benzamide is a white solid with the chemical formula of C6H5C(O)NH2. It is the simplest amide derivative of benzoic acid. It is slightly soluble in water, and soluble in many organic solvents. A number of substituted benzamides are commercial drugs: sulpiride, remoxipride, amisulpride, tiapride, sultopride, veralipride, aminohippuric acid, cisapride, imatinib, and procainamide.

See also[edit]

References[edit]

  1. ^ 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.
  2. ^ Haynes, William M., ed. (2016). CRC Handbook of Chemistry and Physics (97th ed.). CRC Press. pp. 5–89. ISBN 978-1498754286.
  3. ^ Bordwell, Frederick G.; Ji, Guo Zhen (October 1991). "Effects of structural changes on acidities and homolytic bond dissociation energies of the hydrogen-nitrogen bonds in amidines, carboxamides, and thiocarboxamides". Journal of the American Chemical Society. 113 (22): 8398–8401. doi:10.1021/ja00022a029.

External links[edit]