Benzamide

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 exist.

Benzamide
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
EC Number
  • 200-227-7
KEGG
RTECS number
  • CU8700000
UNII
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
GHS Signal word Warning
H302, H341
P201, P202, P264, P270, P281, P301+312, P308+313, P330, P405, P501
NFPA 704 (fire diamond)
Flammability code 1: Must be pre-heated before ignition can occur. Flash point over 93 °C (200 °F). E.g. canola oilHealth code 1: Exposure would cause irritation but only minor residual injury. E.g. turpentineReactivity code 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogenSpecial hazards (white): no code
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).
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Infobox references

See also

References
  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.
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