Benzamide

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Benzamide
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Names
Preferred IUPAC name
Benzamide[1]
Systematic IUPAC name
Benzenecarboxamide
Other names
Benzoic acid amide
Phenyl carboxamide
Benzoylamide
Identifiers
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3D model (JSmol)
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385876
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  • 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)
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  • 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)
13.5 g/L (at 25°C)[2]
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  • approx. 13 (in H2O)[3]
  • 23.3 (in DMSO)[4]
−72.3·10−6 cm3/mol
Pharmacology
N05AL (WHO)
Hazards
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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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Benzamide is an organic compound with the chemical formula of Page Module:Chem2/styles.css has no content.C7H7NO. It is the simplest amide derivative of benzoic acid. In powdered form, it appears as a white solid, while in crystalline form, it appears as colourless crystals.[5] It is slightly soluble in water,[2] and soluble in many organic solvents.[6] It is a natural alkaloid found in the herbs of Berberis pruinosa.[6]

Chemical derivatives

A number of substituted benzamides are commercial drugs, including:

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Benzamides are also the base for pesticides such as Isocycloseram and Fluopicolide.

See also

References

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  1. ^ Page Module:Citation/CS1/styles.css has no content.Favre, Henri A.; Powell, Warren H. (2014). Nomenclature of Organic Chemistry : IUPAC Recommendations and Preferred Names 2013 (Blue Book). Cambridge: The Royal Society of Chemistry. p. 841. doi:10.1039/9781849733069-FP001. ISBN 9780854041824. OCLC 1077224056. Archived from the original on 2022-10-11. Retrieved 2022-10-11.
  2. ^ a b Page Module:Citation/CS1/styles.css has no content."Benzamide | 55-21-0 supplier and manufacturer". BuyersGuideChem. Archived from the original on July 29, 2017. Retrieved October 11, 2022.
  3. ^ Page Module:Citation/CS1/styles.css has no content.Haynes, William M., ed. (2016). CRC Handbook of Chemistry and Physics (97th ed.). CRC Press. pp. 5–89 [sic]. ISBN 9781498754286. OCLC 1012162798. Archived from the original on 2022-10-11. Retrieved 2022-10-11. page cited is 5-89, not 5 to 89
  4. ^ Page Module:Citation/CS1/styles.css has no content.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. Archived from the original on 2020-12-11. Retrieved 2022-10-11.
  5. ^ CID 2331 from PubChemTemplate:EditAtWikidataTemplate:WikidataCheck
  6. ^ a b Page Module:Citation/CS1/styles.css has no content."benzamide, CAS number 55-21-0". The Good Scents Company. Retrieved October 11, 2022.

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