Wikipedia

Benzamide

Benzamideis anorganic compoundwith the chemical formula of C7H7NO.It is the simplest amide derivative ofbenzoic 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 naturalalkaloidfound in the herbs ofBerberis pruinosa.[6]

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 100.000.207Edit 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-NcheckY
  • 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 121.139g·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]
Acidity(pKa)
  • approx. 13 (in H2O)[3]
  • 23.3 (in DMSO)[4]
-72.3·10−6cm3/mol
Pharmacology
N05AL(WHO)
Hazards
GHSlabelling:
GHS07: Exclamation markGHS08: Health hazard
Warning
H302,H341
P201,P202,P264,P270,P281,P301+P312,P308+P313,P330,P405,P501
NFPA 704(fire diamond)
NFPA 704 four-colored diamondHealth 1: Exposure would cause irritation but only minor residual injury. E.g. turpentineFlammability 1: Must be pre-heated before ignition can occur. Flash point over 93 °C (200 °F). E.g. canola oilInstability 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 theirstandard state(at 25 °C [77 °F], 100 kPa).

Chemical derivatives

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A number ofsubstitutedbenzamides are commercial drugs, including:

Analgesics
Antidepressants
Antiemetics/Prokinetics
Antipsychotics
Opioids
Others

See also

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References

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  1. ^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.ISBN9780854041824.OCLC1077224056.Archivedfrom the original on 2022-10-11.Retrieved2022-10-11.
  2. ^ab"Benzamide | 55-21-0 supplier and manufacturer".BuyersGuideChem.Archivedfrom the original on July 29, 2017.RetrievedOctober 11,2022.
  3. ^Haynes, William M., ed. (2016).CRC Handbook of Chemistry and Physics(97th ed.).CRC Press.p. 5–89 [sic].ISBN9781498754286.OCLC1012162798.Archivedfrom the original on 2022-10-11.Retrieved2022-10-11.page cited is 5-89, not 5 to 89
  4. ^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.Archivedfrom the original on 2020-12-11.Retrieved2022-10-11.
  5. ^CID 2331fromPubChem
  6. ^ab"benzamide, CAS number 55-21-0".The Good Scents Company.RetrievedOctober 11,2022.
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