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Benzamide

From Wikipedia, the free encyclopedia
Benzamide
Skeletal formula
Skeletal formula
Ball-and-stick model
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)
385876
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard100.000.207Edit 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-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 mass121.139 g·mol−1
AppearanceOff-white solid
Density1.341 g/cm3
Melting point127 to 130 °C (261 to 266 °F; 400 to 403 K)
Boiling point288 °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]
−72.3·10−6 cm3/mol
Pharmacology
N05AL (WHO)
Hazards
GHS labelling:
GHS07: Exclamation markGHS08: Health hazard
Warning
H302,H341
P201,P202,P264,P270,P281,P301+P312,P308+P313,P330,P405,P501
NFPA 704 (fire diamond)
Flash point180 °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).
checkY verify (what is checkY☒N ?)
Chemical compound

Benzamide is anorganic compound with the chemical formula ofC7H7NO. 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 naturalalkaloid found in the herbs ofBerberis pruinosa.[6]

Chemical derivatives

[edit]

A number ofsubstituted benzamides are commercial drugs, including:

Analgesics
Antidepressants
Antiemetics/Prokinetics
Antipsychotics
Opioids
Others

See also

[edit]

References

[edit]
  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.ISBN 9780854041824.OCLC 1077224056.Archived from the original on 2022-10-11. Retrieved2022-10-11.
  2. ^ab"Benzamide | 55-21-0 supplier and manufacturer".BuyersGuideChem.Archived from 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. pp. 5–89 [sic].ISBN 9781498754286.OCLC 1012162798.Archived from 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.Archived from the original on 2020-12-11. Retrieved2022-10-11.
  5. ^CID 2331 fromPubChem
  6. ^ab"benzamide, CAS number 55-21-0".The Good Scents Company. RetrievedOctober 11, 2022.

External links

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