Benzilic acid

Benzilic acid
Benzilic acid
Identifiers
CAS number 76-93-7 YesY
ChemSpider 6220 YesY
ChEBI CHEBI:39414 YesY
ChEMBL CHEMBL578171 YesY
Jmol-3D images Image 1
Properties
Molecular formula C14H12O3
Molar mass 228.24 g mol−1
Appearance white solid
Density 1.08 g/cm3
Melting point

150 - 152 °C

Boiling point

180 °C (17.3 hPa)

Solubility in water 2 g/l (20 °C)
Hazards
R-phrases R22
S-phrases S23, S24, S25, S28, S36, S37, S45
NFPA 704
NFPA 704.svg
1
2
0
 YesY acid (verify) (what is: YesY/N?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Benzilic acid is a white crystalline aromatic acid soluble in many primary alcohols. It can be prepared by heating mixture of benzil, alcohol and potassium hydroxide. The other preparation way is through benzaldehyde, which dimerizates to benzil and it is further transformed by benzilic acid rearrangement to benzilic acid. This reaction was also the first example of benzilic acid rearrangement performed by Liebig in 1838.[1]

Benzilic acid is used in organic synthesis, as a base point for preparation of glycollate pharmaceuticals and some hallucinogenic drugs.

See also

References

  1. ^ Liebig, J. (1838). "Ueber Laurent's Theorie der organischen Verbindungen". Annalen der Chemie 25: 1–31. doi:10.1002/jlac.18380250102. 

External links


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Look at other dictionaries:

  • benzilic acid — benzilo rūgštis statusas T sritis chemija formulė (C₆H₅)₂C(OH)COOH atitikmenys: angl. benzilic acid rus. бензиловая кислота ryšiai: sinonimas – 2,2 difenil 2 hidroksietano rūgštis …   Chemijos terminų aiškinamasis žodynas

  • Benzilic acid rearrangement — The benzilic acid rearrangement is the rearrangement reaction of benzil with potassium hydroxide to benzilic acid. First performed by Justus Liebig in 1838 [cite journal | author = Liebig, J.|title=Ueber Laurent s Theorie der organischen… …   Wikipedia

  • benzilic acid — (ˈ)ben|zilik noun Etymology: French benzilique, from benzil + ique ic : a white crystalline acid (C6H5)2C(OH)COOH obtained by warming benzil with alcohol and alkali; diphenyl glycolic acid …   Useful english dictionary

  • benzilic acid — noun A white crystalline aromatic acid soluble in many primary alcohols, which can be prepared by heating a mixture of benzil, alcohol, and potassium hydroxide …   Wiktionary

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  • BZ — (ˈ)bē¦zē noun Etymology: BZ, army code name, perhaps from benzilate ester of benzilic acid, from benzilic acid + ate (I) : a benzilic acid ester war gas C21H23NO3 that when breathed produces incapacitating physical and mental effects * * * abbrev …   Useful english dictionary

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  • 1,2-rearrangement — A 1,2 rearrangement or 1,2 migration or 1,2 shift or Whitmore 1,2 shift cite journal | title = The common basis of molecular rearrangements | first = Frank C. | last = Whitmore | journal = J. Am. Chem. Soc. | date = 1932 | volume = 54 | issue = 8 …   Wikipedia

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