Benzoin (organic compound)

Not to be confused with Benzoin (resin).
For other uses, see Benzoin (disambiguation).
Benzoin
Names
Preferred IUPAC name
2-Hydroxy-1,2-diphenylethan-1-one
Other names
2-Hydroxy-2-phenylacetophenone
2-Hydroxy-1,2-diphenylethanone
Desyl alcohol
Bitter almond oil camphor
Identifiers
3D model (JSmol)
3DMet
391839
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.003.938 Edit this at Wikidata
KEGG
RTECS number
  • DI1590000
UNII
  • InChI=1S/C14H12O2/c15-13(11-7-3-1-4-8-11)14(16)12-9-5-2-6-10-12/h1-10,13,15H checkY
    Key: ISAOCJYIOMOJEB-UHFFFAOYSA-N checkY
  • InChI=1/C14H12O2/c15-13(11-7-3-1-4-8-11)14(16)12-9-5-2-6-10-12/h1-10,13,15H
    Key: ISAOCJYIOMOJEB-UHFFFAOYAO
  • O=C(c1ccccc1)C(O)c2ccccc2
  • c1ccc(cc1)C(C(=O)c2ccccc2)O
Properties
C14H12O2
Molar mass 212.248 g·mol−1
Appearance Off-white crystals
Density 1.310 g/cm3 (20 °C)[1]
Melting point 135 to 139[1] °C (275 to 282 °F; 408 to 412 K)
Boiling point 330 to 356[1] °C (626 to 673 °F; 603 to 629 K)
Slightly soluble
Solubility in ethanol Very good[1]
Solubility in ether Slightly soluble
Solubility in chlorine Soluble
Solubility in chloroform Very good[1]
Hazards
GHS labelling:
H412
P273, 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
Lethal dose or concentration (LD, LC):
10.000 mg/kg
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
checkY verify (what is checkY☒N ?)

Benzoin (/ˈbɛnzoʊ.ɪn/ or /-ɔɪn/) is an organic compound with the formula PhCH(OH)C(O)Ph. It is a hydroxy ketone attached to two phenyl groups. It appears as off-white crystals, with a light camphor-like odor. Benzoin is synthesized from benzaldehyde in the benzoin condensation. It is chiral and it exists as a pair of enantiomers: (R)-benzoin and (S)-benzoin.

Benzoin is not a constituent of benzoin resin obtained from the benzoin tree (Styrax) or tincture of benzoin. The main component in these natural products is benzoic acid.

  1. ^ a b c d e William M. Haynes (2016). CRC Handbook of Chemistry and Physics (97th ed.). Boca Raton: CRC Press. p. 3-40. ISBN 978-1-4987-5429-3.