Benzoin (organic compound)
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.
Names | |
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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) |
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3DMet | |
391839 | |
ChEBI | |
ChEMBL | |
ChemSpider | |
ECHA InfoCard | 100.003.938 |
KEGG | |
PubChem CID |
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RTECS number |
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UNII | |
CompTox Dashboard (EPA) |
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SMILES
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Properties | |
C14H12O2 | |
Molar mass | 212.248 g·mol−1 |
Appearance | Off-white crystals |
Density | 1.310 g/cm3 (20 °C) |
Melting point | 135 to 139 °C (275 to 282 °F; 408 to 412 K) |
Boiling point | 330 to 356 °C (626 to 673 °F; 603 to 629 K) |
Slightly soluble | |
Solubility in ethanol | Very good |
Solubility in ether | Slightly soluble |
Solubility in chlorine | Soluble |
Solubility in chloroform | Very good |
Hazards | |
GHS labelling: | |
H412 | |
P273, P501 | |
NFPA 704 (fire diamond) |
1
1
0 |
Lethal dose or concentration (LD, LC): | |
LD50 (median dose) |
10.000 mg/kg |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references |
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.
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