Structure via PubChem · Public domain (PubChem)
benzil
Sign in to saveAlso known as diphenylethanedione, diphenylglyoxal, bibenzoyl
Benzil (i.e. Bz2, systematically known as 1,2-diphenylethane-1,2-dione) is the organic compound with the formula (C6H5CO)2, generally abbreviated (PhCO)2. This yellow solid is one of the most common diketones. Its main use is as a photoinitiator in polymer chemistry.
Chemical data
- Formula
- C14H10O2
- Molecular weight
- 210.23 g/mol
- IUPAC name
- 1,2-diphenylethane-1,2-dione
- SMILES
- C1=CC=C(C=C1)C(=O)C(=O)C2=CC=CC=C2
- InChIKey
- WURBFLDFSFBTLW-UHFFFAOYSA-N
- XLogP
- 3.4
- Polar surface area
- 34.1 Ų
- H-bond donors
- 0
- H-bond acceptors
- 2
- Formal charge
- 0
via PubChem
Wikidata facts
- Mass
- 210.068
Show 5 more facts
- chemical formula
- C₁₄H₁₀O₂
- Commons category
- Benzil
- canonical SMILES
- C1=CC=C(C=C1)C(=O)C(=O)C2=CC=CC=C2
- boiling point
- 347
- melting point
- 94.86
via Wikidata · CC0
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Article
5 sectionsContents
- Structure
- Applications
- Reactions
- Preparation
- References
Benzil (i.e. Bz2, systematically known as 1,2-diphenylethane-1,2-dione) is the organic compound with the formula (C6H5CO)2, generally abbreviated (PhCO)2. This yellow solid is one of the most common diketones. Its main use is as a photoinitiator in polymer chemistry.
== Structure == The compound's most noteworthy structural feature is the long carbon-carbon bond of 1.54 Å, which indicates the absence of pi-bonding between the two carbonyl centers. The PhCO centers are planar, but the pair of benzoyl groups are twisted with respect to the other with a dihedral angle of 117°. In less hindered analogues (glyoxal, biacetyl, oxalic acid derivatives), the (RCO)2 group adopts a planar, anti-conformation.