Bibenzyl

Bibenzyl is the organic compound with the formula (C₆H₅CH₂)₂. It can be viewed as a derivative of ethane in which one phenyl group is bonded to each carbon atom. It is a colorless solid.

Bibenzyl

Names
Preferred IUPAC name 1,1′-(Ethane-1,2-diyl)dibenzene
Other names 1,2-Diphenylethane Dibenzil Dibenzyl Dihydrostilbene sym-Diphenylethane
Identifiers
CAS Number	103-29-7 Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:34047 Y
ChEMBL	ChEMBL440895 Y
ChemSpider	7364 Y
ECHA InfoCard	100.002.816
PubChem CID	7647
UNII	007C07V77Z N
CompTox Dashboard (EPA)	DTXSID8041668
InChI InChI=1S/C14H14/c1-3-7-13(8-4-1)11-12-14-9-5-2-6-10-14/h1-10H,11-12H2 Y Key: QWUWMCYKGHVNAV-UHFFFAOYSA-N Y InChI=1/C14H14/c1-3-7-13(8-4-1)11-12-14-9-5-2-6-10-14/h1-10H,11-12H2 Key: QWUWMCYKGHVNAV-UHFFFAOYAL
SMILES c1ccc(cc1)CCc2ccccc2
Properties
Chemical formula	C14H14
Molar mass	182.266 g·mol−1
Appearance	Crystalline solid[1]
Density	0.9782 g/cm3[1]
Melting point	52.0 to 52.5 °C (125.6 to 126.5 °F; 325.1 to 325.6 K)[1]
Boiling point	284 °C (543 °F; 557 K)[1]
Solubility in water	Insoluble
Magnetic susceptibility (χ)	−126.8·10−6 cm3/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). N verify (what is YN ?) Infobox references

Occurrences

The compound is the product from the coupling of a pair of benzyl radicals.^[2]

Bibenzyl forms the central core of some natural products like dihydrostilbenoids^[3] and isoquinoline alkaloids. Marchantins are a family of bis(bibenzyl)-containing macrocycles.^[4]

See also

• Benzil
• Benzoin