Benzophenone

Title: Benzophenone
CAS Registry Number: 119-61-9
CAS Name: Diphenylmethanone
Additional Names: diphenyl ketone; benzoylbenzene
Molecular Formula: C13H10O
Molecular Weight: 182.22
Percent Composition: C 85.69%, H 5.53%, O 8.78%
Line Formula: C6H5COC6H5
Literature References: Prepd by the Friedel-Crafts ketone synthesis from benzene and benzoyl chloride in the presence of AlCl3: Marvel, Sperry, Org. Synth. coll. vol. I (Wiley, New York, 2nd ed., 1941) p 95. By decarboxylation of o-benzoylbenzoic acid in the presence of copper catalyst: L. F. Fieser, Organic Experiments (D. C. Heath & Co., Boston, 1964) pp 201-203.
Properties: Stable form (there are two other labile forms), orthorhombic bisphenoidal prisms from alcohol or ether. Geranium-like odor. d418 1.1108. d450 1.0869. nD45.2 1.5975. Absorption spectrum: Purvis, McCleland, J. Chem. Soc. 101, 1516 (1912). mp 48.5°. bp760 305.4°; bp400 276.8°; bp200 249.8°; bp100 224.4°; bp60 208.2°; bp40 195.7°; bp20 175.8°; bp10 157.6°; bp5 141.7°; bp1.0 108.2°. Insoluble in water. One gram dissolves in 7.5 ml alcohol, 6 ml ether; sol in chloroform.
Melting point: mp 48.5°
Boiling point: bp760 305.4°; bp400 276.8°; bp200 249.8°; bp100 224.4°; bp60 208.2°; bp40 195.7°; bp20 175.8°; bp10 157.6°; bp5 141.7°; bp1.0 108.2°
Index of refraction: nD45.2 1.5975
Density: d418 1.1108; d450 1.0869
Derivative Type: Oxime
Molecular Formula: C13H11NO
Molecular Weight: 197.23
Percent Composition: C 79.17%, H 5.62%, N 7.10%, O 8.11%
Properties: For prepn see Org. Synth. 10, 10. Crystals from ligroin, mp 143-144°. Freely sol in ether, acetone.
Melting point: mp 143-144°
Use: Fixative for heavy perfumes, such as geranium, new-mown hay, especially when used in soaps. In the manuf of antihistamines, hypnotics, insecticides.
Benzophenone-6 Benzopinacol Benzopurpurine 4B Benzoquinonium Chloride Benzoresorcinol

Benzophenone
Benzophenon.svg
Benzophenone-3D-vdW.png
Benzophenone-3D-balls.png
Identifiers
CAS number 119-61-9 YesY
PubChem 3102
ChemSpider 2991 YesY
UNII 701M4TTV9O YesY
DrugBank DB01878
KEGG C06354 YesY
ChEBI CHEBI:41308 YesY
ChEMBL CHEMBL90039 YesY
Jmol-3D images Image 1
Properties
Molecular formula C13H10O
Molar mass 182.22 g mol−1
Appearance White solid
Odor Geranium-like[1]
Density 1.11 g/cm3[1]
Melting point 48.5 °C; 119.3 °F; 321.6 K ([1])
Boiling point 305.4 °C; 581.7 °F; 578.5 K ([1])
Solubility in water Insoluble[1]
Solubility in organic solvents 1 g/ 7.5 mL in ethanol[1]
1 g/ 6 mL in diethyl ether[1]
Hazards
MSDS External MSDS by JT Baker
Main hazards Harmful (XN)
NFPA 704
NFPA 704.svg
1
3
0
Flash point 110 °C; 230 °F; 383 K
 YesY (verify) (what is: YesY/N?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox references

Benzophenone is the organic compound with the formula (C6H5)2CO, generally abbreviated Ph2CO. Benzophenone is a widely used building block in organic chemistry, being the parent diarylketone.