Structural Formula Vector Image
Title: Hydrobenzoin
CAS Registry Number: 492-70-6
CAS Name: 1,2-Diphenyl-1,2-ethanediol
Additional Names: diphenylethyleneglycol
Molecular Formula: C14H14O2
Molecular Weight: 214.26
Percent Composition: C 78.48%, H 6.59%, O 14.93%
Literature References: Prepn of d-, l-, dl- and meso-forms: Forst, Zincke, Ann. 182, 262, 275 (1876); Irvine, Weir, J. Chem. Soc. 91, 1390 (1907); Buck, Jenkins, J. Am. Chem. Soc. 51, 2163 (1929); L. F. Fieser, Organic Experiments (D. C. Heath, Boston, 1964) pp 210, 214, 216-217, 229-231. Improved method for prepn of dl-form from the meso isomer: Collet, Synthesis 1973, 664.
Derivative Type: dl-Form
Properties: Crystals from ether + petr ether, mp 120°. Resolved into d- and l-forms by slow, repeated crystallizations from ether.
Melting point: mp 120°
Derivative Type: d-Form
Properties: [a]D20 +97.6° (chloroform).
Optical Rotation: [a]D20 +97.6° (chloroform)
Derivative Type: l-Form
Properties: [a]D20 -97.0° (chloroform).
Optical Rotation: [a]D20 -97.0° (chloroform)
Derivative Type: meso-Form
Properties: Monoclinic leaflets from alcohol or water, mp 139°. Soly in water: 0.25% at 20°, 1.25% at 100°. Freely sol in hot alcohol, chloroform. Infrared absorption (chloroform): 2.82, 2.96m. Dipole moment 2.67.
Melting point: mp 139°

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