107776-74-9

Basic information

• Product Name: 1-(3-chloro-phenyl)-1-phenyl-ethanol
• Synonyms: 1-(3-chloro-phenyl)-1-phenyl-ethanol
• CAS NO: 107776-74-9
• Molecular Weight: 232.71
• Mol File: 107776-74-9.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 1-(3-chloro-phenyl)-1-phenyl-ethanol(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(3-chloro-phenyl)-1-phenyl-ethanol(107776-74-9)
• EPA Substance Registry System: 1-(3-chloro-phenyl)-1-phenyl-ethanol(107776-74-9)

Safety Data

• Hazardous Substances Data: 107776-74-9(Hazardous Substances Data)

Upstream product

• 99-02-5 3'-Chloroacetophenone 
• 100-58-3 phenylmagnesium bromide 
• 1016-78-0 3-chlorobenzophenone 
• 917-54-4 methyllithium 

Downstream Products

• 29265-81-4 1-chloro-3-(1-phenylvinyl)benzene 

Relevant articles and documents

Electron Transfer in Reactions of Ketones with Organolithium Reagents. A Carbon-14 Kinetic Isotope Effect Probe

Kinetic isotope effects have been determined for reactions of ketones labeled with carbon-14 at the carbonyl carbon with MeLi and Me2CuLi in diethyl ether at 0 deg C.Observed isotope effects were as follows: (C6H5)2C=O + MeLi, 12k/14k = 1.000 +/- 0.002; (C6H5)2C=O + Me2CuLi, 1.029 +/- 0.005; 2,4,6-Me3C6H2COC6H5 + MeLi, 1.023 +/- 0.004.The relative reactivities of ortho-, meta-, and para-substituted benzophenones with these reagents were also determined by the competition experiments.These results are consistent with an electron transfer step which is followed by a carbon-carbon bond-formimg step that is or is not rate determining depending on the structure of ketones and reagents.The reaction of benzophenone with MeLi proceeds via rate-determining electron transfer; the change in nucleophile from MeLi to Me2CuLi shifts the rate-determining step from electron-transfer to recombination; the change in ketone from benzophenone to 2,4,6-trimethylbenzophenone also shifts the rate-determining step from electron transfer to recombination because the latter step becomes slower for the more hindered ketone.The extent of the geometrical change of the substrate at the electron-transfer transition state of the reaction of benzophenone with MeLi was estimated to be small on the basis of the magnitude of the KIE and teh ρ value of the Hammett correlation.

Hammett ρ of reactions of MeLi with benzophenones

Relative rates of reactions of MeLi with benzophenones in diethyl ether at 0 °C that furnish methyldiaryl-methanols were determined using slow addition of a MeLi solution to solutions containing an excess of two benzophenones. The additions exhibit a Hammett p of 0.94.