85316-26-3

Basic information

• Product Name: 3,3-diphenylpropyllithium
• Synonyms: 3,3-diphenylpropyllithium
• CAS NO: 85316-26-3
• Molecular Weight: 202.225
• Mol File: 85316-26-3.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 3,3-diphenylpropyllithium(CAS DataBase Reference)
• NIST Chemistry Reference: 3,3-diphenylpropyllithium(85316-26-3)
• EPA Substance Registry System: 3,3-diphenylpropyllithium(85316-26-3)

Safety Data

• Hazardous Substances Data: 85316-26-3(Hazardous Substances Data)

Upstream product

• 20017-67-8 3,3-diphenylpropan-1-ol 
• 606-83-7 3,3-Diphenylpropionic acid 
• 20017-68-9 1-bromo-3,3-diphenylpropane 

Downstream Products

• 1483-64-3 1,1,4,4-tetraphenyl-butane 
• 101-81-5 Diphenylmethane 
• 1726-12-1 1,1-diphenylpentane 
• 1530-03-6 1,1-diphenylpropane 
• 20017-67-8 3,3-diphenylpropan-1-ol 
• 6328-61-6 trimethylsilyldiphenylmethane 
• 74-85-1 ethene 
• 881-42-5 diphenylmethyllithium 

Relevant articles and documents

Carbanion Rearrangements by Intramolecular 1,ω Proton Shifts, IV. The Reaction of ω,ω-Diphenylalkyllithium Compounds: Proof for an Intramolecular Transmetallation Reaction by Crossover Experiments Using Isotopic Labelled Starting Material

3,3-Diphenylpropyllithium (2) and 2-(9-fluorenyl)ethyllithium (43) do not show a 1,3 proton shift but splitt off ethylene.On the other hand 4,4-diphenylbutyllithium (19) in diethyl ether can be forced to rearrange to 1,1-diphenylbutyllithium (18) by the addition of THF.The half reaction time for this 1,4 proton shift was found to be about 4 minutes.Proof for the intramolecular character of this transmetallation reaction was obtained by crossover experiments with specifically deuterated starting material.The 1,5 proton shift with 5,5-diphenylpentyllithium (12) occurs considerably slower than the 1,4 shift with 4,4-diphenylbutyllithium (19).The rearrangement also takes place in pure diethyl ether although with a half reaction time of about 2 days.Only 3-(9-fluorenyl)propyllithium (41) in diethyl ether spontaneously shows rearrangement already at -30 deg C, whereby 9-propyl-9-fluorenyllithium (42) is formed by a 1,4 proton shift.A 1,ω phenyl migration according to Grovenstein-Zimmerman in no case could be observed.