1657-59-6

Basic information

• Product Name: Benzene, 1,1'-(1-chloro-2,2-dimethylpropylidene)bis-
• Synonyms: tert-butyldiphenylsilyl chloride;1-Chlor-2,2-dimethyl-1,1-diphenyl-propan;1-chloro-2,2-dimethyl-1,1-diphenyl-propane;tert-Buthyldiphenylmethyl chloride;TBDPSCl;tert-Butyldiphenylmethylchlorid
• CAS NO: 1657-59-6
• Molecular Formula: C17H19Cl
• Molecular Weight: 258.791
• Mol File: 1657-59-6.mol
• Article Data: 2

Chemical Properties

• Melting Point: 71-72 °C
• Boiling Point: 343.4±11.0 °C(Predicted)
• Density: 1.047±0.06 g/cm3(Predicted)
• CAS DataBase Reference: Benzene, 1,1'-(1-chloro-2,2-dimethylpropylidene)bis-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, 1,1'-(1-chloro-2,2-dimethylpropylidene)bis-(1657-59-6)
• EPA Substance Registry System: Benzene, 1,1'-(1-chloro-2,2-dimethylpropylidene)bis-(1657-59-6)

Safety Data

• Hazardous Substances Data: 1657-59-6(Hazardous Substances Data)

Upstream product

• 591-51-5 phenyllithium 
• 15784-26-6 allyl t-butyl carbonate 
• 3938-95-2 2,2-dimethyl-propanoic acid ethyl ester 
• 938-16-9 2,2-dimethylpropiophenone 
• 3282-30-2 pivaloyl chloride 
• 76-83-5 trityl chloride 
• 88078-71-1 3-(tert-Butyldiphenylmethyl)-6-(tert-butylphenylmethylen)-1,4-cyclohexadien 
• 1657-60-9 2,2-dimethyl-1,1-diphenyl-propan-1-ol 

Downstream Products

• 143143-25-3 4-(tert-Butyldiphenylmethyl)-N,N-dimethylbenzenamine 
• 143143-24-2 4-(tert-Butyldiphenylmethyl)-N-methylbenzenamine 
• 95926-85-5 tert-butyl<4-(tert-butyldiphenylmethyl)phenyl>phenylmethanol 
• 95926-84-4 4-(tert-butyldiphenylmethyl)benzophenone 
• 101056-03-5 α-tert-Butyl-α-phenyl-4-(triphenylmethyl)benzolmethanol 
• 101056-02-4 1-(Brom-tert-butylphenylmethyl)-4-(triphenylmethyl)benzol 
• 101056-00-2 1-(tert-Butylphenylmethyl)-4-(triphenylmethyl)benzol 
• 101056-01-3 Phenyl<4-(triphenylmethyl)phenyl>methanon 
• 86943-06-8 4-(1,1-diphenyl-2,2-dimethylpropyl)-1-(1-phenyl-2,2-dimethylpropyl)benzene 
• 3416-63-5 4-trityl-1-(diphenylmethyl)benzene 
• 1860-16-8 2-methyl-3,3-diphenyl-but-1-ene 
• 143143-27-5 4-(tert-Butyldiphenylmethyl)-N,N-diethylbenzenamine 
• 7714-61-6 2,2-Dimethyl-N,1,1-triphenyl-propylamin 

Relevant articles and documents

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Sterically Hindered Free Radicals, XII. The Radical tert-Butyldiphenylmethyl, Its Dimer, and Their Autoxidation. A Reinvestigation

The radical Ph2C.-tBu (1) dimerizes giving reversibly the quinonoid derivative 3, and not the ethane-like 2 as reported in the literature.In equilibrium there are less radicals 1 than in the case of triphenylmethyl, ΔHdiss = 18.5 +/- 2 kcal/mol for 3.Both the radical 1 and its dimer 3 are rapidly oxidized by oxygen. 1 gives the dialkyl peroxide 6 which fragmentates already at 20 deg C mainly to benzophenone and tBu., 3 leads to the ketone 7, probably via the hydroperoxide 10. 3 rearranges catalysed by acid and by base as well via a 1,5-hydrogen migration forming the benzenoid derivative 4.Preparative and ESR details are given.