853654-21-4

Basic information

• Product Name: Silacyclobutane, 1-[4-(bromomethyl)phenyl]-1-methyl-
• CAS NO: 853654-21-4
• Molecular Formula: C11H15BrSi
• Molecular Weight: 255.23
• Mol File: 853654-21-4.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: Silacyclobutane, 1-[4-(bromomethyl)phenyl]-1-methyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Silacyclobutane, 1-[4-(bromomethyl)phenyl]-1-methyl-(853654-21-4)
• EPA Substance Registry System: Silacyclobutane, 1-[4-(bromomethyl)phenyl]-1-methyl-(853654-21-4)

Safety Data

• Hazardous Substances Data: 853654-21-4(Hazardous Substances Data)

Upstream product

• 853654-20-3 [4-(1-methyl-siletan-1-yl)-phenyl]-methanol 
• 107556-40-1 <4-<<(tert-butyldimethylsilyl)oxy>methyl>phenyl>magnesium bromide 
• 853654-19-0 1-[4-(tert-butyl-dimethyl-silanyloxymethyl)-phenyl]-1-methyl-siletane 

Downstream Products

• 853654-24-7 1-methyl-1-[4-(3-phenyl-propoxymethyl)-phenyl]-siletane 
• 853654-25-8 1-methyl-1-[4-(1-phenyl-ethoxymethyl)-phenyl]-siletane 
• 853654-22-5 1-[4-(biphenyl-4-yloxymethyl)-phenyl]-1-methyl-siletane 
• 853654-28-1 4-(1-phenyl-ethoxymethyl)-phenol 
• 853654-27-0 4-(3-phenyl-propoxymethyl)-phenol 
• 775356-24-6 4-(2-isopropyl-5-methyl-cyclohexyloxymethyl)-phenol 

Relevant articles and documents

New reagents for the synthesis of arylmethyl ethers and esters

This Account chronicles efforts leading up to the development of new arylmethyl transfer (benzylation) reagents for protecting oxygen functional groups under relatively mild and neutral conditions. It begins with an investigation of organosiletanes as surrogate hydroxyl groups, which inspired siletane-functionalized benzyl ethers and forced us to confront the difficulties associated with the synthesis of benzyl ethers. The end result is a new series of neutral oxypyridinium salts for the benzylation of various nucleophilic functional groups under mild conditions. 1 Introduction 2 Tamao-type Oxidation of Strained Organosiletanes 3 p-Siletanylbenzyl (PSB) Protecting Groups 4 2-Benzyloxy-1-methylpyridinium Triflate 5 Friedel-Crafts Reactions and Mechanistic Insights 6 Benzyl Ester Formation 7 Substituted Benzyl Transfer Reagents 8 Conclusions and Outlook. Georg Thieme Verlag Stuttgart New York.

The para-siletanylbenzyl (PSB) ether: A peroxide-cleavable protecting group for alcohols and phenols

A novel arylmethyl protecting group that is electronically similar to benzyl (Bn) but that can be cleaved under mild oxidizing conditions in the presence of para-methoxybenzyl (PMB) is described herein. para-Siletanylbenzyl (PSB) ethers are formed in one or two steps from the corresponding alcohols and cleaved in one or two steps with basic peroxide. Alcohols and phenols have been protected in good yields and deprotected cleanly under mild oxidative conditions.