96013-69-3

Basic information

• Product Name: tert-butyl((3-((tert-butyldimethylsilyl)oxy)benzyl)oxy)dimethylsilane
• Synonyms: tert-butyl((3-((tert-butyldimethylsilyl)oxy)benzyl)oxy)dimethylsilane
• CAS NO: 96013-69-3
• Molecular Weight: 352.665
• Mol File: 96013-69-3.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: tert-butyl((3-((tert-butyldimethylsilyl)oxy)benzyl)oxy)dimethylsilane(CAS DataBase Reference)
• NIST Chemistry Reference: tert-butyl((3-((tert-butyldimethylsilyl)oxy)benzyl)oxy)dimethylsilane(96013-69-3)
• EPA Substance Registry System: tert-butyl((3-((tert-butyldimethylsilyl)oxy)benzyl)oxy)dimethylsilane(96013-69-3)

Safety Data

• Hazardous Substances Data: 96013-69-3(Hazardous Substances Data)

Upstream product

• 620-24-6 3-Hydroxybenzyl alcohol 
• 18162-48-6 tert-butyldimethylsilyl chloride 
• 41879-37-2 t-butyldimethylsilyl amine 

Downstream Products

• 96013-95-5 3-(tert-butyl-dimethyl-sylanyloxy)benzaldehyde 
• 96013-77-3 3-(tert-butyldimethylsilyloxy)benzyl alcohol 
• 96013-78-4 3-({[tert-butyl(dimethyl)silyl]oxy}methyl)phenol 

Relevant articles and documents

Synthetic Versatility of Lipases: Application for Si-O Bond Formation and Cleavage

Several commercially available lipases were examined in a study on O-Si bond formation and cleavage applying silicon-based protecting groups and alcohols or the corresponding silyl ethers. With regard to deprotection, from silyl ether to the corresponding alcohol, only the solvent and the lipase were necessary. The influence of the protecting group, the lipase source, and the substituent was investigated to optimize the results. The TMS moiety could be removed in 24 hours of reaction at room temperature in aqueous systems (conv. up to 99%, depending on the substrate and lipase). The reverse reactions, that is, with the protection of the alcohols, were carried out in hexane using different silyl chlorides. The TMS, TES, and TBS moieties were successfully inserted in the primary and secondary alcohols without the need for dry conditions or an inert atmosphere, presenting conversions of up to 99%, depending on the substrate.

An Efficient and Highly Chemoselective Method to Desilylate Silyl Ethers

An efficient and highly chemoselective desilylating method is described.Trimethylsilyl ethers (0.25 M) in a CH3OH/CCl4 (1:1) solvent mixture are deprotected to their corresponding alcohols with ultrasound in a commercial ultrasonic cleaning bath.Selective deprotection of tert-butyldimethylsilyl ethers of benzyl alcohols and phenols is achieved under ultrasonic conditions.We deprotected also tert-butyldimethylsilyl ethers of primary alcohols, whereas tert-butyldimethylsilyl ethers of secondary and tertiary alcohols are stable under these conditions. - Key words: Sonochemistry; Ultrasound; Cavitation; Desilylation; Chemoselection; Deprotection.