117657-69-9

Basic information

• Product Name: [2-(Isopropyl-dimethyl-silanyl)-furan-3-yl]-methanol
• Synonyms: [2-(Isopropyl-dimethyl-silanyl)-furan-3-yl]-methanol
• CAS NO: 117657-69-9
• Molecular Weight: 198.337
• Mol File: 117657-69-9.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: [2-(Isopropyl-dimethyl-silanyl)-furan-3-yl]-methanol(CAS DataBase Reference)
• NIST Chemistry Reference: [2-(Isopropyl-dimethyl-silanyl)-furan-3-yl]-methanol(117657-69-9)
• EPA Substance Registry System: [2-(Isopropyl-dimethyl-silanyl)-furan-3-yl]-methanol(117657-69-9)

Safety Data

• Hazardous Substances Data: 117657-69-9(Hazardous Substances Data)

Upstream product

• 117657-58-6 (Furan-3-ylmethoxy)-isopropyl-dimethyl-silane 
• 117657-61-1 dimethyl-phenyl-(thiophen-3-ylmethoxy)-silane 

Downstream Products

• 4412-91-3 furan-3-methanol 

Relevant articles and documents

Regioselective Preparation of 2,4-, 3,4-, and 2,3,4-Substituted Furan Rings. 1. [1,4] O → C and [1,4] C → O Silyl Migrations of Silyl Ethers and Esters Attached to Furan and Thiophene Rings

[1,4] O → C and [1,4] C → O rearrangements are described for a variety of furans and thiophenes. Treatment of 3-((silyloxy)methyl)furans and -thiophenes with n-BuLi in HMPA provided 2-silylated-3-(hydroxymethyl)furans and -thiophenes in good to excellent yields. The reaction was shown by crossover studies to proceed via an intramolecular [1,4] O → C silyl migration. Silyl esters of 3-furoic acids also underwent an intramolecular [1,4] O → C silyl migration to provide 2-silylated-3-furoic acids in moderate to good yield when treated with a mixture of LDA and HMPA. Finally, the above silyl migrations were shown to be reversible. Treatment of 2-silylated-3-(hydroxymethyl)-furans and -thiophenes with NaH in DMF provided 3-((silyloxy)methyl)furans and -thiophenes in excellent yields via a [1,4] C → O silyl migration. The [1,4] C → O silyl migration was also shown to be an intramolecular process by a crossover study.