Ultraviolet photolysis of CH2I2in methanol: O-H insertion and HI elimination reactions to form a dimethoxymethane product

Xiangguo Guan, Xufeng Lin, Wai Ming Kwok, Yong Du, Yun Liang Li, Cunyuan Zhao, Dongqi Wang, David Lee Phillips

Research output: Journal article publicationJournal articleAcademic researchpeer-review

17 Citations (Scopus)

Abstract

Ultraviolet photolysis of low concentrations of CH2I2in methanol solution found that CH2I2is converted into dimethoxymethane and some H+and I-products. Picosecond time-resolved resonance Raman (ps-TR3) experiments observed that the isodiiodomethane (CH2I-I) photoproduct decayed faster as the concentration of methanol increases, suggesting that isodiiodomethane is reacting with methanol. Ab initio calculations indicate isodiiodomethane is able to react with methanol via an O-H insertion/HI elimination to form an iodoether (ICH2-O-CH3) and HI products. The iodoether can then further react via another O-H insertion/ HI elimination reaction to form the dimethoxymethane (CH3-O-CH2-O-CH3) observed in the photochemistry experiments. A reaction mechanism consistent with these experimental and theoretical observations is proposed.
Original languageEnglish
Pages (from-to)1247-1256
Number of pages10
JournalJournal of Physical Chemistry A
Volume109
Issue number6
DOIs
Publication statusPublished - 17 Feb 2005
Externally publishedYes

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry

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