Preparation the Synthons of Fluorine-containing Phosphonates

碩士 === 國防大學中正理工學院 === 應用化學研究所 === 93 === Treatment of triethylphosphite ((EtO)3P) with dibromodifluoromethane (CF2Br2) in diethyl ether at room temperature afforded diethyl(bromodifluor- omethyl)phosphonate ((EtO)2P(O)CF2Br) in good yield. Subsequent reaction of (EtO)2P(O)CF2Br with activated zinc i...

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Main Authors: Ching-Wei Fang, 方京維
Other Authors: Hou-Jen Tsai
Format: Others
Language:zh-TW
Published: 2005
Online Access:http://ndltd.ncl.edu.tw/handle/97559623546869874398
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spelling ndltd-TW-093CCIT05000112015-10-13T12:56:39Z http://ndltd.ncl.edu.tw/handle/97559623546869874398 Preparation the Synthons of Fluorine-containing Phosphonates 有機磷氟化學在化學戰劑上的應用 Ching-Wei Fang 方京維 碩士 國防大學中正理工學院 應用化學研究所 93 Treatment of triethylphosphite ((EtO)3P) with dibromodifluoromethane (CF2Br2) in diethyl ether at room temperature afforded diethyl(bromodifluor- omethyl)phosphonate ((EtO)2P(O)CF2Br) in good yield. Subsequent reaction of (EtO)2P(O)CF2Br with activated zinc in monoglyme gave [(diethoxyphosphinyl)- difluoromethyl]zinc bromide (EtO)2P(O)CF2ZnBr. Acylation of (EtO)2P(O)CF2ZnBr with strong electrophiles such as ethyloxalyl chloride (ClC(O)CO2Et), ethyl chloroformate (ClC(O)OEt) and diethylcarbamoyl chloride (ClC(O)NEt2) gave only diethyl 2-oxo-1,1-difluorophosphonates (EtO)2P(O)CF2C(O)CO2Et. No products of (EtO)2P(O)CF2C(O)OEt and (EtO)2P(O)CF2C(O)NEt2 were observed. Hou-Jen Tsai 蔡厚仁 2005 學位論文 ; thesis 79 zh-TW
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description 碩士 === 國防大學中正理工學院 === 應用化學研究所 === 93 === Treatment of triethylphosphite ((EtO)3P) with dibromodifluoromethane (CF2Br2) in diethyl ether at room temperature afforded diethyl(bromodifluor- omethyl)phosphonate ((EtO)2P(O)CF2Br) in good yield. Subsequent reaction of (EtO)2P(O)CF2Br with activated zinc in monoglyme gave [(diethoxyphosphinyl)- difluoromethyl]zinc bromide (EtO)2P(O)CF2ZnBr. Acylation of (EtO)2P(O)CF2ZnBr with strong electrophiles such as ethyloxalyl chloride (ClC(O)CO2Et), ethyl chloroformate (ClC(O)OEt) and diethylcarbamoyl chloride (ClC(O)NEt2) gave only diethyl 2-oxo-1,1-difluorophosphonates (EtO)2P(O)CF2C(O)CO2Et. No products of (EtO)2P(O)CF2C(O)OEt and (EtO)2P(O)CF2C(O)NEt2 were observed.
author2 Hou-Jen Tsai
author_facet Hou-Jen Tsai
Ching-Wei Fang
方京維
author Ching-Wei Fang
方京維
spellingShingle Ching-Wei Fang
方京維
Preparation the Synthons of Fluorine-containing Phosphonates
author_sort Ching-Wei Fang
title Preparation the Synthons of Fluorine-containing Phosphonates
title_short Preparation the Synthons of Fluorine-containing Phosphonates
title_full Preparation the Synthons of Fluorine-containing Phosphonates
title_fullStr Preparation the Synthons of Fluorine-containing Phosphonates
title_full_unstemmed Preparation the Synthons of Fluorine-containing Phosphonates
title_sort preparation the synthons of fluorine-containing phosphonates
publishDate 2005
url http://ndltd.ncl.edu.tw/handle/97559623546869874398
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