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Title: PHOTOCHEMICAL SYNTHESIS OF ORGANIC FLUORINE COMPOUNDS. Period covered: November 15, 1955 to November 14, 1956

Abstract

The purpose of this research work has been to synthesize organic and organo-metallic fluorine compounds with the major objective of obtaining monomers suitable for polymerization into elastomers, plastics, fluids and related material of high thermal and chemical stability. In conjunction with these aims, this Laboratory has synthesized two halogenated pentadienes. Several important four-membered fluorinated ring compounds have been synthesized and their cyclic ethers. To furnish adequate proof of structure and determine the position of unsaturation, the compounds have been halogenated. In the work on alcohols both 1,2-difluoro-2-chloroallyl alcohol and 1,1difluoro-2-bromoallyl alcohol have been synthesized, the first reported synthesis of a fluorinated allyl alcohol ontainable directly from a Grignard reagent. However, synthesis of trifluoroallyl alcohol has not been achieved. Attempts which have been made to synthesize monohydric and polyhydric alcohols indicate that the proposed routes are feasible. A variety of methods have been used in attempts to prepare alpha, bets-unsaturated ketones (Grignard, free-radical, preparation of alkyl lithium derivatives, Friedel-Crafts-type reactions, and preparation of an unsaturated acid) without success. Several of the ketones derived from the addition of a Grignard reagent to Kel-F Acids have been prepared. As intermediates to the preparation of ketones, two alkynes have been made. (auth)

Authors:
;
Publication Date:
Research Org.:
Colorado. Univ., Boulder
OSTI Identifier:
4315225
Report Number(s):
WADC-TR-56-590(Pt.I); AD-14217
NSA Number:
NSA-12-004101
DOE Contract Number:  
AF33(616)-3266
Resource Type:
Technical Report
Resource Relation:
Other Information: Project title: RUBBER, PLASTIC, AND COMPOSITE MATERIALS. Task title: SYNTHESIS AND EVALUATION OF NEW POLYMERS. Orig. Receipt Date: 31-DEC-58
Country of Publication:
United States
Language:
English
Subject:
CHEMISTRY; ALCOHOLS; ALKENES; ALUMINUM CHLORIDES; CATALYSIS; CHEMICAL REACTIONS; CONFIGURATION; CYCLOALKANES; ELASTOMERS; ETHERS; FLUIDS; FRIEDEL-CRAFT REACTION; GRIGNARD REAGENTS; HALOGENATION; HALOGENS; KETONES; ORGANIC COMPOUNDS; ORGANIC FLUORINE COMPOUNDS; ORGANOMETALLICS; PHOTOCHEMISTRY; POLYMERIZATION; POLYMERS; PRODUCTION; RUBBER; STABILITY; TEMPERATURE

Citation Formats

Park, J.D., and Lacher, J.R. PHOTOCHEMICAL SYNTHESIS OF ORGANIC FLUORINE COMPOUNDS. Period covered: November 15, 1955 to November 14, 1956. United States: N. p., 1956. Web.
Park, J.D., & Lacher, J.R. PHOTOCHEMICAL SYNTHESIS OF ORGANIC FLUORINE COMPOUNDS. Period covered: November 15, 1955 to November 14, 1956. United States.
Park, J.D., and Lacher, J.R. Wed . "PHOTOCHEMICAL SYNTHESIS OF ORGANIC FLUORINE COMPOUNDS. Period covered: November 15, 1955 to November 14, 1956". United States. doi:.
@article{osti_4315225,
title = {PHOTOCHEMICAL SYNTHESIS OF ORGANIC FLUORINE COMPOUNDS. Period covered: November 15, 1955 to November 14, 1956},
author = {Park, J.D. and Lacher, J.R.},
abstractNote = {The purpose of this research work has been to synthesize organic and organo-metallic fluorine compounds with the major objective of obtaining monomers suitable for polymerization into elastomers, plastics, fluids and related material of high thermal and chemical stability. In conjunction with these aims, this Laboratory has synthesized two halogenated pentadienes. Several important four-membered fluorinated ring compounds have been synthesized and their cyclic ethers. To furnish adequate proof of structure and determine the position of unsaturation, the compounds have been halogenated. In the work on alcohols both 1,2-difluoro-2-chloroallyl alcohol and 1,1difluoro-2-bromoallyl alcohol have been synthesized, the first reported synthesis of a fluorinated allyl alcohol ontainable directly from a Grignard reagent. However, synthesis of trifluoroallyl alcohol has not been achieved. Attempts which have been made to synthesize monohydric and polyhydric alcohols indicate that the proposed routes are feasible. A variety of methods have been used in attempts to prepare alpha, bets-unsaturated ketones (Grignard, free-radical, preparation of alkyl lithium derivatives, Friedel-Crafts-type reactions, and preparation of an unsaturated acid) without success. Several of the ketones derived from the addition of a Grignard reagent to Kel-F Acids have been prepared. As intermediates to the preparation of ketones, two alkynes have been made. (auth)},
doi = {},
journal = {},
number = ,
volume = ,
place = {United States},
year = {Wed Oct 31 00:00:00 EST 1956},
month = {Wed Oct 31 00:00:00 EST 1956}
}

Technical Report:
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