Stereochemical consequences of halogen atom substitution. 1. Rotational conformer effects in gaseous diastereomeric 2,3-dihalobutanes

Journal Article · Thu Mar 22 04:00:00 EST 1990 · Journal of Physical Chemistry; (USA)

DOI:https://doi.org/10.1021/j100369a023· OSTI ID:6546999

Sharma, R B; Meyer, R J; Rack, E P ^[1]; Ferrieri, R A; Wolf, A P ^[2]

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1. Univ. of Nebraska, Lincoln (USA)
2. Brookhaven National Laboratory, Upton, NY (USA)

The stereochemical consequences of translationally excited {sup 38}Cl-for-X ( X = F, Cl) substitution in (2S,3R)-meso- and (2S,3S)-dl-difluorobutane, (2S,3R)-dl- and (2S,3S)-dl-chlorofluorobutane, and (2S,3R)-meso- and (2S,3S)-dl-dichlorobutane were studied in the gas phase. Although retention of configuration was determined to be the dominant substitution pathway, substantial inversion product yields were observed in all cases. A comparison of these yields revealed that the (S,R) configuration within each set always gave a smaller yield of the inverted product than the (S,S) configuration.

• OSTI ID: 6546999
• Journal Information: Journal of Physical Chemistry; (USA), Journal Name: Journal of Physical Chemistry; (USA) Vol. 94:6; ISSN 0022-3654; ISSN JPCHA
• Country of Publication: United States
• Language: English

Related Subjects

37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
400201* -- Chemical & Physicochemical Properties
ALKANES
BUTANE
CHEMICAL REACTIONS
DATA
DATA ANALYSIS
EXPERIMENTAL DATA
GAS ANALYSIS
HYDROCARBONS
INFORMATION
MEASURING INSTRUMENTS
MEASURING METHODS
NUMERICAL DATA
ORGANIC COMPOUNDS
ORGANIC HALOGEN COMPOUNDS
STEREOCHEMISTRY