SECONDARY /cap alpha/-DEUTERIUM ISOTOPE EFFECT: THE MECHANISM OF THE CIS- TRANS ISOMERISATION OF MALEIC ACID
Journal Article
·
· Chem. & Ind. (London)
OSTI ID:4187803
The cis-trans isomerization of maleic acid to fumaric acid, catalyzed by aqueous potassium thiocyanate. was investigated and found to be consistent with Streitwieser"s analysis of the secondary alpha -deuterium isotope effect Maleic acid with maleic acid-2: 3-d/sub 2/ exhibited an inverse isotope effect, kH/kD= 0.885 plus or minus 0.012 at 80 deg C. Carbon 2 or 3, having sp/sup 2/- hybridization in the initial state (C-H out-ofplane bending frequency: approximately 700 cm/sup -1/), was partially converted to an sp/sup 3/- tetrahedral carbon in the transition state. (C.J.G.)
- Research Organization:
- Brookhaven National Lab., Upton, N.Y.
- NSA Number:
- NSA-14-007329
- OSTI ID:
- 4187803
- Journal Information:
- Chem. & Ind. (London), Journal Name: Chem. & Ind. (London) Vol. Vol: No. 42
- Country of Publication:
- Country unknown/Code not available
- Language:
- English
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