SECONDARY /cap alpha/-DEUTERIUM ISOTOPE EFFECT: THE MECHANISM OF THE CIS- TRANS ISOMERISATION OF MALEIC ACID

Journal Article · Sat Oct 17 00:00:00 EDT 1959 · Chem. & Ind. (London)

OSTI ID:4187803

Seltzer, S

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), Vol. Vol: No. 42; Other Information: Orig. Receipt Date: 31-DEC-60
• Country of Publication: Country unknown/Code not available
• Language: English

Related Subjects

CHEMISTRY
CATALYSIS
DEUTERIUM
FUMARIC ACID
ISOMERS
ISOTOPE EFFECTS
MALEIC ACID
ORGANIC ACIDS
ORGANIC NITROGEN COMPOUNDS
POTASSIUM COMPOUNDS
REACTION KINETICS
SOLUTIONS
WATER