ISSN:
1573-9171
Source:
Springer Online Journal Archives 1860-2000
Topics:
Chemistry and Pharmacology
Notes:
Conclusions 1. The most active and selective catalysts for carbonylation of L-menthol, D,L-menthol, p-menthene, and 2,6-dimethyl-2,7-octadiene are BF3·2C2H5COOH, BF3·2CH3COOH, BF3·2CH2C1COOH, BF3·2CH2C1COOH, and BF3·2CH2C1COOH-BF3·2CH3COOH (3∶1). 2. The primary products of the carbonylation of L-menthol, D,L-menthol, and p-menthene-1 are trans- and cis-p-menthane-l-carboxylic and trans-p-menthane-8-carboxylic acids. 3. The carbonylation of 2,6-dimethyl-2,7-octadiene in the presence of BF3-complex catalysts proceeds by cyclization to cyclohexyl and cycloheptyl carbonium ions, reacting with CO and H2O with the formation of 1,2,2,6-tetramethylcyclohexane-1-carboxylic acid (70–75%), a mixture (3∶1) of 1,4,4-trimethyl- and 3,3,7-trimethylcycloheptane-1-carboxylic acids (10–12%), and also a mixture of cis-p-menthane-4-carboxylic and trans-p-menthane-8-carboxylic acids (15–20%).
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1007/BF00923582
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