Summary
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1.
Twelve previously undescribed alkylgeranylacetic acids containing alkyl substituents with from 1 to 15 carbon atoms and thirteen corresponding alkylgeranylmalonic esters were synthesized and characterized. Three previously undescribed 2-alkyl-5,9-dimethyldecanoic acids were also prepared and characterized.
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2.
The previously undescribed dibutyl geranylmalonate and dibutyl ethylgeranylmalonate were synthesized and characterized.
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3.
Some data are given on the relation of the biological properties of disubstituted acetic acids to their structures: the bacteriostatic action of alkylgeranylacetic acids becomes more intense as the degree of branching of the alkyl substituent increases. The bacteriostatic action of alkyldimethyldecanoic acids is only slightly weaker than that of the corresponding unsaturated acids.
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Literature cited
N. D. Zelinskii, L. S. Bondar', V. N. Kost, and B. V. Lifshits, Izv. AN SSSR. Otd. khim. n. 96 (1951).
N. D. Zelinskii and L. S. Bondar', Higher Fatty Acids and Their Behavior Toward Tubercular Bacilli [in Russian], Izd, obshch. ispyt. prirody, Moscow (1951).
N. D. Zelinskii and L. S. Bondar', Byull. Inst. tuberk. AMN SSSR, No. 1, 3 (1946).
Th. Wagner-Jauregg and H. Arnold, Liebigs Ann. Chem.529, 274 (1937).
Z. Bellen and B. Sekowska, Chem. Anal.2, 35 (1957).
ChaiKun', Zh. obshch, khimii31, 1554 (1961).
A. V. Bogatskii and N. A. Goryachuk, Zh. obshch. khimii31, 2419 (1961).
R. Adams, W. M. Stanley, and H. A. Stearns, J. Amer. Chem. Soc.50, 1475.
E. Reade, G. Ruchor, and R. Bernett, Organic Syntheses [Russian translation], Moscow, IL, Collection2 (1949).
A. Verley, Bull. soc.chim. France, (4),41, 778 (1927).
T. Contzen-Crowett. Bull. soc. chim. Belg,35, 192 (1926).
M. Asano and T. Moroe, J. Pharm. soc. Japan69, 376 (1949); Chem. Abstrs44, 3080a (1950).
L. S. Bondar', Author's Certificate USSR 121,124, Byulleten' izobret. 10 (1959).
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For Communication 2 see [1].
Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 11, pp. 1996–2000, November 1965
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Bondar', L.S., Okunev, R.A. Higher fatty acids Communication 3. Alkyl-substituted geranylacetic acids. Russ Chem Bull 14, 1961–1965 (1965). https://doi.org/10.1007/BF00845890
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DOI: https://doi.org/10.1007/BF00845890