Goryaev, M. I. published the artcileSynthesis of cyclopentane carbocylic acids, HPLC of Formula: 18928-94-4, the publication is Trudy Instituta Khimicheskikh Nauk, Akademiya Nauk Kazakhskoi SSR (1967), 77-87, database is CAplus.
C5H9 = cyclopentyl throughout this abstract A homologous series of cyclopentanecarboxylic acids of the general type I was synthesized and their ir spectra studied. Grignard reaction between C5H9Br and CO2 yielded 45% I (n = 0), b2 83°, n20D 1.4535. Treatment of di-Et Na malonate with C5H9Br gave 60% di-Et cyclopentanemalonate, b3 130-2°, n20D 1.4430, converted into the free acid and decarboxylated to yield I (n = 1), b3 93°, n20D 1.4522. Grignard reagent prepared from 140 g. C5H9Br and 9 g. Mg was treated at -10° with 20 g. ethylene oxide in 35 ml. ether to yield a distillation fraction containing crude C5H9(CH2)2OH, brominated to give 71% C5H9(CH2)2Br, b19 75-7°, n20D 1.4860; treatment with KCN yielded 53% corresponding nitrile, b2-3 62-8°, n20D 1.4500; hydrolysis of this gave 65.4% I (n = 2), b2 96-7°, n20D 1.4563. Condensation of C5H9(CH2)2Br with di-Et Na malonate yielded 30% di-Et (2-cyclopentylethyl)malonate, b2 136-8°, n20D 1.4442, decarboxylation of which gave 90% I (n = 3), b7 145-50°, n20D 1.4518. Cyclopentanebutanol, b2 85-6°, n20D 1.4610, d2020 0.9033; C5H9(CH2)4Br, b17 110-12°, n20D 1.4820, d2020 1.1872; C5H9(CH2)4CN, b17 124-6°, n20D 1.4575; and I (n = 4), b2 124-8°, n20D 1.4595, d2020 0.9752, were obtained from C5H9(CH2)2Br and ethylene oxide as starting materials in 55, 64, 88, and 81% yields, resp. Reaction between C5H9(CH2)4Br and di-Et Na malonate yielded 49.3% di-Et (4-cyclopentylbutyl)malonate, which on decarboxylation gave 69.7% I (n = 5), b2 127-30°, n20D 1.4542, d2020 0.9520. A mixture of air and ozone was passed through a solution of 60 g. Me oleate in AcOEt until neutral to reaction with Br; to the cooled solution 4 g. Zn dust in 2 ml. H2O was added, followed by 36 g. Zn in small portions and 4 ml. H2O on completion of the reaction; the mixture was stirred until neutral to the KI-starch test and worked up to yield 70% Me 8-formyloctanoate (II), b2 113°, n20D 1.4380. Grignard reaction between C5H9(CH2)2Br and II yielded 20% Me 11-cyclopentyl-9-hydroxyundecanoate; C5H9(CH2)4Br and II gave 15% Me 13-cyclopentyl-9-hydroxytridecanoate. Extensive ir data were given.
Trudy Instituta Khimicheskikh Nauk, Akademiya Nauk Kazakhskoi SSR published new progress about 18928-94-4. 18928-94-4 belongs to bromides-buliding-blocks, auxiliary class Bromide,Aliphatic cyclic hydrocarbon, name is (2-Bromoethyl)cyclopentane, and the molecular formula is C7H13Br, HPLC of Formula: 18928-94-4.
Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary