142. Investigations of the olefinic acids. Part VII. The preparation of ? ? -acids

Synthesis of Some Novel Carboxylie Acids and Insecticidal Activity of Their Esters

“…(3). Ethyl 2-isopropyl-3-hexenoate (29.7 g) was treated as described for the acid 1 to give 18.4 g (72%) of 3,PMR (60 MHz,CCI 4 ) b: 0.8 ~ 1.3 (9H, m, CH 3 x3), 1.8~2.3 (3H, m, CH 2 -C=C and CHMe 2 ), 2.6 (IH, d-d, J=8 Hz and I Hz), 5.4-5.7 (2H, m, CH = CH), 11.9 (1 H, s, COO H). (4).…”

“…3,. Sodium cyanide (31.6 g) was added to the bromide 11 (6 g) in DMSO (40 ml) and the mixture was stirred for 30 min at 50'C.…”

“…Methyl 3-pentenoate 3 ) and ethyl 3-hexenoate 3 ) were alkylated at ex-position with ethyl or isopropyl halides, and the alkylated products were hydrolyzed to acids (1, 2, 3) (Fig. 1).…”

“…The above acids (1,2,3,5,6,14) were converted to acid chlorides and esterified with 3-phenoxybenzyl alcohol (Fig. 3).…”

Substrate specificity of cotton glyoxysomal enoyl‐CoA hydratase

“…puns-2-Hexenoic acid was purchased from Fluka AC, truns-2-octenoic acid from Aldrich Chemical Co (Milwaukee WI), frans-2-decenoic acid from Fairfield Chemical Co. (Blythewood SC) and Duns-2hexadecenoic acid from ICN Pharmaceuticals (Plainview NY). Synthesis of trans-2-dodecenoic and tnzns-2-tetradecenoic acids was as in [7]. All acids were purified by recrystallization from light petroleum (60-90°C b.p.…”