Senecioic acids

No connection appears to have been traced between the Seneeio alkaloids and the senecioic acid ( /S-dimethylacrylic acid) found by Asahina in Senedo Kaempferi. ... 

Sand as diluent to prevent caking, 33,98 Saponification, of ethyl linoleate, 32, 78 of ethyl linolenate, 22, 84 of natural oils, 22, 75, 79, 82 Screen, protective, 22, 97 Seal, rubber tube, for stirrer shaft, 21,40 Senecioic acid, 23, 27 Separatory funnel, large, construction of, 23,10S... 

In the Madera cockroach, Leucophaea maderae, male calling behavior involves the release of a sex pheromone from the abdominal sternal glands. The extracts of sternal glands attracted conspecific females over a distance and the compounds responsible were identified as hydroxy-3-butan-2-one, (27 , 37 )-butanediol, senecioic acid and ( )-2-octenoic acid. The same components are also present in the male tergal glands. 

In the first reports on the use of esters of 4-bromo-2-butenoic acid (191a and b, crotonic acid) and of 4-bromo-3-methyl-2-butenoic acid (191c, senecioic acid), the corresponding Reformatsky reactions with benzaldehyde were performed with the old-fashioned procedure, which required heating the haloester, the aldehyde and granulated zinc in benzene/ether mixtures at reflux temperature. 

The boll weevil antifeedants, anthranilic acid, gentisic acid, senecioic acid, trans-cinnamic acid, trans-cinnamaldehyde and camphor have been Isolated from the Peruvian plant Alchornea triplinervia (Euphorbiaceae). Anthranilic acid and camphor also showed significant Inhibition of growth of the tobacco budworm. 

Compound 3 was shown to be senecioic acid based on IR, NMR, and mixed melting point comparison with an authentic sample (Aldrich Chemical Company). 

The results of the boll weevil antifeedant bioassays with anthrani-lic acid, gentisic acid, senecioic acid, cinnamaldehyde and cinnamic acid are presented in Table II. Camphor was not bio-assayed due to its extreme volatility. However camphor is a known moth repellent (8) and is probably a boll weevil antifeedant since the fraction from which it was isolated was active. 

C5H9F 4-fluoro-3-methyl-1-butene 66213-82-9 309.31 26.103 2 5216 C5H9NO senecioic acid amide 4479-75-8 444.47 38.576 2... 

Scheme 73 shows the results of alkylations of dilithium and dicopper(I) dianions (148) of senecioic acid /V-isopropylamide with alkylting agents of various classes. A major difference in the behavior of (148 M = Cu ) and the corresponding dicopper(I) dianion of senecioic acid itself was that a significant... 

Thermolysis of the sulfone 58 gave 58% of a mixture of geraniol (25) and nerol (27) ethyl ethers. Starting from senecioic acid (59), Katzenellenbogen has continued studies of the addition of prenyl halides (15, R = halogen) to the dianion in presence of copper. Copper ion also influenced the addition of prenyl bromide (15, R = Br) to the anion of the V-methylamide of 59, its presence transforming a yield of 98% of the a-addition product to 83% of the y-product, geranic acid V-methylamide [as a mixture of (Z)- and ( )-isomers]. ... 

The original method by Cookson et al. for the preparation of the ocimenones (89) has been reexamined by Weyerstahl et al., who foimd that the proportion of ( )-89 to (Z)-89 is 3 1 rather than 9 1, as originally reported. This C5 + C5 coupling which Cookson (and de Villiers et al. ) carried out with isoprene and the acid chloride of senecioic acid (59) (cf. Vol. 4, p. 47, Refs. 160 and 161), has also been realized by Julia (cf. Vol. 4, p. 473, Refs. 158 and 159), who has published more recent developments. A Russian patent claims that the oxidation of the allene 99 with pyridnium chlorochromate followed by isomerization with powdered potassium hydroxide gives (Z)-tagetone [(Z)-88] stereoselectively. 

New naturally occurring monoterpenes having the artemisia skeleton include artemisia ketone epoxide (208), isolated from Artemisia vulgaris and synthesized from prenyl chloride (15, R = Cl), and senecioic acid (59) chloride under Grignard conditions.( + )-Artemisia alcohol (209) has been isolated from A. herba alba [the usually encountered form is the (- )-(S)-isomer (- )-209]. An incompletely characterized triacetate 210 is also reported from the Brazilian plant Calea oxylepis. ... 

E.28) (E.28) 2-Butenoic acid, 3-methyl-, 3-methylbut-2-enoic acid, 3,3-dimethylacrylic acid, senecioic acid [541-47-9] FEMA 3187... 

Six tropane alkaloids have been isolated from the aerial parts of Schizanthus hookeri. Besides tropan-3a-ol (2a) and its senecioic acid ester (2f), tropane-3a,63-diol (2d) and its monoesters with angelic (2c), tiglic (2d), or senecioic acid (2b), respectively, were identified. 

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