Cinnamaldehydes

When cinnamaldehyde, succinic acid and acetic anhydride are heated in the presence of litharge (PbO), the aldehyde and the succinic acid condense to give the dicarboxylic acid (I), which undergoes decarboxylation to give the pale yellow crystalline 1,8-diphenyloctatetrene (II), Kuhn has shown that as the... 

For this preparation, the cinnamaldehyde must first be purified by careful redistillation at the water-pump, and a fraction of steady b.p. (e.g., i26°/i5 mm.) collected. 

The aldehyde is the readily available cinnamaldehyde the bromide ean be made from - cresol. 

Acrylaldehyde (not acrolein) Benzaldehyde Cinnamaldehyde 2-Furaldehyde (not furfural)... 

CINNAMCACm, CINNAMALDEHYDE AND CINNAMYL ALCOHOL] (Vol 6) Cinnamyl alcohol [104-54-1]... 

CINNAMIC ACID, CINNAMALDEHYDE AND C INN AMYL ALCOHOL] pol 6) [FEEDSTOCKS - COAL CHEMICALS] pol 10)... 

The Diabrotica spp. com rootworm beetles are specifically attracted to a variety of plant-produced phenylpropanoids, eg, ( )-cinnamaldehyde [14371-10-9] for the southern com rootworm D. undecimpunctata howardr, ( )-cinnamyl alcohol [4407-36-7] for the northern com rootworm D. barberi and indole [120-72-9] for the western com rootworm, D. virgifera virgifera. Especially powerflil lures for these rootworm beetles are 2-(4-methoxyphenyl)ethanol for the northern com rootworm and 4-methoxycinnamaldehyde [71277-11-7] (177) for the western com bootworm. 

A number of other valuable aroma chemicals can be isolated from essential oils, eg, eugenol from clove leaf oil, which can also, on treatment with strong caustic, be isomerked to isoeugenol, which on further chemical treatment can be converted to vanillin (qv). Sometimes the naturally occurring component does not requke prior isolation or concentration, as in the case of cinnamaldehyde in cassia oil which, on dkect treatment of the oil by a retro-aldol reaction, yields natural ben2aldehyde (qv). This product is purified by physical means. 

Other commonly occurring chemical groups ia essential oils iaclude aromatics such as P-phenethyl alcohol, eugenol, vanillin, ben2aldehyde, cinnamaldehyde, etc heterocycHcs such as iadole (qv), pyra2iaes, thia2oles, etc hydrocarbons (Liaear, branched, saturated, or unsaturated) oxygenated compounds such as alcohols, acids, aldehydes, ketones, ethers and macrocyclic compounds such as the macrocyclic musks, which can be both saturated and unsaturated. 

Aromatic aldehydes (100), eg, cinnamaldehyde, and ketones (101) react ia a similar manner (eq. 4). Ketones containing reactive methyl or methylene groups give with succiaates, ia the presence of sodium hydride, both the Stobbe condensation and the formation of diketones by a Claisen mechanism (102) (eq. 5). 

Cinnamaldehyde, [14371-10-9] CgH CH=CHCHO (bp, 253°C at 101.3 kPa), produced by the alkaline condensation of benzaldehyde and acetaldehyde is the main ingredient in cassia oil. It is used in soap perfumes and as an intermediate in the production of other flavor and fragrance compounds. 

Pyrolytic Decomposition. The pyrolytic decomposition at 350—460°C of castor oil or the methyl ester of ricinoleic acid spHts the ricinoleate molecule at the hydroxyl group forming heptaldehyde and undecylenic acids. Heptaldehyde, used in the manufacture of synthetic flavors and fragrances (see Elavors and spices Perfumes) may also be converted to heptanoic acid by various oxidation techniques and to heptyl alcohol by catalytic hydrogenation. When heptaldehyde reacts with benzaldehyde, amyl cinnamic aldehyde is produced (see Cinnamic acid, cinnamaldehyde, and cinnamyl... 

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