Hydroxyphenyl-3-butanone

SYNS 2-BUTANONE, 4-(4-HYDROXYPHENYL)- FE L No. 2588 FR.AMBINONE p-HYDROXY-BENZYL ACETONE 4-(4-HYDROXYPHENYL)-2-BUTANONE l-(p-HYDROXYPHENYL)-3-BUTANONE... 

Synonyms 2-Butanone, 4-(4-hydroxyphenyl)- Frambinone 4-Hydroxybenzylacetone p-Hydroxybenzylacetone 1-(p-Hydroxyphenyl)-3-butanone... 

The character impact compound is the raspberry ketone , i. e. l-(p-hydroxyphenyl)-3-butanone (Vn). Its concentration is 2mg/kg and its odor threshold is 5 pg/kg (water). The starting point for the biosynthesis of VII is the condensation reaction of p-cumaroyl-CoA with malonyl-CoA (cf. Formula 18.38). Additional aroma notes are provided by (Z)-3-hexenol, a- and P-ionone. 

Hydroxybenzaldehyde has an agreeable aromatic odor, but is not itself a fragrance. It is, however, a useful intermediate in the synthesis of fragrances. The methyl ether of -hydroxybenzaldehyde, ie, -anisaldehyde, is a commercially important fragrance. Anisaldehyde can be made in a simple one-step synthesis from hydroxybenzaldehyde and methyl chloride. Another important fragrance, 4-(p-hydroxyphenyl)butanone, commonly referred to as raspberry ketone, can be prepared from the reaction of -hydroxybenzaldehyde and acetone, followed by reduction (see Flavors and spices). 

C10H13NO2 l-(2-Hydroxyphenyl)-l-butanone oxime Ebctraction-photometric Fe 3... 

Raspberry ketone is prepared by alkali-catalyzed condensation of the alkali salt of 4-hydroxybenzaldehyde and acetone, followed by selective hydrogenation of the double bond in the resulting 4-hydroxybenzalacetone. Other syntheses start from phenol which is converted into 4-(4-hydroxyphenyl)-2-butanone with methyl vinyl ketone (e.g., in the presence of phosphoric acid) [179] or with 4-hydroxy-2-butanone in the presence of concentrated sulfuric acid [180]. 

Methyl eugenol 013,4-dimethoxy-l-allylbenzene [95-15-2] was fust characterized in 1915 as a powerful attractant for the male oriental fruit fly, Dams dorsalis, and attracts at least 60 other closely related Dams spp. Raspberry ketone [5471-51-2] or l-(4-/>-hydroxyphenyl)-2-butanone [5471-51-2] (174) is an equally powerful attractant for the melon fly, Dams mmrbitae, and the Queensland fmit fly, D. tryoni, and at least 180 other closely related Dams spp. The acetyl ester (cue-lure) (175) is more volatile and is a synthetic parakairomone especially effective for monitoring infestations by these species. Methyl eugenol and cue-lure [3572-06-3] have been used successfully in "male annihilation" of the oriental fmit fly and the melon fly by applying them to fiber board blocks or pieces of twine together with malathion or naled insecticides and distributing them over infested areas at doses of 15 g of attractant and 1 g of the insecticide per ha. 

Hydroxyphenyl)-2-butanone 4 -0-f)-D-(2,6-di-0-galloyl)glucopyranoside (phenolic glycoside) Rheum palmatum (Polygonaceae) PEP (11 pM) [116]... 

Hydroxyphenyl)-2-butanone 4 -0-[3-d-(2-0-galloyl-6- O-cinnamoyl)-Glc (phenolic glycoside) 4(4-Hydroxyphenyl)-2-butanone 4 -0-p-l>(6-0-galloyl-2-0-cinnamoyl)-Glc (phenolic glycoside) Licuraside (= Iso-liquiritigenin-4-P-D-apiofuranosyl-2 -P-D-Glc ... 

BUTANONE, 4-(4-HYDROXY-3-METHOXYPHENYL)- see VFPlOO 2-BUTANONE, 4-(4-HYDROXYPHENYL)- see RBUOOO 2-BUTANONE, 4-(p-METHOXYPHENYL)-(6CI,7CI,8CI) see MFF580... 

HYDROXYPHENYL)-2-BUTANONE see RBUOOO 4-(p-HYDROXYPHENYL)-2-BUTANONE (ECC) see RBUOOO... 

Melon fly attractant 4-(4-hydroxyphenyl)-2-butanone acetate Melon fly 11-45... 

Propionic 4-(p-Hydroxyphenyl)-2-butanone Isoamyl acetate l-Penten-3-ol... 

Hydroxyphenyl-2-butanone a-ionone Isobutyl butyrate Lemon essential oil Maltol... 

Fraisse and Maquin [191] utilized BjE linked scan to demonstrate traces - on the fg level - of hydroxyphenyl 2-butanone, the natural flavour of strawberry. 

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