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Dibenzylideneacetone or dibenzalacetone, often abbreviated dba, is an organic compound with the formula C 17 H 14 O. It is a pale-yellow solid insoluble in water, but soluble in ethanol. It is a pale-yellow solid insoluble in water, but soluble in ethanol.
Benzylidene acetal of glucose.. Benzylidene compounds are, formally speaking, derivatives of benzylidene, although few are prepared from the carbene.Benzylidene acetal is a protecting group in synthetic organic chemistry of the form PhCH(OR) 2.
Benzylideneacetone can be efficiently prepared by the base-induced condensation of acetone and benzaldehyde: [3]. CH 3 C(O)CH 3 + C 6 H 5 CHO → C 6 H 5 CH=CHC(O)CH 3 + H 2 O. However, the benzylideneacetone formed via this reaction can undergo another Claisen-Schmidt condensation with another molecule of benzaldehyde to form dibenzylideneacetone.
Tris(dibenzylideneacetone)dipalladium(0) or [Pd 2 (dba) 3] is an organopalladium compound. The compound is a complex of palladium (0) with dibenzylideneacetone (dba). It is a dark-purple/brown solid, which is modestly soluble in organic solvents.
Dibenzylideneacetone is a well known dienone. A dienone is a class of organic compounds with the general formula (R 2 C=CR) 2 C=O, where R is any substituent, but often H.They are formally "derived from 1,4-diene compounds by conversion of a –CH2– group into –C(=O)– group", resulting in "a conjugated structure".
[1] [2] [3] An example is the synthesis of dibenzylideneacetone ((1E, 4E)-1,5-diphenylpenta-1,4-dien-3-one). [ 4 ] Quantitative yields in Claisen–Schmidt reactions have been reported in the absence of solvent using sodium hydroxide as the base and plus benzaldehydes . [ 5 ]
Dibenzyl ketone, or 1,3-diphenylacetone, is an organic compound composed of two benzyl groups attached to a central carbonyl group. This results in the central carbonyl carbon atom being electrophilic and the two adjacent carbon atoms slightly nucleophilic.
BINAP is used in organic synthesis for enantioselective transformations catalyzed by its complexes of ruthenium, rhodium, and palladium. [2] As pioneered by Ryōji Noyori and his co-workers, rhodium complexes of BINAP are useful for the synthesis of (–)-menthol.