1454-57-5

Usage

Physical state

Colorless liquid

Odor

Sweet and floral

Usage in industry

Flavor and fragrance ingredient in food and perfume industry

Other applications

Solvent in chemical reactions, reagent in organic synthesis

Potential pharmaceutical use

Antimicrobial and antioxidant properties

Upstream product

• 24406-16-4 lithium di-n-butylcuprate 
• 94-41-7 benzalacetophenone 
• 109-72-8 n-butyllithium 
• 768-33-2 phenyldimethylsilyl chloride 
• 614-47-1 1,3-diphenyl-propen-3-one 
• 693-03-8 n-butyl magnesium bromide 
• 75-77-4 chloro-trimethyl-silane 
• 693-04-9 butyl magnesium bromide 
• 14371-10-9 (E)-3-phenylpropenal 
• 109-65-9 1-bromo-butane 
• 591-51-5 phenyllithium 
• 109-69-3 n-Butyl chloride 
• 542-69-8 1-iodo-butane 
• 190852-60-9 (E)-2-(Benzyloxymethyl-tert-butyl-methyl-silanyl)-1,3-diphenyl-propenone 

Downstream Products

• 2124-75-6 opt.-inakt. Dimethyl-(1.3-diphenyl-heptyl)-amin 

Relevant academic research and scientific papers

Hydroxyalkylation of Lithiated 3-[(S)-2(Methoxymethy)pyrrolidino]- 1,3-diphenylpropene - an Asymmetric Homoaldol Reaction - an

The hydroxyalkylation of lithiated 3-[(S)-2-(methoxymethyl)pyrrolidino]-l,3-diphenylpropene (2) with aldehydes is completely regioselective giving homoaldol adducts in good yields. The simple diastereoselectivity is low with typical ratios ranging between

Heterogeneous catalytic 1,4-addition of arylmagnesium compounds to chalcones

Copper(II) on a 4 ? molecular sieve support catalyses the chemoselective addition of alkyl- and arylmagnesium halides to chalcones. Only the 1,4-addition products were obtained in high yields.

Enantioselective conjugate addition of diethylzinc to enones with chiral copper-QUIPHOS catalyst influence of the addition of water on the enantioselectivity

The use of a new chiral copper catalyst involving QUIPHOS as ligand in the 1,4-addition of Et2Zn to enones is reported. The dramatic beneficial effect of addition of water or Zn(OH)2 to this system has been investigated, and led to a

Tetraorganogallate complexes in organic chemistry: Michael addition to α, β-unsaturated compounds

Tetraorganogallate complexes, prepared in situ by addition of an organolithium reagent to a triorganogallium, reacted smoothly with α,β- unsaturated compounds to give Michael addition products in high yields, and mixed gallates display very high chemoselectivity in the transfer of one of their ligands.

A chiral (alkoxy)methyl-substituted silicon group as an auxiliary for the stereoselective cuprate addition to α,β-unsaturated ketones: Synthesis of (-)-(R)-phenyl 2-phenylpropyl ketone

The [(benzyloxy)methyl](tert-butyl)methylsilyl group was used as the chiral auxiliary to effect highly diastereoselective conjugate additions of organocuprates to enones. Thus, reaction of several R2CuLi with α-silylated α,β-unsaturated ketones

71. Enantioselective Copper-Catalyzed 1,4-Addition of Grignard Reagents to α,β-Unsaturated Carbonyl Compounds

The enantioselective copper-catalyzed 1,4-addition of Grignard reagents to α,β-unsaturated carbonyl compounds was studied with the following Cu(I) compounds as catalyst precursor and 1,2:5,6-di-O-isopropylidene-3-thio-α-D-glucofuranose (Hsiig) as chiral l

Mechanism of the Grignard Adddition Reaction. XVI. Homolytic and Concerted Mechanisms in the Reaction of α,β-Unsatureted Carbonyl Compounds with Grignard Reagents

Kinetic measurements have shown that the addition of Grignard reagents to α,β-unsaturated carbonyl compounds takes place either by a concerted mechanism or by a homolytic mechanism.Phenylmagnesium bromide, which is incapable of homolysis, reacts rapidly in a 1,4-fashion if an s-cis conformation exists between the C=C and the C=O bonds, but only 1,2-addition takes place if the conformation is s-trans.tert-Butylmagnesium bromide is unsuited to the concerted reaction, but 1,4-addition takes place via homolysis.Primary and secondary Grignard reagents, like phenyl, react rapidly in a concerted manner with s-cis substrates, but unlike phenyl, these Grignard reagents may, with s-trans substrates, produce some 1,4-adduct via the homolytic mechanism.

Direct Michael-Type Addition of Si-Groups to α,β-unsaturated β-Aryl-Substituted Enones with R3SiCl/Bu2Cu(CN)Li2

(E)-5-Benzylidene-2-tert-butyl-6-methyl-1,3-dioxan-4-one (1) undergoes conjugative silylation (Me3Si, Et3Si, tBuMe2Si, Me2PhSi, products 2-5) with the reagent specified in the title.The reaction is highly diastereoselective, with formal anti addition of R