54435-79-9

Basic information

• Product Name: 2-Buten-1-one, 1,3-diphenyl-, (Z)-
• CAS NO: 54435-79-9
• Molecular Formula: C16H14O
• Molecular Weight: 222.287
• Mol File: 54435-79-9.mol
• Article Data: 46

Chemical Properties

• CAS DataBase Reference: 2-Buten-1-one, 1,3-diphenyl-, (Z)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Buten-1-one, 1,3-diphenyl-, (Z)-(54435-79-9)
• EPA Substance Registry System: 2-Buten-1-one, 1,3-diphenyl-, (Z)-(54435-79-9)

Safety Data

• Hazardous Substances Data: 54435-79-9(Hazardous Substances Data)

Upstream product

• 98-86-2 acetophenone 
• 1749-19-5 phenyl(1-phenylethylidene)amine 
• 5994-87-6 diphenylphosphinamide 
• 108-95-2 phenol 
• 75-15-0 carbon disulfide 
• 7446-70-0 aluminium trichloride 
• 10035-10-6 hydrogen bromide 
• 71-43-2 benzene 
• 7647-01-0 hydrogenchloride 
• 93818-68-9 1.3-diphenyl-buten-(2t)-one-⁽¹⁾-semicarbazone 
• 100-58-3 phenylmagnesium bromide 
• 3461-50-5 methyl trans-3-methylcinnamate 
• 4894-24-0 3,5-diphenyl-5-methyl-4,5-dihydroisoxazole 
• 122-51-0 orthoformic acid triethyl ester 

Downstream Products

• 93818-68-9 1.3-diphenyl-buten-(2t)-one-⁽¹⁾-semicarbazone 
• 136344-30-4 3-methyl-4-nitro-1,3-diphenylpentan-1-one 
• 65-85-0 benzoic acid 
• 20698-95-7 (3S)-1,3-diphenylbutan-1-one 
• 1533-20-6 (3R)-1,3-diphenylbutan-1-one 
• 126280-21-5 2,3-dimethyl-3,5-diphenyl-3H-pyrrole 
• 128260-01-5 3-methyl-1,3-diphenylpentane-1,4-dione 
• 4435-52-3 rac-1,3-diphenyl-1-butanol 
• 7463-18-5 C₁₆H₁₅NO₂ 
• 63257-42-1 (-)-(2R,3S)-trans-Dypnone oxide 
• 66365-00-2 (+)-(R)-1,2-Diphenyl-2-methyl-1,3-propanedione 
• 612-71-5 1,3,5-triphenylbenzene 
• 103323-00-8 ((Z)-1,3-Diphenyl-buta-1,3-dienyloxy)-trimethyl-silane 
• 103323-02-0 ((E)-1,3-Diphenyl-buta-1,3-dienyloxy)-trimethyl-silane 

Relevant articles and documents

Chemoselective reduction of ?,￠-unsaturated carbonyl and carboxylic compounds by hydrogen iodide

The selective reduction of ?,￠-unsaturated carbonyl compounds was achieved to produce saturated carbonyl compounds with aqueous HI solution. The introduction of an aryl group at an ? or ￠ position efficiently facilitated the reduction with good yield. The reaction was applicable to compounds bearing carboxylic acids and halogen atoms. Through the investigation of the reaction mechanism, it was found that Michael-type addition of iodide occurred to produce ￠-iodo compounds followed by the reduction of C-I bond via anionic and radical paths.

HIGHLY ENANTIOSELECTIVE ACCESS TO CYCLIC BETA-AMINO ACIDS

Disclosed herein is a method of forming a compound of formula I: wherein the substituents are defined in the specification. In particular, the compounds of formula I can be converted to amino acids bearing quaternary stereocenters with exceptional optical purities.

Alcohol Dehydrogenases and N-Heterocyclic Carbene Gold(I) Catalysts: Design of a Chemoenzymatic Cascade towards Optically Active β,β-Disubstituted Allylic Alcohols

The combination of gold(I) and enzyme catalysis is used in a two-step approach, including Meyer–Schuster rearrangement of a series of readily available propargylic alcohols followed by stereoselective bioreduction of the corresponding allylic ketone intermediates, to provide optically pure β,β-disubstituted allylic alcohols. This cascade involves a gold N-heterocyclic carbene and an enzyme, demonstrating the compatibility of both catalyst types in aqueous medium under mild reaction conditions. The combination of [1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene][bis(trifluoromethanesulfonyl)-imide]gold(I) (IPrAuNTf2) and a selective alcohol dehydrogenase (ADH-A from Rhodococcus ruber, KRED-P1-A12 or KRED-P3-G09) led to the synthesis of a series of optically active (E)-4-arylpent-3-en-2-ols in good yields (65–86 %). The approach was also extended to various 2-hetarylpent-3-yn-2-ol, hexynol, and butynol derivatives. The use of alcohol dehydrogenases of opposite selectivity led to the production of both allyl alcohol enantiomers (93->99 % ee) for a broad panel of substrates.