54519-07-2

Basic information

• Product Name: Benzenepropanoic acid, ethenyl ester
• CAS NO: 54519-07-2
• Molecular Formula: C11H12O2
• Molecular Weight: 176.215
• Mol File: 54519-07-2.mol

Chemical Properties

• CAS DataBase Reference: Benzenepropanoic acid, ethenyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenepropanoic acid, ethenyl ester(54519-07-2)
• EPA Substance Registry System: Benzenepropanoic acid, ethenyl ester(54519-07-2)

Safety Data

• Hazardous Substances Data: 54519-07-2(Hazardous Substances Data)

Upstream product

• 108-05-4 vinyl acetate 
• 501-52-0 3-Phenylpropionic acid 

Downstream Products

• 103-25-3 3-phenylpropanoic acid methyl ester 
• 52126-25-7 (S)-3-phenylpropionic acid 2-octyl ester 
• 52126-27-9 (S)-dihydrocinnamic acid 1-phenyl-ethyl ester 
• 52126-26-8 (R)-dihydrocinnamic acid 1-phenyl-ethyl ester 
• 192370-02-8 (S)-(+)-phenyl-2H-azirine-2-methanol 
• 119897-89-1 (R)-3-phenyl-Δ²-isoxazoline-5-methanol 
• 124154-34-3 (S)-5-(Hydroxymethyl)-Δ²-isoxazoline 
• 54656-96-1 (S)-1-(4-pyridyl)ethanol 
• 27854-88-2 (R)-1-(4-pyridinyl)ethanol 

Relevant articles and documents

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Enzymatic synthesis of new C-6-acylated derivatives of NAG-thiazoline and evaluation of their inhibitor activities towards fungal β-N- acetylhexosaminidase

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Au(I) complexes-catalyzed transfer vinylation of alcohols and carboxylic acids

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How substrate solvation contributes to the enantioselectivity of subtilisin toward secondary alcohols

The current rule to predict the enantiopreference of subtilisin toward secondary alcohols is based on the size of the substituents at the stereocenter and implies that the active site contains two differently sized pockets for these substituents. Several experiments are inconsistent with the current rule. First, the X-ray structures of subtilisin show there is only one pocket (the S1- pocket) approximately the size of a phenyl group to bind secondary alcohols. Second, the rule often predicts the incorrect enantiomer for reactions in water. To resolve these contradictions, we refine the current rule to show that subtilisin binds only one substituent of a secondary alcohol and leaves the other in solvent. To test this refined empirical rule, we show that the enantioselectivity of a series of secondary alcohols in water varied linearly with the difference in hydrophobicity (log P/P0) of the substituents. This hydrophobicity difference accounts for the solvation of one substituent in water. Copyright

Novel enzymatic synthesis of 4-O-cinnamoyl quinic and shikimic acid derivatives

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The effect of vinyl esters on the enantioselectivity of the lipase-catalysed transesterification of alcohols

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Probing the specificity of the S1', leaving group, site of subtilisin Bacillus lentus using an enzyme-catalyzed transesterification reaction

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Substituent Effects on the Intramolecular Photochemical Reactions of Phenyl-Ethenyl Non-conjugated Bichromophoric Systems

The effects of substitution on the photochemistry of phenyl-ethenyl bichromophoric systems are reported.Methyl substitution at the 2-, 3-, 5-, and 1,1,2-positions in the pentene moiety of 5-phenylpent-1-ene reduces both reaction efficiency and selectivity but in contrast to intramolecular analogues the photoreaction of 3-phenethylcyclohexene is comparable with that of the corresponding cyclopentene.Incorporation of ester units in the connecting unit between the chromophores or on the ethene inhibits intramolecular cyclisation as does the presence of para OMe, CN, or COMe groups in 5-phenylpent-1-ene.In contrast reaction selectivity and efficiency are greatly promoted by ortho Me or OMe groups and the products reflect exlusive 1,3-cycloaddition.The presence of a para Me group in 5-phenylpent-1-ene leads to specific 2,6-intramolecular cyclisation but the reaction of the meta-Me derivative leads to four products derived from 1,3- and 1,5-intramolecular cycloaddition.The observations are discussed in terms of mechanisms of arene-ethene photoreactions and preferred conformations of the bichromophores.