91143-05-4

Basic information

• Product Name: ACETIC ACID 4-(3-OXO-PROPYL)-PHENYL ESTER
• Synonyms: ACETIC ACID 4-(3-OXO-PROPYL)-PHENYL ESTER;Benzenepropanal, 4-(acetyloxy)-;WENULEHSFGYALU-UHFFFAOYSA-N
• CAS NO: 91143-05-4
• Molecular Formula: C₁₁H₁₂O₃
• Molecular Weight: 192.21118
• Mol File: 91143-05-4.mol
• Article Data: 13

Chemical Properties

• Boiling Point: 292.4°C at 760 mmHg
• Flash Point: 126.4°C
• Appearance: /
• Density: 1.106g/cm³
• Vapor Pressure: 0.00184mmHg at 25°C
• Refractive Index: 1.51
• CAS DataBase Reference: ACETIC ACID 4-(3-OXO-PROPYL)-PHENYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: ACETIC ACID 4-(3-OXO-PROPYL)-PHENYL ESTER(91143-05-4)
• EPA Substance Registry System: ACETIC ACID 4-(3-OXO-PROPYL)-PHENYL ESTER(91143-05-4)

Safety Data

• Hazardous Substances Data: 91143-05-4(Hazardous Substances Data)

Usage

InChI:InChI=1/C11H12O3/c1-9(13)14-11-6-4-10(5-7-11)3-2-8-12/h4-8H,2-3H2,1H3

Upstream product

• 2628-16-2 p-acetoxystyrene 
• 201230-82-2 carbon monoxide 
• 107866-55-7 4-(3-hydroxypropyl)phenyl acetate 
• 23795-02-0 3-(4-hydroxy-phenyl)-propionic acid ethyl ester 
• 10210-17-0 3-(4-hydroxyphenyl)propan-1-ol 
• 64-18-6 formic acid 
• 1202495-53-1 1-hydroxy-3-(4-acetoxyphenyl)-2-propen 

Downstream Products

• 950186-11-5 3-(4-acetoxyphenyl)propanenitrile 
• 1172115-59-1 (S)-4-(3-hydroxyhex-5-enyl)phenyl acetate 
• 107866-55-7 4-(3-hydroxypropyl)phenyl acetate 
• 1415609-87-8 (2R,4S,6R)-2-(4-hydroxyphenethyl)-6-(4-hydroxyphenyl)tetrahydro-2H-pyran-4-ol 
• 1415609-85-6 (1R,3R,5R)-1,7-bis(4-hydroxyphenyl)-1,5-epoxy-3-hydroxyheptane 
• 1415609-86-7 (1S,3R,5S)-1,7-bis(4-hydroxyphenyl)-1,5-epoxy-3-hydroxyheptane 
• 1415609-84-5 (1S,3S,5S)-1,7-bis(4-hydroxyphenyl)-1,5-epoxy-3-hydroxyheptane 

Relevant articles and documents

Multicatalytic approach to one-pot stereoselective synthesis of secondary benzylic alcohols

One-pot procedures bear the potential to rapidly build up molecular complexity without isolation and purification of consecutive intermediates. Here, we report multicatalytic protocols that convert alkenes, unsaturated aliphatic alcohols, and aryl boronic acids into secondary benzylic alcohols with high stereoselectivities (typically >95:5 er) under sequential catalysis that integrates alkene cross-metathesis, isomerization, and nucleophilic addition. Prochiral allylic alcohols can be converted to any stereoisomer of the product with high stereoselectivity (>98:2 er, >20:1 dr).

Synthesis of tetrahydropyranyl diarylheptanoids from Dioscorea villosa

Concise syntheses of four tetrahydropyranyl diarylheptanoids isolated from Dioscorea villosa have been described. The key features include Prins cyclization to construct the tetrahydropyran cores, Keck asymmetric allylation, and Mitsunobu inversion. Optimization of the Prins cyclization conditions in order to minimize racemization has been described. Our syntheses also confirmed the absolute stereochemistry of the natural products.

Influence of the 4-substituents on the reversal of enantioselectivity in the asymmetric hydroformylation of 4-substituted styrenes with PtCl(SnCl 3)[(2 S, 4 S)-BDPP]

The enantioselectivity of the asymmetric hydroformylation of 4-substituted styrenes in the presence of an in situ catalyst, formed from PtCl(SnCl 3)[(2S,4S)-BDPP] and tin(II) chloride, was influenced by the reaction temperature. The preferred formation of the S and the R enantiomers of the branched aldehyde regioisomers (2a-g) was observed at low and high temperatures, respectively. The electron-donor or electron-acceptor properties of the para substituents of styrene show correlation with the changes in enantioselectivity, especially with the reversal temperature of the enantioselectivity. The reversibility of the formation of the Pt-branched alkyl intermediates, leading to the corresponding R and S enantiomers of 2-arylpropanals, depends on the Hammett constants. The electronic effect of para substituents was investigated by quantum chemical methods employing the simple olefin adducts [HPt(PH 3)2(olefin)(SnCl3)]. Excellent linear correlation was found between the para substituent constants and the electrostatic potential at nuclei of the platinum atom. Equally good correlation has been established for the other atoms as well in the coordination sphere of Pt.