117405-47-7

Basic information

• Product Name: 1-phenylethyl propionate
• Synonyms: 1-Phenyl-1-ethyl propionate; Benzenemethanol, alpha-methyl-, propanoate; Benzyl alcohol, alpha-methyl-, propionate; FEMA No. 2689; Methylphenylcarbinyl propionate; NSC 406571; Phenylmethylcarbinyl propionate; Propionic acid, alpha-methylbenzyl ester; Styrallyl propionate; Styralyl propionate; alpha-Methylbenzenemethanol propanoate; alpha-Methylbenzyl alcohol, propionate; alpha-Methylbenzyl propanoate; alpha-Methylbenzyl propionate; Benzenemethanol, alpha-methyl-, 1-propanoate; 1-phenylethyl propanoate; (1S)-1-phenylethyl propanoate; (1R)-1-phenylethyl propanoate
• CAS NO: 117405-47-7
• Molecular Formula: C₁₁H₁₄O₂
• Molecular Weight: 178.2277
• EINECS: 204-397-3
• Mol File: 117405-47-7.mol
• Article Data: 23

Chemical Properties

• Melting Point: -60℃
• Boiling Point: 229.5°C at 760 mmHg
• Flash Point: 94.4°C
• Density: 1.012g/cm³
• Vapor Pressure: 0.0693mmHg at 25°C
• Refractive Index: 1.496
• Water Solubility: 0.04 g/L (20℃)
• CAS DataBase Reference: 1-phenylethyl propionate(CAS DataBase Reference)
• NIST Chemistry Reference: 1-phenylethyl propionate(117405-47-7)
• EPA Substance Registry System: 1-phenylethyl propionate(117405-47-7)

Safety Data

• Safety Statements: S24/25:
• Hazardous Substances Data: 117405-47-7(Hazardous Substances Data)

Upstream product

• 98-85-1 1-Phenylethanol 
• 155095-23-1 2-propanoyl-3-phenyl-l-menthopyrazole 
• 123-62-6 propionic acid anhydride 
• 63801-22-9 2-phenylpentan-3-one 
• 802294-64-0 propionic acid 
• 120-45-6 1-phenylethyl propanoate 
• 4128-31-8 rac-octan-2-ol 
• 123-82-0 2-heptylamine 
• 31828-71-4 RS-mexiletine 
• 1007-32-5 benzyl ethyl ketone 
• 98491-60-2 3-Propionyloxypyridine 
• 1445-91-6 (S)-1-phenylethanol 
• 79-03-8 propionyl chloride 
• 176438-88-3 propionyl isopropyl carbonate 

Downstream Products

• 1445-91-6 (S)-1-phenylethanol 

Relevant articles and documents

Two Approaches for CAL-B-Catalyzed Enantioselective Deacylation of a Set of α-Phenyl Ethyl Esters: Organic Solvent with Sodium Carbonate and Micro-aqueous Medium

Herein, we report an efficient enantioselective cleavage of the acyl- moiety of a set of α- phenyl ethyl esters with different chain-lengths catalyzed by lipase B from Candida antarctica (CAL-B) by comparing two reactional approaches: anhydrous media with sodium carbonates and micro-aqueous medium. The deacylation is performed in organic solvent, in the presence of Na2CO3 in the first case, and by addition of a drop of phosphate buffer solution pH 7 in the second. The results show the high efficiency of the deacylation in the presence of the sodium carbonate for the enzymatic resolution of all the esters and that in term of reactivity (31% ≤ conv ≤ 50%) and selectivity (E > 200). While, during the hydrolysis in micro-aqueous media, the conversion is strongly affected by the length of the acyl-chain side, the conversion decreases from conv = 50% with the 1-phenylethyl acetate 1a to conv = 19% with 1-phenyethyl dodecanoate 6a, and this, even if the selectivity remains high (E > 89). In both conditions, the lipase CAL-B shows a high enantioselectivities in favor of (R)-1-phenyl ethanol enantiomer (conv > 45%, E > 200) but the reactivity is modulated by the form and the size of the acyl-chain side. Graphic Abstract: [Figure not available: see fulltext.].

Bi-aryl rotation in phenyl-dihydroimidazoquinoline catalysts for kinetic resolution of arylalkyl carbinols

Chiral nucleophilic catalysts, 6-aryl-phenyl-dihydroimidazoquinolines (PIQs), were designed, synthesised and applied to the kinetic resolution of arylalkyl carbinols with very high selectivity (S) factors (up to 530). Density functional theory calculations indicate that multiple noncovalent interactions play a key role in chiral recognition between 6-aryl-PIQ catalysts and chiral secondary alcohol substrates. The Royal Society of Chemistry 2014.

Kinetic resolution of secondary alcohols by chiral dmap derivatives prepared by the Ugi multicomponent reaction

The kinetic resolution of secondary alcohols was examined by new chiral DMAP derivatives, which can readily be prepared by the Ugi multicomponent reaction in a one-pot operation. The initial screening of DMAP derivatives indicated that the catalyst bearing L-valine with an S configuration at the a-position of amide showed the best stereoselectivity factor. After the reaction conditions were optimized with (S,S)-4a in the kinetic resolution of secondary alcohols, various acyclic and cyclic secondary alcohols could be resolved with an s -factor of up to 12.