37973-51-6

Basic information

• Product Name: (E)-2-phenylpropenyl acetate
• Synonyms: (E)-2-phenylpropenyl acetate;1-Propen-1-ol, 2-phenyl-, acetate, (1E)-;2-phenyl-, acetate, (e)-1-propen-1-ol;2-phenyul-, acetate, (E)-1-Propen-1-ol;(E)-2-Phenyl-1-propen-1-ol acetate;(E)-2-Phenyl-1-propene-1-ol acetate;Acetic acid (E)-β-methylstyryl ester;(E)-2-phenylprop-1-en-1-yl acetate
• CAS NO: 37973-51-6
• Molecular Formula: C₁₁H₁₂O₂
• Molecular Weight: 176.21178
• EINECS: 253-735-6
• Mol File: 37973-51-6.mol
• Article Data: 12

Chemical Properties

• Boiling Point: 249.4 °C at 760 mmHg
• Flash Point: 84.8 °C
• Appearance: /
• Density: 1.034 g/cm³
• Vapor Pressure: 0.023mmHg at 25°C
• Refractive Index: 1.52
• CAS DataBase Reference: (E)-2-phenylpropenyl acetate(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-2-phenylpropenyl acetate(37973-51-6)
• EPA Substance Registry System: (E)-2-phenylpropenyl acetate(37973-51-6)

Safety Data

• Hazardous Substances Data: 37973-51-6(Hazardous Substances Data)

Usage

General Description

(E)-2-phenylpropenyl acetate, also known as cinnamyl acetate, is an organic compound that belongs to the class of phenylpropanoids. It is a colorless liquid with a sweet, floral, and slightly balsamic odor. This chemical is commonly used in the fragrance and flavor industry due to its pleasant aroma, resembling the scent of cinnamon. It is also used as a flavoring agent in food and beverages, as well as a scent ingredient in perfumes, soaps, and cosmetics. Additionally, (E)-2-phenylpropenyl acetate has been studied for its potential therapeutic properties, including antioxidant and anti-inflammatory effects.

InChI:InChI=1/C11H12O2/c1-9(8-13-10(2)12)11-6-4-3-5-7-11/h3-8H,1-2H3/b9-8+

Upstream product

• 108-22-5 Isopropenyl acetate 
• 34713-70-7 2-Phenylpropanal 
• 6006-81-1 3-hydroxy-2-phenylpropene 
• 108-24-7 acetic anhydride 
• 64-19-7 acetic acid 
• 75-36-5 acetyl chloride 
• 591-87-7 Allyl acetate 
• 98-80-6 phenylboronic acid 
• 3249-50-1 1-propenyl acetate 
• 62-38-4 phenylmercury(II)acetate 
• 3375-31-3 palladium diacetate 
• 98-83-9 isopropenylbenzene 
• 127-09-3 sodium acetate 
• 75177-81-0 S-<1-(3,6,9-trioxadecyl)-2-benzimidazolyl>ethanethioate 

Downstream Products

• 60860-35-7 2-(acetyloxy)-2-phenylpropanal 
• 50373-50-7 acetic acid (S)-(-)-2-phenyl-1-propanol ester 
• 73308-18-6 acetic acid (R)-(+)-2-phenyl-1-propanol ester 
• 76299-64-4 5-Methyl-5-phenyl-3-phenylsulfanylmethyl-5H-furan-2-one 
• 10402-52-5 2-phenylpropyl acetate 

Relevant articles and documents

Rh-Catalyzed Asymmetric Hydrogenation of β-Branched Enol Esters for the Synthesis of β-Chiral Primary Alcohols

An asymmetric hydrogenation of β-branched enol esters has been developed for the first time, providing a new route for the synthesis of β-chiral primary alcohols. Using a (S)-SKP-Rh complex bearing a large bite angle and enol ester substrates possessing an O-fomyl directing group, the desired products were obtained in quantitative yields and with excellent enantioselectivities.

α,β-Unsaturated ketones via copper(II) bromide mediated oxidation

A protocol for effecting a rapid Saegusa-type oxidation of enol acetates is reported. This new method relies on the in situ elimination of an α-bromo intermediate to generate α,β-unsaturated ketones using copper(II) bromide. The methodology developed was applied to a range of substrates including a cyclohexanone, which could be directly converted to the corresponding phenol derivative. A catalytic system in which a non-masked ketone was successfully oxidised using substoichiometric CuBr2 was also developed as a proof of principle.