58505-83-2

Basic information

• Product Name: 2-Propenal, 3-[4-(acetyloxy)phenyl]-
• Synonyms: 4-acetoxy-trans-cinnamaldehyde;2-Propenal,3-[4-(acetyloxy)phenyl];4-Acetoxy-trans-zimtaldehyd;(E)-acetoxycinnamaldehyde
• CAS NO: 58505-83-2
• Molecular Formula: C11H10O3
• Molecular Weight: 190.199
• Mol File: 58505-83-2.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 2-Propenal, 3-[4-(acetyloxy)phenyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Propenal, 3-[4-(acetyloxy)phenyl]-(58505-83-2)
• EPA Substance Registry System: 2-Propenal, 3-[4-(acetyloxy)phenyl]-(58505-83-2)

Safety Data

• Hazardous Substances Data: 58505-83-2(Hazardous Substances Data)

Upstream product

• 2538-87-6 trans-p-hydroxycinnamaldehyde 
• 108-24-7 acetic anhydride 
• 24680-50-0 4-methoxy-trans-cinnamaldehyde 
• 501-92-8 4-(prop-2-enyl)phenol 
• 61499-22-7 phenol, 4-(2-propenyl)-, acetate 
• 123-11-5 4-methoxy-benzaldehyde 
• 878-00-2 4-formylphenyl acetate 
• 52509-14-5 (1,3-dioxolan-2-yl-methyl)triphenylphosphonium bromide 
• 53901-95-4 p-acetoxycinnamoyl chloride 

Downstream Products

• 2538-87-6 trans-p-hydroxycinnamaldehyde 
• 20649-40-5 (E)-4-(3-hydroxyprop-1-enyl)phenol 
• 562810-26-8 (4E,6E)-1-(3,4-diacetoxyphenyl)-7-(4-acetoxyphenyl)-hepta-4,6-dien-3-one 
• 94723-93-0 acetic acid (E)-4-(3-hydroxypropenyl)phenyl ester 

Relevant articles and documents

DDQ-mediated oxidation of allylarenes: Expedient access to cinnamaldehyde-containing phenylpropanoids

Phenylpropanoid natural products containing a cinnamaldehyde motif were easily synthesized from allylarenes mediated by 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) oxidation. Representative examples described herein are five types of 4-hydroxycinnamaldehyde derivatives from monolignols biosynthesis, Boropinal C, and 7-methoxywutaifuranal from plant extracts. Especially, simple synthesis of 7-methoxywutaifuranal was exploited through selective mono-oxidation and subsequent isomerization-ring-closing-metathesis strategy.

Phase transfer Wittig reaction with 1,3-dioxolan-2-yl-methyltriphenyl phosphonium salts: An efficient method for vinylogation of aromatic aldehydes

Aldehydes were efficiently transformed into allylic dioxolanes by a Wittig-type reaction, using 1,3-dioxolan-2-yl-methyltriphenylphosphonium bromide under phase transfer conditions. The substituent kinetic effects were studied, and related to Hammett values and electrochemical potentials.