115375-24-1

Basic information

• Product Name: (E)-3-(4-(allyloxy)-3-methoxyphenyl)acrylic acid
• Synonyms: (E)-3-(4-(allyloxy)-3-methoxyphenyl)acrylic acid
• CAS NO: 115375-24-1
• Molecular Weight: 234.252
• Mol File: 115375-24-1.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: (E)-3-(4-(allyloxy)-3-methoxyphenyl)acrylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-3-(4-(allyloxy)-3-methoxyphenyl)acrylic acid(115375-24-1)
• EPA Substance Registry System: (E)-3-(4-(allyloxy)-3-methoxyphenyl)acrylic acid(115375-24-1)

Safety Data

• Hazardous Substances Data: 115375-24-1(Hazardous Substances Data)

Usage

Description

(E)-3-(4-(allyloxy)-3-methoxyphenyl)acrylic acid, a derivative of acrylic acid, is a chemical compound characterized by its molecular formula C13H14O4. This white to off-white powder features an allyloxy group and a methoxy group on a phenyl ring, endowing it with unique structural and chemical properties. Its solubility in organic solvents makes it a versatile compound for various applications.

Uses

Used in Pharmaceutical Synthesis:
(E)-3-(4-(allyloxy)-3-methoxyphenyl)acrylic acid is utilized as a key intermediate in the synthesis of a range of pharmaceuticals. Its unique structure allows for the development of new drugs with potential therapeutic benefits.
Used in Organic Compounds Synthesis:
(E)-3-(4-(allyloxy)-3-methoxyphenyl)acrylic acid serves as a valuable building block in the creation of various organic compounds, contributing to the advancement of organic chemistry.
Used in Materials Science:
(E)-3-(4-(allyloxy)-3-methoxyphenyl)acrylic acid may find applications in materials science, where its unique properties could be harnessed to develop novel materials with specific characteristics.
Used in Polymer Chemistry:
(E)-3-(4-(allyloxy)-3-methoxyphenyl)acrylic acid's potential in polymer chemistry lies in its ability to be incorporated into polymer structures, possibly leading to the development of new polymers with enhanced properties for various industrial applications.

Upstream product

• 2309-07-1 Methyl ferulate 
• 1135-24-6 (E)-3-(4-hydroxy-3-methoxyphenyl)acrylic acid 
• 106-95-6 allyl bromide 
• 141-82-2 malonic acid 
• 22280-95-1 4-allyloxy-3-methoxybenzaldehyde 
• 121-33-5 vanillin 
• 854261-52-2 allyl (E)-3-(4-(allyloxy)-3-methoxyphenyl)acrylate 

Downstream Products

• 1384545-88-3 C₂₇H₃₆O₁₁ 
• 1384545-92-9 C₄₀H₄₈O₁₄ 
• 1384545-94-1 C₄₂H₅₀O₁₄ 
• 1384545-96-3 C₄₂H₅₀O₁₄ 
• 1384546-04-6 methyl 3-feruloyl-muco-quinate 
• 1384546-08-0 methyl 1,3-di-O-feruloyl-muco-quinate 
• 1384546-10-4 methyl 1-O-feruloyl-3-O-caffeoyl-muco-quinate 
• 1384546-12-6 methyl 1-O-caffeoyl-3-O-feruloyl-muco-quinate 
• 1384546-15-9 3-O-feruloyl-muco-quinic acid 
• 1384546-00-2 C₂₄H₃₂O₁₁ 
• 850786-96-8 (E)-3-methoxy-4-allyloxycinnamoyl chloride 

Relevant articles and documents

Concise total synthesis of acylated phenolic glycosides vitexnegheteroin A and ovatoside D

Starting from readily available vanillin and α-D-acetobromo glucose, two natural acylated phenolic glycosides vitexnegheteroin A and ovatoside D were synthesized for the first time in 4 steps with overall yields of 54% and 65%, respectively. The key steps involve the directly regioselective O-6 acylation of vanillin β-D-glucopyranoside with acyl chlorides, and simultaneous removal of the allyl protecting groups on the phenolic acid moiety and reduction of the aldehyde in the aglycon moiety by using Pd(PPh)3-NaBH4 system in one pot.

A Thorough Study on the Photoisomerization of Ferulic Acid Derivatives

A thorough study on the (E) to (Z) photoisomerization of ferulic acid derivatives (esters, amides of all types, and ketones) was carried out. At the photostationary state, only aliphatic or benzylic tertiary amides reach a nearly complete conversion of (E) isomers into the (Z) ones, whereas for esters, primary and secondary amides or aromatic tertiary amides mixtures of (Z)/(E) ranging from 7 : 93 to 72 : 28 are observed. Ketones show rather limited photoisomerization. However, (Z) ketones may be obtained by the reaction of organometal compounds with an isomerized (Z) Weinreb amide.

First diastereoselective synthesis of methyl caffeoyl- and feruloyl-muco-quinates

We report on a diastereoselective synthesis of six derivatives of caffeoyl- and feruloyl-muco-quinic acids. All the muco-quinic acid derivatives were obtained in excellent yield in five steps starting from quinic acid, caffeic acid and ferulic acid. Allyl ether protection of trans-hydroxy cinnamic acids was here introduced to chlorogenic acids synthesis. We show that muco-quinic acid derivatives, which are formally diastereoisomers of chlorogenic acids, can be readily distinguished by their tandem mass spectra. The Royal Society of Chemistry 2012.