1895-97-2

Basic information

• Product Name: α-Methylcinnamic acid
• Synonyms: (E)-2-Methyl-3-phenylpropenoic acid;(E)-3-Phenylmethacrylic acid;(E)-α-Benzylidenepropionic acid;trans-α-Methylcinnamic acid;α-Methyl-trans-cinnamic acid
• CAS NO: 1895-97-2
• Molecular Formula: C₁₀H₁₀O₂
• Molecular Weight: 162.1852
• Mol File: 1895-97-2.mol

Chemical Properties

• Melting Point: 80 °C
• Boiling Point: 248.88°C (rough estimate)
• Appearance: /
• Density: 1.0613 (rough estimate)
• Refractive Index: 1.5120 (estimate)
• Solubility: soluble in Methanol
• Water Solubility: 3.5g/L(25 oC)
• CAS DataBase Reference: α-Methylcinnamic acid(CAS DataBase Reference)
• NIST Chemistry Reference: α-Methylcinnamic acid(1895-97-2)
• EPA Substance Registry System: α-Methylcinnamic acid(1895-97-2)

Safety Data

• Hazardous Substances Data: 1895-97-2(Hazardous Substances Data)

Usage

Uses

Used in Flavor and Fragrance Industry:
α-Methylcinnamic acid is used as a flavor and fragrance enhancer for its aromatic properties, adding pleasant scents to various products such as cosmetics, soaps, and perfumes.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, α-Methylcinnamic acid serves as an intermediate for the synthesis of active pharmaceutical ingredients, contributing to the development of new medications.
Used in Medicinal Chemistry Research:
α-Methylcinnamic acid is used in medicinal chemistry research for its potential antioxidant and anti-inflammatory properties, making it a subject of interest for the development of novel therapeutic agents.

Upstream product

• 42968-14-9 (E)-3-methyl-4-phenyl-3-buten-2-one 
• 24744-96-5 ethyl 3-hydroxy-2-methyl-3-phenylpropionate 
• 554-12-1 propanoic acid methyl ester 
• 100-52-7 benzaldehyde 
• 516-05-2 methyl-propanedioic acid 
• 71660-00-9 propionic acid pin-2-en-10-yl ester 
• 123-62-6 propionic acid anhydride 
• 673-32-5 1-Phenylprop-1-yne 
• 124-38-9 carbon dioxide 
• 22946-43-6 (E)-methyl-2-methyl-3-phenylacrylate 
• 39934-05-9 endo-1,5-dimethyl-2,3,4,6,7-pentaphenyltricyclo<3.2.1.0^2,4>-6-octen-8-one 
• 79140-73-1 (E)-2-Methyl-3-phenyl-1-trimethylsilanyl-propenone 
• 15174-47-7 α-methyl-trans-cinnamaldehyde 
• 598-78-7 (R,S)-2-chloropropionic acid 

Downstream Products

• 15250-29-0 (Z)-2-methyl-3-phenylprop-2-enoic acid 
• 1009-67-2 2-methyl-3-phenylpropanoic acid 
• 66482-10-8 (2RS:3SR)-2,3-dibromo-2-methyl-3-phenyl-propionic acid 
• 107619-42-1 (+/-)-1-methyl-6t-phenyl-cyclohex-3-ene-r-carboxylic acid 
• 1504-55-8 (E)-3-phenyl-2-methyl-2-propenol 
• 7042-33-3 ethyl (E)-2-methyl-3-phenyl-2-propenoate 
• 92593-15-2 selenophenyl α-methylcinnamate 
• 25547-51-7 trans-2-methyl-3-phenyloxiranecarboxylic acid 
• 70841-95-1 2-methyl-3-phenylpropanoic acid-α,β-d₂ 
• 71001-35-9 (2-bromoprop-1-en-1-yl)benzene 
• 35086-87-4 (E)-2-methyl-3-phenylacryloyl chloride 
• 33066-18-1 (E)-α-Methylzimtsaeureazid 
• 14367-67-0 2-methyl-3-phenylpropionic acid 
• 1009-67-2 2-methyl-3-phenylpropionic acid 

Relevant articles and documents

Method for synthesizing alkyl olefin through coupling of double-bond carbon-hydrogen bond and saturated carbon-hydrogen bond

The invention discloses a method for synthesizing alkyl olefin through coupling of a double-bond carbon-hydrogen bond and a saturated carbon-hydrogen bond. According to to the method, one-pot reactionis implemented on olefin and sulfoxide in the presence of ferric salt and hydrogen peroxide to generate alkyl olefin; in the method, sulfoxide is simultaneously used as a hydrocarbylation reagent anda solvent of olefin, and a reaction product is alkyl olefin from sulfoxide alkyl coupled with olefin carbon atoms, so that an olefin carbon chain is increased; the reaction conditions are mild, the selectivity is good, the yield is high, and industrial production is facilitated.

Method for hydrocarbylation synthesis of trisubstituted and tetrasubstituted olefins from non-terminal olefins

The invention discloses a method for hydrocarbylation synthesis of trisubstituted and tetrasubstituted olefins from non-terminal olefins, wherein the method comprises the steps: carrying out hydrocarbylation reaction on the non-terminal olefins and sulfoxide in the presence of ferric salt and hydrogen peroxide, carrying out one-pot reaction on disubstituted non-terminal olefins to generate the trisubstituted olefins, and carrying out one-pot reaction on the trisubstituted non-terminal olefins to generate the tetrasubstituted olefins. In the method, sulfoxide is simultaneously used as a hydrocarbylation reagent and a solvent of olefins, and one more hydrocarbyl substituent is added to a reaction product compared with a double-bond carbon atom of a reactant, so that an olefin carbon chain isincreased; the reaction conditions are mild, the selectivity is good, the yield is high, and industrial production is facilitated.

Direct 3-Acylation of Indolizines by Carboxylic Acids for the Practical Synthesis of Red Light-Releasable Caged Carboxylic Acids

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The synergistic copper/ppm Pd-catalyzed hydrocarboxylation of alkynes with formic acid as a CO surrogate as well as a hydrogen source: An alternative indirect utilization of CO2

An unprecedented strategy has been developed involving the earth-abundant Cu-catalyzed hydrocarboxylation of alkynes with HCOOH to (E)-acrylic derivatives with high regio- and stereoselectivity via synergistic effects with ppm levels of a Pd catalyst. Both symmetrical and unsymmetrical alkynes bearing various functional groups were successfully hydrocarboxylated with HCOOH, and the modification of a pharmaceutical molecule exemplified the practicability of this process. This protocol employs HCOOH as both a CO surrogate and hydrogen donor with 100% atom economy and it can be viewed as an alternative approach for indirect CO2 utilization. Mechanistic investigations indicate a Cu/ppm Pd cooperative catalysis mechanism via alkenylcopper species as potential intermediates formed from Cu-hydride active catalytic species with HCOOH as a hydrogen source. This bimetallic system involving inexpensive Cu and trace Pd provides a reliable and efficient hydrocarboxylation method to access industrially useful acrylic derivatives with HCOOH as a hydrogen source, and it provides novel clues for optimizing other Cu-H-related co-catalytic systems.

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Palladium-Catalyzed Highly Regioselective Hydrocarboxylation of Alkynes with Carbon Dioxide

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