2373-76-4

Basic information

• Product Name: 2-Methylcinnamic acid
• Synonyms: 2-METHYLCINNAMIC ACID;3-O-TOLYL-ACRYLIC ACID;METHYLCINNAMIC ACID,2-;o-Methylcinnamic acid;trans-2-Methylcinnamic acid;2-METHYLCINNAMIC ACID, 99%, PREDOMINANTL Y TRANS;5-Bromovaniline;2-Methylcinnamicacid,98+%
• CAS NO: 2373-76-4
• Molecular Formula: C₁₀H₁₀O₂
• Molecular Weight: 162.19
• EINECS: 219-150-5
• Product Categories: Aromatic Cinnamic Acids, Esters and Derivatives;Cinnamic acid;C10;Carbonyl Compounds;Carboxylic Acids;Building Blocks;Carbonyl Compounds;Carboxylic Acids;Chemical Synthesis;Organic Building Blocks
• Mol File: 2373-76-4.mol
• Article Data: 64

Chemical Properties

• Melting Point: 174-176 °C(lit.)
• Boiling Point: 228.88°C (rough estimate)
• Flash Point: 199.3oC
• Appearance: white flakes or crystal
• Density: 1.0281 (rough estimate)
• Vapor Pressure: 0.000782mmHg at 25°C
• Refractive Index: 1.5766 (estimate)
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: almost transparency in Methanol
• PKA: 4.5(at 25℃)
• BRN: 2500607
• CAS DataBase Reference: 2-Methylcinnamic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Methylcinnamic acid(2373-76-4)
• EPA Substance Registry System: 2-Methylcinnamic acid(2373-76-4)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 37/39-26-36-24/25
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 2373-76-4(Hazardous Substances Data)

Usage

Chemical Properties

White flakes or crystal

Uses

2-Methylcinnamic acid may be used as starting reagent for the total synthesis of the cytotoxic alkaloid, 22-hydroxyacuminatine and for the preparation of (E)-2-methylcinnamic acid i-butylammonium salt.

General Description

2-Methylcinnamic acid has been reported to exhibit strong anti-fungal activity against white-rot fungus Lenzites betulina and brown-rot fungus Laetiporus sulphureus. Hydrogenation of 2-methylcinnamic acid using Walphos ligands and their biferrocene analogs has been studied.

InChI:InChI=1/C10H10O2/c1-8-4-2-3-5-9(8)6-7-10(11)12/h2-7H,1H3,(H,11,12)/b7-6+

Upstream product

• 70625-62-6 methyl (E)-3-(2-methylphenyl)-2-propenoate 
• 24393-48-4 ethyl trans-2-methylcinnamate 
• 63503-60-6 3-chlorophenylboronic acid 
• 342777-09-7 (E)-3-(2-Bromomethyl-phenyl)-acryloyl chloride 
• 1423-27-4 2-(trifluoromethyl)phenylboronic acid 
• 615-37-2 ortho-methylphenyl iodide 
• 95-46-5 2-methylphenyl bromide 
• 79-10-7 acrylic acid 
• 108-24-7 acetic anhydride 
• 529-20-4 2-methylphenyl aldehyde 
• 141-82-2 malonic acid 
• 5469-00-1 2-(Diethoxymethyl)methylbenzene 
• 124-38-9 carbon dioxide 
• 766-47-2 1-ethynyl-2-methylbenzene 

Downstream Products

• 75950-75-3 3-(2-methylphenyl)acrylic acid methyl ester 
• 68208-16-2 3-amino-3-(2-methylphenyl)propionic acid 
• 861324-67-6 3-hydroxyamino-3-o-tolyl-propionic acid 
• 116557-39-2 2-methyl-4-nitro-cinnamic acid 
• 660860-16-2 (E)-1-(1,4-diazabicyclo[3.2.2]-non-4-yl)-3-(2-methylphenyl)propenone 
• 1019840-98-2 (E)-N-methoxy-N-methyl-3-(2-tolyl)acrylamide 
• 1041867-79-1 1-(3-(2-methylphenyl)propenoyl)benzotriazole 
• 1432346-73-0 C₁₉H₁₆N₂O₃ 
• 1322081-04-8 ethyl (R)-6-methyl-2-oxo-4-(o-tolyl)-3,4-dihydro-2H-pyran-5-carboxylate 
• 889869-30-1 trans-1-(2-bromovinyl)-2-methylbenzene 

Relevant articles and documents

H NMR evidence for the formation of vinyllead triacetates. The reactions of vinylmercury, vinyltin, and vinylboronic acids with lead tetraacetate

Vinylmercury compounds, vinylboronic acids and vinylstannanes undergo rapid metal-lead exchange with lead tetraacetate in deuterochloroform to generate vinyllead triacetates, which have been characterised by their 1H-1H and 207Pb-1H coupling constants. In addition, a number of divinyl and mixed aryl-vinyllead dicarboxylates have been prepared via boron-lead exchange.

Water-initiated hydrocarboxylation of terminal alkynes with CO2and hydrosilane

This work discloses a Cu(ii)-Ni(ii) catalyzed tandem hydrocarboxylation of alkynes with polysilylformate formed from CO2and polymethylhydrosiloxane that affords α,β-unsaturated carboxylic acids with up to 93% yield. Mechanistic studies indicate that polysilylformate functions as a source of CO and polysilanol. Besides, a catalytic amount of water is found to be critical to the reaction, which hydrolyzes polysilylformate to formic acid that induces the formation of Ni-H active species, thereby initiating the catalytic cycle.

Method for preparing alpha, beta-unsaturated carboxylic acid compound

The invention discloses a method for preparing an alpha, beta-unsaturated carboxylic acid compound, which comprises the following steps: 1) in an atmosphere containing carbon dioxide, heating and reacting a mixture containing hydrosilane and a copper catalyst to obtain a system I; and 2) adding a raw material containing alkyne and a nickel catalyst into the system I in the step 1), and heating to react. The method has the advantages of simple, easily available, cheap and stable raw materials, common, easily available and stable catalyst, mild reaction conditions, simple post-treatment, high yield and the like.