Methyl 4-methylcinnamate

Base Information

• Chemical Name: Methyl 4-methylcinnamate
• CAS No.: 20754-20-5
• Molecular Formula: C11H12O2
• Molecular Weight: 176.215
• Hs Code.: 2916399090
• DSSTox Substance ID: DTXSID701346183
• Nikkaji Number: J47.058I,J775.415I
• Wikidata: Q63395608
• ChEMBL ID: CHEMBL2252103
• Mol file: 20754-20-5.mol

Synonyms:20754-20-5;METHYL 4-METHYLCINNAMATE;Methyl 3-(p-tolyl)acrylate;7560-43-2;methyl (E)-3-(4-methylphenyl)prop-2-enoate;2-Propenoic acid, 3-(4-methylphenyl)-, methyl ester, (2E)-;Methyl (2E)-3-(4-methylphenyl)prop-2-enoate;methyl 3-(4-methylphenyl)acrylate;2-Propenoic acid, 3-(4-methylphenyl)-, methyl ester;trans-Methyl p-methylcinnamate;Methyl trans-4-methylcinnamate;(E)-methyl 3-p-tolylacrylate;methyl 4-methyl cinnamate;Methyl3-(p-tolyl)acrylate;4-Methylcinnamic acid methyl;(E)-methyl p-methylcinnamate;ghl.PD_Mitscher_leg0.364;SCHEMBL504081;methyl trans-3-p-tolylacrylate;SCHEMBL2472987;CHEMBL2252103;(E)-methyl 3-(p-tolyl)acrylate;DTXSID701346183;(E/Z)-Methyl 3-(p-tolyl)acrylate;MFCD00460746;4-{(E)-2-carbomethoxyethenyl}toluene;AKOS004902754;(3-carboxy-5-fluoro)benzeneboronicacid;AC-6965;DS-4894;4-Methylbenzeneacrylic acid methyl ester;(E)-3-p-Tolyl-acrylic acid methyl ester;AS-76024;(E)-3-(p-tolyl)-acrylic acid methyl ester;BB 0221049;CS-0016907;CS-0370842;PARA-METHYLCINNAMIC ACID METHYL ESTER;H11404;methyl (2E)-3-(4-methylphenyl)-2-propenoate;EN300-1453749;A879452;AG-205/06379040;J-650091;Q63395608;2-Propenoicacid,3-[4-(bromomethyl)phenyl]-,methyl ester,(E)-(9ci)

Chemical Property of Methyl 4-methylcinnamate

Chemical Property:

• Vapor Pressure: 0.00591mmHg at 25°C
• Melting Point: 60-61 °C
• Refractive Index: 1.553
• Boiling Point: 272.9 °C at 760 mmHg
• Flash Point: 152.5 °C
• PSA: 26.30000
• Density: 1.057 g/cm³
• LogP: 2.18120
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 176.083729621
• Heavy Atom Count: 13
• Complexity: 188

Purity/Quality:

98%,99%, ^*data from raw suppliers

Methyl 4-MethylcinnaMate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)C=CC(=O)OC
• Isomeric SMILES: CC1=CC=C(C=C1)/C=C/C(=O)OC

Technology Process of Methyl 4-methylcinnamate

There total 111 articles about Methyl 4-methylcinnamate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

4-tolyl iodide (624-31-7) + acrylic acid methyl ester (292638-85-8,9003-21-8,96-33-3) → 3-p-tolyl-acrylic acid methyl ester (20754-20-5)

Guidance literature:

With triethylamine; PdCl₂(4,4'-bis(n-C₁₀F₂₁CH₂OCH₂)-2,2'-bpy); In N,N-dimethyl-formamide; at 140 ℃; for 5h;

DOI:10.1016/j.tetlet.2007.11.034

Reference yield: 100.0%

4-tolyl iodide (624-31-7) + acrylic acid methyl ester (292638-85-8,9003-21-8,96-33-3) → methyl 3-(4-methylphenyl)acrylate (7560-43-2,20754-20-5,50363-84-3)

Guidance literature:

With triethylamine; at 145 ℃; for 6h; Catalytic behavior;

DOI:10.1039/c4ra01830c

Reference yield: 98.0%

4-methyl-benzaldehyde (104-87-0) + methyl (triphenylphosphoranylidene)acetate (21204-67-1,2605-67-6) → 3-p-tolyl-acrylic acid methyl ester (20754-20-5) + Triphenylphosphine oxide (791-28-6)

Guidance literature:

In dichloromethane; at 20 ℃; for 72h; Inert atmosphere;

DOI:10.1002/chem.201101978

upstream raw materials:

methanol

4-methylcinnamic acid

acetic acid methyl ester

4-methyl-benzaldehyde

Downstream raw materials:

4-methylcinnamyl alcohol

(R,R)-methyl 2-bromo-3-methoxy-3-(p-methylphenyl)propanoate

methyl 3-(4-bromomethyl)cinnamate

methyl 3-<(4'-methyl)phenyl>-3-methyldiphenylsilylpropanoate

Refernces

• 1、 Sanchez-Mendez, Alberto,De Jesus, Ernesto,Flores, Juan C.,Gomez-Sal, Pilar. "[Bis(pyrazolyl)methane]palladium complexes with a carbosilane dendritic structure". . p. 1881 - 1887. Retrieved 2010.
• 2、 Biajoli, André F. P.,Fajardo, André R.,Lemos, Thalia S. A.,de Souza, Jaqueline F.. "Phosphine-Functionalized Chitosan Microparticles as Support Materials for Palladium Nanoparticles in Heck Reactions". . . Retrieved 2022/01/11.
• 3、 He, Tao,Kong, Xiang-Jing,Li, Jian-Rong,Lv, Xiu-Liang,Nie, Zuo-Ren,Si, Guang-Rui,Wang, Kecheng,Wu, Xue-Qian,Zhao, Chen,Zhou, Jian. "A Practice of Reticular Chemistry: Construction of a Robust Mesoporous Palladium Metal-Organic Framework via Metal Metathesis". supporting information. p. 9901 - 9911. Retrieved 2021/07/21.