4-Methylcinnamic acid

Base Information

• Chemical Name: 4-Methylcinnamic acid
• CAS No.: 1866-39-3
• Molecular Formula: C10H10O2
• Molecular Weight: 162.188
• Hs Code.: 29163900
• European Community (EC) Number: 217-479-9
• NSC Number: 98546,98545,66272
• DSSTox Substance ID: DTXSID20901045
• Nikkaji Number: J134.914G,J199.679G
• Wikidata: Q63399423
• Metabolomics Workbench ID: 134898
• ChEMBL ID: CHEMBL450836
• Mol file: 1866-39-3.mol

Synonyms:4-Methylcinnamic acid;1866-39-3;940-61-4;3-(p-Tolyl)acrylic acid;(2e)-3-(4-methylphenyl)acrylic acid;(E)-3-(p-Tolyl)acrylic acid;p-Methylcinnamic acid;(E)-3-(4-methylphenyl)-2-propenoic acid;(E)-3-(4-methylphenyl)prop-2-enoic acid;(2E)-3-(4-methylphenyl)prop-2-enoic acid;MFCD00002697;(~{E})-3-(4-methylphenyl)prop-2-enoic acid;trans-p-Methylcinnamic acid;p-Methyl cinnamic acid;3-(4-methylphenyl)prop-2-enoic acid;(e)-3-p-tolylacrylic acid;EINECS 217-479-9;NSC 66272;NoName_95;3-p-tolylacrylic acid;4-Methylcinnamic acid, predominantly trans;Cinnamic acid, p-methyl-;Methyl trans-cinnamic acid;SCHEMBL80446;(E)-3-p-tolyl-acrylic acid;(E)-3-(p-Tolyl)acrylicacid;CHEMBL450836;AMY3883;DTXSID20901045;CHEBI:181128;HMS1408G02;NSC66272;NSC98545;NSC98546;STR04643;AC7520;BBL037011;NSC-66272;NSC-98545;NSC-98546;STK057700;AKOS000263781;AC-2401;CS-W016115;HY-W015399;PS-4043;IDI1_007649;4-Methylcinnamic acid,predominantly trans;NCGC00339102-01;AS-11993;PD158319;CS-0166798;M0715;EN300-17120;(2E)-3-(4-Methylphenyl)-2-propenoic acid #;EN300-396492;4-Methylcinnamic acid, predominantly trans, 99%;AB01314089-03;AE-641/00135025;J-650090;W-107779;Q63399423;F3145-2479;Z2942851512;8MB

Chemical Property of 4-Methylcinnamic acid

Chemical Property:

• Appearance/Colour: White fine crystalline powder
• Vapor Pressure: 0.000494mmHg at 25°C
• Melting Point: 196-198 °C(lit.)
• Refractive Index: 1.5766 (estimate)
• Boiling Point: 300.6 °C at 760 mmHg
• PKA: 4.56(at 25℃)
• Flash Point: 206.1 °C
• PSA: 37.30000
• Density: 1.147 g/cm³
• LogP: 2.09280
• Storage Temp.: Store below +30°C.
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 162.068079557
• Heavy Atom Count: 12
• Complexity: 176

Purity/Quality:

99% ^*data from raw suppliers

4-Methylcinnamic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 24/25-36-26-37/39

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 4-Methylcinnamic acid

There total 93 articles about 4-Methylcinnamic acid 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%

(1-nosyl-5-nitroindol-3-yl)methyl (E)-3-(4-methylphenyl)prop-2-enoate → trans-p-methylcinnamic acid (1866-39-3,940-61-4)

Guidance literature:

(1-nosyl-5-nitroindol-3-yl)methyl (E)-3-(4-methylphenyl)prop-2-enoate; With 2-(N,N-dimethylamino)ethylthiol hydrochloride; 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetonitrile; at 20 ℃; for 0.25h; Inert atmosphere;

With hydrogenchloride; In diethyl ether; water; acetonitrile; Inert atmosphere;

DOI:10.1021/ol8008655

Reference yield: 99.0%

carbon monoxide (201230-82-2) + 2-bromo-1-(4-methylphenyl)ethylene (60655-80-3) → trans-p-methylcinnamic acid (1866-39-3,940-61-4)

Guidance literature:

With [bmim]PF₆; triethylamine; bis-triphenylphosphine-palladium(II) chloride; In water; at 100 ℃; for 30h; under 15001.2 Torr;

DOI:10.1021/jo052651p

Reference yield: 98.0%

malonic acid (141-82-2) + 4-methyl-benzaldehyde (104-87-0) → trans-p-methylcinnamic acid (1866-39-3,940-61-4)

Guidance literature:

With ammonium acetate; for 0.05h; Irradiation;

upstream raw materials:

acetic anhydride

4-methyl-benzaldehyde

2-Iodo-3-p-tolyl-propionic acid methyl ester

para-bromotoluene

Downstream raw materials:

methyl 3-(4-methylphenyl)acrylate

3-p-tolyl-acrylic acid methyl ester

(2RS,3SR)-2,3-dibromo-3-(4-methylphenyl)propanoic acid

4-methyl-benzaldehyde

Refernces

• 1、 Niu, Jianrui,Wang, Fushan,Zhu, Xiaohang,Zhao, Jiahui,Ma, Jiantai. "One-pot synthesis of l-dopa-functionalized water-dispersible magnetite nano-palladium catalyst and its application in the Suzuki and Heck reactions in water: A novel and highly active catalyst". . p. 37761 - 37766. Retrieved 2014.
• 2、 Ojha, Subhadra,Panda, Niranjan. "Pd-Catalyzed desulfitative arylation of olefins by: N -methoxysulfonamide". supporting information. p. 1292 - 1298. Retrieved 2022/02/19.
• 3、 Hartman, Tomá?,Reisnerová, Martina,Chudoba, Josef,Svobodová, Eva,Archipowa, Nataliya,Kutta, Roger Jan,Cibulka, Radek. "Photocatalytic Oxidative [2+2] Cycloelimination Reactions with Flavinium Salts: Mechanistic Study and Influence of the Catalyst Structure". . p. 373 - 386. Retrieved 2021/02/01.