2-Butenoic acid, 3-methyl-, 4-methylphenyl ester

Base Information

• Chemical Name: 2-Butenoic acid, 3-methyl-, 4-methylphenyl ester
• CAS No.: 24700-20-7
• Molecular Formula: C12H14 O2
• Molecular Weight: 190.242
• Hs Code.: 2916190090
• European Community (EC) Number: 246-422-0
• UNII: ITA5K5P42A
• DSSTox Substance ID: DTXSID9067017
• Nikkaji Number: J286.379K
• Wikidata: Q27280884
• Mol file: 24700-20-7.mol

Synonyms:2-Butenoic acid, 3-methyl-, 4-methylphenyl ester;24700-20-7;(4-methylphenyl) 3-methylbut-2-enoate;p-Tolyl 3-methylcrotonate;4-Methylphenyl 3-methyl-2-butenoate;EINECS 246-422-0;UNII-ITA5K5P42A;ITA5K5P42A;Crotonic acid, 3-methyl-, p-tolyl ester;p-tolyl 3-methylbut-2-enoate;p-tolyl3-methylbut-2-enoate;p - tolyl 3 - methylcrotonate;DTXSID9067017;(4-Methylphenyl)3-methylbut-2-enoate;3-Methyl-2-butenoic acid 4-methylphenyl ester;Q27280884

Chemical Property of 2-Butenoic acid, 3-methyl-, 4-methylphenyl ester

Chemical Property:

• Vapor Pressure: 0.00195mmHg at 25°C
• Boiling Point: 291.4°C at 760 mmHg
• Flash Point: 118°C
• PSA: 26.30000
• Density: 1.021g/cm³
• LogP: 2.86660
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 190.099379685
• Heavy Atom Count: 14
• Complexity: 219

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2-Butenoic acid, 3-methyl-, 4-methylphenyl ester

There total 2 articles about 2-Butenoic acid, 3-methyl-, 4-methylphenyl ester 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: 98.0%

3,3-Dimethylacryloyl chloride (3350-78-5) + p-cresol (106-44-5) → 4'-methylphenyl 3-methylbut-2-enoate (24700-20-7)

Guidance literature:

p-cresol; With sodium hydride; In tetrahydrofuran; at 0 ℃; for 0.25h;

3,3-Dimethylacryloyl chloride; In tetrahydrofuran; at 0 - 20 ℃; for 3h;

DOI:10.1016/j.tetlet.2016.10.005

Reference yield:

p-cresol (106-44-5) + 3-Methylbutenoic acid (541-47-9) → 4'-methylphenyl 3-methylbut-2-enoate (24700-20-7) + 4'-methylphenyl 3-chloro-3-methylbutanoate (142337-58-4)

Guidance literature:

With aluminium trichloride; trichlorophosphate; for 0.5h; Yield given. Yields of byproduct given; Ambient temperature;

Reference yield: 72.0%

4'-methylphenyl 3-methylbut-2-enoate (24700-20-7) → 2,2,6-trimethyl-4-chromanone (63678-14-8) + p-cresol (106-44-5)

Guidance literature:

With bismuth(lll) trifluoromethanesulfonate; In toluene; Reflux;

DOI:10.1016/j.tetlet.2016.10.005

upstream raw materials:

3,3-Dimethylacryloyl chloride

p-cresol

3-Methylbutenoic acid

Downstream raw materials:

3-(2-methoxy-5-methyl-phenyl)-3-methyl-butyric acid

3-(2-methoxy-5-methyl-phenyl)-3-methyl-butyric acid methyl ester

2,2,6-trimethyl-4-chromanone

p-cresol

Refernces

• 1、 Iguchi, Daniela,Erra-Balsells, Rosa,Bonesi, Sergio M.. "Expeditious photochemical reaction toward the preparation of substituted chroman-4-ones". . p. 4653 - 4656. Retrieved 2015/02/19.