3-(4-Methylbenzene-1-sulfonyl)prop-2-enoic acid

Base Information

• Chemical Name: 3-(4-Methylbenzene-1-sulfonyl)prop-2-enoic acid
• CAS No.: 715-12-8
• Molecular Formula: C10H10O4S
• Molecular Weight: 226.253
• DSSTox Substance ID: DTXSID20406707
• Mol file: 715-12-8.mol

Synonyms:715-12-8;3-(4-Methylbenzene-1-sulfonyl)prop-2-enoic acid;DTXSID20406707

Chemical Property of 3-(4-Methylbenzene-1-sulfonyl)prop-2-enoic acid

Chemical Property:

• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 226.02997997
• Heavy Atom Count: 15
• Complexity: 342

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 3-(4-Methylbenzene-1-sulfonyl)prop-2-enoic acid

There total 13 articles about 3-(4-Methylbenzene-1-sulfonyl)prop-2-enoic 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: 83.2%

ethyl (E)-3-[(4-methylphenyl)sulfonyl]-2-propenoate (117659-25-3) → (E)-3-(p-toluenesulfonyl)-acrylic acid (715-12-8)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; water; at 20 ℃; for 1h;

DOI:10.1002/ardp.201600307

Reference yield: 80.0%

2-iodo-3-(p-tolylsulphonyl)propionic acid (117659-19-5) → (E)-3-(p-toluenesulfonyl)-acrylic acid (715-12-8)

Guidance literature:

With triethylamine; In dichloromethane; for 24h; Ambient temperature;

Reference yield: 59.0%

(E)-3-chloroacrylic acid (2345-61-1) + sodium 4-methylbenzenesulfinate (824-79-3) → (E)-3-(p-toluenesulfonyl)-acrylic acid (715-12-8)

Guidance literature:

With hydrogenchloride; tetrabutylammomium bromide; In water; at 100 ℃; for 10h;

DOI:10.1002/ejoc.201301101

upstream raw materials:

3t-p-tolylsulfanyl-acrylic acid

2-iodo-3-(p-tolylsulphonyl)propionic acid

(E)-3-(p-tolylsulfonyl)propenenitrile

p-toluenesulfonyl iodide

Refernces

• 1、 Das, Jayanta,Dey, Santu,Pathak, Tanmaya. "Metal-Free Route to Carboxylated 1,4-Disubstituted 1,2,3-Triazoles from Methoxycarbonyl-Modified Vinyl Sulfone". . . Retrieved 2019/11/29.
• 2、 Wang, Xiaoqiang,Jiang, Nan,Zhao, Sijia,Xi, Shuancheng,Wang, Jiao,Jing, Tongfei,Zhang, Wenyu,Guo, Ming,Gong, Ping,Zhai, Xin. "Design, synthesis and biological evaluation of novel 4-(2-fluorophenoxy)quinoline derivatives as selective c-Met inhibitors". . p. 886 - 896. Retrieved 2017/02/05.