2-(4-chlorophenyl)prop-2-enoic Acid

Base Information

• Chemical Name: 2-(4-chlorophenyl)prop-2-enoic Acid
• CAS No.: 51747-43-4
• Molecular Formula: C₉H₇ClO₂
• Molecular Weight: 182.606
• European Community (EC) Number: 833-101-0
• Nikkaji Number: J3.394.119F
• Mol file: 51747-43-4.mol

Synonyms:2-(4-chlorophenyl)prop-2-enoic Acid;51747-43-4;SCHEMBL126170;2-(4-chloro-phenyl)-acrylic acid;BCA74743;2-(4-chlorophenyl)prop-2-enoicAcid;AKOS015947703;CS-0238850;EN300-201227;Z1255421681

Chemical Property of 2-(4-chlorophenyl)prop-2-enoic Acid

Chemical Property:

• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 182.0134572
• Heavy Atom Count: 12
• Complexity: 193

Purity/Quality:

98% ^*data from raw suppliers

2-(4-Chlorophenyl)prop-2-enoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C=C(C1=CC=C(C=C1)Cl)C(=O)O

Technology Process of 2-(4-chlorophenyl)prop-2-enoic Acid

There total 24 articles about 2-(4-chlorophenyl)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: 100.0%

methyl 2-(4-chlorophenyl)acrylate (50415-59-3) → 2-(4-chlorophenyl)-acrylic acid (51747-43-4)

Guidance literature:

With lithium hydroxide monohydrate; In tetrahydrofuran; water; for 3h; Heating;

DOI:10.1002/anie.201710601

Reference yield: 83.0%

4-n-chlorophenylacetylene (873-73-4) + formic acid (64-18-6) → 2-(4-chlorophenyl)-acrylic acid (51747-43-4)

Guidance literature:

With bis(acetylacetonate)nickel(II); (R,R)-(+)-1,2-bis(t-butylmethylphosphino)benzene; acetic anhydride; In tetrahydrofuran; at 100 ℃; for 5h; regioselective reaction; Autoclave; Glovebox; Inert atmosphere;

DOI:10.1039/c6gc00549g

Reference yield: 70.0%

2-(4-Chloro-phenyl)-3-hydroxy-propionic acid ethyl ester (86762-37-0) → 2-(4-chlorophenyl)-acrylic acid (51747-43-4)

Guidance literature:

With potassium hydroxide; for 3h; Heating;

upstream raw materials:

2-oxo-propionic acid

chlorobenzene

2-(4-Chloro-phenyl)-3-hydroxy-propionic acid ethyl ester

ethyl 2-(4-chlorophenyl)acrylate

Downstream raw materials:

C₁₈H₁₆ClNO₃S

(R)-2-(4-Chloro-phenyl)-propionic acid methyl ester

2(R)-(-)-4-chlorophenylpropanoic acid

(S)-4-chloro-α-methylphenylacetic acid

Refernces

• 1、 Chen, Xiao-Chao,Guo, Lin,Liu, Lei,Liu, Ye,Lu, Yong,Yao, Yin-Qing,Zhao, Xiao-Li. "Hydrocarboxylation of alkynes with formic acid over multifunctional ligand modified Pd-catalyst with co-catalytic effect". . p. 322 - 332. Retrieved 2022/01/06.
• 2、 Yu, Shuling,Hong, Chao,Liu, Zhanxiang,Zhang, Yuhong. "Cobalt-Catalyzed Vinylic C-H Addition to Formaldehyde: Synthesis of Butenolides from Acrylic Acids and HCHO". supporting information. p. 8359 - 8364. Retrieved 2021/11/01.