3-(4-Bromo-2-fluorophenyl)-2-propenoic acid

Base Information

• Chemical Name: 3-(4-Bromo-2-fluorophenyl)-2-propenoic acid
• CAS No.: 149947-19-3
• Molecular Formula: C₉H₆BrFO₂
• Molecular Weight: 245.048
• Hs Code.: 29163990
• DSSTox Substance ID: DTXSID401261087
• Mol file: 149947-19-3.mol

Synonyms:3-(4-bromo-2-fluorophenyl)-2-propenoic acid;3-(4-bromo-2-fluoro-phenyl)-acrylic acid;DTXSID401261087;AKOS025243423;FT-0617781;FT-0655182

Chemical Property of 3-(4-Bromo-2-fluorophenyl)-2-propenoic acid

Chemical Property:

• Appearance/Colour: white to light yellow crystal powder
• Vapor Pressure: 4.09E-05mmHg at 25°C
• Melting Point: 219-223 °C
• Refractive Index: 1.4240 (estimate)
• Boiling Point: 337.5 °C at 760 mmHg
• PKA: 4.20±0.13(Predicted)
• Flash Point: 157.9 °C
• PSA: 37.30000
• Density: 1.685 g/cm³
• LogP: 2.68600
• Water Solubility.: insoluble
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 243.95352
• Heavy Atom Count: 13
• Complexity: 218

Purity/Quality:

99% ^*data from raw suppliers

4-Bromo-2-fluorocinnamic acid 98% ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=C(C=C1Br)F)C=CC(=O)O

Technology Process of 3-(4-Bromo-2-fluorophenyl)-2-propenoic acid

There total 4 articles about 3-(4-Bromo-2-fluorophenyl)-2-propenoic 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: 85.0%

malonic acid (141-82-2) + 4-bromo-2-fluorobenzaldehyde (57848-46-1) → 3-(4-bromo-2-fluorophenyl)acrylic acid (149947-19-3)

Guidance literature:

With dmap; In N,N-dimethyl-formamide; at 100 ℃; for 2h;

Reference yield: 78.0%

maleic anhydride (108-31-6) + 1-bromo-3-fluoro-4-iodobenzene (105931-73-5) → 3-(4-bromo-2-fluorophenyl)-2-propenoic acid (575469-65-7,149947-19-3)

Guidance literature:

With potassium carbonate; In 1,4-dioxane; at 125 ℃; for 12h; chemoselective reaction;

DOI:10.1039/c7cy01126a

Reference yield:

4-bromo-2-fluoroaniline (367-24-8) + aminosulfonic acid (5329-14-6) + palladium(II) acetylacetonate + acrylic acid (79-10-7) → 3-(4-bromo-2-fluorophenyl)-2-propenoic acid (575469-65-7,149947-19-3)

Guidance literature:

With sulfuric acid; sodium nitrite; In water;

upstream raw materials:

4-bromo-2-fluoroaniline

aminosulfonic acid

acrylic acid

maleic anhydride

Downstream raw materials:

3-(4-Bromo-2-fluorophenyl)-2-propen-1-ol

(E)-ethyl 3-(4-bromo-2-fluorophenyl)acrylate

trans 3-(2-fluoro-4-bromophenyl)-2-propenoic acid chloride

Refernces

• 1、 Wong, Jason C.,Tang, Guozhi,Wu, Xihan,Liang, Chungen,Zhang, Zhenshan,Guo, Lei,Peng, Zhenghong,Zhang, Weixing,Lin, Xianfeng,Wang, Zhanguo,Mei, Jianghua,Chen, Junli,Pan, Song,Zhang, Nan,Liu, Yongfu,Zhou, Mingwei,Feng, Lichun,Zhao, Weili,Li, Shijie,Zhang, Chao,Zhang, Meifang,Rong, Yiping,Jin, Tai-Guang,Zhang, Xiongwen,Ren, Shuang,Ji, Ying,Zhao, Rong,She, Jin,Ren, Yi,He, Yun,Chen, Li,Xu, Chunping,Chen, Dawei,Cai, Jie,Chen, Taiping,Shan, Song,Pan, Desi,Ning, Zhiqiang,Lu, Xianping. "Pharmacokinetic optimization of class-selective histone deacetylase inhibitors and identification of associated candidate predictive biomarkers of hepatocellular carcinoma tumor response". supporting information. p. 8903 - 8925,23. Retrieved 2020/09/16.
• 2、 -. "Polyhalogen-substituted cinnamic acids and cinnamic acid derivatives and a process for the preparation of polyhalogen-substituted cinnamic acids and cinnamic acid derivatives". . . Retrieved 2008/06/13.