2-(3-Bromophenyl)propanoic acid

Base Information

• Chemical Name: 2-(3-Bromophenyl)propanoic acid
• CAS No.: 53086-52-5
• Molecular Formula: C9H9BrO2
• Molecular Weight: 229.073
• Hs Code.: 2916399090
• DSSTox Substance ID: DTXSID20510151
• Nikkaji Number: J313.189K
• Mol file: 53086-52-5.mol

Synonyms:2-(3-Bromophenyl)propanoic acid;53086-52-5;2-M-BROMOPHENYLPROPIONIC ACID;2-(3-bromo-phenyl)-propionic acid;MFCD09743806;(S)-2-(3-bromophenyl)-propionicacid;1146411-14-4;SCHEMBL694483;2-(3-Bromophenyl)propanoicacid;DTXSID20510151;QLHMQZFTSIHQIT-UHFFFAOYSA-N;AKOS015890007;Benzeneacetic acid, 3-bromo-a-methyl-;SB37529;DS-12683;SY043041;CS-0209873;FT-0648614;EN300-188440;O10464;A829393

Chemical Property of 2-(3-Bromophenyl)propanoic acid

Chemical Property:

• Vapor Pressure: 0.000139mmHg at 25°C
• Refractive Index: 1.575
• Boiling Point: 319.6 °C at 760 mmHg
• PKA: 4.17±0.10(Predicted)
• Flash Point: 147.1 °C
• PSA: 37.30000
• Density: 1.523 g/cm³
• LogP: 2.63720
• Solubility.: DCM, DMSO, Diethyl Ether, Methanol
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 227.97859
• Heavy Atom Count: 12
• Complexity: 170

Purity/Quality:

99% ^*data from raw suppliers

2-(3-Bromophenyl)propanoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C1=CC(=CC=C1)Br)C(=O)O
• Uses: 2-(3-Bromophenyl)propanoic Acid is an intermediate in the synthesis of Ketoprofen (K200800) related compounds.

Technology Process of 2-(3-Bromophenyl)propanoic acid

There total 5 articles about 2-(3-Bromophenyl)propanoic 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%

3-Bromophenylacetic acid (1878-67-7) + methyl iodide (74-88-4) → 2-(3-bromophenyl)-propionic acid (53086-52-5)

Guidance literature:

3-Bromophenylacetic acid; With lithium diisopropyl amide; In tetrahydrofuran; n-heptane; ethylbenzene; at -78 ℃; for 0.25h;

methyl iodide; at -78 - 20 ℃;

Reference yield: 100.0%

methyl iodide (74-88-4) → 2-(3-bromophenyl)-propionic acid (53086-52-5)

Guidance literature:

3-Bromophenylacetic acid; With lithium diisopropyl amide; In tetrahydrofuran; n-heptane; ethylbenzene; at -78 ℃; for 1.25h;

methyl iodide; In tetrahydrofuran; n-heptane; ethylbenzene; at -78 - 20 ℃;

With hydrogenchloride; sodium hydroxide; more than 3 stages;

Reference yield: 72.0%

1-bromo-3-[1-methylallyl]benzene → 2-(3-bromophenyl)-propionic acid (53086-52-5)

Guidance literature:

With potassium permanganate; sodium periodate; potassium carbonate; sodium hydroxide; In water; tert-butyl alcohol; at 20 ℃; for 3h; pH=8;

DOI:10.1016/j.tet.2005.03.120

upstream raw materials:

methyl iodide

3-Bromophenylacetic acid

carbon dioxide

1-bromo-3-ethylbenzene

Downstream raw materials:

2-{3-[3-(2-methoxy-phenyl)-1-(2-trimethylsilanyl-ethoxymethyl)-1H-pyrazolo[3,4-b]pyridin-5-yl]-phenyl}-propionic acid

(S)-2-(3-bromophenyl)-propionic acid

Refernces

• 1、 Meng, Qing-Yuan,Schirmer, Tobias E.,Berger, Anna Lucia,Donabauer, Karsten,K?nig, Burkhard. "Photocarboxylation of Benzylic C-H Bonds". supporting information. p. 11393 - 11397. Retrieved 2019/08/20.
• 2、 Chen, Jian Jeffrey,Qian, Wenyuan,Biswas, Kaustav,Yuan, Chester,Amegadzie, Albert,Liu, Qingyian,Nixey, Thomas,Zhu, Joe,Ncube, Mqhele,Rzasa, Robert M.,Chavez, Frank,Chen, Ning,Demorin, Frenel,Rumfelt, Shannon,Tegley, Christopher M.,Allen, Jennifer R.,Hitchcock, Stephen,Hungate, Randy,Bartberger, Michael D.,Zalameda, Leeanne,Liu, Yichin,McCarter, John D.,Zhang, Jianhua,Zhu, Li,Babu-Khan, Safura,Luo, Yi,Bradley, Jodi,Wen, Paul H.,Reid, Darren L.,Koegler, Frank,Dean Jr., Charles,Hickman, Dean,Correll, Tiffany L.,Williamson, Toni,Wood, Stephen. "Discovery of 2-methylpyridine-based biaryl amides as γ-secretase modulators for the treatment of Alzheimer's disease". supporting information. p. 6447 - 6454. Retrieved 2013/11/19.