2-Bromo-4-fluorophenylacetic acid

Base Information

• Chemical Name: 2-Bromo-4-fluorophenylacetic acid
• CAS No.: 61150-59-2
• Molecular Formula: C8H6BrFO2
• Molecular Weight: 233.037
• Hs Code.: 2916399090
• European Community (EC) Number: 813-672-2
• DSSTox Substance ID: DTXSID60392837
• Wikidata: Q72456363
• Mol file: 61150-59-2.mol

Synonyms:2-bromo-4-fluorophenylacetic acid;61150-59-2;2-(2-bromo-4-fluorophenyl)acetic acid;Benzeneacetic acid, 2-bromo-4-fluoro-;MFCD04107675;SCHEMBL909444;DTXSID60392837;MJSGXOXCPKTZTK-UHFFFAOYSA-N;(2-bromo-4-fluorophenyl)acetic acid;2-(2-bromo-4-fluorophenyl)aceticacid;AKOS000163479;CS-W005090;DS-0897;(2-bromo-4-fluoro-phenyl)-acetic acid;SY020962;AM20060945;FT-0646387;EN300-154503;(2-Bromo-4-fluorophenyl)acetic acid, AldrichCPR;A833065;Z285184632;2-bromo-2-(4-fluorophenyl)acetic acid;2-Bromo-4-fluorophenylacetic Acid

Chemical Property of 2-Bromo-4-fluorophenylacetic acid

Chemical Property:

• Vapor Pressure: 0.000133mmHg at 25°C
• Melting Point: 108-111 °C
• Refractive Index: 1.57
• Boiling Point: 320.3 °C at 760 mmHg
• PKA: 4.02±0.10(Predicted)
• Flash Point: 147.5 °C
• PSA: 37.30000
• Density: 1.697 g/cm³
• LogP: 2.21530
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 231.95352
• Heavy Atom Count: 12
• Complexity: 174

Purity/Quality:

99% ^*data from raw suppliers

2-Bromo-4-fluorophenylaceticacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1F)Br)CC(=O)O

Technology Process of 2-Bromo-4-fluorophenylacetic acid

There total 4 articles about 2-Bromo-4-fluorophenylacetic 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: 86.0%

2-(2-bromo-4-fluorophenyl)acetonitrile (61150-58-1) → 2-(2-bromo-4-fluorophenyl)acetic acid (61150-59-2)

Guidance literature:

2-(2-bromo-4-fluorophenyl)acetonitrile; With water; sodium hydroxide; In ethanol; for 18h; Reflux;

With hydrogenchloride; In ethanol; pH=2;

DOI:10.1055/s-0030-1260328

Reference yield:

2-bromo-4-fluorobenzyl bromide (61150-57-0) → 2-(2-bromo-4-fluorophenyl)acetic acid (61150-59-2)

Guidance literature:

Multi-step reaction with 2 steps

2: aq. KOH

With potassium hydroxide;

DOI:10.1135/cccc19773079

Reference yield:

2-bromo-4-fluorotoluene (1422-53-3) → 2-(2-bromo-4-fluorophenyl)acetic acid (61150-59-2)

Guidance literature:

Multi-step reaction with 3 steps

1: NBS, Br₂

3: aq. KOH

With potassium hydroxide; N-Bromosuccinimide; bromine;

DOI:10.1135/cccc19773079

upstream raw materials:

2-(2-bromo-4-fluorophenyl)acetonitrile

2-bromo-4-fluorotoluene

2-bromo-4-fluorobenzyl bromide

Downstream raw materials:

2-(2-bromo-4-fluorophenyl)acetamide

C₁₂H₁₃BrFNO

(2-bromo-4-fluoro-phenyl)-N-(2-hydroxyethyl)-acetamide

Refernces

• 1、 Machida, Mizuki,Mori, Keiji. "Highly diastereoselective synthesis of tetralin-fused spirooxindoles via lewis acid-catalyzed C(sp3)H bond functionalization". supporting information. p. 868 - 871. Retrieved 2018/07/03.
• 2、 Rajsner,Svatek,Metysova,et al.. "Fluorinated tricyclic neuroleptics with prolonged effects; some new 8-chloro-3-fluoro-10-piperazino-10,11-dihydrodibenzo[b,f]thiepins". . p. 3079 - 3093. Retrieved 2007/10/05.