3,5-Dibromophenylacetic acid

Base Information

• Chemical Name: 3,5-Dibromophenylacetic acid
• CAS No.: 188347-49-1
• Molecular Formula: C8H6Br2O2
• Molecular Weight: 293.942
• Hs Code.: 2916399090
• DSSTox Substance ID: DTXSID00415837
• Nikkaji Number: J905.525H
• Wikidata: Q72464785
• Mol file: 188347-49-1.mol

Synonyms:3,5-Dibromophenylacetic acid;188347-49-1;2-(3,5-dibromophenyl)acetic Acid;Benzeneacetic acid, 3,5-dibromo-;MFCD07787513;(3,5-dibromophenyl)acetic acid;SCHEMBL2281695;(3,5-dibromo-phenyl)acetic acid;DTXSID00415837;2-(3,5-dibromophenyl)aceticAcid;NTQNLWCPZSORSR-UHFFFAOYSA-N;3,5-DIBROMOBENZENEACETIC ACID;AKOS015890308;AB42985;CS-W003441;AM808188;AS-18809;SY024104;FT-0655960;EN300-3032948;A813223;2-(3,5-dibromophenyl)acetic acid;InChI=1/C8H6Br2O2/c9-6-1-5(3-8(11)12)2-7(10)4-6/h1-2,4H,3H2,(H,11,12

Chemical Property of 3,5-Dibromophenylacetic acid

Chemical Property:

• Vapor Pressure: 1.66E-06mmHg at 25°C
• Refractive Index: 1.624
• Boiling Point: 381.7 °C at 760 mmHg
• PKA: 3.94±0.10(Predicted)
• Flash Point: 184.6 °C
• PSA: 37.30000
• Density: 1.969 g/cm³
• LogP: 2.83870
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 293.87141
• Heavy Atom Count: 12
• Complexity: 162

Purity/Quality:

97% ^*data from raw suppliers

3,5-DibromophenylaceticAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=C(C=C1Br)Br)CC(=O)O
• Uses: 3,5-Dibromophenylacetic Acid is used in biological studies to evaluate receptor activity and conformational analysis of halogenated resiniferatoxin analogs as TRPV1 ligands.

Technology Process of 3,5-Dibromophenylacetic acid

There total 4 articles about 3,5-Dibromophenylacetic 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%

cyano-(3,5-dibromophenyl)acetic acid ethyl ester → 2-(3,5-dibromophenyl)acetic acid (188347-49-1)

Guidance literature:

cyano-(3,5-dibromophenyl)acetic acid ethyl ester; With water; sodium hydroxide; for 18h; Reflux;

With hydrogenchloride; In water; pH=2 - 4;

DOI:10.1016/j.bmc.2010.09.001

Reference yield: 90.0%

2-(3,5-dibromophenyl)acetonitrile (188347-48-0) → 2-(3,5-dibromophenyl)acetic acid (188347-49-1)

Guidance literature:

With potassium hydroxide; In water; Heating;

DOI:10.1021/jo962402o

Reference yield:

1,3-dibromo-5-fluorobenzene (1435-51-4) → 2-(3,5-dibromophenyl)acetic acid (188347-49-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) NaH, NMP / 2.) from 110 deg C to 115 deg C, 30 h

2: 98 percent / aq. NaOH / 18 h / 95 - 100 °C

With 1-methyl-pyrrolidin-2-one; sodium hydroxide; sodium hydride;

DOI:10.1055/s-1997-1385

upstream raw materials:

2-(3,5-dibromophenyl)acetonitrile

1,3-dibromo-5-fluorobenzene

3,5-dibromobenzyl bromide

Downstream raw materials:

<3',5'-2H2>phenylacetic acid

methyl 3,5-dibromobenzylate

2-(3,5-dibromophenyl)-1-morpholinoethanone