2,6-Dibromobenzoic acid

Base Information

• Chemical Name: 2,6-Dibromobenzoic acid
• CAS No.: 601-84-3
• Molecular Formula: C7H4Br2O2
• Molecular Weight: 279.916
• Hs Code.: 2916399090
• European Community (EC) Number: 835-540-3
• DSSTox Substance ID: DTXSID40870668
• Nikkaji Number: J95.575B
• Mol file: 601-84-3.mol

Synonyms:2,6-dibromobenzoic acid;601-84-3;Benzoic acid, 2,6-dibromo-;MFCD00234254;2,6-DIBROMOBENZOICACID;SCHEMBL570378;DTXSID40870668;HQLOEBRPCVIFCT-UHFFFAOYSA-N;AMY28424;AKOS015855835;CS-W005569;AS-19876;SY017641;D5485;FT-0651810;EN300-113231;A832632;W-203243;Z1269212695;4-(5-(furan-3-ylmethyl)-4,5,6,7-tetrahydrooxazolo[4,5-c]pyridin-2-yl)benzoic acid

Chemical Property of 2,6-Dibromobenzoic acid

Chemical Property:

• Melting Point: 151-152℃
• Refractive Index: 1.4970 (estimate)
• Boiling Point: 333.4 °C at 760 mmHg
• PKA: 1.50±0.10(Predicted)
• Flash Point: 155.4 °C
• PSA: 37.30000
• Density: 2.083 g/cm³
• LogP: 2.90980
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: soluble in Methanol
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 279.85576
• Heavy Atom Count: 11
• Complexity: 151

Purity/Quality:

99% ^*data from raw suppliers

2,6-Dibromobenzoic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C(=C1)Br)C(=O)O)Br
• Uses: 2,6-Dibromobenzoic Acid is a reactant used in the synthesis of a novel inhibitor of amyloid secretion.

Technology Process of 2,6-Dibromobenzoic acid

There total 19 articles about 2,6-Dibromobenzoic 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: 87.0%

carbon dioxide (124-38-9,18923-20-1) + 1,3-dibromobenzene (108-36-1) → 2,6-dibromobenzoic acid (601-84-3)

Guidance literature:

With 2,2,6,6-tetramethyl-piperidine; n-butyllithium; In tetrahydrofuran; hexane; at -75 ℃; for 2h;

DOI:10.1002/ejoc.200300355

Reference yield: 73.0%

carbon dioxide (124-38-9,18923-20-1) + 1,2,3-tribromobenzene (608-21-9) → 2,6-dibromobenzoic acid (601-84-3) + 2,3-dibromobenzoic acid (603-78-1)

Guidance literature:

1,2,3-tribromobenzene; With isopropylmagnesium chloride; In tetrahydrofuran; at -40 ℃; for 2h;

carbon dioxide; With hydrogenchloride; In tetrahydrofuran; for 1h; Further stages.;

DOI:10.1055/s-2006-947362

Reference yield: 65.0%

benzoic acid (65-85-0,8013-63-6) → 2,6-dibromobenzoic acid (601-84-3) + 2-bromobenzoic-acid (88-65-3)

Guidance literature:

With [bis(acetoxy)iodo]benzene; iodine; In 1,2-dichloro-ethane; at 20 ℃; for 1h;

benzoic acid; With tetrabutylammomium bromide; palladium diacetate; In 1,2-dichloro-ethane; at 100 ℃; for 24h;

DOI:10.1002/anie.200705613

upstream raw materials:

2,6-dibromobenzonitrile

2,6-dibromobenzaldehyde

(2,6-dibromophenyl)methanol

2,6-dibromobenzamide

Downstream raw materials:

<2,6-2H2>benzoic acid

4-bromo-2-phenylbenzo[b]furan

2,6-dibromobenzyl bromide

Refernces

• 1、 Wright, Andrew G.,Weissbach, Thomas,Holdcroft, Steven. "Poly(phenylene) and m-Terphenyl as Powerful Protecting Groups for the Preparation of Stable Organic Hydroxides". supporting information. p. 4818 - 4821. Retrieved 2016/04/19.
• 2、 Morrison, Matthew D.,Hanthorn, Jason J.,Pratt, Derek A.. "Synthesis of pyrrolnitrin and related halogenated phenylpyrroles". supporting information; experimental part. p. 1051 - 1054. Retrieved 2009/07/18.