Methyl 2,5-dibromobenzoate

Base Information

• Chemical Name: Methyl 2,5-dibromobenzoate
• CAS No.: 57381-43-8
• Molecular Formula: C8H6Br2O2
• Molecular Weight: 293.942
• Hs Code.: 2916399090
• European Community (EC) Number: 611-518-7
• DSSTox Substance ID: DTXSID00339206
• Nikkaji Number: J526.355G
• Wikidata: Q72489966
• Mol file: 57381-43-8.mol

Synonyms:Methyl 2,5-dibromobenzoate;57381-43-8;2,5-Dibromobenzoic Acid Methyl Ester;Benzoic acid, 2,5-dibromo-, methyl ester;MFCD00144757;Methyl2,5-dibromobenzoate;SCHEMBL861495;Methyl 2,5-dibromobenzoate #;AMY3474;DTXSID00339206;methyl 2,5-bis(bromanyl)benzoate;Methyl 2,5-dibromobenzoate, 99%;AKOS016009860;CS-W004908;DS-6249;SY020916;D2673;FT-0686203;F14557;A831421

Chemical Property of Methyl 2,5-dibromobenzoate

Chemical Property:

• Melting Point: 48-51 °C(lit.)
• Boiling Point: 291.3 °C at 760 mmHg
• Flash Point: 130 °C
• PSA: 26.30000
• Density: 1.84 g/cm³
• LogP: 2.99820
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: Slightly soluble in water.
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 293.87141
• Heavy Atom Count: 12
• Complexity: 172

Purity/Quality:

98%,99%, ^*data from raw suppliers

Methyl 2,5-dibromobenzoate ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

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

Technology Process of Methyl 2,5-dibromobenzoate

There total 5 articles about Methyl 2,5-dibromobenzoate 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: 89.0%

methanol (67-56-1) + 2,5-dibromobenzaldehyde (74553-29-0) → 2,5-dibromobenzoic acid methyl ester (57381-43-8)

Guidance literature:

With iodine; potassium carbonate; at 70 ℃; Inert atmosphere;

DOI:10.1021/jo101526b

Reference yield:

methanol (67-56-1) + 2,5-dibromobenzoic acid (610-71-9) → 2,5-dibromobenzoic acid methyl ester (57381-43-8)

Guidance literature:

With sulfuric acid; for 24h; Reflux;

DOI:10.1016/j.tet.2016.04.067

Reference yield:

1,4-dibromo-2-methylbenzene (615-59-8) → 2,5-dibromobenzoic acid methyl ester (57381-43-8)

Guidance literature:

Multi-step reaction with 2 steps

1: aq. KMnO₄

With potassium permanganate;

DOI:10.1021/jo00422a019

upstream raw materials:

diazomethane

2,5-dibromobenzoic acid

1,4-dibromo-2-methylbenzene

methanol

Downstream raw materials:

2,2''-bis-trimethylsilanylethynyl-[1,1';4',1'']terphenyl-2'-carboxylic acid methyl ester

2-(tert-butyldiphenylsilyloxymethyl)-1,4-bis(5-hydroxypentyl)benzene

Refernces

• 1、 Weischedel, Heike,Sudheendran, Kavitha,Mikhael, Alevtina,Conrad, Jürgen,Frey, Wolfgang,Beifuss, Uwe. "Formation of substituted 1-naphthols and related products via dimerization of alkyl 3-(o-halo(het)aryl)-oxopropanoates based on a CuI-catalyzed domino C-arylation/condensation/aromatization process". . p. 3454 - 3467. Retrieved 2016/06/06.
• 2、 Verma, Akhilesh K.,Rustagi, Vineeta,Aggarwal, Trapti,Singh, Amit P.. "Iodine-mediated solvent-controlled selective electrophilic cyclization and oxidative esterification of o-alkynyl aldehydes: An easy access to pyranoquinolines, pyranoquinolinones, and isocumarins". experimental part. p. 7691 - 7703. Retrieved 2010/12/29.