2,3-dibromobenzoic Acid

Base Information

• Chemical Name: 2,3-dibromobenzoic Acid
• CAS No.: 603-78-1
• Molecular Formula: C7H4Br2O2
• Molecular Weight: 279.916
• DSSTox Substance ID: DTXSID10215764
• Nikkaji Number: J95.574D
• Wikidata: Q83091851
• Mol file: 603-78-1.mol

Synonyms:2,3-dibromobenzoic Acid;603-78-1;Benzoic acid, 2,3-dibromo-;2,3-DIBROMO-BENZOIC ACID;65436-55-7;2,3-Dibromobenzoicacid;Benzoic acid, dibromo-;2,3-Dibrom-benzoesaure;SCHEMBL588389;DTXSID10215764;CL8966;MFCD11520726;AKOS016011456;AM83191;DS-2840;CS-0193046;FT-0766386;EN300-210761;A856514;Z1269195357

Chemical Property of 2,3-dibromobenzoic Acid

Chemical Property:

• Melting Point: 144-148 °C
• Boiling Point: 352.7±32.0 °C(Predicted)
• PKA: 2.46±0.10(Predicted)
• PSA: 37.30000
• Density: 2.083±0.06 g/cm3(Predicted)
• LogP: 2.90980
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 279.85576
• Heavy Atom Count: 11
• Complexity: 161

Purity/Quality:

99%, ^*data from raw suppliers

2,3-DibromobenzoicAcid ^*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)Br)C(=O)O
• Uses: 2,3-Dibromobenzoic Acid is used in the synthesis of acylhydrazone-based inhibitors of fungal sphingolipid synthesis as next-generation antifungal agents

Technology Process of 2,3-dibromobenzoic Acid

There total 15 articles about 2,3-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: 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: 48.0%

2,3-dibromotoluene (61563-25-5) → 2,3-dibromobenzoic acid (603-78-1)

Guidance literature:

With permanganate(VII) ion;

Reference yield: 43.0%

m-bromobenzoic acid (585-76-2) → 2,3-dibromobenzoic acid (603-78-1)

Guidance literature:

m-bromobenzoic acid; With 2,2,6,6-tetramethylpiperidinyl-lithium; In tetrahydrofuran; at -50 ℃; for 1h;

With C₂Br₂Cl₄; In tetrahydrofuran; at -50 - 20 ℃; Further stages.;

DOI:10.1021/jo026514t

upstream raw materials:

ortho-nitrobenzoic acid

3,4-dibromonitrobenzene

potassium cyanide

2-amino-3-bromo benzoic acid

Downstream raw materials:

2-phenyl-7-bromobenzo[b]furan

carbon dioxide

2,3-dibromobenzene

2,3-dideuterio-benzoic acid

Refernces

• 1、 DiMichele, Lisa,Menzel, Karsten,Mills, Paul,Frantz, Doug,Nelson, Todd. "Halogen-metal exchange of 3-substituted 1,2-dibromoarenes: The use of long-range JCH coupling constants to determine regiochemistry". . p. 1041 - 1043. Retrieved 2008/02/05.
• 2、 Liedholm, Brita. "Copper(I) Catalysed Replacement of Bromine by Chloride Ion in Bromobenzoic Acids". . p. 713 - 716. Retrieved 2007/10/02.