3,5-Dibromo-4-hydroxybenzoic acid

Base Information

• Chemical Name: 3,5-Dibromo-4-hydroxybenzoic acid
• CAS No.: 3337-62-0
• Molecular Formula: C7H4 Br2 O3
• Molecular Weight: 295.915
• Hs Code.: 29163900
• European Community (EC) Number: 222-075-0
• NSC Number: 21184
• UNII: 95Z5A9EPEI
• DSSTox Substance ID: DTXSID4041656
• Nikkaji Number: J26.968I
• Wikidata: Q27105450
• Metabolomics Workbench ID: 52857
• ChEMBL ID: CHEMBL3181991
• Mol file: 3337-62-0.mol

Synonyms:3,5-Dibromo-4-hydroxybenzoic acid;3337-62-0;Bromoxynylbenzoic acid;Benzoic acid, 3,5-dibromo-4-hydroxy-;DiBrHBz;3,5-Dibromo-4-hydroxybenzoate;CHEBI:1395;Bromoxynilbenzoic acid;3,5-dibromo-4-hydroxy-benzoic acid;MFCD00002548;UNII-95Z5A9EPEI;95Z5A9EPEI;DTXSID4041656;EINECS 222-075-0;NSC 21184;NSC-21184;3',5'-dibromo-4-hydroxybenzoic acid;dbha;3,5-bis(bromanyl)-4-oxidanyl-benzoic acid;3,5-Dibromo-4-hydroxybenzoicacid;BROMOXYNIL ACID;Epitope ID:122957;3,5-dibromo-p-salicylic acid;SCHEMBL1114408;CHEMBL3181991;DTXCID2021656;4-hydroxy-3,5-dibromobenzoic acid;3,5-Dibrom-4-hydroxy-benzoesaeure;Benzoic acid,5-dibromo-4-hydroxy-;NSC21184;Tox21_301956;3,5-di-bromo-4-hydroxybenzoic acid;BBL025727;STL355033;AKOS000113704;AC-7767;acide dibromo-3,5 hydroxy-4-benzoique;CS-W014549;NCGC00255692-01;DS-14433;SY014325;CAS-3337-62-0;AM20061037;D2674;FT-0614497;C03925;EN300-116734;O10919;A821752;AE-641/00667049;J-511260;Q27105450;Z1269227546;QSH

Chemical Property of 3,5-Dibromo-4-hydroxybenzoic acid

Chemical Property:

• Appearance/Colour: white fine crystalline powder
• Vapor Pressure: 2.98E-05mmHg at 25°C
• Melting Point: 271-274 ºC
• Refractive Index: 1.4947 (estimate)
• Boiling Point: 342 ºC at 760 mmHg
• PKA: 3.79±0.10(Predicted)
• Flash Point: 160.6 ºC
• PSA: 57.53000
• Density: 2.228 g/cm³
• LogP: 2.61540
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility.: DMSO (Sparingly), Methanol (Slightly)
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 295.85067
• Heavy Atom Count: 12
• Complexity: 174

Purity/Quality:

99% ^*data from raw suppliers

3,5-Dibromo-4-hydroxybenzoic Acid ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi,C
• Statements: 36/37/38
• Safety Statements: 24/25-37/39-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=C(C(=C1Br)O)Br)C(=O)O
• Uses: 3,5-Dibromo-4-hydroxybenzoic Acid is an intermediate used to prepare benzbromarone (B185200) which is a uricosuric agent used in the treatment of gout and hyperuricemia.

Technology Process of 3,5-Dibromo-4-hydroxybenzoic acid

There total 26 articles about 3,5-Dibromo-4-hydroxybenzoic 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: 97.0%

4-hydroxy-benzoic acid (99-96-7) → 3,5-dibromo-4-hydroxybenzoic acid (3337-62-0)

Guidance literature:

With hydrogen bromide; dihydrogen peroxide; In 1,2-dichloro-ethane; at 45 ℃; for 3h;

DOI:10.1021/op990035n

Reference yield: 94.0%

methyl 3,5-dibromo-4-hydroxybenzoate (41727-47-3) → 3,5-dibromo-4-hydroxybenzoic acid (3337-62-0)

Guidance literature:

With water; sodium hydroxide; at 60 ℃; for 4h;

Reference yield:

4-hydroxy-benzoic acid (99-96-7) → 3-bromo-4-hydroxy-benzoic acid (14348-41-5) + 3,5-dibromo-4-hydroxybenzoic acid (3337-62-0)

Guidance literature:

With bromine; potassium bromide; In water; at 25 ℃; Rate constant; Product distribution; var. pH;

DOI:10.1021/jo00207a013

upstream raw materials:

3-bromo-4-hydroxy-benzoic acid

3,5-dibromo-4-methoxybenzoic acid

acetic acid-(2,6-dibromo-4-methyl-phenyl ester)

methyl 3,5-dibromo-4-hydroxybenzoate

Downstream raw materials:

3,5-dibromo-4-benzyloxybenzoic acid

3,5-dibromo-4-methoxybenzoyl chloride

4-acetoxy-3,5-dibromobenzoic acid

Refernces

• 1、 Ghorpade, Prashant Vasantrao,Pethsangave, Dattatray Appasha,Some, Surajit,Shankarling, Ganapati Subray. "Graphene Oxide Promoted Oxidative Bromination of Anilines and Phenols in Water". . p. 7388 - 7397. Retrieved 2018/07/29.
• 2、 Pasquarelli, Fabrizia,Spera, Agata,Cantarella, Laura,Cantarella, Maria. "Biodegradation of bromoxynil using the cascade enzymatic system nitrile hydratase/amidase from Microbacterium imperiale CBS 498-74. Comparison between free enzymes and resting cells". . p. 36913 - 36923. Retrieved 2015/05/13.