3-Bromo-4-hydroxybenzoic acid

Base Information

• Chemical Name: 3-Bromo-4-hydroxybenzoic acid
• CAS No.: 14348-41-5
• Molecular Formula: C7H5BrO3
• Molecular Weight: 217.019
• Hs Code.: 2918290000
• European Community (EC) Number: 238-299-7
• DSSTox Substance ID: DTXSID90931899
• Nikkaji Number: J216.976B
• Wikidata: Q72456830
• Mol file: 14348-41-5.mol

Synonyms:3-Bromo-4-hydroxybenzoic acid;14348-41-5;Benzoic acid, 3-bromo-4-hydroxy-;3 bromo 4 hydroxybenzoic acid;3-bromo-4-hydroxy-benzoic acid;EINECS 238-299-7;QSB;3-bromo-4-hydroxybenoic acid;SCHEMBL312791;DTXSID90931899;CHEBI:140241;HMS1761O15;3-bromanyl-4-oxidanyl-benzoic acid;MFCD00017547;3-Bromo-4-hydroxybenzoic acid, 97%;AKOS000118497;3-BROMO-4-HYDROXYBENZOICACIDHYDRATE;B2739;CS-0157135;FT-0601301;EN300-11807;C21850;H11843;AE-562/05574007;W-108170;Z57985393

Chemical Property of 3-Bromo-4-hydroxybenzoic acid

Chemical Property:

• Appearance/Colour: white powder
• Vapor Pressure: 3.71E-05mmHg at 25°C
• Melting Point: 176-178 °C
• Boiling Point: 338.9 °C at 760 mmHg
• PKA: 4.18±0.10(Predicted)
• Flash Point: 158.8 °C
• PSA: 57.53000
• Density: 1.861 g/cm³
• LogP: 1.85290
• Storage Temp.: 2-8°C
• Solubility.: soluble in Methanol
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 215.94221
• Heavy Atom Count: 11
• Complexity: 160

Purity/Quality:

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

3-Bromo-4-hydroxybenzoic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 22-41
• Safety Statements: 26-39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1C(=O)O)Br)O

Technology Process of 3-Bromo-4-hydroxybenzoic acid

There total 16 articles about 3-Bromo-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: 98.0%

4-hydroxy-benzoic acid (99-96-7) → 3-bromo-4-hydroxy-benzoic acid (14348-41-5)

Guidance literature:

4-hydroxy-benzoic acid; With sulfuric acid; In acetonitrile; at 20 ℃; for 0.0833333h;

With N-Bromosuccinimide; In acetonitrile; at 20 ℃; for 4h; regioselective reaction;

DOI:10.1080/00397911.2019.1711415

Reference yield: 90.0%

3-bromo-4-hydroxybenzonitrile (2315-86-8) → 3-bromo-4-hydroxy-benzoic acid (14348-41-5)

Guidance literature:

With 1-butyl-3-methylimidazolium hydrogen sulfate; water; at 60 - 65 ℃; for 2.25h; Green chemistry;

DOI:10.1016/j.tetlet.2014.05.050

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:

diethyl ether

5-bromosalicyclic acid

ethylmagnesium bromide

3-bromo-4-methoxybenzoic acid

Downstream raw materials:

3,4-Dihydroxybenzoic acid

4-acetoxy-3-bromo-benzoic acid

3,5-dibromo-4-hydroxybenzoic acid

2,4,6-tribromophenol

Refernces

• 1、 Mukhopadhyay, Sudip,Ananthakrishnan,Chandalia, Sampatraj B.. "Oxidative bromination in a liquid-liquid two-phase system to synthesize organic intermediates: 2-Bromophenol, 2,6-dibromophenol, and 2-bromo-4-methylphenol". . p. 451 - 454. Retrieved 1999.
• 2、 -. "A where the shall he loni intermediate and its preparation method". Paragraph 0096; 0097. . Retrieved 2019/04/04.
• 3、 Baharfar,Alinezhad,Azimi,Salehian. "Regioselective and high-yielding bromination of phenols and anilins using N-bromosaccharin and amberlyst-15". experimental part. p. 863 - 865. Retrieved 2012/04/23.