4-Bromo-3,5-dihydroxybenzoic acid

Base Information

• Chemical Name: 4-Bromo-3,5-dihydroxybenzoic acid
• CAS No.: 16534-12-6
• Molecular Formula: C7H5BrO4
• Molecular Weight: 233.018
• Hs Code.: 29163900
• European Community (EC) Number: 240-606-4
• NSC Number: 151972
• DSSTox Substance ID: DTXSID6066076
• Nikkaji Number: J76.663A
• Wikidata: Q72454739
• Mol file: 16534-12-6.mol

Synonyms:4-Bromo-3,5-dihydroxybenzoic acid;16534-12-6;Benzoic acid, 4-bromo-3,5-dihydroxy-;4-Bromo-3,5-resorcylic acid;MFCD00002513;4-Bromo-alpha-resorcylic Acid;alpha-Resorcylic acid, 4-bromo-;.alpha.-Resorcylic acid, 4-bromo-;EINECS 240-606-4;NSC 151972;4-Bromo-3,5-dihydroxybenzoicAcid;4-bromo-3,5-dihydroxy-benzoic acid;NSC151972;SCHEMBL289536;DTXSID6066076;AM780;3,5-dihydroxy-4-bromobenzoic acid;BCP26950;AB8348;AKOS015888244;AC-8784;CS-W009490;NSC-151972;PS-3390;BP-10130;SY014326;4-Bromo-3,5-dihydroxybenzoic acid, 99%;B1425;FT-0617851;EN300-310099;W-107934

Chemical Property of 4-Bromo-3,5-dihydroxybenzoic acid

Chemical Property:

• Appearance/Colour: white to light yellow crystal powder
• Vapor Pressure: 1.1E-06mmHg at 25°C
• Melting Point: 274-276 °C
• Boiling Point: 387.1 °C at 760 mmHg
• PKA: 3.73±0.10(Predicted)
• Flash Point: 187.9 °C
• PSA: 77.76000
• Density: 2.026 g/cm³
• LogP: 1.55850
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Sensitive.: Light Sensitive
• Solubility.: soluble in Methanol
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 231.93712
• Heavy Atom Count: 12
• Complexity: 172

Purity/Quality:

99% ^*data from raw suppliers

4-Bromo-3,5-dihydroxybenzoic acid ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=C(C=C(C(=C1O)Br)O)C(=O)O
• Uses: Fundamental chemical building block for organic synthesis.

Technology Process of 4-Bromo-3,5-dihydroxybenzoic acid

There total 4 articles about 4-Bromo-3,5-dihydroxybenzoic 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: 100.0%

3,5-Dihydroxybenzoic acid (99-10-5) → 3,5-dihydroxy-4-bromobenzoic acid (16534-12-6)

Guidance literature:

With hydrogenchloride; bromine; for 2h; Heating;

DOI:10.1002/ejoc.200600796

Reference yield: 91.0%

3,5-Dihydroxybenzoic acid (99-10-5) → 3,5-dihydroxy-4-bromobenzoic acid (16534-12-6) + 2-bromo-3,5-dihydroxybenzoic acid

Guidance literature:

With dihydrogen peroxide; sodium bromide; tetraethoxy orthosilicate; 3-aminopropyltriethoxysilane; In 1,4-dioxane; phosphate buffer; for 19h;

DOI:10.1021/jo801234e

Reference yield:

3,5-Dihydroxybenzoic acid (99-10-5) + water (7732-18-5) → 3,5-dihydroxy-4-bromobenzoic acid (16534-12-6)

Guidance literature:

upstream raw materials:

3,5-Dihydroxybenzoic acid

water

Downstream raw materials:

4-bromo-3,5-dihydroxy-benzoic acid methyl ester

benzyl 4-bromo-3,5-bis(benzyloxy)benzoate

3,4,5-trihydroxybenzoic acid

3,5-bis((benzyloxy)methoxy)-4-bromo-1-(E)-prop-1-en-1-ylbenzene

Refernces

• 1、 Beutler, John A.,Dey, Patrick N.,Schroeder, Chloe M.,Wiemer, David F.. "Synthesis of a Coumarin-Based Analogue of Schweinfurthin F". . p. 16824 - 16833. Retrieved 2021/11/16.
• 2、 Alghamdi, Sahar S.,Mustafa, Suni M.,Moore II, Bob M.. "Synthesis and biological evaluation of a ring analogs of the selective CB2 inverse agonist SMM-189". . . Retrieved 2021/02/09.