5-Bromosalicylic acid

Base Information

• Chemical Name: 5-Bromosalicylic acid
• CAS No.: 89-55-4
• Deprecated CAS: 50516-75-1
• Molecular Formula: C7H5BrO3
• Molecular Weight: 217.019
• Hs Code.: 29182900
• European Community (EC) Number: 201-917-0
• NSC Number: 52393,3981
• UNII: 6907950MYK
• DSSTox Substance ID: DTXSID9058993
• Nikkaji Number: J54.306C
• Wikidata: Q27264289
• ChEMBL ID: CHEMBL3278558
• Mol file: 89-55-4.mol

Synonyms:5-Bromosalicylic acid;5-Bromo-2-hydroxybenzoic acid;89-55-4;Benzoic acid, 5-bromo-2-hydroxy-;5-bromo-2-hydroxy-benzoic acid;SALICYLIC ACID, 5-BROMO-;2-Hydroxy-5-bromobenzoic acid;Benzoic acid, 3-bromo-6-hydroxy-;MFCD00002455;5-Bromo-2- hydroxybenzoic acid;C7H5BrO3;NSC 3981;EINECS 201-917-0;BRN 2209121;AI3-22146;UNII-6907950MYK;NSC-3981;6907950MYK;4-10-00-00217 (Beilstein Handbook Reference);5-Bromo-2-hydroxybenzoicacid;5-bromsalicylsyre;5-bromsalicylic acid;5-bromosalicyclic acid;5-bromosalicylic acid beta;Oprea1_842232;SCHEMBL129669;2-hydroxy-5-bromo-benzoic acid;CHEMBL3278558;DTXSID9058993;5-bromo-2-hydroxyl benzoic acid;NSC3981;NSC52393;STR04935;BBL007983;NSC-52393;STK299340;AKOS000120444;CS-W008197;FS-3149;5-BROMOSALICYLIC ACID [WHO-DD];s12289;AC-22958;SY013536;LS-144259;AM20041336;B0895;FT-0620058;5-Bromosalicylic acid, technical grade, 90%;EN300-21511;AB-016/30008027;W-100371;Q27264289;Z104500554

Chemical Property of 5-Bromosalicylic acid

Chemical Property:

• Appearance/Colour: white to slightly beige powder
• Vapor Pressure: 3.93E-05mmHg at 25°C
• Melting Point: 162-166 °C
• Refractive Index: 1.4560 (estimate)
• Boiling Point: 338.1 °C at 760 mmHg
• PKA: pK1:2.61 (25°C)
• Flash Point: 158.3 °C
• PSA: 57.53000
• Density: 1.861 g/cm³
• LogP: 1.85290
• Storage Temp.: Inert atmosphere,Room Temperature
• Water Solubility.: Soluble
• XLogP3: 3.2
• 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:

99% ^*data from raw suppliers

5-Bromosalicylic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 37/39-26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=C(C=C1Br)C(=O)O)O
• Uses: 5-Bromosalicylic Acid is a derivative of Salicylic Acid (S088125) and exhibits antiinflammatory activity. 5-Bromosalicylic acid may be employed as a starting reagent for the synthesis of honokiol, a biphenyl-type neolignan.

Technology Process of 5-Bromosalicylic acid

There total 42 articles about 5-Bromosalicylic 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: 95.0%

salicylic acid (69-72-7,25496-36-0,8052-31-1) → 5-bromosalicyclic acid (89-55-4)

Guidance literature:

With tetrapropylammonium nonabromide; In dichloromethane; at 23 ℃; for 0.5h; Inert atmosphere;

DOI:10.1055/s-0033-1340705

Reference yield: 84.0%

5-bromosalicyclaldehyde (1761-61-1) → 5-bromosalicyclic acid (89-55-4)

Guidance literature:

With sodium chlorite; sodium methylate; In dimethyl sulfoxide;

Reference yield: 77.0%

5-bromo-2-iodo-benzoic acid (21740-00-1) → 5-bromosalicyclic acid (89-55-4)

Guidance literature:

With copper(I) oxide; 1-D-O-Methyl-chiro-inositol; sodium hydroxide; In water; at 100 ℃; for 6h;

DOI:10.1016/j.tetlet.2020.152222

upstream raw materials:

tetrachloromethane

4-bromo-phenol

n-butyllithium

diethyl ether

Downstream raw materials:

5-bromo-N-(3-chlorophenyl)-2-hydroxybenzamide

5-bromo-2-hydroxy-benzoic acid-(2,4,6-trichloro-anilide)

2-(5-bromo-2-hydroxyphenyl)benzothiazole

phenyl 5-bromo-2-hydroxybenzoate

Refernces

• 1、 Wu, Yong-Qi,Lu, Hai-Jia,Zhao, Wen-Ting,Zhao, Hong-Yi,Lin, Zi-Yun,Zhang, Dong-Feng,Huang, Hai-Hong. "A convenient and efficient H2SO4-promoted regioselective monobromination of phenol derivatives using N-bromosuccinimide". supporting information. p. 813 - 822. Retrieved 2020/02/15.
• 2、 Arrieta, Ana,Cossío, Fernando P.,Granados, Albert,Shafir, Alexandr,Vallribera, Adelina. "Stepwise mechanism for the bromination of arenes by a hypervalent iodine reagent". . p. 2142 - 2150. Retrieved 2020/03/11.