Methyl 5-bromosalicylate

Base Information

• Chemical Name: Methyl 5-bromosalicylate
• CAS No.: 4068-76-2
• Molecular Formula: C8H7BrO3
• Molecular Weight: 231.046
• Hs Code.: 2918290000
• European Community (EC) Number: 223-776-4
• NSC Number: 30264
• DSSTox Substance ID: DTXSID80193666
• Nikkaji Number: J217.874E
• Wikidata: Q72488846
• Mol file: 4068-76-2.mol

Synonyms:Methyl 5-bromosalicylate;methyl 5-bromo-2-hydroxybenzoate;4068-76-2;Benzoic acid, 5-bromo-2-hydroxy-, methyl ester;5-BROMOSALICYLIC ACID METHYL ESTER;Methyl 5-bromo-2-hydroxybenzenecarboxylate;methyl 2-Hydroxy-5-Bromobenzoate;methyl-5-bromosalicylate;MFCD00016460;AI3-04028;5-BROMO-2-HYDROXY-BENZOIC ACID METHYL ESTER;EINECS 223-776-4;METHYL5-BROMOSALICYLATE;SCHEMBL205635;Methyl 5-bromosalicylate, 95%;DTXSID80193666;JS-078C;methyl 5-bromo-2-hydroxyl-benzoate;NSC30264;BBL100200;CL8514;GEO-01789;NSC 30264;NSC-30264;STK387494;AKOS000295900;AM83252;CS-W004768;NCGC00341421-01;SY008595;FT-0657269;EN300-60617;AB01332128-02;A825237;AG-205/05818032;J-522450;Z18523364;F3191-0115

Chemical Property of Methyl 5-bromosalicylate

Chemical Property:

• Vapor Pressure: 0.00522mmHg at 25°C
• Melting Point: 61-65 °C(lit.)
• Refractive Index: 1.585
• Boiling Point: 266.6 °C at 760 mmHg
• PKA: 9.19±0.18(Predicted)
• Flash Point: 115 °C
• PSA: 46.53000
• Density: 1.627 g/cm³
• LogP: 1.94130
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 229.95786
• Heavy Atom Count: 12
• Complexity: 172

Purity/Quality:

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

Methyl 5-bromosalicylate ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

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

Technology Process of Methyl 5-bromosalicylate

There total 10 articles about Methyl 5-bromosalicylate 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%

methanol (67-56-1) + 5-bromosalicyclic acid (89-55-4) → 5-bromo-2-hydroxy-benzoic acid methyl ester (4068-76-2)

Guidance literature:

With sulfuric acid; Heating;

DOI:10.1016/j.bmcl.2004.02.067

Reference yield: 99.6%

methyl salicylate (119-36-8,8024-54-2) → 5-bromo-2-hydroxy-benzoic acid methyl ester (4068-76-2)

Guidance literature:

With bromine; sodium hydrogencarbonate; In chloroform;

Reference yield: 72.0%

methyl salicylate (119-36-8,8024-54-2) → 5-bromo-2-hydroxy-benzoic acid methyl ester (4068-76-2) + methyl 3-bromo-2-hydroxybenzoate (28165-45-9)

Guidance literature:

methyl salicylate; With toluene-4-sulfonic acid; In water; acetonitrile; at 20 ℃; for 0.0833333h;

With N-Bromosuccinimide; In water; acetonitrile; at 20 ℃; for 16h; regioselective reaction;

DOI:10.1016/j.tet.2010.06.041

upstream raw materials:

methanol

5-bromosalicyclic acid

methyl salicylate

bromine

Downstream raw materials:

3',5',5-tribromo-2,2'-dihydroxy-3-(methoxycarbonyl)diphenylmethane

5-bromo-3-(3,5-dibromo-4-hydroxy-benzyl)-2-hydroxy-benzoic acid methyl ester

5-bromo-N,2-dihydroxybenzamide

5-bromosalicyclic acid

Refernces

• 1、 Yang, Xu-Feng,Zhu, Hai-Bin,Liu, Min. "Transition-metal-based (Co2+, Ni2+and Cd2+) coordination polymers constructed by a polytopic ligand integrating both flexible aliphatic and rigid aromatic carboxylate groups: Aqueous detection of nitroaromatics". . p. 18 - 29. Retrieved 2017.
• 2、 -. "METHODS OF TREATING CREATINE TRANSPORTER DEFICIENCY". Paragraph 0454-0455. . Retrieved 2021/10/02.
• 3、 Barpaga, Dushyant,Bhattacharya, Papri,Brown, Craig M.,Fan, Yanzhong,Jenks, Jeromy J.,Maurin, Guillaume,McGrail, B. Peter,Motkuri, Radha Kishan,Shetty, Manish,Su, Cheng-Yong,Trump, Benjamin A.,Zheng, Jian. "Molecular Insight into Fluorocarbon Adsorption in Pore Expanded Metal-Organic Framework Analogs". supporting information. p. 3002 - 3012. Retrieved 2020/03/10.