4-Bromo-2-chlorobenzoic acid

Base Information

• Chemical Name: 4-Bromo-2-chlorobenzoic acid
• CAS No.: 59748-90-2
• Molecular Formula: C7H4BrClO2
• Molecular Weight: 235.465
• Hs Code.: 29163990
• European Community (EC) Number: 261-911-9
• UNII: 695NUG32VH
• DSSTox Substance ID: DTXSID20208460
• Nikkaji Number: J149.968H
• Wikidata: Q72452412
• Mol file: 59748-90-2.mol

Synonyms:4-Bromo-2-chlorobenzoic acid;59748-90-2;Benzoic acid, 4-bromo-2-chloro-;4-Bromo-2-chlorobenzoicacid;2-Chloro-4-bromobenzoic acid;MFCD00040903;59748-92-4;EINECS 261-911-9;4-bromo-2-chloro-benzoic acid;C7-H4-Br-Cl-O2;SCHEMBL256718;4-bromo-2-chloro benzoic acid;695NUG32VH;JAVZWSOFJKYSDY-UHFFFAOYSA-;DTXSID20208460;STR06071;4-Bromo-2-chlorobenzoic acid, 97%;AKOS005258412;AC-3904;CS-W002193;PS-7658;SY013482;A8383;AM20061170;B1407;FT-0602502;FT-0656626;EN300-44255;A832455;A929609;W-105302;Z448102192

Chemical Property of 4-Bromo-2-chlorobenzoic acid

Chemical Property:

• Vapor Pressure: 0.000145mmHg at 25°C
• Melting Point: 171-175 °C
• Refractive Index: 1.621
• Boiling Point: 319.1 °C at 760 mmHg
• PKA: 2.68±0.25(Predicted)
• Flash Point: 146.8 °C
• PSA: 37.30000
• Density: 1.809 g/cm³
• LogP: 2.80070
• Storage Temp.: Refrigerator
• Solubility.: DMSO, Methanol
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 233.90832
• Heavy Atom Count: 11
• Complexity: 163

Purity/Quality:

99% ^*data from raw suppliers

4-Bromo-2-chlorobenzoic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, N, Xi
• Hazard Codes: Xn,N,Xi
• Statements: 22-50/53
• Safety Statements: 60-61

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=C(C=C1Br)Cl)C(=O)O

Technology Process of 4-Bromo-2-chlorobenzoic acid

There total 8 articles about 4-Bromo-2-chlorobenzoic 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: 96.0%

tert-butyl 5-bromo-2-chloro-benzoate (503555-23-5) → 4-Bromo-2-chloro-benzoic Acid (59748-90-2)

Guidance literature:

With 1,1,1,3',3',3'-hexafluoro-propanol; at 100 ℃; for 2h; Microwave irradiation;

Reference yield: 76.0%

carbon monoxide (201230-82-2) + 4-bromo-2-chloroiodobenzene (31928-47-9) → 4-Bromo-2-chloro-benzoic Acid (59748-90-2)

Guidance literature:

With water; palladium diacetate; triethylamine; triphenylphosphine; In 1,4-dioxane; at 110 ℃; for 2h; under 11251.1 Torr; Flow reactor;

DOI:10.3762/bjoc.12.147

Reference yield: 73.0%

C7H4ClN2O2(1+) (63468-61-1) + BrH*C7H6ClNO2 + 4-amino-2-chlorobenzoic acid (2457-76-3) → 4-Bromo-2-chloro-benzoic Acid (59748-90-2)

Guidance literature:

4-amino-2-chlorobenzoic acid; With hydrogen bromide; In water; at 120 ℃; for 1h;

BrH*C₇H₆ClNO₂; With sodium nitrite; In water; at 5 ℃;

C₇H₄ClN₂O₂⁽¹⁺⁾; With hydrogen bromide; copper(I) bromide; In water; at 0 ℃; Heating / reflux;

upstream raw materials:

4-bromo-2-chlorotoluene

4-Methyl-3-nitroanilin

4-amino-2-chlorobenzoic acid

C₇H₄ClN₂O₂⁽¹⁺⁾

Downstream raw materials:

4-bromo-2-chlorobenzoyl chloride

4-bromo-2-(4-methoxyphenylamino)benzoic acid

N-2'-carboxyphenyl-4-bromoanthranilic acid

4-bromo-2-chloro-N-methoxy-N-methylbenzamide

Refernces

• 1、 Mallia, Carl J.,Walter, Gary C.,Baxendale, Ian R.. "Flow carbonylation of sterically hindered ortho-substituted iodoarenes". supporting information. p. 1503 - 1511. Retrieved 2016/08/02.
• 2、 -. "DEPROTECTION OF BOC-PROTECTED COMPOUNDS". Page/Page column 2. . Retrieved 2010/12/29.