5-Bromo-2-chlorobenzoic acid

Base Information

• Chemical Name: 5-Bromo-2-chlorobenzoic acid
• CAS No.: 21739-92-4
• Molecular Formula: C7H4BrClO2
• Molecular Weight: 235.465
• Hs Code.: 29163900
• European Community (EC) Number: 244-558-5
• DSSTox Substance ID: DTXSID40176132
• Nikkaji Number: J295J
• Wikidata: Q72452399
• Mol file: 21739-92-4.mol

Synonyms:5-Bromo-2-chlorobenzoic acid;21739-92-4;2-Chloro-5-bromobenzoic acid;Benzoic acid, 5-bromo-2-chloro-;5-Bromo-2-Chloro benzoic acid;MFCD00002415;5-Bromo-2-chlorobenzoicacid;5-bromo-2-chloro-benzoic acid;5-bromo-2-chorobenzoic acid;SCHEMBL18214;DTXSID40176132;BCP07097;EINECS 244-558-5;5-Bromo-2-chlorobenzoic acid, 98%;AKOS000119557;AC-3906;AM62242;CS-W012888;PS-7656;NCGC00338868-01;SY001457;A4667;B1344;FT-0620078;EN300-20497;AB01331421-02;W-107525;F2191-0036;Z104478416

Chemical Property of 5-Bromo-2-chlorobenzoic acid

Chemical Property:

• Appearance/Colour: white to light yellow crystal powder
• Vapor Pressure: 0.0001mmHg at 25°C
• Melting Point: 154-156 °C(lit.)
• Refractive Index: 1.5590 (estimate)
• Boiling Point: 324.5 °C at 760 mmHg
• PKA: 2.49±0.25(Predicted)
• Flash Point: 150.1 °C
• PSA: 37.30000
• Density: 1.809 g/cm³
• LogP: 2.80070
• Storage Temp.: Store below +30°C.
• Solubility.: 2.63g/l
• Water Solubility.: Soluble in water 2.63 g/L @20°C.
• 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

5-Bromo-2-chlorobenzoic Acid ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1Br)C(=O)O)Cl
• Recent ClinicalTrials: A Trial to Evaluate the Safety Tolerability and Pharmacokinetics of B1344 by Subcutaneous Injection in Healthy Subjects
• Uses: 5-Bromo-2-chlorobenzoic acid was used to evaluate the homogeneity of organic powder. It can be used to produce 2-chloro-5-deuteriobenzoic acid.

Technology Process of 5-Bromo-2-chlorobenzoic acid

There total 16 articles about 5-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: 99.0%

2-chloro-5-bromobenzaldehyde (189628-37-3) → 5-bromo-2-chlorobenzoic acid (21739-92-4)

Guidance literature:

With C₄H₁₁FeMo₆NO₂₄^(3-)*3C₁₆H₃₆N⁽¹⁺⁾; water; oxygen; sodium carbonate; at 50 ℃; for 8h; under 760.051 Torr; Green chemistry;

DOI:10.1002/anie.201612225

Reference yield: 97.9%

ortho-chlorobenzoic acid (118-91-2) → 5-bromo-2-chlorobenzoic acid (21739-92-4)

Guidance literature:

With iron(III) trifluoromethanesulfonate; at 60 - 70 ℃; Reagent/catalyst; Green chemistry;

Reference yield: 96.0%

tert-butyl 5-bromo-2-chloro-benzoate (503555-23-5) → 5-bromo-2-chlorobenzoic acid (21739-92-4)

Guidance literature:

In hexafluoropropan-2-ol; at 100 ℃; for 2h; Microwave irradiation;

DOI:10.1016/j.tetlet.2010.02.100

upstream raw materials:

2-chloro-5-bromotoluene

5-Bromo-2-aminobenzoic acid

ortho-chlorobenzoic acid

bromochlorobenzene

Downstream raw materials:

5-bromo-2-chloro-benzoyl chloride

5-Bromo-2-chloro-benzoic acid ethyl ester

methyl 5-bromo-2-chloro-benzoate

(5-bromo-2-chlorophenyl)(4-ethyloxyphenyl)methanone

Refernces

• 1、 -. "Preparation method of high-selectivity 5-bromo-2-chlorobenzoic acid". Paragraph 0043-0057; 0060-0068. . Retrieved 2021/06/22.
• 2、 -. "Preparation method of 5-bromo-2-chlorobenzoic acid". . . Retrieved 2020/11/26.