Ethyl 5-bromo-2-chlorobenzoate

Base Information

• Chemical Name: Ethyl 5-bromo-2-chlorobenzoate
• CAS No.: 76008-73-6
• Molecular Formula: C9H8BrClO2
• Molecular Weight: 263.518
• Hs Code.: 29163100
• European Community (EC) Number: 616-279-2
• DSSTox Substance ID: DTXSID90226919
• Nikkaji Number: J410.678D
• Mol file: 76008-73-6.mol

Synonyms:Ethyl 5-bromo-2-chlorobenzoate;76008-73-6;5-Bromo-2-chlorobenzoic Acid Ethyl Ester;Benzoic acid, 5-bromo-2-chloro-, ethyl ester;MFCD00013635;ethyl5-bromo-2-chlorobenzoate;SCHEMBL320371;Ethyl 5-broMo2-chlorobenzoate;Ethyl-5-bromo-2-chlorobenzoate;Ethyl 2-Chloro-5-Bromobenzoate;DTXSID90226919;a-Ethyl 5-bromo-2-chlorobenzoate;Ethyl 5-bromo2-chlorobenzaldehyde;AMY15358;STR08019;AKOS007930047;AC-3905;CS-W012459;Ethyl 5-Bromo-2-chlorobenzoate, 98%;PS-7346;3-bromo-6-chlorobenzoic acid ethyl ester;SY012257;5-Bromo-2-chloro-benzoic acid ethyl ester;5-bromo-2-chloro-benzoic acid, ethyl ester;B2255;FT-0620079;FT-0648050;A19962;N10376

Chemical Property of Ethyl 5-bromo-2-chlorobenzoate

Chemical Property:

• Appearance/Colour: White to light yellow crystal powder
• Vapor Pressure: 0.0019mmHg at 25°C
• Melting Point: 128-130 °C
• Refractive Index: n20/D 1.56(lit.)
• Boiling Point: 291.9 °C at 760 mmHg
• Flash Point: 130.3 °C
• PSA: 26.30000
• Density: 1.532 g/cm³
• LogP: 3.27920
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 261.93962
• Heavy Atom Count: 13
• Complexity: 187

Purity/Quality:

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

Ethyl 5-Bromo-2-chlorobenzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xn,Xi
• Statements: 20/22-22-20
• Safety Statements: 45-36/37/39-37/38/46-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCOC(=O)C1=C(C=CC(=C1)Br)Cl
• Uses: Ethyl 5-Bromo-2-chlorobenzoate may be used in the synthesis of ethyl 6-bromo-3-chloro-3′-methylbiphenyl-2-carboxylate.

Technology Process of Ethyl 5-bromo-2-chlorobenzoate

There total 4 articles about Ethyl 5-bromo-2-chlorobenzoate 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: 92.0%

ethanol (64-17-5) + 5-bromo-2-chlorobenzoic acid (21739-92-4) → 5-Bromo-2-chloro-benzoic acid ethyl ester (76008-73-6)

Guidance literature:

With sulfuric acid; In benzene; Cooling with ice; Reflux;

DOI:10.1002/cjoc.201190222

Reference yield: 81.0%

ethyl 3-bromobenzoate (24398-88-7) → 5-Bromo-2-chloro-benzoic acid ethyl ester (76008-73-6)

Guidance literature:

With N-chloro-succinimide; trifluorormethanesulfonic acid; palladium diacetate; Selectfluor; In 1,2-dichloro-ethane; at 90 ℃; for 6h; regioselective reaction; Sealed tube;

DOI:10.1002/anie.201300176

Reference yield:

ortho-chlorobenzoic acid (118-91-2) → 5-Bromo-2-chloro-benzoic acid ethyl ester (76008-73-6)

Guidance literature:

Multi-step reaction with 2 steps

1: aq. KBrO₃ / aq. H₂SO₄; acetic acid / 1.5 h / Heating

2: cc. H₂SO₄

With potassium bromate; cc. H₂SO₄; In sulfuric acid; acetic acid;

upstream raw materials:

ethanol

5-bromo-2-chlorobenzoic acid

ortho-chlorobenzoic acid

ethyl 3-bromobenzoate

Downstream raw materials:

C₁₃H₁₅ClO₃

1-(5-bromo-2-chlorophenyl)-1-methylethanol

(5-bromo-2-chlorophenyl)(4-ethyloxyphenyl)(dimethyl)methane

1-{4-chloro-3-[(dimethyl)(4-ethyloxyphenyl)methyl]phenyl}-1-deoxy-β-D-glucopyranose

Refernces

• 1、 Yu, Gang,Chen, Shunhong,He, Feng,Luo, Dexia,Zhang, Yu,Wu, Jian. "Synthesis and bioactivity of sulfide derivatives containing 1,3,4-oxadiazole and pyridine". . p. 1075 - 1085. Retrieved 2019/09/10.
• 2、 -. "4-METHYL-2,3,5,9,9B-PENTAAZA-CYCLOPENTA[A]NAPHTHALENES". Page/Page column 95-97. . Retrieved 2014/02/16.