Ethyl 3,5-dibromobenzoate

Base Information

• Chemical Name: Ethyl 3,5-dibromobenzoate
• CAS No.: 67973-33-5
• Molecular Formula: C9H8Br2O2
• Molecular Weight: 307.969
• Hs Code.: 2916399090
• DSSTox Substance ID: DTXSID40461752
• Nikkaji Number: J2.007.026I
• Wikidata: Q82286160
• Mol file: 67973-33-5.mol

Synonyms:Ethyl 3,5-dibromobenzoate;67973-33-5;3,5-Dibromobenzoic acid ethyl ester;MFCD06204695;Benzoic acid, 3,5-dibromo-, ethyl ester;Ethyl3,5-dibromobenzoate;SCHEMBL10180584;DTXSID40461752;TYMXGALTCIVHQY-UHFFFAOYSA-N;3,5-Dibromo-benzoic acid ethyl ester;AKOS017343348;AB10321;A854390;J-400949

Chemical Property of Ethyl 3,5-dibromobenzoate

Chemical Property:

• Vapor Pressure: 0.000648mmHg at 25°C
• Boiling Point: 309.2oC at 760 mmHg
• Flash Point: 140.8oC
• PSA: 26.30000
• Density: 1.747g/cm3
• LogP: 3.38830
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 307.88706
• Heavy Atom Count: 13
• Complexity: 175

Purity/Quality:

97% ^*data from raw suppliers

3,5-Dibromobenzoicacidethylester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=CC(=CC(=C1)Br)Br

Technology Process of Ethyl 3,5-dibromobenzoate

There total 5 articles about Ethyl 3,5-dibromobenzoate 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: 97.0%

ethanol (64-17-5) + 3,5-dibromobenzoic acid (618-58-6) → 3,5-dibromobenzoic acid ethyl ester (67973-33-5)

Guidance literature:

With thionyl chloride; for 2h; Reflux;

DOI:10.2478/s11696-012-0196-5

Reference yield: 90.0%

1,3,5-trisbromobenzene (626-39-1) + formic acid ethyl ester (109-94-4) → 3,5-dibromobenzoic acid ethyl ester (67973-33-5)

Guidance literature:

1,3,5-trisbromobenzene; With n-butyllithium; In diethyl ether; hexane; at -78 ℃; for 0.5h;

formic acid ethyl ester; In diethyl ether; hexane; at -78 ℃; for 3h;

With ethanol; iodine; potassium carbonate; In tetrahydrofuran; diethyl ether; at -78 - 20 ℃; for 14h;

DOI:10.1016/j.tet.2012.04.016

Reference yield: 90.0%

→ 3,5-dibromobenzoic acid ethyl ester (67973-33-5)

Guidance literature:

With thionyl chloride; at 0 - 20 ℃;

upstream raw materials:

ethanol

3,5-dibromobenzoic acid

C₁₂H₆Br₄ClIn

carbon monoxide

Downstream raw materials:

(3,5-dibromophenyl)methanol

4’-ethoxycarbonyl-2,2’:6’,2’’-terpyridine

ethyl 3,5-bis(3-hydroxy-3-methylbut-1-yn-1-yl)benzoate

ethyl 3-bromo-5-(3-hydroxy-3-methylbut-1-yn-1-yl)benzoate