Tert-butyl 3-bromobenzoate

Base Information

• Chemical Name: Tert-butyl 3-bromobenzoate
• CAS No.: 69038-74-0
• Molecular Formula: C11H13BrO2
• Molecular Weight: 257.127
• Hs Code.: 2916399090
• European Community (EC) Number: 614-908-5
• NSC Number: 338413
• DSSTox Substance ID: DTXSID30318988
• Nikkaji Number: J397.262C
• Wikidata: Q82075178
• Mol file: 69038-74-0.mol

Synonyms:tert-butyl 3-bromobenzoate;69038-74-0;t-Butyl 3-bromobenzoate;TERT-BUTYL-3-BROMOBENZOATE;Benzoic acid, 3-bromo-, 1,1-dimethylethyl ester;MFCD06657802;NSC338413;t-butyl-3-bromobenzoate;SCHEMBL1855104;TERT-BUTYL3-BROMOBENZOATE;DTXSID30318988;CS-M2538;AB3325;3-bromo-benzoic acid tert-butyl ester;AKOS013212640;AB25681;AM85274;NSC 338413;NSC-338413;AC-23076;SY035518;TS-00823;FT-0651696;EN300-223630;1-(4-Ethylphenyl)-2-methyl-5H-thiazolo[3,2-a]quinazolin-5-one

Chemical Property of Tert-butyl 3-bromobenzoate

Chemical Property:

• Vapor Pressure: 0.00324mmHg at 25°C
• Refractive Index: 1.529
• Boiling Point: 283 °C at 760 mmHg
• Flash Point: 125 °C
• PSA: 26.30000
• Density: 1.331 g/cm³
• LogP: 3.40440
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 256.00989
• Heavy Atom Count: 14
• Complexity: 208

Purity/Quality:

99.9% ^*data from raw suppliers

t-Butyl3-bromobenzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Tert-butyl 3-bromobenzoate

There total 10 articles about Tert-butyl 3-bromobenzoate 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: 98.0%

1,3-dibromobenzene (108-36-1) + di-tert-butyl dicarbonate (24424-99-5) → tert-butyl 3-bromobenzoate (69038-74-0)

Guidance literature:

1,3-dibromobenzene; With n-butyllithium; butyl magnesium bromide; In tetrahydrofuran; hexane; toluene; at -5 ℃;

di-tert-butyl dicarbonate; In tetrahydrofuran; hexane; toluene; at -5 ℃;

With citric acid; In tetrahydrofuran; hexane; toluene; Further stages.;

DOI:10.1016/j.tetlet.2007.12.134

Reference yield: 92.0%

m-bromobenzoic acid (585-76-2) + 2-tert-butoxypyridine (83766-88-5) → tert-butyl 3-bromobenzoate (69038-74-0)

Guidance literature:

With boron trifluoride diethyl etherate; In toluene; at 20 ℃; for 0.5h;

DOI:10.1016/j.tet.2018.05.050

Reference yield: 85.0%

3-bromobenzoyl chloride (1711-09-7) + potassium tert-butylate (865-47-4) → tert-butyl 3-bromobenzoate (69038-74-0)

Guidance literature:

In tetrahydrofuran; tert-butyl alcohol; for 12.5h; Reflux; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.inorgchem.6b01965

upstream raw materials:

3-bromobenzoyl chloride

lithium tert-butoxide

2,4,6-trichlorobenzoic acid

m-bromobenzoic acid

Downstream raw materials:

tert-butyl 3-formylbenzoate

tert-butyl 3-aminobenzoate

3-(4-Methylpiperazinyl)-benzoic acid tert-butyl ester

3-[2-(trimethylsilanyl)ethanesulfonylamino]benzoic acid tert-butyl ester

Refernces

• 1、 -. "EIF4E-INHIBITING 4-OXO-3,4-DIHYDROPYRIDO[3,4-D]PYRIMIDINE COMPOUNDS". Paragraph 0169; 0256. . Retrieved 2021/01/23.
• 2、 Sang, Xinxin,Hu, Xinyu,Tao, Rong,Zhang, Yilin,Zhu, Haiyan,Wang, Dawei. "A Zirconium Indazole Carboxylate Coordination Polymer as an Efficient Catalyst for Dehydrogenation-Cyclization and Oxidative Coupling Reactions". . p. 123 - 129. Retrieved 2020/02/21.