Tert-butyl 2-bromobenzoate

Base Information

• Chemical Name: Tert-butyl 2-bromobenzoate
• CAS No.: 55666-42-7
• Molecular Formula: C11H13BrO2
• Molecular Weight: 257.127
• Hs Code.: 2916399090
• European Community (EC) Number: 666-112-2
• DSSTox Substance ID: DTXSID20396674
• Nikkaji Number: J1.161.845F
• Wikidata: Q82197504
• Mol file: 55666-42-7.mol

Synonyms:tert-butyl 2-bromobenzoate;55666-42-7;TERT-BUTYL-2-BROMOBENZOATE;Benzoic acid, 2-bromo-, 1,1-dimethylethyl ester;t-butyl o-bromobenzoate;tert-butyl2-bromobenzoate;SCHEMBL488979;DTXSID20396674;ZELNHJFYEDOWLF-UHFFFAOYSA-N;2-Bromobenzoic acid t-butyl ester;1,1-Dimethylethyl 2-bromobenzoate;Bromobenzoic acid tert.-butyl ester;2-Bromobenzoic acid tert-butyl ester;AB3324;MFCD00027950;AKOS013211630;AB01484;AS-19873;FT-0688509;EN300-201624

Chemical Property of Tert-butyl 2-bromobenzoate

Chemical Property:

• Boiling Point: 280.3 °C at 760 mmHg
• Flash Point: 123.3 °C
• PSA: 26.30000
• Density: 1.331 g/cm³
• LogP: 3.40440
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 3.5
• 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:

98%Min ^*data from raw suppliers

tert-Butyl2-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=C1Br

Technology Process of Tert-butyl 2-bromobenzoate

There total 7 articles about Tert-butyl 2-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: 85.0%

tert-butyl alcohol (75-65-0) + 2-bromobenzoic-acid (88-65-3) → tert-butyl 2-bromobenzoate (55666-42-7)

Guidance literature:

With sulfuric acid; magnesium sulfate; In dichloromethane; at 20 ℃; Inert atmosphere;

DOI:10.1021/acs.joc.6b02931

Reference yield: 79.0%

tert.-butylhydroperoxide (75-91-2) + 2-(2-bromophenyl)acetonitrile (19472-74-3) → tert-butyl 2-bromobenzoate (55666-42-7)

Guidance literature:

With potassium hydroxide; In acetonitrile; at 60 ℃; for 1.5h;

DOI:10.1177/1747519821989963

Reference yield: 67.0%

di-tert-butyl dicarbonate (24424-99-5) + 2-bromobenzoic-acid (88-65-3) → tert-butyl 2-bromobenzoate (55666-42-7)

Guidance literature:

With dmap; In tetrahydrofuran; Reflux;

DOI:10.1002/anie.201914826

upstream raw materials:

isobutene

2-bromobenzoic-acid

tert-butyl alcohol

2-bromobenzoic acid chloride

Downstream raw materials:

C₁₅H₂₀O₂

4'-(2-ethoxy-5-formyl-4-vinylimidazol-1-ylmethyl)-3'-fluorobiphenyl-2-carboxylic acid t-butyl ester

4'-(4-Bromo-2-propoxy-5-formylimidazol-1-ylmethyl)-3'-fluorobiphenyl-2-carboxylic acid t-butyl ester

4'-{5-[((S)-2-Acetylsulfanyl-4-methylpentanoylamino)methyl]-4-ethyl-2-propoxyimidazol-1-ylmethyl}-3'-fluorobiphenyl-2-carboxylic Acid t-Butyl Ester

Refernces

• 1、 Echizen, Honami,Hanaoka, Kenjiro,Ikeno, Takayuki,Komatsu, Toru,Miura, Masayuki,Nagano, Tetsuo,Numasawa, Koji,Saito, Naoko,Ueno, Tasuku,Urano, Yasuteru,Yamaguchi, Yoshifumi,Yasunaga, Masahiro. "A Fluorescent Probe for Rapid, High-Contrast Visualization of Folate-Receptor-Expressing Tumors In Vivo". supporting information. p. 6015 - 6020. Retrieved 2020/03/04.
• 2、 Hou, Fei,Wang, Xi-Cun,Quan, Zheng-Jun. "Efficient synthesis of esters through oxone-catalyzed dehydrogenation of carboxylic acids and alcohols". supporting information. p. 9472 - 9476. Retrieved 2019/01/03.