Tert-butyl 4-(bromomethyl)benzoate

Base Information

• Chemical Name: Tert-butyl 4-(bromomethyl)benzoate
• CAS No.: 108052-76-2
• Molecular Formula: C12H15BrO2
• Molecular Weight: 271.154
• Hs Code.: 2916399090
• European Community (EC) Number: 691-573-1
• DSSTox Substance ID: DTXSID30465188
• Nikkaji Number: J1.234.991B
• Wikidata: Q72502510
• Mol file: 108052-76-2.mol

Synonyms:Tert-butyl 4-(bromomethyl)benzoate;108052-76-2;4-Bromomethylbenzoic acid tert-butyl ester;tert-butyl p-(bromomethyl) Benzoate;t-butyl 4-bromomethylbenzoate;TERT-BUTYL-4-BROMOMETHYLBENZOATE;4-Bromo methyl benzoic acid mono tert-butyl ester;4-(BROMOMETHYL)-BENZOIC ACID,1,1-DIMETHYLETHYL ESTER;MFCD04973450;4-(BROMOMETHYL)-BENZOIC ACID, 1,1-DIMETHYLETHYL ESTER;4-Bromomethyl-benzoic acid tert-butyl ester;4-(bromomethyl)benzoic acid tert-butyl ester;Benzoic acid, 4-(bromomethyl)-, 1,1-dimethylethyl ester;1,1-dimethylethyl 4-(bromomethyl)benzoate;t-butyl-4-bromomethylbenzoate;SCHEMBL508555;t-butyl 4-(bromomethyl)benzoate;tert-butyl 4-bromomethylbenzoate;DTXSID30465188;tert-butyl 4-bromomethyl-benzoate;GSIBTIUXYYFCPU-UHFFFAOYSA-N;tert-butyl-4-(bromomethyl)benzoate;tert.-butyl-4-(brommethyl)benzoate;4-tert-butoxycarbonyl-benzyl bromide;AC-179;AKOS005254964;AM83216;AS-7051;CS-W012373;1,1-dimethylethyl 4-bromomethylbenzoate;4-Bromomethylbenzoic acid t-butyl ester;4-(bromomethyl)benzoic acid t-butylester;SY031014;2-Methyl-2-propanyl 4-(bromomethyl)benzoate;FT-0642646;4-(Bromomethyl)benzoic acid tert-butyl ester;EN300-7377816;A801802;Benzoicacid,4-(bromomethyl)-,1,1-dimethylethylester;J-002049;J-514826;tert-butyl 4-(bromomethyl)benzoate

Chemical Property of Tert-butyl 4-(bromomethyl)benzoate

Chemical Property:

• Appearance/Colour: white crystal powder
• Vapor Pressure: 0.000308mmHg at 25°C
• Melting Point: 53-55 °C
• Refractive Index: 1.537
• Boiling Point: 320.936 °C at 760 mmHg
• Flash Point: 147.897 °C
• PSA: 26.30000
• Density: 1.314 g/cm³
• LogP: 3.53680
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 270.02554
• Heavy Atom Count: 15
• Complexity: 212

Purity/Quality:

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

4-Bromomethylbenzoicacidmonotert-butylester ^*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=C(C=C1)CBr

Technology Process of Tert-butyl 4-(bromomethyl)benzoate

There total 21 articles about Tert-butyl 4-(bromomethyl)benzoate 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%

N-Bromosuccinimide (128-08-5) + tert-butyl 4-methylbenzoate (13756-42-8) → 4-(bromomethyl)benzoic acid 1,1-dimethylethyl ester (108052-76-2)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); In CH₂l2; for 48h; Reflux; Inert atmosphere;

DOI:10.1021/ic1002447

Reference yield: 94.0%

tert-butyl 4-methylbenzoate (13756-42-8) → 4-(bromomethyl)benzoic acid 1,1-dimethylethyl ester (108052-76-2)

Guidance literature:

With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); In tetrachloromethane; Reflux;

DOI:10.1016/j.bmc.2011.03.065

Reference yield: 90.0%

4-bromomethylbenzoic Acid (6232-88-8) + isobutene (115-11-7,15220-85-6) → 4-(bromomethyl)benzoic acid 1,1-dimethylethyl ester (108052-76-2) + 4-monofluoromethylbenzoic acid (118507-45-2)

Guidance literature:

With tetrabutyl ammonium fluoride; In sulfuric acid; acetonitrile;

upstream raw materials:

tert-butyl 4-methylbenzoate

4-bromomethylbenzoic Acid

isobutene

4-bromomethylbenzoyl chloride

Downstream raw materials:

(+/-)-4-<(1,1-dimethylethoxy)carbonyl>-α-<(diphenylmethylene)amino>benzenepropanoic acid phenylmethyl ester

4-(2-(Dimethyl-hydrazonomethyl)-6-{4-[dimethyl-(1,1,2-trimethyl-propyl)-silanyloxy]-phenyl}-hexyl)-benzoic acid tert-butyl ester

4-(2-(Dimethyl-hydrazonomethyl)-7-{4-[dimethyl-(1,1,2-trimethyl-propyl)-silanyloxy]-phenyl}-heptyl)-benzoic acid tert-butyl ester

t-butyl 4-fluoromethylbenzoate

Refernces

• 1、 Chen, Tingting,Ning, Mengmeng,Ye, Yangliang,Wang, Kai,Leng, Ying,Shen, Jianhua. "Design, synthesis and structure?activity relationship studies of GPR40 agonists containing amide linker". . p. 175 - 194. Retrieved 2018.
• 2、 Budě?ínsky, Milo?,Jirá?ek, Ji?í,Mitrová, Katarína,Pícha, Jan. "Acid-Stable Ester Linkers for the Solid-Phase Synthesis of Immobilized Peptides". . p. 1297 - 1306. Retrieved 2020/07/04.
• 3、 -. "A class of GPR40 agonist compounds with amide structure, and uses thereof". Paragraph 0115; 0116; 0118; 0121. . Retrieved 2019/05/02.