Methyl 2-bromo-5-methylbenzoate

Base Information

• Chemical Name: Methyl 2-bromo-5-methylbenzoate
• CAS No.: 90971-88-3
• Molecular Formula: C9H9 Br O2
• Molecular Weight: 229.073
• Hs Code.: 2916399090
• European Community (EC) Number: 618-688-1
• DSSTox Substance ID: DTXSID10568368
• Nikkaji Number: J2.879.177A
• Wikidata: Q82454602
• Mol file: 90971-88-3.mol

Synonyms:METHYL 2-BROMO-5-METHYLBENZOATE;90971-88-3;BENZOIC ACID, 2-BROMO-5-METHYL-, METHYL ESTER;2-BROMO-5-METHYLBENZOIC ACID METHYL ESTER;MFCD00144764;Methyl2-bromo-5-methylbenzoate;2-Bromo-5-methyl-benzoic acid methyl ester;SCHEMBL221754;DTXSID10568368;methyl 2-bromo-5-methyl-benzoate;PYRAZCQFEMNXJA-UHFFFAOYSA-N;AMY39646;CL9610;AKOS015834891;DS-15678;SY104606;2-Bromo-5-methylbenzoic acid, methyl ester;CS-0046810;EN300-270013;A860641;A1-00236

Chemical Property of Methyl 2-bromo-5-methylbenzoate

Chemical Property:

• Boiling Point: 270.1±20.0 °C(Predicted)
• PSA: 26.30000
• Density: 1.433±0.06 g/cm3(Predicted)
• LogP: 2.54410
• Storage Temp.: Room temperature.
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 227.97859
• Heavy Atom Count: 12
• Complexity: 170

Purity/Quality:

99% ^*data from raw suppliers

Methyl2-bromo-5-methylbenzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=C(C=C1)Br)C(=O)OC

Technology Process of Methyl 2-bromo-5-methylbenzoate

There total 6 articles about Methyl 2-bromo-5-methylbenzoate 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: 100.0%

2-bromo-5-methylbenzoic acid (6967-82-4) + diazomethyl-trimethyl-silane (18107-18-1) → methyl 2-bromo-5-methylbenzoate (90971-88-3)

Guidance literature:

In methanol; diethyl ether; toluene; for 2h; Inert atmosphere; Schlenk technique;

DOI:10.1002/anie.201209582

Reference yield: 99.0%

methanol (67-56-1) + 2-bromo-5-methylbenzoic acid (6967-82-4) → methyl 2-bromo-5-methylbenzoate (90971-88-3)

Guidance literature:

2-bromo-5-methylbenzoic acid; With oxalyl dichloride; N,N-dimethyl-formamide; In dichloromethane; at 0 - 20 ℃; for 1h;

methanol; In dichloromethane; at 20 ℃; for 3h;

DOI:10.1016/j.tet.2014.02.027

Reference yield: 99.0%

oxalyl dichloride (79-37-8) + 2-bromo-5-methylbenzoic acid (6967-82-4) → methyl 2-bromo-5-methylbenzoate (90971-88-3)

Guidance literature:

In methanol; dichloromethane; N,N-dimethyl-formamide;

upstream raw materials:

oxalyl dichloride

2-bromo-5-methylbenzoic acid

methanol

2-amino-5-methylbenzoic acid methyl ester

Downstream raw materials:

5-methyl-2-triisopropylsilanylsulfanyl-benzoic acid methyl ester

methyl 2-bromo-5-(bromomethyl)benzoate

C₂₀H₂₁N₃O₂

C₁₆H₁₃BrO₂

Refernces

• 1、 -. "Indoline compound and application thereof". Paragraph 0024; 0025; 0026. . Retrieved 2018/04/28.
• 2、 Kr?tzschmar, Felix,Kassel, Martin,Delony, Daniel,Breder, Alexander. "Selenium-catalyzed C(sp3)-H acyloxylation: Application in the expedient synthesis of isobenzofuranones". supporting information. p. 7030 - 7034. Retrieved 2015/05/05.