Methyl 2-(bromomethyl)-5-methoxybenzoate

Base Information

• Chemical Name: Methyl 2-(bromomethyl)-5-methoxybenzoate
• CAS No.: 788081-99-2
• Molecular Formula: C10H11BrO3
• Molecular Weight: 259.1
• Hs Code.: 2918990090
• DSSTox Substance ID: DTXSID60695951
• Wikidata: Q82625343
• Mol file: 788081-99-2.mol

Synonyms:Methyl 2-(bromomethyl)-5-methoxybenzoate;788081-99-2;2-BROMOMETHYL-5-METHOXY-BENZOIC ACID METHYL ESTER;Methyl 2-bromomethyl-5-methoxybenzoate;Methyl2-(bromomethyl)-5-methoxybenzoate;SCHEMBL149036;DTXSID60695951;GQGYGEVWBRHRTD-UHFFFAOYSA-N;CL9655;MFCD11505947;AKOS016001760;AB64108;CS-W008825;DS-3572;FT-0762059;A864958

Chemical Property of Methyl 2-(bromomethyl)-5-methoxybenzoate

Chemical Property:

• Vapor Pressure: 7.52E-05mmHg at 25°C
• Boiling Point: 342.5oC at 760 mmHg
• Flash Point: 160.9oC
• PSA: 35.53000
• Density: 1.432g/cm3
• LogP: 2.37670
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 257.98916
• Heavy Atom Count: 14
• Complexity: 196

Purity/Quality:

98%min ^*data from raw suppliers

2-Bromomethyl-5-methoxy-benzoicacidmethylester 96% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC(=C(C=C1)CBr)C(=O)OC

Technology Process of Methyl 2-(bromomethyl)-5-methoxybenzoate

There total 7 articles about Methyl 2-(bromomethyl)-5-methoxybenzoate 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: 99.0%

methyl 5-methoxy-2-methyl-benzoate (73502-03-1) → methyl 2-(bromomethyl)-5-methoxy-benzoate (788081-99-2)

Guidance literature:

With N-Bromosuccinimide; dibenzoyl peroxide; In tetrachloromethane; at 80 ℃; for 4h;

DOI:10.1016/j.bmcl.2010.06.134

Reference yield:

2-methyl-5-hydroxybenzoic acid (578-22-3) → methyl 2-(bromomethyl)-5-methoxy-benzoate (788081-99-2)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate / N,N-dimethyl-formamide / 16 h / 70 °C

2: N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) / tetrachloromethane / 3 h / 72 °C

With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); potassium carbonate; In tetrachloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm401276h

Reference yield:

methyl 2-bromo-5-methoxybenzoate (35450-36-3) → methyl 2-(bromomethyl)-5-methoxy-benzoate (788081-99-2)

Guidance literature:

Multi-step reaction with 2 steps

1: caesium carbonate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane; water / 16 h / 110 °C

2: N-Bromosuccinimide; dibenzoyl peroxide / tetrachloromethane / 3 h / Heating / reflux

With N-Bromosuccinimide; caesium carbonate; dibenzoyl peroxide; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In 1,4-dioxane; tetrachloromethane; water;

upstream raw materials:

methyl 5-methoxy-2-methyl-benzoate

5-nitro-o-toluic acid

5-amino-2-methylbenzoic acid

2-methyl-5-hydroxybenzoic acid

Downstream raw materials:

2-Bromomethyl-6-methoxy-2,3-dihydro-isoindol-1-one

2,2-Dimethyl-propionic acid 6-methoxy-1-oxo-1,3-dihydro-isoindol-2-ylmethyl ester

Refernces

• 1、 Lai, Huifang,Lin, Jin,Xu, Jiexin,Zha, Daijun. "Copper-promoted direct amidation of isoindolinone scaffolds by sodium persulfate". supporting information. p. 7621 - 7626. Retrieved 2021/09/22.
• 2、 -. "IRAK DEGRADERS AND USES THEREOF". Paragraph 00920; 002797; 002800-002801. . Retrieved 2021/01/23.