Methyl 2-bromo-6-methoxybenzoate

Base Information

• Chemical Name: Methyl 2-bromo-6-methoxybenzoate
• CAS No.: 31786-46-6
• Molecular Formula: C9H9BrO3
• Molecular Weight: 245.073
• Hs Code.: 2918990090
• European Community (EC) Number: 968-944-4
• DSSTox Substance ID: DTXSID90552947
• Wikidata: Q82433383
• Mol file: 31786-46-6.mol

Synonyms:METHYL 2-BROMO-6-METHOXYBENZOATE;31786-46-6;MFCD14697992;Methyl2-bromo-6-methoxybenzoate;Benzoic acid, 2-bromo-6-methoxy-, methyl ester;SCHEMBL16008472;DTXSID90552947;LPZDOTAGNAUWRS-UHFFFAOYSA-N;AKOS015834882;BS-28076;SY239845;2-Bromo-6-methoxybenzoic acid methyl ester;EN300-7370426

Chemical Property of Methyl 2-bromo-6-methoxybenzoate

Chemical Property:

• Melting Point: 122-124*C
• Boiling Point: 284.3±20.0 °C(Predicted)
• PSA: 35.53000
• Density: 1.462±0.06 g/cm3(Predicted)
• LogP: 2.24430
• Storage Temp.: Room temperature.
• Solubility.: Chloroform, Methanol
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 243.97351
• Heavy Atom Count: 13
• Complexity: 184

Purity/Quality:

98% ^*data from raw suppliers

Methyl2-Bromo-6-methoxybenzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C(=CC=C1)Br)C(=O)OC
• Uses: Methyl 2-Bromo-6-methoxybenzoate is a reactant in the synthesis of the orchid pigments dengibsin and dengibsinin.

Technology Process of Methyl 2-bromo-6-methoxybenzoate

There total 6 articles about Methyl 2-bromo-6-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%

2-bromo-6-methoxybenzoic acid (31786-45-5) + methyl iodide (74-88-4) → methyl 2-bromo-6-methoxy-benzoate (31786-46-6)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃;

Reference yield: 99.0%

2-bromo-6-methoxybenzoic acid (31786-45-5) + diazomethyl-trimethyl-silane (18107-18-1) → methyl 2-bromo-6-methoxy-benzoate (31786-46-6)

Guidance literature:

In methanol; diethyl ether; toluene; for 0.5h; Inert atmosphere;

DOI:10.1002/chem.201406290

Reference yield: 80.0%

2-methoxy-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoic acid methyl ester (1146214-77-8) → methyl 2-bromo-6-methoxy-benzoate (31786-46-6)

Guidance literature:

With copper(ll) bromide; In methanol; water; at 80 ℃; for 4h;

DOI:10.1021/jacs.6b11867

upstream raw materials:

2-bromo-6-methoxybenzoic acid

methyl iodide

diazomethyl-trimethyl-silane

2-methoxybenzoic acid methyl ester

Downstream raw materials:

(E)-7-methoxy-3-styrylisobenzofuran-1(3H)-one

2-methoxy-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoic acid methyl ester

methyl 2-methoxy-6-vinylbenzoate

methyl 2-formyl-6-methoxybenzoate

Refernces

• 1、 Wang, Guanghui,Liu, Li,Wang, Hong,Ding, You-Song,Zhou, Jing,Mao, Shuai,Li, Pengfei. "N,B-bidentate boryl ligand-supported iridium catalyst for efficient functional-group-directed C-H borylation". . p. 91 - 94. Retrieved 2017/05/16.
• 2、 -. "PYRIDINYL AND FUSED PYRIDINYL TRIAZOLONE DERIVATIVES". Paragraph 0250-0252. . Retrieved 2014/09/29.