3-Bromo-2-methoxybenzaldehyde

Base Information

• Chemical Name: 3-Bromo-2-methoxybenzaldehyde
• CAS No.: 88275-87-0
• Molecular Formula: C8H7BrO2
• Molecular Weight: 215.046
• Hs Code.: 2913000090
• European Community (EC) Number: 804-335-0
• DSSTox Substance ID: DTXSID80453873
• Nikkaji Number: J840.636G
• Wikidata: Q82275150
• Mol file: 88275-87-0.mol

Synonyms:3-BROMO-2-METHOXYBENZALDEHYDE;88275-87-0;3-bromo-2-methoxy-benzaldehyde;MFCD09834811;2-bromo-6-formyl-anisole;2-Methoxy-3-bromobenzaldehyde;SCHEMBL1293351;DTXSID80453873;3-(2-Fluorophenoxy)benzylBromide;SZDPZQAPHXPVCN-UHFFFAOYSA-N;3-bromo-2-(methyloxy)benzaldehyde;AKOS010078187;AM83269;CS-W021855;DS-0267;FT-0646648;EN300-116574;A862258;A1-00658;J-511876;Z815295688

Chemical Property of 3-Bromo-2-methoxybenzaldehyde

Chemical Property:

• Vapor Pressure: 0.003mmHg at 25°C
• Refractive Index: 1.585
• Boiling Point: 282.341 °C at 760 mmHg
• Flash Point: 124.555 °C
• PSA: 26.30000
• Density: 1.522 g/cm³
• LogP: 2.27020
• Storage Temp.: Room temperature.
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 213.96294
• Heavy Atom Count: 11
• Complexity: 138

Purity/Quality:

98%min ^*data from raw suppliers

3-Bromo-2-methoxybenzaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=CC=C1Br)C=O

Technology Process of 3-Bromo-2-methoxybenzaldehyde

There total 9 articles about 3-Bromo-2-methoxybenzaldehyde 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-hydroxy-3-bromobenzaldehyde (1829-34-1) + methyl iodide (74-88-4) → 3-bromo-2-methyloxybenzaldehyde (88275-87-0)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 60 ℃; Inert atmosphere;

DOI:10.3987/COM-18-S(T)56

Reference yield: 86.0%

ortho-anisaldehyde (135-02-4) → 3-bromo-2-methyloxybenzaldehyde (88275-87-0)

Guidance literature:

With 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione; trimethylsilyl trifluoromethanesulfonate; In dichloromethane; for 2h;

DOI:10.1016/S0040-4039(97)00943-X

Reference yield:

methyl iodide (74-88-4) → 3-bromo-2-methyloxybenzaldehyde (88275-87-0)

Guidance literature:

2-hydroxy-3-bromobenzaldehyde; With caesium carbonate; In DMF (N,N-dimethyl-formamide); for 0.5h;

methyl iodide; In DMF (N,N-dimethyl-formamide); for 20h;

upstream raw materials:

ortho-anisaldehyde

2-hydroxy-3-bromobenzaldehyde

methyl iodide

2-hydroxybromobenzene

Downstream raw materials:

3-bromo-2-methoxyphenol

3-dibenzofuran-4-yl-2-methoxy-benzaldehyde

2-methoxy-3-(1'-naphthalenyl)benzaldehyde

2-hydroxy-3-(1'-naphthalenyl)benzaldehyde

Refernces

• 1、 Robins, Jacob G.,Johnson, Jeffrey S.. "An Oxidative Dearomatization Approach to Tetrodotoxin via a Masked ortho-Benzoquinone". supporting information. p. 559 - 563. Retrieved 2022/01/20.
• 2、 Kobayashi, Yuki,Igarashi, Rina,Ishikawa, Yuta,Inukai, Sae,Shimowaki, Kento,Sugiyama, Yuya,Shioiri, Takayuki,Matsugi, Masato. "Activation of grubbs-hoveyda second-generation catalysts employing aromatic ligands bearing a widespread aryl substituent". . p. 806 - 822. Retrieved 2019/04/26.