2-Bromo-3,5-dimethoxybenzaldehyde

Base Information

• Chemical Name: 2-Bromo-3,5-dimethoxybenzaldehyde
• CAS No.: 85565-93-1
• Molecular Formula: C9H9 Br O3
• Molecular Weight: 245.073
• Hs Code.: 2913000090
• DSSTox Substance ID: DTXSID30466736
• Nikkaji Number: J464.514F
• Wikidata: Q82293360
• Mol file: 85565-93-1.mol

Synonyms:2-Bromo-3,5-dimethoxybenzaldehyde;85565-93-1;Benzaldehyde,2-bromo-3,5-dimethoxy-;SCHEMBL120483;DTXSID30466736;SOKPGTRDTOKLPD-UHFFFAOYSA-N;2-Brom-3,5-dimethoxy-benzaldehyd;AKOS022662653;AT20024;CS-0224226;EN300-1183421;Z1269228623

Chemical Property of 2-Bromo-3,5-dimethoxybenzaldehyde

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.568
• Boiling Point: 331.508°C at 760 mmHg
• Flash Point: 154.291°C
• PSA: 35.53000
• Density: 1.483g/cm³
• LogP: 2.27880
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 243.97351
• Heavy Atom Count: 13
• Complexity: 174

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2-Bromo-3,5-dimethoxybenzaldehyde

There total 8 articles about 2-Bromo-3,5-dimethoxybenzaldehyde 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: 98.0%

3,5-dimethoxybenzaldehdye (7311-34-4) → 2-bromo-3,5-dimethoxy-benzaldehyde (85565-93-1)

Guidance literature:

With N-Bromosuccinimide; In dichloromethane; at 20 ℃; for 18h;

DOI:10.1016/j.tet.2017.11.035

Reference yield: 91.0%

2-bromo-3,5-dimethoxybenzyl alcohol (74726-76-4) → 2-bromo-3,5-dimethoxy-benzaldehyde (85565-93-1)

Guidance literature:

With sodium hydrogencarbonate; pyridinium chlorochromate; In dichloromethane; at 0 - 20 ℃; for 4h; Inert atmosphere;

DOI:10.1002/chem.201001752

Reference yield: 33.0%

3,5-dimethoxybenzyl alcohol (705-76-0) → 2-bromo-3,5-dimethoxy-benzaldehyde (85565-93-1)

Guidance literature:

With ethyl 2-bromoisobutyrate; dimethyl sulfoxide; at 130 ℃; for 4.71667h;

DOI:10.1016/j.tetlet.2021.153428

upstream raw materials:

3,5-dimethoxybenzaldehdye

3,5-dimethoxybenzyl alcohol

2-bromo-3,5-dimethoxybenzyl alcohol

methyl 3,5-dimethoxybenzoate

Downstream raw materials:

2-(2-bromo-3,5-dimethoxy-phenyl)-[1,3]dioxolane

2-benzyloxy-5,7-dimethoxyphenanthrene

2-Brom-3.5-dimethoxy-benzoylchlorid

N-[(R)-1-(2'-Benzyloxymethyl-6,4',6'-trimethoxy-biphenyl-3-yl)-2-hydroxy-ethyl]-acetamide

Refernces

• 1、 Zuo, Ziqing,Kim, Raphael S.,Watson, Donald A.. "Synthesis of Axially Chiral 2,2′-Bisphosphobiarenes via a Nickel-Catalyzed Asymmetric Ullmann Coupling: General Access to Privileged Chiral Ligands without Optical Resolution". supporting information. p. 1328 - 1333. Retrieved 2021/02/01.
• 2、 Kang, Juyeon,Ham, Seunghwan,Seong, Chaehyeon,Oh, Chang Ho. "Synthesis of [6,6,m]-Tricyclic Compounds via [4+2] Cycloaddition with Au or Cu Catalyst". . p. 1039 - 1043. Retrieved 2021/05/05.