4-Bromo-3-methoxybenzaldehyde

Base Information

• Chemical Name: 4-Bromo-3-methoxybenzaldehyde
• CAS No.: 43192-34-3
• Molecular Formula: C8H7BrO2
• Molecular Weight: 215.046
• Hs Code.: 2913000090
• European Community (EC) Number: 855-696-6
• DSSTox Substance ID: DTXSID20479673
• Nikkaji Number: J3.287.087B
• Wikidata: Q72446054
• Mol file: 43192-34-3.mol

Synonyms:4-Bromo-3-methoxybenzaldehyde;43192-34-3;Benzaldehyde, 4-bromo-3-methoxy-;MFCD11846303;4-bromo-3-methoxy-benzaldehyde;4-bromo-3-methoxy-benzaldeyde;SCHEMBL1159623;DTXSID20479673;HKLCOMKRVBQSHA-UHFFFAOYSA-N;CL4557;AKOS016005773;AM80895;CS-W005212;AS-19866;SY047648;4-Bromo-3-methoxybenzaldehyde, AldrichCPR;EN300-209098;Z1269155865

Chemical Property of 4-Bromo-3-methoxybenzaldehyde

Chemical Property:

• Vapor Pressure: 0.0±0.6 mmHg at 25°C
• Melting Point: 126-127℃ (dichloromethane )
• Boiling Point: 289.7±25.0 °C(Predicted)
• PSA: 26.30000
• Density: 1.522±0.06 g/cm3(Predicted)
• LogP: 2.27020
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 2.3
• 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:

99% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 4-Bromo-3-methoxybenzaldehyde

There total 16 articles about 4-Bromo-3-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: 83.0%

4-bromo-3-methoxy-benzonitrile (120315-65-3) → 4-bromo-3-methoxybenzaldehyde (43192-34-3)

Guidance literature:

4-bromo-3-methoxy-benzonitrile; With diisobutylaluminium hydride; In dichloromethane; toluene; at -78 - 20 ℃; for 4.75h; Inert atmosphere;

With methanol; sulfuric acid; In dichloromethane; toluene; for 2.25h; Inert atmosphere;

DOI:10.1021/jm2011436

Reference yield: 81.0%

3-methoxybenzyl alcohol (6971-51-3) → 4-bromo-3-methoxybenzaldehyde (43192-34-3) + 3-methoxy-benzaldehyde (591-31-1)

Guidance literature:

With 4-hydroxy-TEMPO benzoate; sodium bromide; In dichloromethane; water; NaHCO₃-buffered at pH 8.6; electrolysis;

DOI:10.1021/jo00007a031

Reference yield: 69.0%

1-bromo-4-iodo-2-methoxybenzene (755027-18-0) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 4-bromo-3-methoxybenzaldehyde (43192-34-3)

Guidance literature:

1-bromo-4-iodo-2-methoxybenzene; With n-butyllithium; In diethyl ether; at -78 ℃; for 0.25h;

N,N-dimethyl-formamide; In diethyl ether; at -78 ℃; for 0.25h;

DOI:10.1016/j.tet.2005.04.051

upstream raw materials:

3-methoxybenzyl alcohol

4-bromo-3-hydroxy-benzaldehyde

dimethyl sulfate

1-bromo-4-iodo-2-methoxybenzene

Downstream raw materials:

2-(4-bromo-3-methoxy-phenyl)-ethylamine

N-(4-bromo-3-methoxyphenethyl)acetamide

(R)-3-(3-fluorophenyl)-N-(1-hydroxy-3-(1H-indol-3-yl)propan-2-yl)-8-methoxy-9-(pyridin-3-yl)-5,6-dihydropyrrolo[2,1-a]isoquinoline-2-carboxamide

ethyl 9-ethyl-3-(3-fluorophenyl)-8-methoxy-5,6-dihydropyrrolo[2,1-a]isoquinoline-2-carboxylate

Refernces

• 1、 -. "TYK2 INHIBITORS AND USES THEREOF". Paragraph 00906. . Retrieved 2020/06/19.
• 2、 -. "A novel anti-Alzheimer agent inhibiting oligomerization and fibriliation of beta-amyloid protects neuronal cell from Aβ-induced cytotoxicity". Paragraph 0078. . Retrieved 2017/04/25.