3-Bromo-2-hydroxy-4-methoxybenzaldehyde

Base Information

• Chemical Name: 3-Bromo-2-hydroxy-4-methoxybenzaldehyde
• CAS No.: 63638-85-7
• Molecular Formula: C8H7BrO3
• Molecular Weight: 231.046
• DSSTox Substance ID: DTXSID50556209
• Nikkaji Number: J3.047.834G
• Wikidata: Q82437702
• Mol file: 63638-85-7.mol

Synonyms:3-bromo-2-hydroxy-4-methoxybenzaldehyde;63638-85-7;3-bromo-2-hydroxy-4-methoxy-benzaldehyde;SCHEMBL5069879;DTXSID50556209;CBUUYFPVPUGOLS-UHFFFAOYSA-N;2-hydroxy-3-bromo--4-methoxybenzaldehyde;2-hydroxy-3-bromo- -4-methoxybenzaldehyde

Chemical Property of 3-Bromo-2-hydroxy-4-methoxybenzaldehyde

Chemical Property:

• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 229.95786
• Heavy Atom Count: 12
• Complexity: 162

Purity/Quality:

99%min. ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of 3-Bromo-2-hydroxy-4-methoxybenzaldehyde

There total 6 articles about 3-Bromo-2-hydroxy-4-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: 79.0%

2-Hydroxy-4-methoxybenzaldehyde (673-22-3) → 3-bromo-2-hydroxy-4-methoxybenzaldehyde (63638-85-7)

Guidance literature:

2-Hydroxy-4-methoxybenzaldehyde; With aluminum (III) chloride; In dichloromethane; at -20 ℃; for 0.25h; Inert atmosphere;

With bromine; In dichloromethane; at -20 - 20 ℃; for 0.333333h; regioselective reaction; Inert atmosphere;

DOI:10.1021/jo2026564

Reference yield: 56.0%

isovanillin (621-59-0) → 3-bromo-2-hydroxy-4-methoxybenzaldehyde (63638-85-7)

Guidance literature:

isovanillin; With mercury(II) diacetate; In ethanol; acetic acid; at 50 ℃; for 0.333333h;

With sodium bromide; In ethanol; water; acetic acid;

With N-methylpyrrolidine-2-one hydrotribromide; In acetonitrile; at 20 ℃; for 0.333333h; regioselective reaction;

DOI:10.1016/j.ejmech.2012.12.042

Reference yield: 25.0%

2-Hydroxy-4-methoxybenzaldehyde (673-22-3) → 5-bromo-2-hydroxy-4-methoxybenzaldehyde (57543-36-9) + 3-bromo-2-hydroxy-4-methoxybenzaldehyde (63638-85-7) + 3,5-dibromo-2-hydroxy-4-methoxy benzaldehyde (117238-61-6)

Guidance literature:

With pyridine; pyridinium hydrobromide perbromide; at 50 ℃; for 2h;

DOI:10.1016/j.bmc.2007.05.011

upstream raw materials:

2-Hydroxy-4-methoxybenzaldehyde

isovanillin

2,4-Dihydroxybenzaldehyde

Downstream raw materials:

2,4-dimethoxy-3-bromobenzoic acid

C₂₄H₂₆O₆

1-(2-(allyloxy)-3-bromo-4-methoxyphenyl)prop-2-en-1-ol

N'-(9-bromo-8-methoxy-3,4-dihydrobenzo[b]oxepin-5(2H)-ylidene)-4-methylbenzenesulfonohydrazide