4-Hydroxy-m-anisaldehyde, bromo derivative

Base Information

• Chemical Name: 4-Hydroxy-m-anisaldehyde, bromo derivative
• CAS No.: 89984-24-7
• Molecular Formula: C8H7BrO3
• Molecular Weight: 231.046
• European Community (EC) Number: 253-079-0
• DSSTox Substance ID: DTXSID20190013
• Nikkaji Number: J451.258H
• Wikidata: Q83062255
• Mol file: 89984-24-7.mol

Synonyms:4-Hydroxy-m-anisaldehyde, bromo derivative;89984-24-7;Benzaldehyde, 2-bromo-4-hydroxy-3-methoxy-;EINECS 253-079-0;36511-32-7;2-bromo-4-hydroxy-3-methoxy-benzaldehyde;SCHEMBL10959550;DTXSID20190013;NS00030054

Chemical Property of 4-Hydroxy-m-anisaldehyde, bromo derivative

Chemical Property:

• XLogP3: 1.7
• 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:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 4-Hydroxy-m-anisaldehyde, bromo derivative

There total 7 articles about 4-Hydroxy-m-anisaldehyde, bromo derivative 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: 88.0%

2-amino-4-hydroxy-3-methoxy-benzaldehyde (89984-23-6) → 2-bromo-4-hydroxy-3-methoxy-benzaldehyde (89984-24-7)

Guidance literature:

2-amino-4-hydroxy-3-methoxy-benzaldehyde; With hydrogen bromide; sodium nitrite; at 0 - 5 ℃; for 1h;

With copper(I) bromide; at 80 ℃; for 1h;

DOI:10.1021/ol035506b

Reference yield: 80.0%

4-acetoxy-2-bromo-3-methoxybenzaldehyde (499218-40-5) → 2-bromo-4-hydroxy-3-methoxy-benzaldehyde (89984-24-7)

Guidance literature:

With potassium hydroxide; In ethanol; for 2h; Reflux;

Reference yield:

vanillin acetate (881-68-5) → 2-bromo-4-hydroxy-3-methoxy-benzaldehyde (89984-24-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 46 percent / fuming HNO₃ / 0.75 h / -10 °C

2.1: 82 percent / FeSO₄*7H₂O; ammonia / H₂O / 0.33 h / Heating

3.1: HBr; sodium nitrite / H₂O / 0.75 h / 0 - 5 °C

3.2: 88 percent / CuBr / H₂O / 1 h / 70 °C

With ammonia; hydrogen bromide; nitric acid; iron(II) sulfate; sodium nitrite; In water;

DOI:10.1021/jo052589w

upstream raw materials:

2-amino-4-hydroxy-3-methoxy-benzaldehyde

vanillin acetate

4-formyl-2-methoxy-3-nitrophenyl acetate

vanillin

Downstream raw materials:

4-(benzyloxy)-2-bromo-3-methoxybenzaldehyde

2-bromo-3,4-dimethoxybenzylaldehyde

deuterated vanillin

2-bromo-3-methoxy-1,4-benzoquinone