5-Bromo-2-hydroxy-3-methoxybenzonitrile

Base Information

• Chemical Name: 5-Bromo-2-hydroxy-3-methoxybenzonitrile
• CAS No.: 198280-95-4
• Molecular Formula: C8H6BrNO2
• Molecular Weight: 228.04
• DSSTox Substance ID: DTXSID60699494
• Wikidata: Q82630430
• ChEMBL ID: CHEMBL4966055
• Mol file: 198280-95-4.mol

Synonyms:5-BROMO-2-HYDROXY-3-METHOXYBENZONITRILE;198280-95-4;Benzonitrile, 5-bromo-2-hydroxy-3-methoxy-;SCHEMBL1667670;CHEMBL4966055;DTXSID60699494;STL508110;AKOS023708333;CS-0377251;FT-0740156

Chemical Property of 5-Bromo-2-hydroxy-3-methoxybenzonitrile

Chemical Property:

• PSA: 53.25000
• LogP: 2.03498
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 226.95819
• Heavy Atom Count: 12
• Complexity: 201

Purity/Quality:

95% ^*data from raw suppliers

5-Bromo-2-hydroxy-3-methoxybenzonitrile 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC(=CC(=C1O)C#N)Br

Technology Process of 5-Bromo-2-hydroxy-3-methoxybenzonitrile

There total 4 articles about 5-Bromo-2-hydroxy-3-methoxybenzonitrile 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: 40.0%

5-Brom-o-vanillin-oxim (7396-69-2) → 5-bromo-2-hydroxy-3-methoxy-benzonitrile (198280-95-4) + N-(5-bromo-2-hydroxy-3-methoxyphenyl)formamide

Guidance literature:

With sodium hydrogencarbonate; hydroxylamine-O-sulfonic acid; In dichloromethane; water;

DOI:10.1080/00397919708005906

Reference yield:

5-bromo-3-methoxysalicylaldehyde (5034-74-2) → 5-bromo-2-hydroxy-3-methoxy-benzonitrile (198280-95-4)

Guidance literature:

5-bromo-3-methoxysalicylaldehyde; With hydroxylamine hydrochloride; In ethanol; for 1h; Reflux;

With potassium acetate; acetic anhydride; at 120 ℃; for 2h;

Reference yield:

2-hydroxy-3-methoxy-benzaldehyde-(O-acetyl oxime ) → 5-bromo-2-hydroxy-3-methoxy-benzonitrile (198280-95-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 40 - 50 °C / 2 Torr

2: acetic acid; bromine

With bromine; acetic acid;

upstream raw materials:

2-Hydroxy-3-methoxybenzonitrile

5-Brom-o-vanillin-oxim

5-bromo-3-methoxysalicylaldehyde