2-chloro-4-hydroxy-3-methoxy-benzaldehyde

Base Information

• Chemical Name: 2-chloro-4-hydroxy-3-methoxy-benzaldehyde
• CAS No.: 82668-20-0
• Molecular Formula: C8H7 Cl O3
• Molecular Weight: 186.595
• Hs Code.: 2913000090
• Mol file: 82668-20-0.mol

Synonyms:Vanillin,2-chloro- (3CI); 2-Chloro-3-methoxy-4-hydroxybenzaldehyde; 2-Chlorovanillin;NSC 95685

Chemical Property of 2-chloro-4-hydroxy-3-methoxy-benzaldehyde

Chemical Property:

• Vapor Pressure: 0.000494mmHg at 25°C
• Boiling Point: 304.2°C at 760 mmHg
• Flash Point: 137.8°C
• PSA: 46.53000
• Density: 1.377g/cm³
• LogP: 1.86670

Purity/Quality:

≥95% ^*data from raw suppliers

2-Chloro-4-hydroxy-3-methoxybenzaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-chloro-4-hydroxy-3-methoxy-benzaldehyde

There total 3 articles about 2-chloro-4-hydroxy-3-methoxy-benzaldehyde 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:

2-amino-4-hydroxy-3-methoxy-benzaldehyde (89984-23-6) → 2-Chlorovanillin (82668-20-0)

Guidance literature:

With hydrogenchloride; Diazotization_.durch Erwaermen der Diazoniumsalz-Loesung mit einer Loesung von CuCl in wss. HCl;

DOI:10.1021/ja01374a061

Reference yield:

vanillin acetate (881-68-5) → 2-Chlorovanillin (82668-20-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 81 percent / fuming HNO₃ / -20 °C

2: 79 percent / 1.) FeSO₄, aq. HCl, 2.) 15 N ammonium hydroxide; / 90 °C

3: 1.) aq. HCl, NaNO₂, 2.) Cu₂Cl₂; / 1.) water, 0 deg C, 2.) temperature below 5 deg C, 3.) heating on steam bath, 1 h;

With copper(I) chloride; hydrogenchloride; ammonium hydroxide; nitric acid; iron(II) sulfate; sodium nitrite;

DOI:10.1002/jhet.5570230641

Reference yield:

2-nitrovanillin (2450-26-2) → 2-Chlorovanillin (82668-20-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 79 percent / 1.) FeSO₄, aq. HCl, 2.) 15 N ammonium hydroxide; / 90 °C

2: 1.) aq. HCl, NaNO₂, 2.) Cu₂Cl₂; / 1.) water, 0 deg C, 2.) temperature below 5 deg C, 3.) heating on steam bath, 1 h;

With copper(I) chloride; hydrogenchloride; ammonium hydroxide; iron(II) sulfate; sodium nitrite;

DOI:10.1002/jhet.5570230641

upstream raw materials:

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

vanillin acetate

2-nitrovanillin

Downstream raw materials:

2-chloro-3,4-dimethoxybenzaldehyde

2,5-Dichlorovanillin

4-benzyloxy-2-chloro-3-methoxy-benzaldehyde

2-Chloro-4-hydroxy-3-methoxybenzenemethanol