3-Chloro-4-hydroxy-5-methoxybenzonitrile

Base Information

• Chemical Name: 3-Chloro-4-hydroxy-5-methoxybenzonitrile
• CAS No.: 5485-88-1
• Molecular Formula: C8H6ClNO2
• Molecular Weight: 183.5917
• Hs Code.: 2926909090
• DSSTox Substance ID: DTXSID00361108
• Wikidata: Q82143249
• Mol file: 5485-88-1.mol

Synonyms:3-chloro-4-hydroxy-5-methoxybenzonitrile;5485-88-1;3-Chloro-4-hydroxy-5-methoxy-Benzonitrile;SCHEMBL1175171;DTXSID00361108;MFCD01647614;STK348813;AKOS000304387;NCGC00341483-01;FT-0753033;EN300-10894;A18891;AB01332342-02;Z57900369

Chemical Property of 3-Chloro-4-hydroxy-5-methoxybenzonitrile

Chemical Property:

• Vapor Pressure: 0.0019mmHg at 25°C
• Boiling Point: 282.9°Cat760mmHg
• Flash Point: 124.9°C
• PSA: 53.25000
• Density: 1.4g/cm³
• LogP: 1.92588
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 183.0087061
• Heavy Atom Count: 12
• Complexity: 201

Purity/Quality:

98%min ^*data from raw suppliers

3-Chloro-4-hydroxy-5-methoxybenzonitrile 97% ^*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#N)Cl)O

Technology Process of 3-Chloro-4-hydroxy-5-methoxybenzonitrile

There total 4 articles about 3-Chloro-4-hydroxy-5-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: 85.0%

C9H10ClNO3 (1428637-05-1) → 5-chloro-4-hydroxy-3-methoxybenzonitrile (5485-88-1)

Guidance literature:

With [Ru(η⁶-p-cymene)Cl₂]₂; diphenyl acetylene; In isopropyl alcohol; at 100 ℃; for 16h; regioselective reaction; Inert atmosphere;

DOI:10.1039/c3cc41124a

Reference yield:

5-chlorovanillin (19463-48-0) → 5-chloro-4-hydroxy-3-methoxybenzonitrile (5485-88-1)

Guidance literature:

Multi-step reaction with 2 steps

1: hydroxylamine hydrochloride, sodium hydroxide / aq. ethanol; H₂O / Ambient temperature

2: acetic anhydride / Heating

With sodium hydroxide; hydroxylamine hydrochloride; acetic anhydride; In ethanol; water;

Reference yield:

5-chlorovanillinoxime → 5-chloro-4-hydroxy-3-methoxybenzonitrile (5485-88-1)

Guidance literature:

With acetic anhydride; Heating;

upstream raw materials:

5-chlorovanillin

C₉H₁₀ClNO₃

Downstream raw materials:

2-(5-chlorovanillino)-4-(2'-pyrazinyl)thiazole

2-(5-chlorovanillino)-4-(5'-nitro-2'-furyl)thiazole

3-chloro-4-(2-chloroquinazolin-4-yloxy)-5-methoxybenzonitrile

Refernces

• 1、 -. "NOVEL AMINOMETHYL BENZENE DERIVATIVES". Page/Page column 30. . Retrieved 2009/10/22.