4-Chloro-2,5-dimethoxybenzoic acid

Base Information

• Chemical Name: 4-Chloro-2,5-dimethoxybenzoic acid
• CAS No.: 42020-23-5
• Molecular Formula: C₉H₉ClO₄
• Molecular Weight: 216.621
• European Community (EC) Number: 658-832-0
• Mol file: 42020-23-5.mol

Synonyms:4-chloro-2,5-dimethoxybenzoic acid;42020-23-5;2,5-Dimethoxy-4-chlorobenzoic Acid;SCHEMBL6743024;OKZBREHFLFCMIC-UHFFFAOYSA-N;4-chloro-2,5-dimethoxybenzoicacid;MFCD00278243;AKOS022521796;CS-0263427;EN300-8685979;Z1269181168

Chemical Property of 4-Chloro-2,5-dimethoxybenzoic acid

Chemical Property:

• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 216.0189365
• Heavy Atom Count: 14
• Complexity: 209

Purity/Quality:

99% ^*data from raw suppliers

4-CHLORO-2,5-DIMETHOXYBENZOIC ACID Aldrich ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=CC(=C(C=C1C(=O)O)OC)Cl

Technology Process of 4-Chloro-2,5-dimethoxybenzoic acid

There total 3 articles about 4-Chloro-2,5-dimethoxybenzoic acid 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: 91.0%

2,5-dimethoxy-4-chlorophenyl methyl ketone (13720-59-7) → 2,5-dimethoxy-4-chlorobenzoic acid (42020-23-5)

Guidance literature:

2,5-dimethoxy-4-chlorophenyl methyl ketone; With potassium hypobromite; In 1,4-dioxane; water; at 20 ℃; for 2h; Heating / reflux;

2,5-dimethoxy-4-chlorophenyl methyl ketone; With sodium hydrogensulfite; In 1,4-dioxane; water;

With hydrogenchloride; In water;

Reference yield:

4-chloro-2,5-dimethoxybenzaldehyde (90064-48-5) → 2,5-dimethoxy-4-chlorobenzoic acid (42020-23-5)

Guidance literature:

With sodium chlorite; sodium dihydrogenphosphate dihydrate; In tetrahydrofuran; tert-butyl alcohol; at 0 ℃; for 1h;

DOI:10.1021/acs.joc.1c02108

Reference yield:

2-chloro-1,4-dimethoxybenzene (2100-42-7) → 2,5-dimethoxy-4-chlorobenzoic acid (42020-23-5)

Guidance literature:

Multi-step reaction with 2 steps

1: trifluoroacetic acid / 14 h / Reflux

2: sodium dihydrogenphosphate dihydrate; sodium chlorite / tetrahydrofuran; tert-butyl alcohol / 1 h / 0 °C

With sodium chlorite; sodium dihydrogenphosphate dihydrate; In tetrahydrofuran; trifluoroacetic acid; tert-butyl alcohol;

DOI:10.1021/acs.joc.1c02108

upstream raw materials:

2,5-dimethoxy-4-chlorophenyl methyl ketone

4-chloro-2,5-dimethoxybenzaldehyde

2-chloro-1,4-dimethoxybenzene

Downstream raw materials:

C₁₀H₁₁ClO₅

Refernces

• 1、 -. "Novel triazole derivatives, process for their preparation and pharmaceutical compositions containing them". Page 13. . Retrieved 2010/02/06.