4,5-Dihydroxy-2-methylbenzoic acid

Base Information

• Chemical Name: 4,5-Dihydroxy-2-methylbenzoic acid
• CAS No.: 127531-40-2
• Molecular Formula: C₈H₈O₄
• Molecular Weight: 168.149
• DSSTox Substance ID: DTXSID201296210
• Nikkaji Number: J2.569.929G
• Mol file: 127531-40-2.mol

Synonyms:4,5-dihydroxy-2-methylbenzoic acid;127531-40-2;SCHEMBL3793157;DTXSID201296210;2-methyl-4,5-dihydroxybenzoic acid;AKOS023769239;CS-0259888;EN300-7432282;Z1255427529

Chemical Property of 4,5-Dihydroxy-2-methylbenzoic acid

Chemical Property:

• XLogP3: 1.1
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 168.04225873
• Heavy Atom Count: 12
• Complexity: 180

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=CC(=C(C=C1C(=O)O)O)O

Technology Process of 4,5-Dihydroxy-2-methylbenzoic acid

There total 5 articles about 4,5-Dihydroxy-2-methylbenzoic 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: 93.6%

4,5-bisbenzyloxy-2-methylbenzoic acid (127531-39-9) → 4,5-dihydroxy-2-methylbenzoic acid (127531-40-2)

Guidance literature:

With 5%-palladium/activated carbon; hydrogen; In isopropyl alcohol; for 2h; under 2327.23 Torr;

Reference yield: 92.0%

4,5-dimethoxy-2-methylbenzoic acid (20736-28-1,131035-49-9) → 4,5-dihydroxy-2-methylbenzoic acid (127531-40-2)

Guidance literature:

With boron tribromide; In dichloromethane; at 20 ℃; for 5h;

DOI:10.1002/ejoc.200700908

Reference yield:

4-methyl-1,2-dihydroxybenzene (452-86-8) → 4,5-dihydroxy-2-methylbenzoic acid (127531-40-2)

Guidance literature:

Multi-step reaction with 4 steps

1.1: bromine / dichloromethane / 0.5 h / Cooling with acetone-dry ice

2.1: potassium carbonate / acetone / 0.5 h

2.2: 5 h / Reflux

3.1: magnesium / tetrahydrofuran / 3 h / Cooling with ice

4.1: 5%-palladium/activated carbon; hydrogen / isopropyl alcohol / 2 h / 2327.23 Torr

With 5%-palladium/activated carbon; hydrogen; bromine; potassium carbonate; magnesium; In tetrahydrofuran; dichloromethane; isopropyl alcohol; acetone;

upstream raw materials:

4,5-dimethoxy-2-methylbenzoic acid

4,5-bisbenzyloxy-2-methylbenzoic acid

4-bromo-5-methylbenzene-1,2-diol

4-methyl-1,2-dihydroxybenzene