2-HYDROXY-3,4-DIMETHYL-BENZOIC ACID

Base Information

• Chemical Name: 2-HYDROXY-3,4-DIMETHYL-BENZOIC ACID
• CAS No.: 58138-74-2
• Molecular Formula: C9H10 O3
• Molecular Weight: 166.177
• Hs Code.: 2918290000
• Mol file: 58138-74-2.mol

Synonyms:Salicylicacid, 3,4-dimethyl- (6CI,7CI)

Chemical Property of 2-HYDROXY-3,4-DIMETHYL-BENZOIC ACID

Chemical Property:

• Vapor Pressure: 0.000107mmHg at 25°C
• Boiling Point: 323.5°Cat760mmHg
• Flash Point: 163.7°C
• PSA: 57.53000
• Density: 1.249g/cm³
• LogP: 1.70720

Purity/Quality:

97% ^*data from raw suppliers

2-Hydroxy-3,4-dimethylbenzoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 2-Hydroxy-3,4-dimethylbenzoic Acid is a useful reagent used in the synthesis of tumor vascular disrupting agent vadimezan.

Technology Process of 2-HYDROXY-3,4-DIMETHYL-BENZOIC ACID

There total 8 articles about 2-HYDROXY-3,4-DIMETHYL-BENZOIC 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: 90.0%

carbon dioxide (124-38-9,18923-20-1) + 2,3-Dimethylphenol (526-75-0) → 3,4-dimethyl-2-hydroxybenzoic acid (58138-74-2)

Guidance literature:

2,3-Dimethylphenol; With Mesitol; sodium hydride; In mineral oil; at 100 ℃; for 0.0833333h; Glovebox;

carbon dioxide; In mineral oil; at 185 ℃; for 2h; under 760.051 Torr;

DOI:10.1002/chem.201601114

Reference yield:

3,4-dimethylbenzoic acid (619-04-5) → 3,4-dimethyl-2-hydroxybenzoic acid (58138-74-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: fuming HNO₃ / 10 h / 0 °C

1.2: H₂ / Pd-C / methanol / 10 h / 2844.31 Torr

2.1: H₂SO₄; NaNO₂ / H₂O / 0.25 h / 0 - 2 °C

2.2: KI / H₂O / 0 - 75 °C

With sulfuric acid; nitric acid; sodium nitrite; In water;

DOI:10.1016/S0223-5234(02)01406-X

Reference yield:

2,3-Dimethylphenol (526-75-0) → 3,4-dimethyl-2-hydroxybenzoic acid (58138-74-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 100 percent / acetic acid / 1 h / Heating

2: 78 percent / acetic acid / 12 h / Heating

3: aq. NaOH / 0.08 h / Heating

With sodium hydroxide; In acetic acid;

DOI:10.1055/s-1984-30960

upstream raw materials:

3-(2-Hydroxy-3,4-dimethyl-benzoyl)-2-p-tolyl-2,3-dihydro-isoindol-1-one

carbon dioxide

2,3-Dimethylphenol

3,4-dimethylbenzoic acid

Downstream raw materials:

methyl 2-hydroxy-3,4-dimethylbenzoate

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