4-Hydroxy-3,5-dimethylbenzoic acid

Base Information

• Chemical Name: 4-Hydroxy-3,5-dimethylbenzoic acid
• CAS No.: 4919-37-3
• Molecular Formula: C9H10 O3
• Molecular Weight: 166.177
• Hs Code.: 29182900
• European Community (EC) Number: 928-921-1,680-013-1
• NSC Number: 68319
• DSSTox Substance ID: DTXSID20197704
• Nikkaji Number: J410.615F
• Wikidata: Q72483824
• Mol file: 4919-37-3.mol

Synonyms:2,6-Dimethyl-4-carboxyphenol;3,5-Dimethyl-4-hydroxybenzoic acid; 4-Hydroxy-3,5-dimethylbenzoic acid; NSC68319

Chemical Property of 4-Hydroxy-3,5-dimethylbenzoic acid

Chemical Property:

• Appearance/Colour: off-white to light pink or light beige crystalline
• Vapor Pressure: 6.29E-05mmHg at 25°C
• Melting Point: 221-226 ºC
• Refractive Index: 1.5500 (estimate)
• Boiling Point: 331.3°Cat760mmHg
• PKA: 4.71±0.10(Predicted)
• Flash Point: 168.4°C
• PSA: 57.53000
• Density: 1.249g/cm³
• LogP: 1.70720
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Soluble in methanol.
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 166.062994177
• Heavy Atom Count: 12
• Complexity: 167

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-Hydroxy-3,5-dimethylbenzoic Acid ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 37/39-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=CC(=C1O)C)C(=O)O
• Uses: 4-hydroxy-3,5-dimethylbenzoic acid is widely used as a reagent for potent TTR amyloidogenesis inhibitors. It plays an important role as an intermediate in agrochemicals and dyestuffs. It is also used in the preparation of mexiletine derivatives.

Technology Process of 4-Hydroxy-3,5-dimethylbenzoic acid

There total 24 articles about 4-Hydroxy-3,5-dimethylbenzoic 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: 96.0%

4-methoxy-3,5-dimethylbenzoic acid (21553-46-8) → 3,5-dimethyl-4-hydroxybenzoic acid (4919-37-3)

Guidance literature:

With pyridine hydrochloride; at 200 ℃; for 0.5h; Microwave irradiation; Ionic liquid;

DOI:10.1246/bcsj.80.2008

Reference yield: 87.3%

3,5-dimethyl-4-benzyloxy-benzoic acid (97888-80-7) → 3,5-dimethyl-4-hydroxybenzoic acid (4919-37-3)

Guidance literature:

With tetrabutylammomium bromide; hydrogen bromide; In dichloromethane; for 24h; Heating;

DOI:10.1080/00397919508011755

Reference yield: 85.0%

methanol (67-56-1) + 4-hydroxy-benzoic acid (99-96-7) → 3,5-dimethyl-4-hydroxybenzoic acid (4919-37-3)

Guidance literature:

at 40 - 60 ℃; Microwave irradiation;

upstream raw materials:

Mesitol

4-hydroxy-3,5-dimethylbenzaldehyde

4-methoxy-3,5-dimethylbenzoic acid

4-amino-3,5-dimethylbenzoic acid

Downstream raw materials:

4-Hexadecyloxy-3,5-dimethyl-benzoic acid

4-(allyloxy)-3,5-dimethylbenzoic acid

methyl 4-hydroxy-3,5-dimethylbenzoate

methyl 3,5-dimethylbenzoate

Refernces

• 1、 Bergeron et al.. "". . p. 263,264,266,269,272. Retrieved 1979.
• 2、 Wittmann, Sebastian,Schaetz, Alexander,Grass, Robert N.,Stark, Wendelin J.,Reiser, Oliver. "A recyclable nanoparticle-supported palladium catalyst for the hydroxycarbonylation of aryl halides in water". supporting information; experimental part. p. 1867 - 1870. Retrieved 2010/06/21.