Methyl 2,4-dihydroxy-3,6-dimethylbenzoate

Base Information

• Chemical Name: Methyl 2,4-dihydroxy-3,6-dimethylbenzoate
• CAS No.: 4707-47-5
• Deprecated CAS: 136218-95-6
• Molecular Formula: C10H12O4
• Molecular Weight: 196.203
• Hs Code.: 2918 29 00
• European Community (EC) Number: 225-193-0
• UNII: 12YH9T04QE
• DSSTox Substance ID: DTXSID9041653
• Nikkaji Number: J38.919F
• Wikipedia: Atraric_acid
• Wikidata: Q15634313
• RXCUI: 2396434
• Metabolomics Workbench ID: 140597
• ChEMBL ID: CHEMBL508287
• Mol file: 4707-47-5.mol

Synonyms:atraric acid

Chemical Property of Methyl 2,4-dihydroxy-3,6-dimethylbenzoate

Chemical Property:

• Appearance/Colour: white to pinkish yellow crystalline powder (est)
• Vapor Pressure: 1.05E-05mmHg at 25°C
• Melting Point: 141-146°C(lit.)
• Refractive Index: 1.57
• Boiling Point: 360.7 °C at 760 mmHg
• PKA: 8.63±0.28(Predicted)
• Flash Point: 143.9 °C
• PSA: 66.76000
• Density: 1.251 g/cm³
• LogP: 1.50120
• Storage Temp.: Store below +30°C.
• Water Solubility.: 18mg/L at 24℃
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 196.07355886
• Heavy Atom Count: 14
• Complexity: 216

Purity/Quality:

98% ^*data from raw suppliers

MethylAtrarate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R36/37/38:Irritating to eyes, respiratory system and skin.
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=C(C(=C1C(=O)OC)O)C)O
• Uses: Methyl atratate is used in biological study as role of androgens in inducing distinct response of epithelial-mesenchymal transition factors in human prostate cancer cells.

Technology Process of Methyl 2,4-dihydroxy-3,6-dimethylbenzoate

There total 48 articles about Methyl 2,4-dihydroxy-3,6-dimethylbenzoate 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: 90.4%

2,4-dihydroxy-3,6-dimethylbenzoic acid (4707-46-4) + methyl iodide (74-88-4) → 2,4-dihydroxy-3,6-dimethyl-benzoic acid methyl ester (4707-47-5)

Guidance literature:

2,4-dihydroxy-3,6-dimethylbenzoic acid; With potassium hydrogencarbonate; In N,N-dimethyl-formamide; at 40 ℃; for 0.166667h; Inert atmosphere;

methyl iodide; In N,N-dimethyl-formamide; for 1.41667h; Inert atmosphere;

Reference yield: 88.7%

methyl 4-hydroxy-3,6-dimethyl-2-oxycyclohex-3-enecarboxylate → 2,4-dihydroxy-3,6-dimethyl-benzoic acid methyl ester (4707-47-5)

Guidance literature:

With copper(II) choride dihydrate; sodium chloride; In acetonitrile; at 85 ℃; for 5h;

Reference yield: 84.0%

methanol (67-56-1) + ethyl 2,4-dihydroxy-3,6-dimethylbenzoate (31581-32-5) → 2,4-dihydroxy-3,6-dimethyl-benzoic acid methyl ester (4707-47-5)

Guidance literature:

With sodium methylate; for 24h; Heating;

DOI:10.1016/S0223-5234(99)00132-4

upstream raw materials:

diazomethane

2,4-dihydroxy-3,6-dimethylbenzoic acid

methanol

chloroatranorin

Downstream raw materials:

4-(methoxycarbonyl)-2,5-dimethyl-1,3-phenylene diacetate

ethyl 2,4-dihydroxy-3,6-dimethylbenzoate

n-butyl 2,4-dihydroxy-3,6-dimethylbenzoate

4-O-(t-butoxycarbonyl)-3,6-dimethyl-2-(trimethylsilyl)ethoxy methylbenzoate

Refernces

• 1、 Koller,Poepl. "-". . p. 126,129, 130. Retrieved 1934.
• 2、 -. "Method for catalytically synthesizing oak moss by supported solid base". Paragraph 0040; 0045-0048; 0049; 0054; 0055. . Retrieved 2021/05/12.
• 3、 -. "Method for synthesizing 2, 4-dihydroxy-3, 6-dimethyl methyl benzoate by using 4-O-demethylated barbatic acid". Paragraph 0089; 0096-0098. . Retrieved 2020/05/30.