3,5-Dihydroxy-4-methylbenzoic acid

Base Information

• Chemical Name: 3,5-Dihydroxy-4-methylbenzoic acid
• CAS No.: 28026-96-2
• Molecular Formula: C8H8O4
• Molecular Weight: 168.149
• Hs Code.: 2918290000
• DSSTox Substance ID: DTXSID90372708
• Nikkaji Number: J267.240E
• Wikidata: Q72466759
• Mol file: 28026-96-2.mol

Synonyms:3,5-Dihydroxy-4-methylbenzoic acid;28026-96-2;Benzoic acid, 3,5-dihydroxy-4-methyl-;4-METHYL-3,5-DIHYDROXY BENZOIC ACID;3,5-DIHYDROXY-P-TOLUIC ACID;MFCD00002514;3,5-dihydroxy-4-methyl-benzoic Acid;SCHEMBL1919748;DTXSID90372708;KMRRXSZDSGYLCD-UHFFFAOYSA-N;3,5-dihydroxy4-methylbenzoic acid;3,5-Dihydroxy-4-methylbenzoicacid;AKOS004903511;CS-W017815;AC-11757;AS-17353;D4712;FT-0614616;3,5-Dihydroxy-4-methylbenzoic acid, AldrichCPR;InChI=1/C8H8O4/c1-4-6(9)2-5(8(11)12)3-7(4)10/h2-3,9-10H,1H3,(H,11,12

Chemical Property of 3,5-Dihydroxy-4-methylbenzoic acid

Chemical Property:

• Vapor Pressure: 6.99E-08mmHg at 25°C
• Melting Point: 267-268 °C
• Boiling Point: 422.2 °C at 760 mmHg
• PKA: 4.13±0.10(Predicted)
• Flash Point: 223.3 °C
• PSA: 77.76000
• Density: 1.46 g/cm³
• LogP: 1.10440
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: soluble in Methanol
• 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: 168

Purity/Quality:

99% ^*data from raw suppliers

3,5-Dihydroxy-4-methylbenzoic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi, C
• Hazard Codes: C,Xi,Xn
• Statements: 36/37/38-36-22
• Safety Statements: 26-36/37/39-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C=C(C=C1O)C(=O)O)O

Technology Process of 3,5-Dihydroxy-4-methylbenzoic acid

There total 17 articles about 3,5-Dihydroxy-4-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: 95.0%

4-Methyl-3,5-dioxocyclohexanecarboxylic Acid (76447-14-8) → 3,5-dihydroxy-4-methylbenzoic acid (28026-96-2)

Guidance literature:

With bromine; In acetic acid; 1.) room temperature, 2.) reflux, 46 h;

DOI:10.1021/jo00320a028

Reference yield: 70.0%

2,6-Dibromo-3,5-dihydroxy-4-<(dimethylamino)methyl>benzoic acid (79200-81-0) → 3,5-dihydroxy-4-methylbenzoic acid (28026-96-2)

Guidance literature:

With sodium hydroxide; nickel; at 25 ℃; for 12h;

DOI:10.1021/jo00337a046

Reference yield: 40.0%

3,5-disulphonic-4-methyl-benzoic acid (75238-28-7) → 3,5-dihydroxy-4-methylbenzoic acid (28026-96-2)

Guidance literature:

With hydrogenchloride; potassium hydroxide; sodium hydroxide; water; 1.) 140 deg C, 0.5 h; 250 deg C, 1.5 h; 265 deg C, 0.75 h; allowed to cool to 200 deg C;

DOI:10.1016/S0040-4020(01)93696-8

upstream raw materials:

3,5-dimethoxy-4-methyl-phthalic acid

4,6-dimethoxy-5-methyl-benzene-1,2,3-tricarboxylic acid

3,5-disulphonic-4-methyl-benzoic acid

4-Methyl-3,5-dioxocyclohexanecarboxylic Acid

Downstream raw materials:

3,5-diacetoxy-4-methyl-benzoic acid

methyl 3,5-bis(benzyloxy)-4-methylbenzoate

Refernces

• 1、 -. "COMPOUNDS WITH 7-MEMBER CYCLE AND THE PHARMACEUTICAL USE THEREOF FOR PREVENTING AND TREATING DIABETES AND METABOLISM SYNDROME". Page/Page column 17. . Retrieved 2010/07/06.
• 2、 Carey,Giuliano. "Synthesis of 7,9-di-O-methyl-11-oxosibiromycinone". . p. 1366 - 1371. Retrieved 2007/10/02.