4-Methylcatechol

Base Information

• Chemical Name: 4-Methylcatechol
• CAS No.: 452-86-8
• Molecular Formula: C7H8O2
• Molecular Weight: 124.139
• Hs Code.: 29072990
• European Community (EC) Number: 207-214-5
• NSC Number: 17489
• UNII: 12GLI7JGB3
• DSSTox Substance ID: DTXSID5020861
• Nikkaji Number: J5.755J
• Wikipedia: 4-Methylcatechol
• Wikidata: Q15303189
• Metabolomics Workbench ID: 37477
• ChEMBL ID: CHEMBL158766
• Mol file: 452-86-8.mol

Synonyms:3,4-dihydroxytoluene;4-methylcatechol

Chemical Property of 4-Methylcatechol

Chemical Property:

• Appearance/Colour: white to brown powder or chunks
• Vapor Pressure: 0.016mmHg at 25°C
• Melting Point: 67-69 °C(lit.)
• Refractive Index: 1.594
• Boiling Point: 247.7 °C at 760 mmHg
• PKA: 9.91±0.10(Predicted)
• Flash Point: 121.1 °C
• PSA: 40.46000
• Density: 1.21 g/cm³
• LogP: 1.40620
• Storage Temp.: Store below +30°C.
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• Water Solubility.: soluble
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 124.052429494
• Heavy Atom Count: 9
• Complexity: 92.9

Purity/Quality:

98% min ^*data from raw suppliers

4-Methylcatechol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Phenols
• Canonical SMILES: CC1=CC(=C(C=C1)O)O
• Recent ClinicalTrials: PrecISE (Precision Interventions for Severe and/or Exacerbation-Prone Asthma) Network Study
• Uses: 4-Methylcatechol is used to synthesize antimicrobial, antioxidant. It also acts as effective inhibitor. It can be used to produce 4-bromo-5-methyl-pyrocatechol. It Increases Brain-Derived Neurotrophic Factor Content and mRNA Expression in Cultured Brain Cells and in Rat Brain In Vivo.

Technology Process of 4-Methylcatechol

There total 99 articles about 4-Methylcatechol 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: 99.0%

p-cresol (106-44-5) → 4-methyl-1,2-dihydroxybenzene (452-86-8)

Guidance literature:

With Agaricus bisporus tyrosinase; oxygen; ascorbic acid; In water; at 20 ℃; for 24h; pH=7; Na-phosphate buffer; Enzymatic reaction;

DOI:10.1016/j.bmc.2011.11.018

Reference yield: 98.0%

5-methyl-1,3-benzodioxole (7145-99-5) → 4-methyl-1,2-dihydroxybenzene (452-86-8)

Guidance literature:

With 1,3-dimethyl-2-imidazolidinone; sodium hexamethyldisilazane; In tetrahydrofuran; at 185 ℃; for 12h; further reagent: LDA;

DOI:10.1021/jo961191k

Reference yield: 95.0%

2-hydroxy-5-methylbenzaldehyde (613-84-3) → 4-methyl-1,2-dihydroxybenzene (452-86-8)

Guidance literature:

With dihydrogen peroxide; at 20 ℃; for 0.833333h; Green chemistry;

DOI:10.1039/c5gc01404b

upstream raw materials:

pyridine

5-methylbenzo[d][1,3]dioxol-2-one

peracetic acid

2-hydroxy-5-methylbenzaldehyde

Downstream raw materials:

2-Methoxy-4-methylphenol

4-Methylbrenzcatechin-2-O-triacetyl-β-D-glucopyranosiduronsaeuremethylester

1,2-bis(tert-butyldimethylsilyloxy)-4-methylbenzene

5-methyl-1,3-benzodioxole

Refernces

• 1、 Choure,Bamatraf,Rao,Das,Mohan,Mittal. "Hydroxylation of chlorotoluenes and cresols: a pulse radiolysis, laser flash photolysis, and product analysis study". . p. 9837 - 9845. Retrieved 1997.
• 2、 Bomon, Jeroen,Bal, Mathias,Achar, Tapas Kumar,Sergeyev, Sergey,Wu, Xian,Wambacq, Ben,Lemière, Filip,Sels, Bert F.,Maes, Bert U. W.. "Efficient demethylation of aromatic methyl ethers with HCl in water". supporting information. p. 1995 - 2009. Retrieved 2021/03/26.
• 3、 Cheng, Xi-Chuang,Guo, Xin-Ran,Liu, Hua-Min,Liu, Yu-Lan,Qin, Zhao,Wang, Xue-De. "Structural features and antioxidant activities of Chinese quince (Chaenomeles sinensis) fruits lignin during auto-catalyzed ethanol organosolv pretreatment". . p. 4348 - 4358. Retrieved 2020/09/22.