5-tert-Butyl-3-methylpyrocatechol

Base Information

• Chemical Name: 5-tert-Butyl-3-methylpyrocatechol
• CAS No.: 2213-66-3
• Molecular Formula: C11H16 O2
• Molecular Weight: 180.247
• Hs Code.: 2907299090
• European Community (EC) Number: 218-668-9
• NSC Number: 116690
• DSSTox Substance ID: DTXSID20176655
• Nikkaji Number: J299.167E
• Wikidata: Q72503641
• Mol file: 2213-66-3.mol

Synonyms:2213-66-3;5-tert-butyl-3-methylbenzene-1,2-diol;5-tert-Butyl-3-methylpyrocatechol;5-tert-butyl-3-methylcatechol;5-(tert-Butyl)-3-methylbenzene-1,2-diol;EINECS 218-668-9;NSC116690;6-Methyl-4-tert-butyl-1,2-benzenediol;SCHEMBL931756;3-Methyl-5-tert-butylcatechol;5-(tert-butyl)-3-methylcatechol;DTXSID20176655;AMY18810;CAA21366;MFCD00020016;AKOS005146153;NSC 116690;NSC-116690;AS-39289;CS-0172095;EN300-1599494

Chemical Property of 5-tert-Butyl-3-methylpyrocatechol

Chemical Property:

• Vapor Pressure: 0.000928mmHg at 25°C
• Melting Point: 116-117 oC
• Refractive Index: 1.541
• Boiling Point: 294.3°Cat760mmHg
• PKA: 10.03±0.15(Predicted)
• Flash Point: 137.2°C
• PSA: 40.46000
• Density: 1.064g/cm³
• LogP: 2.70370
• Storage Temp.: 2-8°C
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 180.115029749
• Heavy Atom Count: 13
• Complexity: 171

Purity/Quality:

99% ^*data from raw suppliers

5-tert-Butyl-3-methylbenzene-1,2-diol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 5-tert-Butyl-3-methylpyrocatechol

There total 7 articles about 5-tert-Butyl-3-methylpyrocatechol 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: 84.0%

3-methylbenzene-1,2-diol (488-17-5) + tert-butyl alcohol (75-65-0) → 5-tert-butyl-5-methylbenzene-1,2-diol (2213-66-3)

Guidance literature:

With sulfuric acid; In n-heptane; at 80 ℃;

Reference yield: 16.0%

2-Methyl-4-t-butylphenol (98-27-1) → 5-tert-butyl-5-methylbenzene-1,2-diol (2213-66-3)

Guidance literature:

2-Methyl-4-t-butylphenol; With tetrakis(actonitrile)copper(I) hexafluorophosphate; oxygen; triethylamine; In dichloromethane; at -78 ℃; for 8h; under 760.051 Torr; Molecular sieve;

With toluene-4-sulfonic acid; 2-methylpropan-2-thiol; In dichloromethane; at -78 - 23 ℃; for 1h;

DOI:10.1021/ja501789x

Reference yield:

1,2-diacetoxy-3-(acetoxymethyl)-5-tert-butylbenzene (25825-32-5) → 5-tert-butyl-5-methylbenzene-1,2-diol (2213-66-3)

Guidance literature:

With perchloric acid; sulfuric acid; hydrogen; palladium on activated charcoal; Yield given. Multistep reaction; 1.) EtOAc, 47 bar, 6 h, 2.) MeOH, reflux, 6 h;

DOI:10.1055/s-1996-4188

upstream raw materials:

3-Methyl-5-tert-butyl-benzochinon-(1,2)

3-methylbenzene-1,2-diol

tert-butyl alcohol

1,2-diacetoxy-3-(acetoxymethyl)-5-tert-butylbenzene

Downstream raw materials:

5-tert-butyl-3-methyl-1,2-phenylene diethyl dicarbonate

5-tert-butyl-3-methyl-1,2-phenylene dibenzoate

5-tert-butyl-2,3-dimethoxytoluene

Refernces

• 1、 -. "Production of Substituted Phenylene Aromatic Diesters". Page/Page column 7. . Retrieved 2010/07/10.