3,5-Cyclohexadiene-1,2-dione, 3,6-bis(1,1-dimethylethyl)-

Base Information

• Chemical Name: 3,5-Cyclohexadiene-1,2-dione, 3,6-bis(1,1-dimethylethyl)-
• CAS No.: 34105-76-5
• Molecular Formula: C14H20 O2
• Molecular Weight: 220.312
• Hs Code.: 2914690090
• DSSTox Substance ID: DTXSID80187702
• Nikkaji Number: J88.912A
• Wikidata: Q83059414
• ChEMBL ID: CHEMBL1335206
• Mol file: 34105-76-5.mol

Synonyms:34105-76-5;3,6-ditert-butylcyclohexa-3,5-diene-1,2-dione;3,5-Cyclohexadiene-1,2-dione, 3,6-bis(1,1-dimethylethyl)-;3,6-Di-tert-butyl-o-benzoquinone;3,6-di-tert-butylcyclohexa-3,5-diene-1,2-dione;3,6-Di-tert-butyl-1,2-benzoquinone-;MLS000780109;3,6-Di-tert-butyl-[1,2]benzoquinone;SMR000420292;cid_141870;SCHEMBL2699905;3,6-di-t-butyl-o-benzoquinone;CHEMBL1335206;3,6-ditert-butyl-o-benzoquinone;BDBM50592;DTXSID80187702;STK833012;AKOS005623227;NCGC00246423-01;CS-0365852;AB00080698-01;SR-01000204560;SR-01000204560-1;3,5-Cyclohexadiene-1,2-dione,3,6-bis(1,1-dimethylethyl)-

Chemical Property of 3,5-Cyclohexadiene-1,2-dione, 3,6-bis(1,1-dimethylethyl)-

Chemical Property:

• Vapor Pressure: 0.000898mmHg at 25°C
• Melting Point: >190°C
• Boiling Point: 304°Cat760mmHg
• Flash Point: 121.3°C
• PSA: 34.14000
• Density: 1.027g/cm³
• LogP: 3.08320
• Storage Temp.: Amber Vial, -20°C Freezer
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 220.146329876
• Heavy Atom Count: 16
• Complexity: 355

Purity/Quality:

3,6-Di-tert-butyl-o-benzoquinone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)C1=CC=C(C(=O)C1=O)C(C)(C)C
• Uses: 3,6-Di-tert-butyl-o-benzoquinone is a Ortho-Quinone derivative is know to possess a number of biological properties such as antitumoral, antimicrobacterial and anti-cardiovascular disease.

Technology Process of 3,5-Cyclohexadiene-1,2-dione, 3,6-bis(1,1-dimethylethyl)-

There total 16 articles about 3,5-Cyclohexadiene-1,2-dione, 3,6-bis(1,1-dimethylethyl)- 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%

3,6-di-tert-butylbenzene-1,2-diol (15512-06-8) → 3,5-di-tert-butyl-1,2-benzoquinone (34105-76-5)

Guidance literature:

With oxygen; manganese triacetate; In acetic acid; at 20 ℃; for 0.5h;

DOI:10.1007/BF00952875

Reference yield: 85.0%

3,6-di-tert-butylbenzene-1,2-diol (15512-06-8) → 3,5-di-tert-butyl-1,2-benzoquinone (34105-76-5) + 2,5-di-tert-butyl-6-hydroxy-1,4-benzoquinone (23803-85-2) + 2',4,5',7-tetra-tert-butyl-3'-hydroxy-3a,7a-dihydrospiro(benzo-1,3-dioxol-2,1'-cyclohexa[2,5]diene)-4'-one (93378-36-0)

Guidance literature:

With ozone; In chloroform; at 20 ℃;

DOI:10.1007/BF00866604

Reference yield: 75.0%

tert.-butylhydroperoxide (75-91-2) + 3,6-di-tert-butylbenzene-1,2-diol (15512-06-8) → 3,5-di-tert-butyl-1,2-benzoquinone (34105-76-5) + 2,5-di-tert-butyl-6-hydroxy-1,4-benzoquinone (23803-85-2) + 3,6-di-tert-butyl-3,6-di-tert-butylperoxycyclohexene-4-dione-1,2

Guidance literature:

With chromium tetra(tert-butoxide); In benzene; at 20 ℃; for 24h;

DOI:10.1134/S1070363215110080

upstream raw materials:

3,6-Di-tert.-butyl-guajacol

3,6-di-tert-butylbenzene-1,2-diol

1-Acetoxy-2-hydroxy-3,6-di-tert-butylbenzene

3,6-di-tert-butyl-2-hydroxyphenoxyl

Downstream raw materials:

3-tert-butyl-5-methoxy-pyrocatechol

3,6-Di-tert-butyl-4-methoxy-benzene-1,2-diol

2,2-dimethyl-4,7-di-tert-butyl-1,3-benzodioxolane

3,6-di-tert-butylbenzene-1,2-diol

Refernces

• 1、 Vol'eva,Belostotskaya,Komissarova,Starikova,Kurkovskaya. "Photooxygenolysis of 3,6-di-tert-butyl-o-benzoquinone". . p. 227 - 229. Retrieved 2006.
• 2、 Stepovik,Zaburdaeva,Fukin,Karaghiosoff. "Reactions of hydroxyl-containing compounds with tert-butyl hydroperoxide in the presence of chromium tetra-tert-butoxide". . p. 2547 - 2559. Retrieved 2015/12/30.