2,6-Diisopropylcyclohexa-2,5-diene-1,4-dione

Base Information

• Chemical Name: 2,6-Diisopropylcyclohexa-2,5-diene-1,4-dione
• CAS No.: 1988-11-0
• Molecular Formula: C12H16 O2
• Molecular Weight: 192.258
• Hs Code.: 2914690090
• European Community (EC) Number: 642-115-4
• UNII: 9809N0LP0N
• DSSTox Substance ID: DTXSID70173634
• Nikkaji Number: J408.796H
• Wikidata: Q27272053
• Mol file: 1988-11-0.mol

Synonyms:1988-11-0;2,6-Diisopropylcyclohexa-2,5-diene-1,4-dione;2,6-Diisopropyl-1,4-benzoquinone;2,6-Diisopropylbenzoquinone;2,6-Diisopropyl-p-benzoquinone;2,6-di(propan-2-yl)cyclohexa-2,5-diene-1,4-dione;2,5-Cyclohexadiene-1,4-dione, 2,6-bis(1-methylethyl)-;UNII-9809N0LP0N;2,6-Bis(1-methylethyl)benzene-1,4-dione;9809N0LP0N;Propofol Impurity J;2,6-diisopropyl-benzoquinone;SCHEMBL754972;2,6-Bis(1-methylethyl)-2,5-cyclohexadiene-1,4-dione;DTXSID70173634;p-Benzoquinone, 2,6-diisopropyl-;2,6-Diisopropyl-1,4-benzenedione;2,6-diisopropylbenzo-1,4-quinone;MFCD18379392;AKOS015999512;BS-15881;PROPOFOL IMPURITY J [EP IMPURITY];CS-0018052;FT-0667188;EN300-310884;A879958;J-012839;2,6-bis(propan-2-yl)cyclohexa-2,5-diene-1,4-dione;Q27272053;Z1251413847

Chemical Property of 2,6-Diisopropylcyclohexa-2,5-diene-1,4-dione

Chemical Property:

• Vapor Pressure: 0.0106mmHg at 25°C
• Boiling Point: 262.9°C at 760 mmHg
• Flash Point: 97.2°C
• PSA: 34.14000
• Density: 1.032g/cm³
• LogP: 2.30300
• Storage Temp.: 2-8°C
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 192.115029749
• Heavy Atom Count: 14
• Complexity: 300

Purity/Quality:

97% ^*data from raw suppliers

2,6-Diisopropyl-1,4-benzoquinone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C1=CC(=O)C=C(C1=O)C(C)C
• Uses: Propofol (P829750) impurity.

Technology Process of 2,6-Diisopropylcyclohexa-2,5-diene-1,4-dione

There total 28 articles about 2,6-Diisopropylcyclohexa-2,5-diene-1,4-dione 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: 42.0%

3,3',5,5'-tetraisopropyldiphenoquinone (2178-51-0) → 2,6-diisopropyl-1,4-benzoquinone (1988-11-0)

Guidance literature:

With perchloric acid; lead dioxide; In acetone; for 0.25h;

DOI:10.1016/S0040-4039(99)02139-5

Reference yield: 38.0%

2-tert-butyl-3-(4-nitrophenyl)-1,2-oxaziridine (26378-36-9,39245-61-9,39245-62-0,59905-68-9) → 2,6-diisopropyl-1,4-benzoquinone (1988-11-0) + (p-nitrobenzylidene)(tert-butyl)amine (718-36-5) + 4-nitrobenzaldehdye (555-16-8)

Guidance literature:

With 2,6-diisopropylphenol; potassium tert-butylate; In tert-butyl alcohol; at 25 ℃; for 72h;

DOI:10.1021/ja00317a049

Reference yield: 35.0%

acetonitrile-N,N’-bis(2,6-diisopropylphenyl)-2,6-pyridinedicarboxamido-nickel(II) + 3-chloro-benzenecarboperoxoic acid (937-14-4) → 2,6-diisopropyl-1,4-benzoquinone (1988-11-0) + N-(2,6-diisopropylphenyl)-6-(8-isopropyl-4,4-dimethyl-4H-benzo[d][1,3]oxazin-2-yl)picolinamide + 2-(3-chlorophenyl)-8-isopropyl-4,4-dimethyl-4H-benzo[d][1,3]oxazine + 6-((2,6-diisopropylphenyl)carbamoyl)picolinic acid

Guidance literature:

acetonitrile-N,N’-bis(2,6-diisopropylphenyl)-2,6-pyridinedicarboxamido-nickel(II); 3-chloro-benzenecarboperoxoic acid; In acetone; for 1h; Cooling with ice;

In acetone; at 20 ℃; for 12h;

With hydrogenchloride; In dichloromethane; water;

DOI:10.1039/c7dt03316h

upstream raw materials:

2,6-diisopropylphenol

2-tert-butyl-3-(4-nitrophenyl)-1,2-oxaziridine

2-iodo-propane

p-chlorobenzenediazonium tetrafluoroborate

Downstream raw materials:

4-cyano-2,6-di-isopropyl-4-trimethylsiloxycyclohexa-2,5-dienone

4-[2-(4,4-Dimethyl-4,5-dihydro-oxazol-2-yl)-phenyl]-4-hydroxy-2,6-diisopropyl-cyclohexa-2,5-dienone

7-(2,6-dichlorophenyl)-1,3-diisopropyl-8-aza-9-oxa-<4.3.0>bicyclonona-3,7-diene-2,5-dione

2,6-di(2-propyl)hydroquinone