955-02-2

Basic information

• Product Name: 2,5-Cyclohexadien-1-one, 4-diazo-2,6-bis(1,1-dimethylethyl)-
• CAS NO: 955-02-2
• Molecular Formula: C14H20N2O
• Molecular Weight: 232.326
• Mol File: 955-02-2.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 2,5-Cyclohexadien-1-one, 4-diazo-2,6-bis(1,1-dimethylethyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2,5-Cyclohexadien-1-one, 4-diazo-2,6-bis(1,1-dimethylethyl)-(955-02-2)
• EPA Substance Registry System: 2,5-Cyclohexadien-1-one, 4-diazo-2,6-bis(1,1-dimethylethyl)-(955-02-2)

Safety Data

• Hazardous Substances Data: 955-02-2(Hazardous Substances Data)

Usage

General Description

2,5-Cyclohexadien-1-one, 4-diazo-2,6-bis(1,1-dimethylethyl)- is a chemical compound with the molecular formula C14H20N2O. It is a diazo compound, which means it contains a diazo functional group (-N=N-). 2,5-Cyclohexadien-1-one, 4-diazo-2,6-bis(1,1-dimethylethyl)- is commonly used as a reagent in organic synthesis, particularly in the formation of carbon-carbon bonds through a reaction known as the [2+2] cycloaddition. It is also used as a photolabile protecting group in organic chemistry, meaning that it can be selectively removed or activated using light. Due to its diazo functional group, it can be hazardous and should be handled with caution in a laboratory setting.

Upstream product

• 950-58-3 2,6-di-tert-butyl-4-aminophenol 
• 719-22-2 2,6-Di-tert-butyl-1,4-benzoquinone 
• 94999-56-1 2,6-di-tert-butyl-1,4-benzoquinone 4-p-tosylhydrazone 

Downstream Products

• 2455-14-3 3,5,3',5'-tetra-tert-butyl-4,4'-diphenoquinone 
• 128-38-1 4,4'-dihydroxy-3,3',5,5'-tetra-tert-butylbiphenyl 
• 5427-08-7 2,6-di-tert-butyl-4-cyclohexylphenol 
• 719-22-2 2,6-Di-tert-butyl-1,4-benzoquinone 
• 19627-42-0 4-chloro-4-trichloromethyl-2,6-di-tert-butylcyclohexadienone 
• 82490-30-0 C₂₆H₃₀N₂O₃ 
• 2668-47-5 2,6-di(t-butyl)-4-phenylphenol 
• 107271-44-3 2,6-di-tert-butyl-4-(2,2,4,4-tetramethyl-3-thioxocyclobutylidene)cyclohexa-2,5-dienone 
• 107271-45-4 1,3-bis(3,5-di-tert-butyl-4-oxocyclohexa-1,5-dienylidene)-2,2,4,4-tetramethylcyclobutane 
• 107271-43-2 2,6-di-tert-butyl-4-(2,2,4,4-tetramethyl-3-oxocyclobutylidene)cyclohexa-2,5-dienone 
• 128-39-2 2,6-di-tert-butylphenol 
• 61613-02-3 4-allyloxy-2,6-di-t-butylphenol 
• 61613-01-2 5,7-Di-tert-butyl-1-hydroxymethyl-spiro[2.5]octa-4,7-dien-6-one 
• 106003-66-1 3-(4-hydroxy-3,5-di-tert-butylphenyl)-4-hydroxy-3-penten-2-one 

Relevant articles and documents

Chemoselective rearrangement reactions of sulfur ylide derived from diazoquinones and allyl/propargyl sulfides

Here, we describe three types of rearrangement reactions of sulfur ylide derived from diazoquinones and allyl/ propargyl sulfides. With Rh2(esp)2 as the catalyst, diazoquinones react with allyl/propargyl sulfides to form a sulfur ylide, which undergoes a chemoselective tautomerization/[2,3]-sigmatropic rearrangement reaction, a Doyle?Kirmse rearrangement/Cope rearrangement cascade reaction, or a Doyle?Kirmse rearrangement/elimination reaction, depending on the substituent of the sulfides. The protocol provides alkenyl and allenyl sulfides and multisubstituted phenols with moderate and high yields.

Quinone-type methanofullerene acceptors: Precursors for organic metals

We report details on the synthesis and electrochemistry of quinone-type methanofullerene derivatives in which, depending upon the substitution pattern on the cyclohexanedienone moiety, the reduction potential can be tuned, leading to novel fullerene deriv