1665-87-8

Basic information

• Product Name: 2,5-Cyclohexadien-1-one, 2,4,6-tris(1,1-dimethylethyl)-4-nitro-
• CAS NO: 1665-87-8
• Molecular Formula: C18H29NO3
• Molecular Weight: 307.433
• Mol File: 1665-87-8.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 2,5-Cyclohexadien-1-one, 2,4,6-tris(1,1-dimethylethyl)-4-nitro-(CAS DataBase Reference)
• NIST Chemistry Reference: 2,5-Cyclohexadien-1-one, 2,4,6-tris(1,1-dimethylethyl)-4-nitro-(1665-87-8)
• EPA Substance Registry System: 2,5-Cyclohexadien-1-one, 2,4,6-tris(1,1-dimethylethyl)-4-nitro-(1665-87-8)

Safety Data

• Hazardous Substances Data: 1665-87-8(Hazardous Substances Data)

Usage

General Description

2,5-Cyclohexadien-1-one, 2,4,6-tris(1,1-dimethylethyl)-4-nitro- is a chemical compound with a molecular structure composed of a cyclohexadienone ring attached to three tert-butyl groups and a nitro group. 2,5-Cyclohexadien-1-one, 2,4,6-tris(1,1-dimethylethyl)-4-nitro- is used primarily as a reactive intermediate in organic synthesis, where it participates in various chemical reactions to form new compounds. It is also used as a research chemical in the study of organic chemistry and is an important building block for the synthesis of various pharmaceuticals and agrochemicals. Overall, this chemical plays a crucial role in the development of new molecules with potential industrial and scientific applications.

Upstream product

• 732-26-3 2,4,6-tri-tert-butylphenoxol 
• 3315-32-0 2,4,6-tri-tert-butylphenoxyl 
• 71-43-2 benzene 

Downstream Products

• 732-26-3 2,4,6-tri-tert-butylphenoxol 
• 3383-21-9 3,5-di-tert-butyl-o-benzoquinone 
• 4971-61-3 2,4,6-tri-tert-butyl-4-hydroxy-2,5-cyclohexadienone 
• 100699-37-4 2,4-di-t-butyl-4,6-dimethoxycyclohexa-2,5-dienone 
• 95872-23-4 2,4,6-tri-t-butyl-4-(4'-methylphenoxy)cyclohexa-2,5-dienone 
• 70702-91-9 2,4,6-tri-tert-butyl-6-hydroxy-cyclohexa-2,4-dienone 
• 1206714-46-6 1,3,5-tri-tert-butyl-4-oxocyclohexa-2,5-dienyl nitrite 
• 1206714-49-9 1,3,5-tri-tert-butyl-6-oxocyclohexa-2,4-dienyl nitrite 
• 115-11-7 isobutene 
• 92892-09-6 2,6-dimethyl-4-nitromethyl-phenol 
• 719-22-2 2,6-Di-tert-butyl-1,4-benzoquinone 
• 1020-31-1 3,5-Di-tert-butylcatechol 

Relevant articles and documents

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New insights into the reactivity of nitrogen dioxide with substituted phenols: A solvent effect

Various alkyl-substituted phenols react readily with nitrogen dioxide (.NO2) in different solvents at room temperature. In all cases nitration is the major reaction and leads to the formation of mono- and dinitrophenols and 4-nitrocyclohexa-2,5-dienones from 2,4,6-tri-substituted phenols. Oxidation, dimerisation and, in one case, nitrosation are also observed. The reaction pathway followed changes according to the solvent and to the nature and the number of substituents on the phenolic ring. Wiley-VCH Verlag GmbH & Co. KGaA, 2005.

Reactions of 2-t-Butyl-4,6-dimethylphenol, 2,4-Di-t-butyl-6-methylphenol and 2,4,6-Tri-t-butylphenol with Nitrogen Dioxide

Reaction of 2-t-butyl-4,6-dimethylphenol (10) with nitrogen dioxide in benzene gives the C4-epimeric 4,5,6-trinitrocyclohex-2-enones (13) and (14).In contrast, similar reaction of 2,4-di-t-butyl-6-methylphenol (11) gives substituted cyclohex-3-enones, 2,5,6-trinitro ketones (20)-(23), 2-hydroxy-5,6-dinitro ketones (27) and (28) and the 6-hydroxy-2,5-dinitro ketone (29).Reaction of 2,4,6-tri-t-butylphenol (12) with nitrogen dioxide gives initially the 4-nitro dienone (35), but de-t-butylated products (36) and (37) are formed in long-term reactions.X-ray crystal structures are reported for compounds (13), (14), (21), (22), (23), (27), (28)and (29).