21428-63-7

Basic information

• Product Name: 2,4-Cyclohexadien-1-one, 6,6-dimethyl-
• CAS NO: 21428-63-7
• Molecular Formula: C8H10O
• Molecular Weight: 122.167
• Mol File: 21428-63-7.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: 2,4-Cyclohexadien-1-one, 6,6-dimethyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4-Cyclohexadien-1-one, 6,6-dimethyl-(21428-63-7)
• EPA Substance Registry System: 2,4-Cyclohexadien-1-one, 6,6-dimethyl-(21428-63-7)

Safety Data

• Hazardous Substances Data: 21428-63-7(Hazardous Substances Data)

Upstream product

• 110-00-9 furan 
• 1073-14-9 4,4-dimethylcyclohexa-2,5-dienone 
• 95-47-6 o-xylene 
• 82054-07-7 C₁₆H₂₀O₂ 
• 82054-07-7 3,3,3'',3''-tetramethyl-3a',4',7',7a'-tetrahydro-dispiro[oxirane-2,1'-(4,7-methano-inden)-8',2''-oxirane] 

Downstream Products

• 33026-25-4 4,4-dimethyl-3-phenyl-cyclohex-2-enone 
• 95814-01-0 1,1-Dimethyl-2,6-diphenyl-cyclohexadien-(2,4) 
• 92862-84-5 4,4-dimethyl-3-phenylcyclohexanone 
• 68070-77-9 5,5-dimethyl-3-phenyl-2-oxa-3-aza-bicyclo[2.2.2]oct-7-en-6endo-ol 
• 94578-29-7 1,1-Dimethyl-2,9-diphenyl-cyclohexan 
• 94578-30-0 1,1-Dimethyl-2,6-diphenyl-cyclohexan 
• 73374-47-7 2,2-dimethyl-3-cyclohexen-1-one 
• 102236-47-5 1,1-Dimethyl-6-methylen-cyclohexadien-(2,4) 
• 952-80-7 1,2-bis(2-methylphenyl)ethane 
• 7094-26-0 1,1,2-trimethylcyclohexane 
• 526-75-0 2,3-Dimethylphenol 
• 100084-45-5 11,11-Dimethyl-4-phenyl-2,4,6-triazatricyclo<5.2.2.0^2,6>undec-8-en-3,5,10-trion 
• 132259-66-6 (7R*)-7-(3-Methoxyphenyl)-3,3-dimethylbicyclo<2.2.2>oct-5-en-2-on 
• 107620-51-9 2,2-Dimethyl-5-phenyl-cyclohex-3-enon 

Relevant articles and documents

Direct hydroxylation of benzene and aromatics with H2O2 catalyzed by a self-assembled iron complex: Evidence for a metal-based mechanism

An iminopyridine Fe(ii) complex, easily prepared in situ by self-assembly of cheap and commercially available starting materials (2-picolylaldehyde, 2-picolylamine, and Fe(OTf)2 in a 2 : 2 : 1 ratio), is shown to be an effective catalyst for the direct hydroxylation of aromatic rings with H2O2 under mild conditions. This catalyst shows a marked preference for aromatic ring hydroxylation over lateral chain oxidation, both in intramolecular and intermolecular competitions, as long as the arene is not too electron poor. The selectivity pattern of the reaction closely matches that of electrophilic aromatic substitutions, with phenol yields and positions dictated by the nature of the ring substituent (electron-donating or electron-withdrawing, ortho-para or meta-orienting). The oxidation mechanism has been investigated in detail, and the sum of the accumulated pieces of evidence, ranging from KIE to the use of radical scavengers, from substituent effects on intermolecular and intramolecular selectivity to rearrangement experiments, points to the predominance of a metal-based SEAr pathway, without a significant involvement of free diffusing radical pathways.

Bicyclopentanoid sesquiterpenes. The synthesis of cedranoid sesquiterpenes via the photo-rearrangement of bicyclo[2.2.2]octenones

(±) - exo - 2,6,6 - Trimethyltricyclo[5.3.1.01.5]undecanc - 8,10 - dione (11) has been synthesized from dimethyl 6,6 - dimethyl - 5 - oxobicyclo[2.2.2]oct - 7 - ene dicarboxylate (17). This constitutes a new synthesis of cedrol(3) since 11 has previously been converted to this compound.