27571-04-6

Basic information

• Product Name: 2-Cycloheptene-1,4-dione
• Synonyms: 2-Cycloheptene-1,4-dione
• CAS NO: 27571-04-6
• Molecular Formula: C7H8O2
• Molecular Weight: 124.14
• Mol File: 27571-04-6.mol
• Article Data: 8

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-Cycloheptene-1,4-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Cycloheptene-1,4-dione(27571-04-6)
• EPA Substance Registry System: 2-Cycloheptene-1,4-dione(27571-04-6)

Safety Data

• Hazardous Substances Data: 27571-04-6(Hazardous Substances Data)

Upstream product

• 108-24-7 acetic anhydride 
• 74982-28-8 4-acetoxy-2-cycloheptenone 
• 6786-21-6 6,7-dioxabicyclo[3.2.2]non-8-ene 
• 876938-53-3 Cyclohepta-1,3-diene 
• 2873-74-7 gloutaric dichloride 
• 1121-66-0 2-Cyclohepten-1-one 
• 27475-07-6 1,7-bis-diazo-heptane-2,6-dione 
• 71-43-2 benzene 
• 41726-55-0 Bis-(triphenylphosphoranyliden)-1,7-heptadion-2,6 
• 6786-21-6 6,7-dioxabicyclo[3.2.2]nona-8-ene 
• 103564-89-2 1,4-diacetoxy-2-cycloheptene 

Relevant articles and documents

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Concise entry to both enantiomers of 8-oxabicyclo[3.2.1]oct-3-en-2-one based on novel oxidative etherification: Formal synthesis of (+)-sundiversifolide

Both enantiomers of 8-oxabicyclo[3.2.1]oct-3-en-2-one (6) have been synthesized from 4-hydroxycyclohept-2-enone (3) on the basis of a novel oxidative cyclo-etherification using PhI(OH)OTs (Koser's reagent). (-)-(1S,5R)-8-Oxabicyclo[3.2.1]oct-3-en-2-one [(

Photooxygenation of 5- and 6-chloro-1,3-cycloheptadienes and reactions of their endoperoxides with base: Effects of the chloro substituent on the reactions

Photooxygenation reactions of 5- and 6-chlorocycloheptadienes 6 and 7 gave bicyclic endoperoxides 10-13. The endoperoxides 10 and 13 are major products due to the steric effects of the chloro substituent. The reactions of endoperoxide 10 with NEt3 under different conditions gave 1,4-epoxide 14, hydroxyenone 15, diketone 16, acetates 17-19 and diacetate 20. The reaction of endoperoxide 10 with pyridine and Ac2O gave diacetate 20 and dienone 21. The reaction of endoperoxide 13 with NEt3 gave tropone. The effects of the chloro substituent are discussed.

A mild, catalytic, and highly selective method for the oxidation of α,β-enones to 1,4-enediones

A new and simple method is described for the one-step oxidation of α,β-enones to 1,4-enediones in good yields (generally 80-90%) using t-butylhydroperoxide as stoichiometric oxidant and 20% Pd(OH)2 on carbon (5 mol %) as catalyst in CH2Cl2 solution. The same reagents have been used to convert ethylene ketals of α,β-enones to the corresponding monoethylene ketals of 1,4-enediones. Seven representative examples are presented in Table 1. All of the available evidence on these oxidations points to a radical-chain mechanism initiated by the tert-butylperoxy radical (see Scheme 1). γ-tert-Butylperoxy ethers are formed as major products in the oxidation of α,β-enones possessing only a single γ-hydrogen. Copyright