70990-68-0

Basic information

• Product Name: 2-Cyclohexen-1-one, 2-chloro-3-hydroxy-5,5-dimethyl-
• CAS NO: 70990-68-0
• Molecular Formula: C8H11ClO2
• Molecular Weight: 174.627
• Mol File: 70990-68-0.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 2-Cyclohexen-1-one, 2-chloro-3-hydroxy-5,5-dimethyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Cyclohexen-1-one, 2-chloro-3-hydroxy-5,5-dimethyl-(70990-68-0)
• EPA Substance Registry System: 2-Cyclohexen-1-one, 2-chloro-3-hydroxy-5,5-dimethyl-(70990-68-0)

Safety Data

• Hazardous Substances Data: 70990-68-0(Hazardous Substances Data)

Upstream product

• 1807-68-7 diazodimedone 
• 79699-78-8 2-isobutyryl-5,5-dimethyl-1,3-cyclohexanedione 
• 101386-09-8 2-chloro-2-isobutyryl-5,5-dimethyl-1,3-cyclohexanedione 
• 101386-03-2 2-acetyl-2-chloro-5,5-dimethyl-1,3-cyclohexanedione 
• 3471-13-4 dimedone 

Downstream Products

• 78102-77-9 2-Acetoxy-6-hydroxy-4,4-dimethyl-2,5-cyclohexadien-1-on 
• 78380-92-4 2-(Benzyloxycarbonyloxy)-6-hydroxy-4,4-dimethyl-2,5-cyclohexadien-1-on 
• 78102-72-4 2-Chlor-2-(4-chlorbenzoyloxy)-5,5-dimethyl-1,3-cyclohexandion 
• 78102-76-8 2-(4-Chlorbenzoyloxy)-6-hydroxy-4,4-dimethyl-2,5-cyclohexadien-1-on 
• 78380-91-3 2-Hydroxy-4,4-dimethyl-6-(4-nitrobenzoyloxy)-2,5-cyclohexadien-1-on 
• 75594-65-9 2,2,4,4,6,6-hexachloro-5,5-dimethyl-1,3-cyclohexanedione 
• 78102-75-7 2-Benzoyloxy-6-hydroxy-4,4-dimethyl-2,5-cyclohexadien-1-on 
• 78102-71-3 2-Benzoyloxy-2-chlor-5,5-dimethyl-1,3-cyclohexandion 
• 623-12-1 4-chloromethoxybenzene 
• 766-51-8 2-Chloroanisole 
• 7298-86-4 2,2-dichloro-5,5-dimethylcyclohexane-1,3-dione 
• 7298-87-5 2-bromo-2-chloro-5,5-dimethylcyclohexane-1,3-dione 

Relevant articles and documents

Synthesis of unsymmetrical urea derivativesviaone-pot sequential three-component reactions of cyclic 2-diazo-1,3-diketones, carbodiimides, and 1,2-dihaloethanes

A novel and efficient multicomponent reaction of cyclic 2-diazo-1,3-diketones, carbodiimides, and 1,2-dihaloethanes has been developed, and it leads to unsymmetrical urea derivatives with good yields in a single operation. This transformation involves the cascade formation of C-X (X = Cl, Br, I), C-N and C-O bonds through halogenation, nucleophilic addition, ring-opening, and enol-ketone tautomerization processes. This protocol is step- and atom-economical; 1,2-dihaloethane was used as an easily available halogenated reagent, and it is amenable to different functional groups.

REARRANGEMENT OF 2-ACYL-2-CHLORO-1,3-CYCLOHEXANEDIONES INTO 2-ACYLRESORCINOLS AND 2-ACYL-4-CHLORO-1,3-CYCLOHEXANEDIONES

2-Acetylresorcinol was prepared in 80-88percent yield from 2-acetyl-1,3-cyclohexanedione by 2-chlorination (excess of NCS in boiling carbon tetrachloride or one equivalent of molecular chlorine in the cold solvent) followed by aromatization in a heated dry solution of hydrogen chloride in dimethylformamide.The scope of the method was extended to the preparation of 2-propionyl- and 2-isobutyrylresorcinol (resp. 79percent and 66percent yield).Application of the method on 2-acryl-5,5-dimethyl-1,3-cyclohexanediones (acyl=acetyl, propionyl, n-butyryl, i-butyryl) affrded the corresponding 2-acyl-4-chlorodimedone derivatives in 40-77percent yields.