1131-02-8

Basic information

• Product Name: 5,5-dimethyl-2-prop-2-enyl-cyclohexane-1,3-dione
• Synonyms: 1,3-Cyclohexanedione,2-allyl-5,5-dimethyl- (6CI,7CI,8CI); 1,3-Cyclohexanedione,5,5-dimethyl-2-(2-propenyl)- (9CI); 2-Allyl-5,5-dimethyl-1,3-cyclohexanedione;2-Allyldimedone; NSC 242995
• CAS NO: 1131-02-8
• Molecular Formula: C₁₁H₁₆O₂
• Molecular Weight: 0
• Mol File: 1131-02-8.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 264.2°Cat760mmHg
• Flash Point: 97.7°C
• Appearance: /
• Density: 0.963g/cm³
• Vapor Pressure: 0.00985mmHg at 25°C
• Refractive Index: 1.456
• CAS DataBase Reference: 5,5-dimethyl-2-prop-2-enyl-cyclohexane-1,3-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 5,5-dimethyl-2-prop-2-enyl-cyclohexane-1,3-dione(1131-02-8)
• EPA Substance Registry System: 5,5-dimethyl-2-prop-2-enyl-cyclohexane-1,3-dione(1131-02-8)

Safety Data

• Hazardous Substances Data: 1131-02-8(Hazardous Substances Data)

Usage

General Description

5,5-dimethyl-2-prop-2-enyl-cyclohexane-1,3-dione is a chemical compound with the molecular formula C11H16O2. It is also known as 1-(5,5-dimethyl-1,3-cyclohexadien-1-yl)prop-2-en-1-one. 5,5-dimethyl-2-prop-2-enyl-cyclohexane-1,3-dione is a yellow liquid at room temperature and is commonly used in the production of various fragrances and flavors. It is also used as a building block in the synthesis of pharmaceuticals and other organic compounds. Its unique structure and properties make it a valuable tool for chemists and researchers in the development of new materials and compounds.

InChI:InChI=1/C11H16O2/c1-4-5-8-9(12)6-11(2,3)7-10(8)13/h4,8H,1,5-7H2,2-3H3

Upstream product

• 126-81-8 dimedone 
• 106-95-6 allyl bromide 
• 556-56-9 allyl iodid 
• 107-18-6 allyl alcohol 
• 591-87-7 Allyl acetate 

Downstream Products

• 117582-61-3 2-Allyl-3-bromo-5,5-dimethyl-2-cyclohexenone 
• 1418184-10-7 2-allyl-3-hydroxy-5,5-dimethylcyclohex-1-enyl trifluoromethanesulfonate 
• 1418184-17-4 5-[2-(3-hydroxyprop-1-ynyl)-6-methoxy-4,4-dimethylcyclohex-1-enyl]pent-2-yn-1-ol 
• 1418184-16-3 2-(5-hydroxypent-3-ynyl)-3-methoxy-5,5-dimethylcyclohex-1-enyl trifluoromethanesulfonate 
• 1418184-15-2 5-[6-hydroxy-4,4-dimethyl-2-(trifluoromethylsulfonyloxy)cyclohex-1-enyl]pent-2-ynyl acetate 
• 1418184-13-0 3-(tert-butyldimethylsilyloxy)-2-(5-hydroxypent-3-ynyl)-5,5-dimethylcyclohex-1-enyl trifluoromethanesulfonate 
• 1418184-12-9 3-(tert-butyldimethylsilyloxy)-2-(but-3-ynyl)-5,5-dimethylcyclohex-1-enyl trifluoromethanesulfonate 
• 1418184-11-8 3-(tert-butyldimethylsilyloxy)-2-(3-hydroxypropyl)-5,5-dimethylcyclohex-1-enyl trifluoromethanesulfonate 
• 1418184-20-9 C₁₆H₂₀O₃ 
• 1426540-07-9 C₂₂H₃₁O₆P 
• 77014-30-3 2-allyl-2-(3-oxopropyl)dimedone 
• 1393100-43-0 C₂₃H₂₈O₃S 
• 397251-89-7 6,6-dimethyl-2-phenylselanylmethyl-3,5,6,7-tetrahydro-2H-benzofuran-4-one 
• 56576-30-8 2-Allyl-3-hydroxy-5,5-dimethyl-2-prop-2-ynyl-cyclohexanone 

Relevant articles and documents

Silica Support-Enhanced Pd-Catalyzed Allylation Using Allylic Alcohols

Although allylation using allylic alcohol is an environmentally-friendly method because of water being the sole byproduct in such reactions, allylic alcohol is one of the most difficult allylating agents in Pd-catalyzed allylation of nucleophiles. In this study, we successfully developed a mesoporous silica-supported Pd complex as an efficient catalyst for the allylation of nucleophiles using allylic alcohols as allylating agents. The allylic alcohol is activated by the silanol group on the support surface, which easily undergoes a π-allylpalladium intermediate formation. The catalytic activity of the supported Pd complex was ca. 9 times higher than that of its homogeneous precursor Pd complex. A highest turnover number of 4500 based on Pd was achieved. Various nucleophiles and allylic alcohol derivatives could be used as substrates. Not only the detailed catalyst structure but also the reaction mechanism including the concerted activation of allylic alcohol by the Pd complex and silanol were investigated by several spectroscopic techniques, such as Pd K-edge XAFS, solid-state NMR, and in-situ FT-IR measurements.

Efficient access to: cis -decalinol frameworks: copper(i)-catalyzed borylative cyclization of allene cyclohexanediones

Cu-catalyzed borylative cyclization of allene cyclohexanediones has been described through a tandem β-borylation and intramolecular allylic addition process, affording borylated cis-decalinols with excellent yields and diastereoselectivities. A good enantioselectivity is also achieved in the asymmetric version. The hemiboronate group in the cyclization products could be subjected to several useful transformations.