74824-56-9

Basic information

• Product Name: dec-1-en-3-ol
• CAS NO: 74824-56-9
• Molecular Weight: 156.268
• Mol File: 74824-56-9.mol
• Article Data: 25

Chemical Properties

• CAS DataBase Reference: dec-1-en-3-ol(CAS DataBase Reference)
• NIST Chemistry Reference: dec-1-en-3-ol(74824-56-9)
• EPA Substance Registry System: dec-1-en-3-ol(74824-56-9)

Safety Data

• Hazardous Substances Data: 74824-56-9(Hazardous Substances Data)

Upstream product

• 13125-66-1 n-heptylmagnesium bromide 
• 107-02-8 acrolein 
• 74824-53-6 dec-1-yn-3-ol 
• 872-05-9 1-Decene 
• 124-13-0 Octanal 
• 3536-96-7 vinylmagnesium chloride 
• 113680-06-1 dec-2-enyltrimethylsilane 
• 1187817-22-6 (Z)-2-(dec-2-en-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 1730-25-2 allylmagnesium bromide 
• 629-04-9 1-Bromoheptane 
• 86297-50-9 2-Trimethylsilanyl-dec-1-en-3-ol 
• 84988-53-4 (E)-2-decenyl chloride 
• 1826-67-1 vinyl magnesium bromide 

Downstream Products

• 2497-23-6 (Z)-dec-2-en-1-yl acetate 
• 116138-77-3 3-((E)-Dec-2-enyl)-2-hydroxy-5-methoxy-[1,4]benzoquinone 
• 1565-81-7 decan-3-ol 
• 693-23-2 1,12-dodecanedioic acid 
• 55928-67-1 (E)-dodec-4-enoic acid 
• 22381-86-8 undec-2-en-4-ol 
• 1220635-18-6 C₂₁H₃₁NO₅ 
• 1220635-22-2 C₂₁H₃₃NO₅ 

Relevant articles and documents

Using Neighboring-Group Participation for Acyclic Stereocontrol in Diastereoselective Substitution Reactions of Acetals

Neighboring-group participation of an ester enabled stereocontrol in substitution reactions of acyclic acetals. The ester group formed a trans-fused dioxolenium ion intermediate, which underwent a substitution reaction at the acetal carbon atom to afford the product with high diastereoselectivity. Neighboring-group participation was confirmed by isolating dioxolane products resulting from nucleophilic addition at C-2 of a 1,3-dioxolenium ion intermediate. Using a pivaloate ester as the participating group in combination with strong nucleophiles produced substitution products with diastereoselectivities of ≥90:10.

Enantioselective addition of selenosulfonates to α,β-unsaturated ketones

An organo-catalyzed enantioselective addition of selenosulfonates to α,β-unsaturated ketones was developed for the first time. With a chiral squaramide as an efficient catalyst, the desired α-selenylated ketones were obtained in a good yields with high enantioselectivity up to 89% ee, and good results could be obtained on a gram scale. The products could also be efficiently transformed into useful building blocks with a propenylic stereocenter; the strategy presented in this study may find further applications in organic synthesis.

Solvent-Free Aerobic Epoxidation of Dec-1-ene Using Gold/Graphite as a Catalyst

The oxidation of dec-1-ene has been investigated using gold nanoparticles supported on graphite in the presence of a radical initiator (α,α-azobisisobutyronitrile) using oxygen from air as oxidant. We have investigated the influence of the reaction temperature (70-100 °C), catalyst mass and reaction time on the epoxide yield. In the absence of a radical initiator the reaction does not proceed, although auto-oxidation can occur at higher temperatures in the range studied. However, in the presence of an initiator, selective oxidation occurs and the initiator propagates the reaction through the formation of a peroxy-radical at the allylic C3 position. Graphite enhances the formation of the allylic products dec-1-en-3-ol, dec-1-en-3-one, and dec-2-en-1-ol; however, the addition of gold nanoparticles to the graphite, enhances formation of 1,2-epoxydecane. It is suggested that gold suppresses the formation of allylic products via a Russell termination. Graphical Abstract: [Figure not available: see fulltext.]