5921-92-6

Basic information

• Product Name: tetrahydro-2-octylfuran
• Synonyms: tetrahydro-2-octylfuran;2-octyl-tetrahydro-furan;tetrahydro-2-octyl-fura
• CAS NO: 5921-92-6
• Molecular Formula: C₁₂H₂₄O
• Molecular Weight: 184.31836
• EINECS: 227-649-4
• Mol File: 5921-92-6.mol
• Article Data: 11

Chemical Properties

• Boiling Point: 236.1°C at 760 mmHg
• Flash Point: 83.9°C
• Appearance: /
• Density: 0.851g/cm³
• Vapor Pressure: 0.0741mmHg at 25°C
• Refractive Index: 1.441
• CAS DataBase Reference: tetrahydro-2-octylfuran(CAS DataBase Reference)
• NIST Chemistry Reference: tetrahydro-2-octylfuran(5921-92-6)
• EPA Substance Registry System: tetrahydro-2-octylfuran(5921-92-6)

Safety Data

• Hazardous Substances Data: 5921-92-6(Hazardous Substances Data)

Usage

InChI:InChI=1/C12H24O/c1-2-3-4-5-6-7-9-12-10-8-11-13-12/h12H,2-11H2,1H3

Upstream product

• 75732-45-5 1-(2,2-Dioxo-2λ⁶-[1,2]oxathiolan-3-yl)-nonan-1-ol 
• 96964-37-3 1,1-Diethoxy-2-octyl-cyclopentane 
• 109-99-9 tetrahydrofuran 
• 17049-49-9 octylmagnesium bromide 
• 5675-51-4 1,12-dodecandiol 
• 7664-93-9 sulfuric acid 
• 124-19-6 nonan-1-al 
• 111-83-1 1-bromo-octane 
• 38841-98-4 n-octylmagnesium chloride 
• 57084-18-1 gamma-dodecalactone 
• 38146-95-1 dodecane-1,4-diol 
• 112-53-8 1-dodecyl alcohol 

Relevant articles and documents

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C(sp3)?C(sp3) Cross-Coupling of Alkyl Bromides and Ethers Mediated by Metal and Visible Light Photoredox Catalysis

We report a C(sp3)?C(sp3) cross-coupling of alkyl bromides and alkyl chlorides with ethers by dual photoredox-nickel catalysis. The catalytic system comprises of the organic photocatalyst 1,2,3,5-tetrakis(carbazol-9-yl)-4,6-dicyanobenzene (4-CzIPN) and bench stable nickel (II) acetylacetonate in the presence of visible-light, providing the coupling products in up to 92% yield. Preliminary mechanistic studies suggest two catalytic cycles, as well as the photogeneration of bromine or chlorine radicals from halide atoms that are present in the structures of the coupling partners. The halide radical mediates the hydrogen atom transfer event, avoiding the need of an additional HAT catalyst. (Figure presented.).

Lewis acid promoted ruthenium(II)-catalyzed etherifications by selective hydrogenation of carboxylic acids/esters

Ethers are of fundamental importance in organic chemistry and they are an integral part of valuable flavors, fragrances, and numerous bioactive compounds. In general, the reduction of esters constitutes the most straightforward preparation of ethers. Unfortunately, this transformation requires large amounts of metal hydrides. Presented herein is a bifunctional catalyst system, consisting of Ru/phosphine complex and aluminum triflate, which allows selective synthesis of ethers by hydrogenation of esters or carboxylic acids. Different lactones were reduced in good yields to the desired products. Even challenging aromatic and aliphatic esters were reduced to the desired products. Notably, the in situ formed catalyst can be reused several times without any significant loss of activity. An assist from Al: A bifunctional catalyst system consisting of a Ru/phosphine complex and aluminum triflate allows selective hydrogenation of esters to ethers. A variety of lactones were reduced to the desired products in good yields. The catalyst further provides a general method for the reduction of linear esters and reductive etherification of carboxylic acids with alcohols.