5432-30-4

Basic information

• Product Name: 2-octyl-1,3-dioxolane
• Synonyms: 2-octyl-1,3-dioxolane;Nonanal ethylene acetal;Nsc21898
• CAS NO: 5432-30-4
• Molecular Formula: C₁₁H₂₂O₂
• Molecular Weight: 186.29118
• EINECS: 226-590-1
• Mol File: 5432-30-4.mol
• Article Data: 15

Chemical Properties

• Boiling Point: 230°Cat760mmHg
• Flash Point: 86.9°C
• Appearance: /
• Density: 0.898g/cm³
• Vapor Pressure: 0.102mmHg at 25°C
• Refractive Index: 1.435
• CAS DataBase Reference: 2-octyl-1,3-dioxolane(CAS DataBase Reference)
• NIST Chemistry Reference: 2-octyl-1,3-dioxolane(5432-30-4)
• EPA Substance Registry System: 2-octyl-1,3-dioxolane(5432-30-4)

Safety Data

• Hazardous Substances Data: 5432-30-4(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Synthetic Communications, 25, p. 2457, 1995 DOI: 10.1080/00397919508015450

InChI:InChI=1/C11H22O2/c1-2-3-4-5-6-7-8-11-12-9-10-13-11/h11H,2-10H2,1H3

Upstream product

• 124-19-6 nonan-1-al 
• 107-21-1 ethylene glycol 
• 75340-08-8 1-phenylthio-1-trimethylsilylnonane 
• 111-66-0 oct-1-ene 
• 201230-82-2 carbon monoxide 
• 18742-02-4 2-bromo-2-(2-ethyl)dioxolane 
• 83665-55-8 2-(2-iodoethyl)-1,3-dioxolane 
• 4362-36-1 2-(2-chloroethyl)-1,3-dioxolane 
• 111-25-1 1-bromo-hexane 
• 100057-40-7 2-(5-butyl-[2]thienyl)-[1,3]dioxolane 

Downstream Products

• 91898-21-4 2-<<1-(phenylthio)nonyl>oxy>ethanol 
• 124-19-6 nonan-1-al 
• 18913-04-7 ethylene glycol monononyl ether 
• 16179-40-1 Pelargonsaeure-<2-hydroxy-aethylester> 
• 2348-19-8 nonanal (2,4-dinitrophenyl)hydrazone 

Relevant articles and documents

Visible-Light-Induced Nickel-Catalyzed Cross-Coupling with Alkylzirconocenes from Unactivated Alkenes

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Co-catalysis of a bi-functional ligand containing phosphine and Lewis acidic phosphonium for hydroformylation-acetalization of olefins

A novel ionic bi-functional ligand of L2 containing a phosphine and a Lewis acidic phosphonium with I- as the counter-anion was prepared and fully characterized. The molecular structure indicated that the bi-functionalities in L2 were well retained without the incompatibility problem for quenching of the acidity of the phosphonium cation by the Lewis basic phosphine fragment or the anionic I- when the incorporated phosphine fragment and the Lewis acidic phosphonium were strictly located in the confined cis-positions. The co-catalysis over L2-Rh(acac)(CO)2 in the ways of synergetic catalysis and sequential catalysis was successfully fulfilled for one-pot hydroformylation-acetalization, which proved not to be the result of the simple mixture of the mono-phosphine (L4) and the phosphonium salt (L4′). In L2, the phosphonium not only acted as a Lewis acid organocatalyst to drive the sequential acetalization of aldehydes, but also contributed to the synergetic catalysis for the preceding hydroformylation through stabilizing the Rh-acyl intermediate with the phosphine cooperatively. The L2-Rh(acac)(CO)2 system is also generally applied to hydroformylation-acetalization of a wide range of olefins in different alcohols. Advantageously, as an ionic phosphonium-based ligand, L2 could be recycled for 7 runs with Rh(acac)(CO)2 together in RTIL of [Bmim]BF4 without obvious activity loss or metal leaching.

Cation-exchange resins in the hydroformylation–acetalization tandem reaction

Cation-exchange resins in the acid form (Amberlyst-16, Wofatit KPS 200, Nafion, KU-2) have been tested as the acidic component of a catalyst system for the hydroformylation–acetalization tandem process. It has been shown that the hydroformylation of octene-1 in the presence of ethylene glycol and glycerol using a catalyst system comprising a rhodium complex, a phosphine ligand, and a solid acid leads to the formation of acetals with a yield of up to 99%.