4421-23-2

Basic information

• Product Name: 4-[(ALLYLOXY)METHYL]-2,2-DIMETHYL-1,3-DIOXOLANE
• Synonyms: 4-[(ALLYLOXY)METHYL]-2,2-DIMETHYL-1,3-DIOXOLANE;Allyl solketyl ether;Glycerol acetonide allyl ether
• CAS NO: 4421-23-2
• Molecular Formula: C₉H₁₆O₃
• Molecular Weight: 172.22
• Mol File: 4421-23-2.mol

Chemical Properties

• Boiling Point: 87 °C(Press: 22 Torr)
• Appearance: /
• Density: 0.9870 g/cm3
• CAS DataBase Reference: 4-[(ALLYLOXY)METHYL]-2,2-DIMETHYL-1,3-DIOXOLANE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-[(ALLYLOXY)METHYL]-2,2-DIMETHYL-1,3-DIOXOLANE(4421-23-2)
• EPA Substance Registry System: 4-[(ALLYLOXY)METHYL]-2,2-DIMETHYL-1,3-DIOXOLANE(4421-23-2)

Safety Data

• Hazardous Substances Data: 4421-23-2(Hazardous Substances Data)

Upstream product

• 107-05-1 3-chloroprop-1-ene 
• 100-79-8 (R,S)-2,2-dimethyl-1,3-dioxolane-4-methanol 
• 123-34-2 3-allyloxy-1,2-propanediol 
• 77-76-9 2,2-dimethoxy-propane 
• 106-92-3 Allyl glycidyl ether 
• 67-64-1 acetone 
• 106-95-6 allyl bromide 
• 98760-27-1 4-benzoyloxymethyl-2,2-dimethyl-[1,3]dioxolane 

Downstream Products

• 55207-76-6 2-(allyloxy)acetaldehyde 
• 123-34-2 3-allyloxy-1,2-propanediol 

Relevant articles and documents

Synthesis and Catalytic Activity of Quaternary Ammonium Salts Containing gem-Dichlorocyclopropane and 1,3-Dioxolane Fragments

Abstract: Quaternary ammonium salts containing gem-dichlorocyclopropane and 1,3-dioxolane groups were synthesized in high yield. The reactions of dichlorocarbonation of styrene and O-alkylation of 2,2-dimethyl-4-hydroxymethyl-1,3-dioxolane in the presence of quaternary ammonium salts were studied. It was established that in the O-alkylation reaction, compounds containing cycloacetal and allyl moieties have the maximum efficiency in the series of catalysts studied. The structures of the isolated salts were proved by 1H and 13C NMR spectroscopy.

Condensation of 1,2,4-Butanetriol with Carbonyl Compounds and Reactions of Hydroxyalkyl-1,3-dioxacyclanes

A mixture of isomers of 2-(1,3-dioxolan-4-yl)ethanol and 1,3-dioxan-4-ylmethanol was prepared by reaction of 1,2,4-butanetriol with paraformaldehyde. This mixture was subjected to O-alkylation, O-acylation, condensation with phenyl isocyanate, and substitution of OH groups for Cl. The relative activity of acetone derivatives of glycerol and 1,2,4-butanetriol in reactions with allyl chloride and benzyl chloride was estimated.

Hybrid Fluorinated and Hydrogenated Double-Chain Surfactants for Handling Membrane Proteins

Two hybrid fluorinated double-chain surfactants with a diglucosylated polar head were synthesized. The apolar domain consists of a perfluorohexyl main chain and a butyl hydrogenated branch as a side chain. They were found to self-assemble into small micel

Selective functionalization of the primary hydroxy group in triols

A procedure was suggested for preparing functionally substituted 1,2-diols by O-alkylation of hydroxyalkyl-1,3-dioxacyclanes with alkyl halides, followed by acid hydrolysis. The conditions for selective cleavage of the ethers obtained were found. (2,2-Dimethyl-1,3-dioxolan-4-yl)methyl benzoate under the conditions of acid deacetalization undergoes saponification of the ester group.

Discovery of lipids from B. longum subsp. infantis using whole cell MALDI analysis

Bifidobacteria are dominant members of the microbial community in the intestinal tract of infants, and studies have shown that glycolipids extracted from the cell surface of these bacteria elicit beneficial immune responses. Accordingly, the identification and structural characterization of glycolipids from the cell wall of bifidobacteria is the first step in correlating glycolipid structure with biological activity. Using whole cell MALDI as a screening tool, we herein present for the first time the identification and structural elucidation of the major polar lipids from Bifidobacterium longum subs. infantis. The lipids identified include an unprecedented plasmenyl cyclophosphatidic acid and a mixed acetal glycolipid, with the latter subsequently being isolated and found to suppress the innate immune response.

METHODS FOR THE SYNTHESIS OF PLASMALOGENS AND PLASMALOGEN DERIVATIVES, AND THERAPEUTIC USES THEREOF

A method for preparing plasmalogens and derivatives thereof represented by Formula B, wherein R1 and R2 are similar or different, derived from fatty acids; R3 is selected from hydrogen and small alkyl groups. The synthetic route involves production of novel cyclic plasmalogen precursors of Formula A and their conversion to plasmalogens and plasmalogen derivatives of Formula B. Also disclosed is the therapeutic use of plasmalogens and derivatives thereof as produced by the synthetic route of the present invention.

Model studies toward a synthesis of asperaculin A: Exploration of iterative intramolecular Pauson-Khand reaction based strategies to access the dioxa[5.5.5.6]fenestrane framework

A concise strategy, involving tandem intramolecular Pauson-Khand reactions (IPKRs) on a readily available ene-diyne precursor, to access the dioxa-fenestrane framework is delineated.

Omega-functionalized fatty acids, alcohols, and ethers via olefin metathesis

Methyl 17-hydroxy stearate was converted to methyl octadec-16-enoate using copper sulfate adsorbed on silica gel. This compound served as a useful substrate for the olefin metathesis reaction. As a result, several fatty acids with novel functional groups at the x-end were prepared: a glyceryl ether attached at the 18-carbon, an aromatic fatty acid from eugenol, and a ferrocenyl fatty acid. By employing the unsaturated fatty alcohol, other groups were introduced, namely the terminal fluoride, bromide, and iodide were prepared, as was a thiol derivative. The penultimate and omega olefins reported here should serve as building blocks that allow fatty acids to make a greater contribution to a range of emerging technological

Investigation of the catalytic activity of an electron-deficient vanadium(IV) tetraphenylporphyrin: A new, highly efficient and reusable catalyst for ring-opening of epoxides

In this work, the catalytic activity of high-valent tetraphenylporphyrinatovanadium(IV) trifluoromethanesulfonate, [V IV(TPP)(OTf)2], in the nucleophilic ring-opening of epoxides is reported. This new V(IV) catalyst was used as an efficient catalyst for alcoholysis with primary (methanol, ethanol and n-propanol), secondary (iso-propanol) and tertiary alcohols (tert-butanol), hydrolysis and acetolysis of epoxides with acetic acid and also for the conversion of epoxides to 1,2-diacetates with acetic anhydride, conversion of epoxides to thiiranes with ammonium thiocyanate and thiourea, and for conversion of epoxides to acetonides with acetone. The catalyst was reused several times without loss of its activity.

Catalytic conversion of epoxides to 1,3-dioxolanes with phosphomolybdic acid (PMA) in solution and under solvent-free conditions

The fast and efficient conversion of epoxides into 2,2-dimethyl-1,3- dioxolanes was studied with catalytic amounts of phosphomolybdic acid (PMA) (0.1-0.2 mol %) at room temperature in solution and under solvent-free conditions. The products were obtained in high to excellent yields within 1-2 min. Copyright Taylor & Francis Group, LLC.