19693-75-5

Basic information

• Product Name: 2-METHOXY-1,3-DIOXOLANE
• Synonyms: 2-METHOXY-1,3-DIOXOLANE;Methoxydioxolane;2-METHOXY-1,3-DIOXOLANE 98+%;2-Methoxy-1,3-dioxolane,99%;2-Methoxy-1,3-dioxolane 99%;2-methoxy-1,3-dioxolane, 2-methoxydioxolane, 2-methoxy-[1,3]dioxolane, 2-Methoxy-[1,3]dioxolan;1,3-Dioxolan-2-yl methyl ether;1,3-Dioxolane, 2-methoxy-
• CAS NO: 19693-75-5
• Molecular Formula: C₄H₈O₃
• Molecular Weight: 104.1
• EINECS: 243-229-3
• Product Categories: Dioxanes & Dioxolanes;Dioxolanes;Acetals/Ketals/Ortho Esters;Organic Building Blocks;Oxygen Compounds
• Mol File: 19693-75-5.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 129-130 °C(lit.)
• Flash Point: 88 °F
• Appearance: /
• Density: 1.092 g/mL at 25 °C(lit.)
• Vapor Pressure: 12.4mmHg at 25°C
• Refractive Index: n20/D 1.409(lit.)
• BRN: 103177
• CAS DataBase Reference: 2-METHOXY-1,3-DIOXOLANE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-METHOXY-1,3-DIOXOLANE(19693-75-5)
• EPA Substance Registry System: 2-METHOXY-1,3-DIOXOLANE(19693-75-5)

Safety Data

• Hazard Codes: Xn
• Statements: 10
• Safety Statements: 27-26-16
• RIDADR: UN 1993 3/PG 3
• WGK Germany: 3
• HazardClass: 3.2
• PackingGroup: III
• Hazardous Substances Data: 19693-75-5(Hazardous Substances Data)

Usage

Description

2-METHOXY-1,3-DIOXOLANE, also known as a clear colorless liquid, is an organic compound with the chemical structure of a dioxolane ring featuring a methoxy group. It is commonly utilized in the synthesis of various chemical compounds and pharmaceuticals due to its unique properties.

Uses

Used in Pharmaceutical Industry:
2-METHOXY-1,3-DIOXOLANE is used as a synthetic intermediate for the development of [4,5-bis(hydroxymethyl)-1,3-dioxolan-2-yl]nucleosides, which are potential inhibitors of HIV. Its unique structure allows for the creation of diastereoisomeric cyclic acetals, contributing to the advancement of HIV treatment options.
Used in Chemical Synthesis:
2-METHOXY-1,3-DIOXOLANE is used as a versatile building block in the synthesis of various organic compounds. Its clear colorless liquid form and reactive functional groups make it a valuable component in the development of new molecules with potential applications in different industries.

InChI:InChI=1/C4H8O3/c1-5-4-6-2-3-7-4/h4H,2-3H2,1H3

Upstream product

• 623-26-7 terephthalonitrile 
• 67-56-1 methanol 
• 101-49-5 2-(benzyl)-1,3-dioxolane 
• 7664-93-9 sulfuric acid 
• 107-21-1 ethylene glycol 
• 149-73-5 trimethyl orthoformate 
• 646-06-0 1,3-DIOXOLANE 
• 4359-35-7 2-diphenylmethyl-1,3-dioxolane 

Downstream Products

• 602-04-0 tris(2-methyl-1H-indol-3-yl)methane 
• 26908-35-0 5-chloro-2-nitrobenzaldehyde ethylene acetal 
• 103632-91-3 2-[2-(methoxycarbonyl)ethyl]-2-phenyl-1,3-dioxolane 
• 123487-14-9 (6R)-2,6-dimethyl-8,8-(ethylenedioxy)-2-nonene 
• 83450-66-2 2-(2-methyl-3-butenyl)-2-<1(S)-phthalimido-2-phenylethyl>-1,3-dioxolane 
• 125315-29-9 7β-(1,3-dioxolan-2-yl)-3aβ,4,5,6,6aβ,7-hexahydro-7α-methyl-10-phenylthio-1H-naphtho<1,8aα-c>furan-8(3H)-one 
• 161469-38-1 N⁴-Benzoyl-1-(1,3-dioxolan-2-yl)cytosine 
• 161469-39-2 N⁴-Benzoyl-5-chloro-1-(1,3-dioxolan-2-yl)cytosine 
• 4484-61-1 2-(methoxymethoxy)ethanol 
• 915790-31-7 ((2S,13R,14S,15R)-16-((1,3-dioxolan-2-yl)methyl)-13,14,15-tris(benzyloxy)heptadec-16-en-2-yloxy)(tert-butyl)diphenylsilane 
• 1446095-07-3 (2R,3R,4R,5R,6R)-tert-butyl 6-((1,3-dioxolan-2-yl)methyl)-4-(4-bromophenyl)-2,3-dihydroxy-5-phenyltetrahydro-2H-pyran-2-carboxylate 
• 1446094-59-2 (2R,3R,4R,5R,6R)-tert-butyl 6-((1,3-dioxolan-2-yl)methyl)-2,3-dihydroxy-4,5-diphenyltetrahydro-2H-pyran-2-carboxylate 
• 1032593-12-6 C₁₀H₁₆O₃ 
• 773094-47-6 3-chloro-4-(1,3-dioxolan-2-yl) phenol 

Relevant articles and documents

Iridium-catalysed allylic substitution: Stereochemical aspects and isolation of IrIII complexes related to the catalytic cycle

Ir-catalysed allylic alkylations of enantiomerically enriched monosubstituted allylic acetates proceed with up to 87% retention of configuration using P(OPh)3 as ligand. High retention enantioselectivity of up to 86% ee in asymmetric allylic alkylations of achiral or racemic substrates is achieved with monodentate phosphorus amidites as ligands. Lithium N-tosylbenzylamide was identified as a suitable nucleophile for allylic aminations. Of particular importance is the use of lithium chloride as an additive, generally leading to increased enantioselectivities. Two (π-allyl)IrIII complexes were characterised by X-ray crystal structure analysis and spectroscopic data.

The Reactions of Electron-Rich Heterocycles with Derivatives of Orthocarboxylic Acids; VIII. Proton Acid-Catalyzed Acylation of Indoles by 2-Alkoxy-1,3-dioxolanes

In acid-catalyzed reactions with 3-unsubstituted indoles 1, 2-alkoxy-1,3-dioxolanes 2a-c behave as acyl equivalents.Depending on the substitution patterns of the reaction partners, the 1,3-dioxolanium ions 3a-c, generated in situ from the cyclic ortho esters by the action of sulfosalicylic acid, react to form tris-(3-indolyl)alkanes 6 and 9, bis-(3-indolyl)ethenes 7, or 3-benzoylindoles 8.Analogous reactivity was observed with related acyclic ortho esters.

Radiation Chemical Production and Lifetimes of Trialkoxymethyl Carbocations in Aqueous Solution

Trialkoxymethyl radicals were produced in aqueous solution by H abstraction from trialkoxymethanes by OH and H.The radicals were then oxidized by one-electron transfer to give trialkoxymethyl carbocations.The reactions of the cations with water and with OH- were studied by using time-resolved conductance techniques. (CH3O)3C+ hydrolyzes with a rate constant of (1.4 +/- 0.2)E3 s1- and it reacts with OH- with k = (7 +/- 1)E7 M1-s1-.The activation parameters for the reaction with water are EA = 7.6 kcal/mol and ΔS(excit.) = -20.2 eu.Replacement of methoxy in the cation by ethoxy and isopropoxy leads to a pronounced decrease in the rate constants for these processes: the Taft ρ* values for the reaction of (RO)3C+ with H2O and OH- are 5.7 and 3.7, respectively.With cyclic trialkoxymethyl cations that from the six-membered 1,3-dioxane system is more stable than that from 1,3-dioxolane, the five-atom counterpart.Trialkoxymethyl cations are also produced by a β-fragmentation reaction from α-(β-trialkoxy)methoxyalkyl cations.