19798-71-1

Basic information

• Product Name: 2-Methoxy-2-methyl-1,3-dioxolane
• Synonyms: 2-Methoxy-2-methyl-1,3-dioxolane;2-Methyl-2-methoxy-1,3-dioxolane;Orthoacetic Acid Cyclic Ethylene Methyl Ester
• CAS NO: 19798-71-1
• Molecular Formula: C₅H₁₀O₃
• Molecular Weight: 118.13
• Product Categories: Heterocyclic Compounds;Heterocycles
• Mol File: 19798-71-1.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 119.471°C at 760 mmHg
• Flash Point: 34.951°C
• Appearance: /
• Density: 1.055g/cm³
• Vapor Pressure: 19.049mmHg at 25°C
• Refractive Index: 1.421
• CAS DataBase Reference: 2-Methoxy-2-methyl-1,3-dioxolane(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Methoxy-2-methyl-1,3-dioxolane(19798-71-1)
• EPA Substance Registry System: 2-Methoxy-2-methyl-1,3-dioxolane(19798-71-1)

Safety Data

• Hazardous Substances Data: 19798-71-1(Hazardous Substances Data)

Usage

Chemical Properties

Colorless Oil

InChI:InChI=1/C5H10O3/c1-5(6-2)7-3-4-8-5/h3-4H2,1-2H3

Upstream product

• 4362-23-6 2-methylene-1,3-dioxolane 
• 67-56-1 methanol 
• 4362-18-9 2-benzyl-2-methyl-1,3-dioxolane 
• 52002-91-2 2-diphenylmethyl-2-methyl-1,3-dioxolane 
• 1445-45-0 Trimethyl orthoacetate 
• 107-21-1 ethylene glycol 
• 6135-54-2 2-tert-Butyl-2-methyl-1,3-dioxolane 
• 712-74-3 1,2,4,5-tetracyanobenzene 
• 67024-84-4 Potassium; (2-methyl-[1,3]dioxolan-2-yl)-acetate 
• 14777-27-6 methyl acetimidate hydrochloride 

Downstream Products

• 67-56-1 methanol 
• 542-59-6 2-hydroxyethyl acetate 
• 107-21-1 ethylene glycol 
• 64-19-7 acetic acid 
• 188559-10-6 (S)-2-[(S)-1-(3-Dibenzylamino-phenyl)-propyl]-1-((R)-2-oxo-4-phenyl-oxazolidin-3-yl)-butane-1,3-dione 
• 1309575-59-4 (4S)-4-benzyl-3-((2R)-2-(2-methyl-1,3-dioxolan-2-yl)pent-4-enoyl)oxazolidine-2-thione 

Relevant articles and documents

Acidic, selective monoacylation of vic-diols

-

Photosensitized (electron transfer) carbon-carbon bond cleavage of radical cations: the 2-phenylethyl ether and acetal systems

The scope of the photosensitized (electron transfer) carbon-carbon bond cleavage involving radical cations has been defined for 2-phenylethyl ethers and acetals.The thresholds for reactivity of the monophenylethyl and gem-diphenylethyl derivatives are compared.While the radical cation of methyl 2,2-diphenylethyl ether (7) cleaves to give ultimately diphenylmethane (2) and dimethoxymethane (8), the radical cation of methyl 2-phenylethyl ether (9) was stable under these conditions.In contrast to the lack of reactivity of the radical cation of 9, the radical cations of methyl 2-phenyl-2-propyl ether (11), methyl 2-phenylcyclopentyl ether (13), and 2-phenylmethyl-1,3-dioxolane (16) cleave.Cleavage in the monophenylethyl series is limited to formation of a carbocation at least as stable as the secondary α-oxyalkyl or di-α-oxyalkyl.The basis for predicting this type of reactivity of radical cations is defined.The rate of carbon-carbon bond cleavage is increased the oxidation potential of the molecule, by decreasing the carbon-carbon bond strength, and (or) by decreasing the oxidation potential of that fragment that will become the carbocation.The results obtained from the reactions of 2-diphenylmethyl-1,3-dioxolane (14) and 2-phenylmethyl-1,3-dioxolane (16) cast doubt on the published oxidation potential for the 1,3-dioxolan-2-yl radical.Key words: photochemistry, radical cation, electron transfer, bond cleavage, radical.

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.