4405-17-8

Basic information

• Product Name: 2,2'-methylenebis[1,3-dioxolane]
• Synonyms: 2,2'-methylenebis[1,3-dioxolane];1,3-Dioxolane, 2,2'-methylenebis-;Ai3-26915;Einecs 224-552-9
• CAS NO: 4405-17-8
• Molecular Formula: C₇H₁₂O₄
• Molecular Weight: 160.16778
• EINECS: 224-552-9
• Mol File: 4405-17-8.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 229.1°Cat760mmHg
• Flash Point: 110.6°C
• Appearance: /
• Density: 1.184g/cm³
• CAS DataBase Reference: 2,2'-methylenebis[1,3-dioxolane](CAS DataBase Reference)
• NIST Chemistry Reference: 2,2'-methylenebis[1,3-dioxolane](4405-17-8)
• EPA Substance Registry System: 2,2'-methylenebis[1,3-dioxolane](4405-17-8)

Safety Data

• Hazardous Substances Data: 4405-17-8(Hazardous Substances Data)

Usage

General Description

2,2'-methylenebis[1,3-dioxolane], also known as glycidaldehyde diethylene acetal, is a chemical compound that is used as a solvent and as a reactant in various chemical processes. It is a cyclic acetal composed of two 1,3-dioxolane rings connected by a methylene bridge, and it is commonly used as a crosslinking or curing agent in the production of epoxy resins. Additionally, it can be used as a solvent for cellulose derivatives, waxes, and oils. It is considered to be relatively low in toxicity and is not known to cause skin irritation or sensitization, but it is important to handle it with care and to follow safety protocols when using it in industrial or laboratory settings.

Upstream product

• 122-31-6 malondialdehyde bis(diethyl acetal) 
• 107-21-1 ethylene glycol 
• 102-52-3 malonaldehydebis(dimethylacetal) 
• 4360-63-8 2-bromomethyl-1,3-dioxolane 
• 24398-88-7 ethyl 3-bromobenzoate 

Downstream Products

• 288-14-2 ISOXAZOLE 
• 67439-82-1 2-[3-(2-hydroxyethoxy)propoxy]ethanol 

Relevant articles and documents

Development of safe and economical synthesis of isoxazole

Isoxazole is a five membered heterocyclic compound having various pharmacological actions. The new practical synthesis of isoxazole from the easily available malonadehyde tetraethyl acetal by avoiding the use of toxic reagent such as cadmium chloride under environment friendly conditions has been developed.

Substituted diether diols by ring-opening of carbocyclic and stannylene acetals

Reduction of malonaldehyde bis(ethylene and propylene acetals) with borane or monochloroborane produces diether diols 1 and 2 in high yield. Similar reduction of glyoxal his(ethylene acetals) has only limited utility for the preparation of tetrasubstituted triethylene glycols 3. Organotin chemistry is complementary: stannylene acetals prepared from disubstituted vicinal diols can be alkylated with half an equivalent of 1,2-dibromoethane to produce tetrasubstituted triethylene glycols 3, or with two equivalents of 2-chloroethanol to produce disubstituted triethylene glycols 4.

A Convenient Synthesis of Substituted Polyether Diols

Alkyl-substituted polyether diols (or polythioether diols), which are potential precursors to substituted crown ethers, are produced in high yield by the selective reductive cleavage of C-O bonds in bis(cyclic acetals) by borane or monochloroborane.