2238-07-5

Basic information

• Product Name: DIGLYCIDYL ETHER
• Synonyms: ether,bis(2,3-epoxypropyl);ether,diglycidyl;glycidylether;nsc54739;oxydedediglycidyle;Di(2-epoxypropyl)ether;DIGLYCIDYL ETHER;BIS(2,3-EPOXYPROPYL) ETHER
• CAS NO: 2238-07-5
• Molecular Formula: C₆H₁₀O₃
• Molecular Weight: 130.14
• EINECS: 218-802-6
• Mol File: 2238-07-5.mol
• Article Data: 47

Chemical Properties

• Boiling Point: 260 °C
• Flash Point: 64 °C
• Appearance: Clear colorless to slightly brown/Liquid
• Density: 1.12
• Vapor Pressure: 0.184mmHg at 25°C
• Refractive Index: 1.446-1.448
• CAS DataBase Reference: DIGLYCIDYL ETHER(CAS DataBase Reference)
• NIST Chemistry Reference: DIGLYCIDYL ETHER(2238-07-5)
• EPA Substance Registry System: DIGLYCIDYL ETHER(2238-07-5)

Safety Data

• Hazard Codes: T,C
• Statements: 34-23-21/22-19-24-22
• Safety Statements: 45-36/37/39-26-36/37-28
• RIDADR: 2922
• WGK Germany: 3
• RTECS: KN2350000
• HazardClass: 6.1(b)
• PackingGroup: III
• Hazardous Substances Data: 2238-07-5(Hazardous Substances Data)

Usage

Chemical Properties

clear colorless liquid

Uses

Different sources of media describe the Uses of 2238-07-5 differently. You can refer to the following data:
1. Diglycidyl ether is significant only because it is a possible trace component of epoxy compounds derived from epichlorohydrin.
2. Diluent for epoxy resins; stabilizer of chlorinated organic compounds

General Description

Colorless liquid with a pronounced irritating odor. Used as a reactive dilutent for epoxy resin , as a chemical intermediate, as a stabilizer of chlorinated organic compounds, and as a textile-treating agent.

Air & Water Reactions

Oxidizes readily in air to form unstable peroxides that may explode spontaneously [Bretherick, 1979 p.151-154, 164].

Reactivity Profile

Epoxides, such as DIGLYCIDYL ETHER, are highly reactive. They polymerize in the presence of catalysts or when heated. These polymerization reactions can be violent. Compounds in this group react with acids, bases, and oxidizing and reducing agents. They react, possibly violently with water in the presence of acid and other catalysts.

Health Hazard

DIGLYCIDYL ETHER can cause death or permanent injury via oral and inhalation routes during exposure that comes from normal use. It is incapacitating and poisonous and requires special handling. It can cause considerable discomfort by the dermal route.

Fire Hazard

(Non-Specific -- Poison, Flammable Liquid, n.o.s.) May be ignited by heat, sparks, or flames. Container may explode in heat of fire. Vapor explosion and poison hazard indoors, outdoors or in sewers. Avoid strong oxidizers.

Safety Profile

Suspected carcinogen with experimental tumorigenic data. Poison by ingestion, inhalation, and intravenous routes. Moderately toxic by skin contact. A severe eye and skin irritant. Mutation data reported. Chronic exposure can cause bone marrow depression. When heated to decomposition it emits acrid smoke and fumes. See also ETHERS.

Carcinogenicity

In mice, diglycidyl ether has been shown to produce epithelioma following repeated skin application. A total dose of 100 mg produced these tumors in 4 of 20 animals; a dose of 33 mg produced only 1/20 .

InChI:InChI=1/C6H10O3/c1(5-3-8-5)7-2-6-4-9-6/h5-6H,1-4H2/t5-,6-/m1/s1

Upstream product

• 37554-04-4 3,3'-dichloro-1,1'-oxy-bis-propan-2-ol 
• 556-52-5 oxiranyl-methanol 
• 106-89-8 epichlorohydrin 
• 557-40-4 Allyl ether 
• 106-92-3 Allyl glycidyl ether 
• 616-45-5 2-pyrrolidinon 
• 80-05-7 BPA 
• 67-48-1 choline chloride 
• 7646-78-8 tin(IV) chloride 
• 624-57-7 epiiodohydrin 
• 2855-13-2 3-aminomethyl-3,5,5-trimethylcyclohexylamine 
• 96-23-1 1,3-Dichloro-2-propanol 
• 67-63-0 isopropyl alcohol 
• 51594-55-9 (R)-(-)-epichlorohydrin 

Downstream Products

• 627-82-7 diglycerol 
• 20600-96-8 diglycerol tetranitrate 
• 106-89-8 epichlorohydrin 
• 931-40-8 4-hydroxymethyl-1,3-dioxolan-2-one 
• 338459-13-5 3,7,11,15,19-penta-O-benzyl-1,5,9,13,17-pentaoxacycloicosane-3,7,11,15,19-pentaol 
• 338459-08-8 2,6-di-O-benzyl-1,7-di-O-trifluoromethanesulfonyl-4-oxaheptane-1,2,6,7-tetraol 
• 338459-09-9 3,7,11-tri-O-benzyl-1,5,9-trioxacyclododecane-3,7,11-triol 
• 338459-03-3 6,10-di-O-benzyl-4,8,12-trioxapentadecane-1,14-diene-6,10-diol 
• 338459-04-4 2,6-di-O-benzyl-4-oxaheptane-1,2,6,7-tetraol 

Relevant articles and documents

N-(2,3-epoxypropyl)-α-pyrrolidone: A new reagent for the synthesis of drugs

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Structure-property relationships in metallosurfactants

The morphology of micelles formed by three sub-classes of metallosurfactants - those with macrocyclic, linear and gemini head groups - has been studied by small-angle neutron scattering (SANS) for a series of metal- and counter-ions. All the data may be described by a model that invokes a globular micelle morphology in which the dimensions of the micelle are consistent with the known chemical structure of the constituent groups within the metallosurfactant. For two macrocyclic head group metallosurfactants, viz. 1-(2-hydroxy-tetradecyl)-1,4,7-triazacyclonane that forms predominantly spherical micelles and 1-(2-hydroxy-tetradecyl)-1,4,7,10-tetraazacyclononane that forms disc-like micelles, the metal ion and its counter-ion have a negligible effect on the morphology of the micelle. Binary mixtures of surfactants with these two macrocyclic head groups (with homo- or hetero-metal ions/counter-ions) form mixed micelles whose morphology is an average of the two single component micelles. Further, as found for the single surfactant solutions, the metal and counter-ion had no effect on the morphology of the mixed surfactant micelle. Lastly, the micelle morphology of two gemini surfactants was also shown to be insensitive to the number and nature of the metal and counter-ions present, but sensitive to the structure of the head group. These observations considerably extend our understanding of the relationship between chemical structure and micelle morphology for these interesting molecules.

PRODUCTION METHOD OF GLYCIDYL ETHERS

PROBLEM TO BE SOLVED: To provide a method capable of producing simply and efficiently without requiring a special catalyst or a complicated process, glycidyl ethers having a small content of halogen especially chlorine, which is useful in a field avoiding halogen. SOLUTION: There is provided a production method of glycidyl ethers in which alcohols and epihalohydrin are reacted together in the presence of an alkali catalyst. In the production method of glycidyl ethers having a small chlorine content, after charging alcohols and epihalohydrin, the reaction is progressed by adding the alkali catalyst in multistep. SELECTED DRAWING: None COPYRIGHT: (C)2017,JPOandINPIT

Continuous dehydrochlorination of 1,3-dichloropropan-2-ol to epichlorohydrin: Process parameters and by-products formation

The influence of pre-reactor and reactor temperatures on the conversion of 1,3-dichloropropan-2-ol and the selectivity of its transformation to epichlorohydrin in continuous dehydrochlorination for two modes of the reaction product collection was studied. The dehydrochlorination process and mechanism of diglycidyl ether formation are described.