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Basic information

  • Name:
  • Bis(1,2-epoxypropylether)ethanediol

  • CAS No.:
  • 2224-15-9

  • Molecular Structure:
  • Formula:
  • C8H14O4
  • Molecular Weight:
  • 174.19
  • Deleted CAS:
  • 156477-59-7, 162786-26-7, 186355-00-0
  • Synonyms:
  • Ethylene glycol diglycidyl ether;1,2-Bis(2,3-epoxypropoxy)ethane;1,2-Bis(glycidyloxy)ethane;2,2'-(1,2-Ethanediylbis(oxymethylene))bisoxirane;Diglycidylethylene glycol;Glycol diglycidyl ether;Oxirane, 2,2'-(1,2-ethanediylbis(oxymethylene))bis-;2,2'-(Ethylenebis(oxymethylene))bisoxirane;Ethylene glycol bis(2,3-epoxypropyl) ether;
  • EINECS:
  • 218-746-2
  • Density:
  • 1.178 g/cm3
  • Boiling Point:
  • 266.774 °C at 760 mmHg
  • Flash Point:
  • 123.633 °C
  • Hazard Symbols:
  • IrritantXi
  • Risk Codes:
  • 38
  • Safety Description:
  • 26-36/37/39 Details
  • Transport Information:
  • UN 2810

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Consensus Reports

Reported in EPA TSCA Inventory.

Specification

The Bis(1,2-epoxypropylether)ethanediol, with the CAS registry number 2224-15-9, is also known as Oxirane,2,2'-[1,2-ethanediylbis(oxymethylene)]bis-. It belongs to the product categories of Epoxy Diluents; Oxiranes; Simple 3-Membered Ring Compounds; Epoxide Monomers; Monomers; Polymer Science. Its EINECS number is 218-746-2. This chemical's molecular formula is C8H14O4 and molecular weight is 174.19. What's more, its systematic name is 2,2'-[1,2-Ethanediylbis(oxymethylene)]dioxirane. Its classification codes are: (1)Mutation data; (2)Skin / Eye Irritant; (3)TSCA Flag T [Subject to the Section 4 test rule under TSCA]. This chemical mixed with bisphenol A type epoxy resin can be used as low viscosity composite, impregnation liquid, adhesive and resin modifier.

Physical properties of Bis(1,2-epoxypropylether)ethanediol are: (1)ACD/LogP: -0.304; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -0.30; (4)ACD/LogD (pH 7.4): -0.30; (5)ACD/BCF (pH 5.5): 1.00; (6)ACD/BCF (pH 7.4): 1.00; (7)ACD/KOC (pH 5.5): 16.29; (8)ACD/KOC (pH 7.4): 16.29; (9)#H bond acceptors: 4; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 7; (12)Polar Surface Area: 43.52 Å2; (13)Index of Refraction: 1.476; (14)Molar Refractivity: 41.752 cm3; (15)Molar Volume: 147.899 cm3; (16)Polarizability: 16.552×10-24cm3; (17)Surface Tension: 45.83 dyne/cm; (18)Density: 1.178 g/cm3; (19)Flash Point: 123.633 °C; (20)Enthalpy of Vaporization: 48.442 kJ/mol; (21)Boiling Point: 266.774 °C at 760 mmHg; (22)Vapour Pressure: 0.014 mmHg at 25°C.

Preparation of Bis(1,2-epoxypropylether)ethanediol: this chemical can be prepared by chloromethyl-oxirane and at the temperature of 40 °C. This reaction will need reagent KOH with the reaction time of 45 min. This reaction will also need catalyst trioctylbenzylammonium chloride. The yield is about 54%.

Bis(1,2-epoxypropylether)ethanediol can be prepared by chloromethyl-oxirane and at the temperature of 40 °C

Uses of Bis(1,2-epoxypropylether)ethanediol: it can be used to produce 1,4-dioxa-8,12-diaza-cyclopentadecane-6,14-diol by heating. It will need reagent NaH and solvent H2O. The yield is about 82%.

Bis(1,2-epoxypropylether)ethanediol can be used to produce 1,4-dioxa-8,12-diaza-cyclopentadecane-6,14-diol by heating

When you are using this chemical, please be cautious about it as the following:
It is irritating to skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. When using it, you need wear suitable protective clothing, gloves and eye/face protection.

You can still convert the following datas into molecular structure:
(1)SMILES: O(CC1OC1)CCOCC2OC2
(2)Std. InChI: InChI=1S/C8H14O4/c1(9-3-7-5-11-7)2-10-4-8-6-12-8/h7-8H,1-6H2
(3)Std. InChIKey: AOBIOSPNXBMOAT-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 oral 460mg/kg (460mg/kg)   "Prehled Prumyslove Toxikologie; Organicke Latky," Marhold, J., Prague, Czechoslovakia, Avicenum, 1986Vol. -, Pg. 775, 1986.
rat LD50 oral 2500uL/kg (2.5mL/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: ATAXIA

GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS
National Technical Information Service. Vol. OTS0571709.

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