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Basic information

  • Name:
  • Ethene,1,1'-[oxybis(2,1-ethanediyloxy)]bis-

  • Superlist Name:
  • Diethylene glycol divinyl ether
  • CAS No.:
  • 764-99-8

  • Molecular Structure:
  • Formula:
  • C8H14O3
  • Molecular Weight:
  • 158.22
  • Synonyms:
  • Ether,bis[2-(vinyloxy)ethyl] (6CI,7CI,8CI);3,6,9-Trioxaundeca-1,10-diene;Bis[2-(vinyloxy)ethyl] ether;DEGV;Divinylcarbitol;NSC 6117;Rapi-Cure DVE 2;{2-[2-(ethenyloxy)ethoxy]ethoxy}ethene;1-ethenoxy-2-(2-ethenoxyethoxy)ethane;
  • EINECS:
  • 212-133-3
  • Density:
  • 0.931 g/cm3
  • Melting Point:
  • -21 °C
  • Boiling Point:
  • 195.4 °C at 760 mmHg
  • Flash Point:
  • 62.2 °C
  • Risk Codes:
  • 36/38
  • Safety Description:
  • 26-36 Details

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Consensus Reports

Reported in EPA TSCA Inventory. Glycol ether compounds are on the Community Right-To-Know List.

Specification

The Diethylene glycol divinyl ether, with the CAS registry number 764-99-8 and EINECS registry number 212-133-3, has the IUPAC name of 1-ethenoxy-2-(2-ethenoxyethoxy)ethane. It is a kind of light sensitive chemical, and belongs to the following product categories: Aromatics Compounds; Monomers; Polymer Science; Vinyl Ethers. And the molecular formula of the chemical is C8H14O3. What's more, it is always used for preparing acetaldehyde by Mercury-free method, and it is also used in the synthesis of various polymeric materials.

The physical properties of Diethylene glycol divinyl ether are as followings: (1)ACD/LogP: 0.81; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.81; (4)ACD/LogD (pH 7.4): 0.81; (5)ACD/BCF (pH 5.5): 2.43; (6)ACD/BCF (pH 7.4): 2.43; (7)ACD/KOC (pH 5.5): 65.79; (8)ACD/KOC (pH 7.4): 65.79; (9)#H bond acceptors: 3; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 8; (12)Polar Surface Area: 27.69 Å2; (13)Index of Refraction: 1.429; (14)Molar Refractivity: 43.79 cm3; (15)Molar Volume: 169.8 cm3; (16)Polarizability: 17.36×10-24cm3; (17)Surface Tension: 27 dyne/cm; (18)Density: 0.931 g/cm3; (19)Flash Point: 62.2 °C; (20)Enthalpy of Vaporization: 41.39 kJ/mol; (21)Boiling Point: 195.4 °C at 760 mmHg; (22)Vapour Pressure: 0.59 mmHg at 25°C.

Uses of Diethylene glycol divinyl ether: It can react with oxiranyl-methanol to produce 2-{1-[2-(2-vinyloxy-ethoxy)-ethoxy]-ethoxymethyl}-oxirane. This reaction will need reagent perfluorobutyric acid. The reaction time is 2 hours with temperature of 30-40°C, and the yield is about 85%.   

You should be cautious while dealing with this chemical. It irritates to eyes and skin. Therefore, you had better take the following instructions: Wear suitable protective clothing, and in case of contacting with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1)SMILES: O(\C=C)CCOCCO\C=C
(2)InChI: InChI=1/C8H14O3/c1-3-9-5-7-11-8-6-10-4-2/h3-4H,1-2,5-8H2
(3)InChIKey: SAMJGBVVQUEMGC-UHFFFAOYAT

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 oral 2570mg/kg (2570mg/kg)   Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 42(3), Pg. 12, 1977.
rabbit LD50 skin 14100uL/kg (14.1mL/kg)   American Industrial Hygiene Association Journal. Vol. 23, Pg. 95, 1962.
rat LD50 oral 3730mg/kg (3730mg/kg)   American Industrial Hygiene Association Journal. Vol. 23, Pg. 95, 1962.

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