Diethylene glycol divinyl ether

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

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.