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1,3-Dioxolane

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Name

1,3-Dioxolane

EINECS 211-463-5
CAS No. 646-06-0 Density 1.046 g/cm3
Solubility Soluble in water Melting Point -95 °C(lit.)
Formula C3H6O2 Boiling Point 75.6 °C at 760 mmHg
Molecular Weight 74.08 Flash Point 1.7 °C
Transport Information UN 1166 3/PG 2 Appearance Colourless liquid
Safety 16 Risk Codes 11
Molecular Structure Molecular Structure of 646-06-0 (1,3-Dioxolane) Hazard Symbols FlammableF
Synonyms

1,3-Dioxolan;1,3-Dioxole, dihydro-;Ethylene glycol formal;5-Crown-2;Glycol methylene ether;Formal glycol;Dioxolan [Czech];Dioxolane;Glycol formal;1,3-Dioxacyclopentane;

 

1,3-Dioxolane Specification

The 1,3-Dioxolane, with the cas registry number 646-06-0, is a kind of clear colourless liquid. This is completely soluble in water and soluble in alcohol, ether, and benzene. And it could be easily ignited by heat, sparks or flames, and the vapor may form explosive mixtures with air. In addition, its product categories are various, including Dioxanes & Dioxolanes; Dioxolanes; Intermediates & Fine Chemicals; Pharmaceuticals.It is highly flammable. When exposed to air 1,3-Dioxolane undergoes autooxidation with formation of peroxides. In the distillation process peroxides will concentrate causing violent explosion. Soluble in water.

Properties of 1,3-Dioxolane:
The characteristics of this chemical are as follows: (1)ACD/LogP: -0.73; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -0.73; (4)ACD/LogD (pH 7.4): -0.73; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 9.61; (8)ACD/KOC (pH 7.4): 9.61; (9)#H bond acceptors: 2; (10)Polar Surface Area: 18.46; (11)Index of Refraction: 1.396; (12)Molar Refractivity: 17.04 cm3; (13)Molar Volume: 70.8 cm3; (14)Polarizability: 6.75 ×10-24 cm3; (15)Surface Tension: 32.7 dyne/cm; (16)Density: 1.046 g/cm3; (17)Flash Point: 1.7 °C; (18)Enthalpy of Vaporization: 30.36 kJ/mol; (19)Boiling Point: 75.6 °C at 760 mmHg; (20)Vapour Pressure: 115 mmHg at 25°C; (21)Exact Mass: 74.036779; (22)MonoIsotopic Mass: 74.036779; (23)Topological Polar Surface Area: 18.5; (24)Heavy Atom Count: 5; (25)Formal Charge: 0; (26)Complexity: 24.1.

Structure Descriptors of 1,3-Dioxolane:
(1)Canonical SMILES: C1COCO1
(2)InChI: InChI=1S/C3H6O2/c1-2-5-3-4-1/h1-3H2
(3)InChIKey: WNXJIVFYUVYPPR-UHFFFAOYSA-N 

Toxicity of 1,3-Dioxolane is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LC50 inhalation 10500mg/m3/2H (10500mg/m3)   "Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure," Izmerov, N.F., et al., Moscow, Centre of International Projects, GKNT, 1982Vol. -, Pg. 70, 1982.
mouse LD50 oral 3200mg/kg (3200mg/kg)   "Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure," Izmerov, N.F., et al., Moscow, Centre of International Projects, GKNT, 1982Vol. -, Pg. 70, 1982.
rabbit LCLo inhalation 32000ppm/4H (32000ppm)   Union Carbide Data Sheet. Vol. 12/17/1971,
rabbit LD50 oral 5200mg/kg (5200mg/kg)   National Technical Information Service. Vol. OTS0537791,
rabbit LD50 skin 8480uL/kg (8.48mL/kg)   Union Carbide Data Sheet. Vol. 12/17/1971,
rat LC50 inhalation 20650mg/m3/4H (20650mg/m3)   "Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure," Izmerov, N.F., et al., Moscow, Centre of International Projects, GKNT, 1982Vol. -, Pg. 70, 1982.
rat LD50 oral 3gm/kg (3000mg/kg)   Journal of Industrial Hygiene and Toxicology. Vol. 31, Pg. 60, 1949.
rat LD50 skin 15gm/kg (15000mg/kg)   National Technical Information Service. Vol. OTS0537791,
rat LDLo intraperitoneal 500mg/kg (500mg/kg) BEHAVIORAL: GENERAL ANESTHETIC

GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"

KIDNEY, URETER, AND BLADDER: RENAL FUNCTION TESTS DEPRESSED
Journal of Pharmacy and Pharmacology. Vol. 11, Pg. 150, 1959.
 

Preparation of 1,3-Dioxolane
The first way: have the reaction of paraformaldehyde and ethylene glycol. The second way: paraformaldehyde could react with ethylene glycol with the existence of concentrated sulfuric acid, and then go through salting out with sodium chloride, soild sodium hydroxide and drying, and then rectifying to get this chemical.

Use of 1,3-Dioxolane
The production methods of 1,3-Dioxolane are as below: As to its usage, it is widely applied in many ways. It could be used as the solvent and extractant for oil and axunge, and as the silk finishing agent or sealing rubber; It could also be used as the galvanolysis solvent of lithium battery, stabilizing agent, and the intermediate for Acyclovir-d4.

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