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4,5-Difluoro-2,2-bis(trifluoromethyl)-1,3-dioxole
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Name

4,5-Difluoro-2,2-bis(trifluoromethyl)-1,3-dioxole

 EINECS N/A
CAS No. 37697-64-6 Density 1.72 g/cm3
PSA 18.46000 LogP 2.91970
Solubility N/A Melting Point N/A
Formula C5F8O2 Boiling Point 43 °C at 760 mmHg
Molecular Weight 244.041 Flash Point N/A
Transport Information N/A Appearance N/A
Safety Risk Codes N/A
Molecular Structure Molecular Structure of 37697-64-6 (4,5-Difluoro-2,2-bis(trifluoromethyl)-1,3-dioxole) Hazard Symbols IrritantXi
Synonyms

2,2-Bis(trifluoromethyl)-4,5-difluoro-1,3-dioxole;Perfluoro-2,2-dimethyl-1,3-dioxole;

Article Data 4

4,5-Difluoro-2,2-bis(trifluoromethyl)-1,3-dioxole Synthetic route

60644-92-0

2,2-bis(trifluoromethyl)-4,5-dichloro-4,5-difluoro-1,3-dioxolane

37697-64-6

4,5-Difluoro-2,2-bis(trifluoromethyl)-1,3-dioxole

Conditions
ConditionsYield
With iodine; zinc at 50℃; for 6h;62%
With iodine; magnesium In tetrahydrofuran
64499-81-6

2,2-bis(trifluoromethyl)-1,3-dioxa-4,4,5,5-tetrachlorocyclopentane

37697-64-6

4,5-Difluoro-2,2-bis(trifluoromethyl)-1,3-dioxole

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: zinc; iodine / dimethyl sulfoxide / 8.17 h / 80 - 120 °C / Inert atmosphere
2: 18-crown-6 ether; potassium fluoride / N,N-dimethyl-formamide / 7.67 h / 150 °C / Inert atmosphere
View Scheme
Multi-step reaction with 2 steps
1: hydrogen trifluoride triethylamine salt; triethylamine / acetonitrile / 8 h / 100 °C
2: zinc; iodine / 6 h / 50 °C
View Scheme

4,5-dichloro-2,2-bis(trifluoromethyl)-1,3-dioxol

37697-64-6

4,5-Difluoro-2,2-bis(trifluoromethyl)-1,3-dioxole

Conditions
ConditionsYield
With potassium fluoride; 18-crown-6 ether In N,N-dimethyl-formamide at 150℃; for 7.66667h; Temperature; Reagent/catalyst; Solvent; Inert atmosphere;
37697-64-6

4,5-Difluoro-2,2-bis(trifluoromethyl)-1,3-dioxole

130760-21-3

perfluoro-2,3-epoxy-3-methylbutyryl fluoride

Conditions
ConditionsYield
at 250℃;85%
37697-64-6

4,5-Difluoro-2,2-bis(trifluoromethyl)-1,3-dioxole

137635-04-2

2,2-bis(trifluoromethyl)-4-iodo-4,5,5-trifluoro-1,3-dioxolane

Conditions
ConditionsYield
With 10H-phenothiazine; hydrogen fluoride; iodine; hydroquinone; mercury(II) oxide at 50 - 120℃; for 7h;75%
116-14-3

polytetrafluoroethylene

37697-64-6

4,5-Difluoro-2,2-bis(trifluoromethyl)-1,3-dioxole

polymer, intrinsic viscosity = 35 ml/g; monomer(s): tetrafluoroethylene; 2,2-bis(trifluoromethyl)-4,5-difluoro-1,3-dioxole, 51.9 mol percent

polymer, intrinsic viscosity = 35 ml/g; monomer(s): tetrafluoroethylene; 2,2-bis(trifluoromethyl)-4,5-difluoro-1,3-dioxole, 51.9 mol percent

Conditions
ConditionsYield
With bis(perfluoro-2-N-propoxypropionyl) peroxide In carbon dioxide at 35℃; under 103508 Torr; for 5h;74%
116-14-3

polytetrafluoroethylene

37697-64-6

4,5-Difluoro-2,2-bis(trifluoromethyl)-1,3-dioxole

copolymer, glass transition temperature: 102 deg C, intrinsic viscosity: 35 mL/g, PDD: 51.9 mol percent (NMR), 54.8 mol percent (IR); monomer(s): tetrafluoroethylene, conc.: 20 percent w/v; 2,2-bis(trifluoromethyl)-4,5-difluoro-1,3-dioxole (PDD), conc.: 20 percent w/v

copolymer, glass transition temperature: 102 deg C, intrinsic viscosity: 35 mL/g, PDD: 51.9 mol percent (NMR), 54.8 mol percent (IR); monomer(s): tetrafluoroethylene, conc.: 20 percent w/v; 2,2-bis(trifluoromethyl)-4,5-difluoro-1,3-dioxole (PDD), conc.: 20 percent w/v

Conditions
ConditionsYield
With carbon dioxide; bis(perfluoro-2-N-propoxypropionyl) peroxide at 25℃; under 103508 Torr; for 5h;74%
116-14-3

polytetrafluoroethylene

37697-64-6

4,5-Difluoro-2,2-bis(trifluoromethyl)-1,3-dioxole

polymer, intrinsic viscosity = 19 ml/g; monomer(s): tetrafluoroethylene; 2,2-bis(trifluoromethyl)-4,5-difluoro-1,3-dioxole, 53.4 mol percent

polymer, intrinsic viscosity = 19 ml/g; monomer(s): tetrafluoroethylene; 2,2-bis(trifluoromethyl)-4,5-difluoro-1,3-dioxole, 53.4 mol percent

Conditions
ConditionsYield
With bis(perfluoro-2-N-propoxypropionyl) peroxide In carbon dioxide at 35℃; under 103508 Torr; for 5h;72%
116-14-3

polytetrafluoroethylene

37697-64-6

4,5-Difluoro-2,2-bis(trifluoromethyl)-1,3-dioxole

copolymer, glass transition temperature: 101 deg C, intrinsic viscosity: 19 mL/g, PDD: 53.4 mol percent (NMR), 53.7 (IR); monomer(s): tetrafluoroethylene, conc.: 23 percent w/v; 2,2-bis(trifluoromethyl)-4,5-difluoro-1,3-dioxole (PDD), conc.: 23 percent w/v

copolymer, glass transition temperature: 101 deg C, intrinsic viscosity: 19 mL/g, PDD: 53.4 mol percent (NMR), 53.7 (IR); monomer(s): tetrafluoroethylene, conc.: 23 percent w/v; 2,2-bis(trifluoromethyl)-4,5-difluoro-1,3-dioxole (PDD), conc.: 23 percent w/v

Conditions
ConditionsYield
With carbon dioxide; bis(perfluoro-2-N-propoxypropionyl) peroxide at 35℃; under 103508 Torr; for 5h;72%
37697-64-6

4,5-Difluoro-2,2-bis(trifluoromethyl)-1,3-dioxole

137635-01-9

2,2-bis(trifluoromethyl)-4,5-difluoro-4,5-diiodo-1,3-dioxolane

Conditions
ConditionsYield
With iodine In tetrahydrofuran at 70℃;70%
With iodine
With iodine In tetrahydrofuran

4,5-Difluoro-2,2-bis(trifluoromethyl)-1,3-dioxole Specification

The 4,5-Difluoro-2,2-bis(trifluoromethyl)-1,3-dioxole, with the cas registry number of 37697-64-6,  is also known as 1,3-Dioxole, 4,5-difluoro-2,2-bis(trifluoromethyl)- and 2,2-Bis(Trifluoromethyl)-4,5-difluoro-1,3-dioxole. Its molecular formula is C5F8O2 and formula weight is 244.04. What's more, both its IUPAC name and systematic name are the same which is called 4,5-Difluoro-2,2-bis(trifluoromethyl)-1,3-dioxole.

Physical properties about this chemical are: (1)ACD/LogP: 4.41; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 4.4; (4)ACD/LogD (pH 7.4): 4.4; (5)ACD/BCF (pH 5.5): 1310.66; (6)ACD/BCF (pH 7.4): 1310.66; (7)ACD/KOC (pH 5.5): 5930.58; (8)ACD/KOC (pH 7.4): 5930.58; (9)#H bond acceptors: 2; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 0; (12)Polar Surface Area: 18.46 Å2; (13)Index of Refraction: 1.307; (14)Molar Refractivity: 27.06 cm3; (15)Molar Volume: 141.5 cm3; (16)Surface Tension: 16 dyne/cm; (17)Density: 1.72 g/cm3; (18)Enthalpy of Vaporization: 27.53 kJ/mol; (19)Boiling Point: 43 °C at 760 mmHg; (20)Vapour Pressure: 396 mmHg at 25°C.

When you are using this chemical, please be cautious about it as the following: this chemical may cause inflammation to the skin or other mucous membranes.

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: C1(=C(OC(O1)(C(F)(F)F)C(F)(F)F)F)F;
(2)InChI: InChI=1S/C5F8O2/c6-1-2(7)15-3(14-1,4(8,9)10)5(11,12)13;
(3)InChIKey: YSYRISKCBOPJRG-UHFFFAOYSA-N.

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