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ChemicalBook--->CAS DataBase List--->1583-59-1

1583-59-1

1583-59-1 Structure

1583-59-1 Structure
IdentificationMore
[Name]

2,2-Difluoro-1,3-benzodioxole
[CAS]

1583-59-1
[Synonyms]

2,2-DIFLUORO-1,3-BENZODIOXOLE
2,2-DIFLUORO-BENZO[1,3]DIOXOLE
2,2-DIFLUOROBENZODIOXOLE
LABOTEST-BB LT01148491
difluoromethylenedioxybenzene
1,2-[(Difluoromethylene)dioxy]benzene
2,2-Difluoro-1,3-benzodioxole 98%
2,2-Difluoro-1,3-benzodioxole98%
2,2-Difluoro-2H-1,3-benzodioxole
[EINECS(EC#)]

216-431-4
[Molecular Formula]

C7H4F2O2
[MDL Number]

MFCD00236217
[Molecular Weight]

158.1
[MOL File]

1583-59-1.mol
Chemical PropertiesBack Directory
[Boiling point ]

129-130°C
[density ]

1,308 g/cm3
[refractive index ]

1.443
[Fp ]

129-130°C
[storage temp. ]

2-8°C
[solubility ]

Chloroform, Methanol
[form ]

Oil
[color ]

Clear Colourless
[BRN ]

1307648
[InChI]

InChI=1S/C7H4F2O2/c8-7(9)10-5-3-1-2-4-6(5)11-7/h1-4H
[InChIKey]

DGCOGZQDAXUUBY-UHFFFAOYSA-N
[SMILES]

O1C2=CC=CC=C2OC1(F)F
[LogP]

2.96
[CAS DataBase Reference]

1583-59-1(CAS DataBase Reference)
Safety DataBack Directory
[Hazard Codes ]

Xi
[Risk Statements ]

R36/37/38:Irritating to eyes, respiratory system and skin .
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S36/37:Wear suitable protective clothing and gloves .
[RIDADR ]

UN1993
[WGK Germany ]

3
[Hazard Note ]

Irritant
[HazardClass ]

3
[PackingGroup ]

III
[HS Code ]

2932990090
Hazard InformationBack Directory
[Chemical Properties]

Colorless to pale yellow liquid
[Synthesis]

1,3-Benzodioxole

274-09-9

2,2-Difluoro-1,3-benzodioxole

1583-59-1

The general procedure for synthesizing 2,2-difluoro-1,3-benzodioxole from piperylene ring was as follows: first, 100 g of benzodioxole and 900 g of acetonitrile were accurately weighed and mixed to prepare a solution of benzodioxole acetonitrile with a mass fraction of 10%. Subsequently, 1 g of trifluoroacetic acid was added to this solution and mixed thoroughly. Next, a fluorine gas-nitrogen mixture with a mass fraction of 10% was prepared by adjusting the flow rate of fluorine gas and nitrogen gas. The reaction process shown in FIG. 1 was employed, using a microchannel reactor made of silicon carbide. The liquid volume of each module was set to 1 ml and the reaction temperature was controlled at -20 °C. The reaction residence time was controlled by adjusting the pumping rate to 20 s. In module A, a 10% mass fraction benzodioxole acetonitrile solution containing 1% trifluoroacetic acid was continuously pumped for pre-cooling. At the same time, a 10% mass fraction fluorine gas mixture was continuously and uniformly passed into the B module, in which the molar amount of fluorine gas was 2.2 times that of benzodioxole. After the reactants were mixed and reacted in the CDEF module, they entered a gas-liquid separator for separation. The separated gas was treated and discharged, while the liquid was washed and distilled, resulting in 1,3-benzodioxole-2,2-difluorine product with 90% yield and 99% content.

Questions And AnswerBack Directory
[Uses]

2,2-Difluoro-1,3-benzodioxole is an intermediate compound which is used especially for the preparation of products for agricultural chemistry and for the synthesis of pharmaceutical products.
2,2-difluoro-1,3-benzodioxole is a useful difluoromethylated building block for the synthesis of various benzodioxole-containing pharmaceutical active compounds.
2-,3-,and 4-(Trifluoromethoxy)phenyllithiums: Versatile intermediates offering access to a variety of new organofluorine compounds.
Selective aliphatic fluorination by halogen exchange in mild conditions.
[Preparation]

2,2-Difluoro-1,3-benzodioxole is prepared by reaction of 2,2-dichloro-1,3-benzodioxole with potassium fluoride in the presence of an effective quantity of a catalyst selected from potassium hydrogen fluoride, sodium hydrogen fluoride, cesium hydrogen fluoride, rubidium hydrogen fluoride, and quaternary ammonium hydrogen fluoride.
https://patents.google.com/patent/US5432290A/en
[References]

[1] E.Castagnetti, et al, Eur. J. Org. Chem., 2001, 2001(4), pp 691-695.
[2] L.Saint-Jalmes, J. F. Chem., 2006, 127(1), pp 85-90.
Spectrum DetailBack Directory
[Spectrum Detail]

2,2-Difluoro-1,3-benzodioxole(1583-59-1)1HNMR
2,2-Difluoro-1,3-benzodioxole(1583-59-1)FT-IR
Well-known Reagent Company Product InformationBack Directory
[Alfa Aesar]

2,2-Difluoro-1,3-benzodioxole, 97%(1583-59-1)
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