Uses Preparation References
ChemicalBook > CAS DataBase List > 2,2-Difluoro-1,3-benzodioxole

2,2-Difluoro-1,3-benzodioxole

Uses Preparation References
Product Name
2,2-Difluoro-1,3-benzodioxole
CAS No.
1583-59-1
Chemical Name
2,2-Difluoro-1,3-benzodioxole
Synonyms
2,2-Difluoro-1,3-ben;uoro-1,3-benzodioxoL;2,2-Difluorochalcone;LABOTEST-BB LT01148491;2,2-DIFLUOROBENZODIOXOLE;2,2-Difluoro-1,3-benzodixole;2,2-DIFLUORO-1,3-BENZODIOXOLE;difluoromethylenedioxybenzene;2,2-DIFLUORO-BENZO[1,3]DIOXOLE;2,2-difluoro-1,3-benozodioxole
CBNumber
CB8295369
Molecular Formula
C7H4F2O2
Formula Weight
158.1
MOL File
1583-59-1.mol
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2,2-Difluoro-1,3-benzodioxole Property

Boiling point:
129-130°C
Density 
1,308 g/cm3
refractive index 
1.443
Flash point:
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)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38-43
Safety Statements 
26-36/37/39-36/37
RIDADR 
UN1993
WGK Germany 
3
Hazard Note 
Irritant
HazardClass 
3
PackingGroup 
III
HS Code 
2932990090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H317May cause an allergic skin reaction

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
740756
Product name
2,2-Difluoro-1,3-benzodioxole
Purity
97%
Packaging
5g
Price
$24.2
Updated
2025/07/31
TCI Chemical
Product number
D4051
Product name
2,2-Difluoro-1,3-benzodioxole
Purity
>98.0%(GC)
Packaging
5g
Price
$38
Updated
2025/07/31
TCI Chemical
Product number
D4051
Product name
2,2-Difluoro-1,3-benzodioxole
Purity
>98.0%(GC)
Packaging
25g
Price
$113
Updated
2025/07/31
TRC
Product number
D445565
Product name
2,2-Difluoro-1,3-benzodioxole
Packaging
1g
Price
$45
Updated
2021/12/16
TRC
Product number
D445565
Product name
2,2-Difluoro-1,3-benzodioxole
Packaging
10g
Price
$110
Updated
2021/12/16
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2,2-Difluoro-1,3-benzodioxole Chemical Properties,Usage,Production

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.

Chemical Properties

Colorless to pale yellow liquid

Uses

2,2-Difluoro-1,3-benzodioxole is used in the synthesis of Kv3 inhibitors as well as in the preparation of renin inhibitors.

Synthesis

274-09-9

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.

References

[1] Patent: CN108383825, 2018, A. Location in patent: Paragraph 0020-0039; 0044-0047

2,2-Difluoro-1,3-benzodioxole Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 2,2-Difluoro-1,3-benzodioxole manufacturers

Hebei Zhuanglai Chemical Trading Co Ltd
Product
2,2-Difluoro-1,3-Benzodioxole 1583-59-1
Price
US $50.00/kg
Min. Order
1kg
Purity
99
Supply Ability
5000
Release date
2024-11-27
Henan Aochuang Chemical Co.,Ltd.
Product
2,2-Difluoro-1,3-benzodioxole 1583-59-1
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
1Ton
Release date
2022-10-09
Hebei Chuanghai Biotechnology Co,.LTD
Product
2,2-Difluoro-1,3-Benzodioxole 1583-59-1
Price
US $5.00-2.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
10000kg
Release date
2024-08-20

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