2,2-Difluoro-1,3-benzodioxole
- CAS No.
- 1583-59-1
- Chemical Name:
- 2,2-Difluoro-1,3-benzodioxole
- Synonyms
- 2,2-difluorobenzo[d][1,3]dioxole;2,2-Difluoro-2H-1,3-benzodioxole;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
- CBNumber:
- CB8295369
- Molecular Formula:
- C7H4F2O2
- Molecular Weight:
- 158.1
- MDL Number:
- MFCD00236217
- MOL File:
- 1583-59-1.mol
- MSDS File:
- SDS
| 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) |
| UNSPSC Code | 12352100 |
| NACRES | NA.22 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
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|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H315-H317-H319-H335 | |||||||||
| Precautionary statements | P280-P302+P352-P305+P351+P338 | |||||||||
| 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 | |||||||||
| Storage Class | 3 - Flammable liquids | |||||||||
| Hazard Classifications | Flam. Liq. 3 Skin Irrit. 2 Skin Sens. 1 |
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| REACH Registrations | Active | |||||||||
| Limited Quantities | 5.0 L (1.3 gallons) (liquid) | |||||||||
| Excepted Quantities | Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L) | |||||||||
| NFPA 704 |
|
2,2-Difluoro-1,3-benzodioxole price More Price(55)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | 740756 | 2,2-Difluoro-1,3-benzodioxole 97% | 1583-59-1 | 5g | $25.8 | 2026-04-30 | Buy |
| TCI Chemical | D4051 | 2,2-Difluoro-1,3-benzodioxole >98.0%(GC) | 1583-59-1 | 5g | $32 | 2026-04-30 | Buy |
| TCI Chemical | D4051 | 2,2-Difluoro-1,3-benzodioxole >98.0%(GC) | 1583-59-1 | 25g | $96 | 2026-04-30 | Buy |
| TRC | TRC-D445565-5G | 2,2-Difluoro-1,3-benzodioxole | 1583-59-1 | 5g | $91 | 2026-06-03 | Buy |
| TRC | TRC-D445565-1G | 2,2-Difluoro-1,3-benzodioxole | 1583-59-1 | 1g | $65 | 2026-06-03 | Buy |
2,2-Difluoro-1,3-benzodioxole Chemical Properties, Uses, 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.
Synthesis
First, a difluoromethylenedioxy ring is directly constructed by a nucleophilic substitution reaction of catechol and dibromodifluoromethane under alkaline conditions; or a two-step method is used, firstly, 1,3-benzodioxane is photochlorinated to obtain 2,2-dichloro-1,3-benzodioxane, and then a halogen exchange reaction is carried out in the presence of anhydrous hydrogen fluoride (HF) or fluorinating agents such as sodium fluoride/potassium fluoride to replace chlorine atoms with fluorine atoms, thereby obtaining the target product 2,2-Difluoro-1,3-benzodioxole.
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
1of2
Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| JIANGYIN RUISHIPHARM CO.,LIMITED | 0510-0510-66227179 18921203887 | sales@ruishipharm.com | China | 747 | 58 |
| SHANG FLUORO | 021-65170832 15601903708 | qinba_1@163.com | China | 401 | 60 |
| J & K SCIENTIFIC LTD. | 18210857532 18210857532 | jkinfo@jkchemical.com | China | 96815 | 76 |
| Meryer (Shanghai) Chemical Technology Co., Ltd. | 4006356688 18621169109 | market03@meryer.com | China | 40202 | 62 |
| Alfa Aesar | 400-6106006 | saleschina@alfa-asia.com | China | 30103 | 84 |
| TCI (Shanghai) Development Co., Ltd. | 021-67121386 | Sales-CN@TCIchemicals.com | China | 24512 | 81 |
| Energy Chemical | 400-0056266 | sales8178@energy-chemical.com | China | 44850 | 61 |
| Wuhan Chemwish Technology Co., Ltd | 86-027-67849912 | sales@chemwish.com | China | 35884 | 56 |
| Capot Chemical Co., Ltd | +86 (0) 571 85 58 67 18 | China | 18187 | 66 | |
| Beijing Ouhe Technology Co., Ltd | 13552068683 13522913783 | 2355560935@qq.com | China | 11777 | 60 |
View Latest Price from 2,2-Difluoro-1,3-benzodioxole manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2026-09-02 | 2,2-Difluoro-1,3-benzodioxole
1583-59-1
|
$1.00-80.00 | 1KG | 99% | Henan Fengda Chemical Co., Ltd | ||
 |
2026-05-28 | 2,2-Difluoro-1,3-Benzodioxole
1583-59-1
|
$2.00-5.00 | 1KG | 99% | 10000kg | Hebei Chuanghai Biotechnology Co,.LTD | |
 |
2025-05-23 | 2,2-Difluoro-1,3-Benzodioxole
1583-59-1
|
$50.00 | 1kg | 99 | 5000 | Hebei Zhuanglai Chemical Trading Co Ltd |
-
- 2,2-Difluoro-1,3-benzodioxole
1583-59-1
- $1.00-80.00
- 99%
- Henan Fengda Chemical Co., Ltd
-
- 2,2-Difluoro-1,3-Benzodioxole
1583-59-1
- $2.00-5.00
- 99%
- Hebei Chuanghai Biotechnology Co,.LTD
-
- 2,2-Difluoro-1,3-Benzodioxole
1583-59-1
- $50.00
- 99
- Hebei Zhuanglai Chemical Trading Co Ltd
