2,2-Difluoro-1,3-benzodioxole
Basic information
- CAS
1583-59-1- Standard SMILES
FC1(F)Oc2ccccc2O1- InChIKey
DGCOGZQDAXUUBY-UHFFFAOYSA-N- Molecular formula
- C7H4F2O2
- Average molar mass
- 158.1 g/mol
- Monoisotopic mass
- 158.01793581
Names & identifiers
- Preferred name
- 2,2-Difluoro-1,3-benzodioxole
- IUPAC
- 2,2-difluoro-1,3-benzodioxole
- English name
- 2,2-Difluoro-1,3-benzodioxole
- Molecular formula
- C7H4F2O2
- Molecular weight
- 158.1
Names & synonyms
2,2-Difluoro-1,3-benzodioxole1583-59-1EINECS 216-431-4DTXSID60166398EC 216-431-4216-431-4RefChem:81006DTXCID50888892,2-difluorobenzo[d][1,3]dioxole2,2-Difluorobenzodioxole2,2-difluoro-2H-1,3-benzodioxole1,3-Benzodioxole, 2,2-difluoro-
Show more names
2,2-Difluoro-1,3-benuoro-1,3-benzodioxoL2,2-DifluorochalconeLABOTEST-BB LT011484912,2-Difluoro-1,3-benzodixoledifluoromethylenedioxybenzene
MFCD002362172,2-difluoro-benzodioxole1,2-(Difluoromethylenedioxy)benzene2,2-difluoro-benzo[1,3]dioxole1,2-[(Difluoromethylene)dioxy]benzene; 2,2-Difluoro-1,3-benzodioxole; 2,2-DifluorobenzodioxoleSCHEMBL12038SCHEMBL20278SCHEMBL200514
Database identifiers
- CAS
1583-59-1- PubChem CID
- 74103
- DTXSID
DTXSID60166398- EC Number
- 216-431-4
- Nikkaji
- J206.822B
Properties
Computed structural properties
- XLogP
- 2.5
- Topological polar surface area
- 18.5 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 0
- Heavy atoms
- 11
- Formal charge
- 0
- Complexity
- 145
Experimental & physicochemical properties
PFASPFAS -> PFAS identified in REACH Regulation EC No. 1272/2008
Physicochemical properties
- Boiling point
- 129 · 129-130°C
- Density
- 1 · 1,308 g/cm3
- refractive index
- 1.443 · 1.443
- Flash point
- 129 · 129-130°C
- storage temp.
- 2 · 2-8°C
- solubility
- Chloroform, Methanol
- form
- Oil
- color
- Clear Colourless
- BRN
- 1307648 · 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 · 2.96
- CAS DataBase Reference
- 1583 · 1583-59-1(CAS DataBase Reference)
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H226 (67.2%): Flammable liquid and vapor [Warning Flammable liquids]
P210, P233, P240, P241, P242, P243, P261, P264, P264+P265, P271, P272, P280, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P319, P321, P332+P317, P333+P317, P337+P317, P362+P364, P370+P378, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 116 reports by companies from 10 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory InformationStatus: Active Update: 07-03-2016 https://echa.europa.eu/registration-dossier/-/registered-dossier/11884
Hazard Classes and CategoriesFlam. Liq. 3 (67.2%)
Safety data
- wgk
- 3
- ridadr
- UN1993
- hs_code
- 2932990090
- risk_code
- 36/37/38-43
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- hazard_note
- Irritant
- safety_code
- 26-36/37/39-36/37
- hazard_class
- 3
- Storage Class
- 3 - Flammable liquids
- packing_group
- III
Chemistry & industry
Applications
Uses2,2-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.
Uses2,2-Difluoro-1,3-benzodioxole is used in the synthesis of Kv3 inhibitors as well as in the preparation of renin inhibitors.
Preparation methods
Preparation2,2-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
Upstream & downstream products
Upstream raw materials
Downstream products
Related reactions
59 records
Compound notes
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