2,2-Difluoro-1,3-benzodioxole (HCID 74103)

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 Å²
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)
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H317-H319-H335
Precautionary statements: 280 · P280-P302+P352-P305+P351+P338
Hazard Codes: Xi
Risk Statements: 36 · 36/37/38-43
Safety Statements: 26 · 26-36/37/39-36/37
RIDADR: 1993 · UN1993
WGK Germany: 3 · 3
Hazard Note: Irritant
HazardClass: 3 · 3
PackingGroup: III
HS Code: 2932990090 · 2932990090
Storage Class: 3 · 3 - Flammable liquids
Hazard Classifications: 3 Skin · Flam. Liq. 3Skin Irrit. 2Skin Sens. 1
REACH Registrations: Active
Limited Quantities: 5 L · 5.0 L (1.3 gallons) (liquid)
Excepted Quantities: Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L)

Safety & regulation

GHS classification

GHS Classification · 4 items

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
Hazard statements: H315-H317-H319-H335
Limited Quantities: 5.0 L (1.3 gallons) (liquid)
Excepted Quantities: Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L)
REACH Registrations: Active
Hazard Classifications: Flam. Liq. 3Skin Irrit. 2Skin Sens. 1
Precautionary statements: P280-P302+P352-P305+P351+P338

Chemistry & industry

Applications · 2 items

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 · 1 item

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