2,2-Difluoro-1,3-benzodioxole

Base Information

• Chemical Name: 2,2-Difluoro-1,3-benzodioxole
• CAS No.: 1583-59-1
• Molecular Formula: C7H4F2O2
• Molecular Weight: 158.104
• Hs Code.: 2932999099
• European Community (EC) Number: 216-431-4
• DSSTox Substance ID: DTXSID60166398
• Nikkaji Number: J206.822B
• Wikidata: Q72462483
• Mol file: 1583-59-1.mol

Synonyms:2,2-Difluoro-1,3-benzodioxole;1583-59-1;2,2-difluorobenzo[d][1,3]dioxole;2,2-Difluorobenzodioxole;2,2-difluoro-2H-1,3-benzodioxole;1,3-Benzodioxole, 2,2-difluoro-;2,2-difluoro-benzodioxole;EINECS 216-431-4;EC 216-431-4;1,2-(Difluoromethylenedioxy)benzene;MFCD00236217;SCHEMBL200514;2,2-difluoro-1,3-dioxaindane;DTXSID60166398;AKOS000120916;CS-W002572;PS-6778;SB13158;2,2-Difluoro-1,3-benzodioxole, 97%;AM20030067;D4051;FT-0609225;EN300-20341;2,2-Difluorobenzo[d][1,3]dioxole, AldrichCPR;W-109683

Chemical Property of 2,2-Difluoro-1,3-benzodioxole

Chemical Property:

• Vapor Pressure: 15mmHg at 25°C
• Refractive Index: 1.443
• Boiling Point: 125.052 °C at 760 mmHg
• Flash Point: 35.113 °C
• PSA: 18.46000
• Density: 1.428 g/cm³
• LogP: 2.00810
• Storage Temp.: 2-8°C
• Solubility.: Chloroform, Methanol
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 158.01793569
• Heavy Atom Count: 11
• Complexity: 145

Purity/Quality:

99% ^*data from raw suppliers

2,2-Difluoro-1,3-benzodioxole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38-43
• Safety Statements: 26-36/37/39-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)OC(O2)(F)F
• 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. 2,2-Difluoro-1,3-benzodioxole is used in the synthesis of Kv3 inhibitors as well as in the preparation of renin inhibitors.

Technology Process of 2,2-Difluoro-1,3-benzodioxole

There total 9 articles about 2,2-Difluoro-1,3-benzodioxole which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 90.0%

Methylenedioxybenzene (274-09-9) → 2,2-difluoro-1,3-benzodioxole (1583-59-1)

Guidance literature:

With fluorine; trifluoroacetic acid; In acetonitrile; at -20 ℃; Reagent/catalyst; Temperature; Solvent; Inert atmosphere; Flow reactor;

Reference yield:

2,2-dichloro-1,3-benzodioxole (2032-75-9) → 2,2-difluoro-1,3-benzodioxole (1583-59-1)

Guidance literature:

With (HF)10-pyridine; at 20 ℃; for 2h;

DOI:10.1016/j.jfluchem.2005.10.006

Reference yield:

dibromodifluoromethane (75-61-6) + benzene-1,2-diol (120-80-9,19481-10-8,37349-32-9) → 2,2-difluoro-1,3-benzodioxole (1583-59-1)

Guidance literature:

With tetra-(n-butyl)ammonium iodide; potassium carbonate; In 1-methyl-pyrrolidin-2-one; at 100 ℃; for 8h; Reagent/catalyst; Solvent; Temperature; Autoclave;

upstream raw materials:

2,2-dichloro-1,3-benzodioxole

18-crown-6 ether

dibromodifluoromethane

benzene-1,2-diol

Downstream raw materials:

2,2-difluoro-1,3-benzodioxole-4-carboxylic acid

2,2-difluoro-1,3-benzodioxol-4-carbonitrile

(2,2-difluoro-1,3-benzodioxol-4-yl)methanol

(2,2-difluoro-1,3-benzodioxol-4-yl)acetonitrile