5-Cyano-2,2-difluoro-1,3-benzodioxole

Base Information

• Chemical Name: 5-Cyano-2,2-difluoro-1,3-benzodioxole
• CAS No.: 135132-34-2
• Molecular Formula: C8H3F2NO2
• Molecular Weight: 183.11
• Hs Code.: 2932999099
• European Community (EC) Number: 673-614-5
• DSSTox Substance ID: DTXSID50371732
• Nikkaji Number: J2.920.901D
• Wikidata: Q72458051
• Mol file: 135132-34-2.mol

Synonyms:135132-34-2;5-Cyano-2,2-difluoro-1,3-benzodioxole;2,2-Difluorobenzo[d][1,3]dioxole-5-carbonitrile;2,2-difluoro-1,3-benzodioxole-5-carbonitrile;2,2-difluoro-5-cyano-1,3-benzodioxole;MFCD00792418;2,2-difluoro-2H-1,3-benzodioxole-5-carbonitrile;5-cyano;1,3-Benzodioxole-5-carbonitrile, 2,2-difluoro-;SCHEMBL5139262;DTXSID50371732;VMJNTFXCTXAXTC-UHFFFAOYSA-N;BBL101473;STL555269;AKOS005259090;FS-1588;SY299678;CS-0207503;FT-0609234;2,2-difluoro-1,3-dioxaindane-5-carbonitrile;2,2-difluoro-benzo[1,3]dioxole-5-carbonitrile;EN300-2646334;A806887;2,2-bis(fluoranyl)-1,3-benzodioxole-5-carbonitrile;J-006650;2,2-Difluoro-1,3-benzodioxole-5-carbonitrile, 97%

Chemical Property of 5-Cyano-2,2-difluoro-1,3-benzodioxole

Chemical Property:

• Vapor Pressure: 0.168mmHg at 25°C
• Melting Point: 58-62°C
• Refractive Index: 1.37
• Boiling Point: 205.4°C at 760mmHg
• Flash Point: 78°C
• PSA: 42.25000
• Density: 1.51g/cm³
• LogP: 1.87978
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 0
• Exact Mass: 183.01318466
• Heavy Atom Count: 13
• Complexity: 260

Purity/Quality:

98%min ^*data from raw suppliers

2,2-Difluoro-5-cyano-1,3-benzodioxole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T,Xi
• Statements: 36/37/38-36-25
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=C1C#N)OC(O2)(F)F

Technology Process of 5-Cyano-2,2-difluoro-1,3-benzodioxole

There total 4 articles about 5-Cyano-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: 91.2%

5-bromo-2,2-difluoro-2H-1,3-benzodioxole (33070-32-5) + copper(l) cyanide → 2,2-difluorobenzo-1,3-dioxole-5-carbonitrile (135132-34-2)

Guidance literature:

With lithium bromide; In sulfolane; at 135 ℃; for 8h; Solvent; Temperature;

Reference yield: 90.0%

2-thioxobenzo[d][1,3]dioxole-5-carbonitrile (1269251-98-0) → 2,2-difluorobenzo-1,3-dioxole-5-carbonitrile (135132-34-2)

Guidance literature:

With bromine trifluoride; In CFCl₃; chloroform; at 0 ℃; for 0.0166667h;

DOI:10.1039/c0ob00571a

Reference yield: 78.0%

zinc(II) cyanide (557-21-1) + 5-bromo-2,2-difluoro-2H-1,3-benzodioxole (33070-32-5) → 2,2-difluorobenzo-1,3-dioxole-5-carbonitrile (135132-34-2)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In N,N-dimethyl-formamide; at 100 ℃; for 16h; Inert atmosphere;

upstream raw materials:

2-thioxobenzo[d][1,3]dioxole-5-carbonitrile

3,4-dihydroxybenzonitrile

5-bromo-2,2-difluoro-2H-1,3-benzodioxole

zinc(II) cyanide

Downstream raw materials:

2,2-difluoro-1,3-benzodioxole-5-carboxylic acid

Refernces

• 1、 -. "COMPOUNDS AND USES THEREOF". Page/Page column 217. . Retrieved 2018/05/17.