5-(2,2-difluorovinyl)benzo[d][1,3]dioxole

Base Information

• Chemical Name: 5-(2,2-difluorovinyl)benzo[d][1,3]dioxole
• CAS No.: 253266-72-7
• Molecular Formula: C₉H₆F₂O₂
• Molecular Weight: 184.142
• Mol file: 253266-72-7.mol

Synonyms:5-(2,2-difluorovinyl)benzo[d][1,3]dioxole

Chemical Property of 5-(2,2-difluorovinyl)benzo[d][1,3]dioxole

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-(2,2-difluorovinyl)benzo[d][1,3]dioxole

There total 2 articles about 5-(2,2-difluorovinyl)benzo[d][1,3]dioxole 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: 93.0%

piperonal (120-57-0,30024-74-9) + 2-((difluoromethyl)sulfonyl)pyridine (1219454-89-3) → 2-hydroxypyridin (142-08-5) + 5-(2,2-difluorovinyl)benzo[d][1,3]dioxole (253266-72-7)

Guidance literature:

piperonal; 2-((difluoromethyl)sulfonyl)pyridine; With potassium tert-butylate; In N,N-dimethyl-formamide; at -50 - -40 ℃; for 0.25h; Inert atmosphere;

With hydrogenchloride; water; ammonium chloride; In N,N-dimethyl-formamide; at -40 - 20 ℃; Inert atmosphere;

DOI:10.1021/ol100090r

Reference yield:

piperonal (120-57-0,30024-74-9) + 2,2-difluoro-2-(fluorosulfonyl)acetate (680-15-9) → 5-(2,2-difluorovinyl)benzo[d][1,3]dioxole (253266-72-7)

Guidance literature:

piperonal; With triphenylphosphine; potassium iodide; In acetonitrile; at 70 ℃; for 0.5h; Inert atmosphere; Sealed tube;

2,2-difluoro-2-(fluorosulfonyl)acetate; In acetonitrile; for 3.16667h; Inert atmosphere; Sealed tube;

DOI:10.1002/ejoc.201801602

Reference yield: 84.0%

5-(2,2-difluorovinyl)benzo[d][1,3]dioxole (253266-72-7) + pentamethylenebis(magnesium bromide) (23708-48-7) → cyclohexylidene(3,4-methylenedioxyphenyl)methane

Guidance literature:

With 1,3-bis[(diphenylphosphino)propane]dichloronickel(II); In tetrahydrofuran; at 20 ℃; for 0.5 - 1h; Inert atmosphere;

DOI:10.1002/adsc.201500889

upstream raw materials:

piperonal

2-((difluoromethyl)sulfonyl)pyridine

2,2-difluoro-2-(fluorosulfonyl)acetate

Refernces

• 1、 Zhao, Yanchuan,Huang, Weizhou,Zhu, Lingui,Hu, Jinbo. "Difluoromethyl 2-pyridyl sulfone: A new gem-difluoroolefination reagent for aldehydes and ketones". supporting information; experimental part. p. 1444 - 1447. Retrieved 2010/06/20.