Permethric acid → alpha,2,3,4,5,6-Hexafluorobenzyl 3-(2,2-dichlorovinyl)2,2-dimethylcyclopropanecarboxylate

HRID 354712Notes

Reaction equation

[Cl:1][C:2]([Cl:12])=[CH:3][CH:4]1[CH:6]([C:7]([OH:9])=[O:8])[C:5]1([CH3:11])[CH3:10].Br[CH:14]([F:26])[C:15]1[C:20]([F:21])=[C:19]([F:22])[C:18]([F:23])=[C:17]([F:24])[C:16]=1[F:25]>>[Cl:1][C:2]([Cl:12])=[CH:3][CH:4]1[CH:6]([C:7]([O:9][CH:14]([F:26])[C:15]2[C:16]([F:25])=[C:17]([F:24])[C:18]([F:23])=[C:19]([F:22])[C:20]=2[F:21])=[O:8])[C:5]1([CH3:10])[CH3:11]

Participants

Reactant 2

HCID 91658Permethric acid

HCID 20507331alpha-Bromopentafluorobenzyl fluoride

Product 1

HCID 20507329alpha,2,3,4,5,6-Hexafluorobenzyl 3-(2,2-dichlorovinyl)2,2-dimethylcyclopropanecarboxylate

Procedure

α,2,3,4,5,6-Hexafluorobenzyl 3-(2,2-dichlorovinyl)2,2-dimethylcyclopropanecarboxylate was prepared from 3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylic acid and α-bromopentafluorobenzyl fluoride following the procedure described in Example 2 Method B. The product, a colourless oil, was characterised by p.m.r. spectroscopy. Chemical shift δppm (solvent CDCl3): 1.0-2.5 (8H, m, (CH3)2 and cyclopropyl protons); 5.67 and 6.24 (1H, both d of d, J=8 Hz and J=2 Hz, CH=); 7.53 (1H, d, J=52 Hz, CHF).

Sources & evidence

ORD record: ord-e1bb5cf8678645868b08ce5713ed700d
Source dataset: uspto-grants-1983_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04376784

Reaction notes

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