Methyl iodide → Tris(4-chlorophenyl)(methyl)phosphanium iodide

HRID 1904482Notes

Reaction equation

HRID 1904482 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([P:8]([C:16]2[CH:21]=[CH:20][C:19]([Cl:22])=[CH:18][CH:17]=2)[C:9]2[CH:14]=[CH:13][C:12]([Cl:15])=[CH:11][CH:10]=2)=[CH:4][CH:3]=1.[CH3:23][I:24]>>[I-:24].[CH3:23][P+:8]([C:16]1[CH:21]=[CH:20][C:19]([Cl:22])=[CH:18][CH:17]=1)([C:9]1[CH:14]=[CH:13][C:12]([Cl:15])=[CH:11][CH:10]=1)[C:5]1[CH:6]=[CH:7][C:2]([Cl:1])=[CH:3][CH:4]=1

Participants

3

Reactant 2

HCID 6328Methyl iodideHCID 70874Tris(4-chlorophenyl)phosphine

Product 1

HCID 2778284Tris(4-chlorophenyl)(methyl)phosphanium iodideYield 92.9%

Procedure

Starting from 8.28 g (22.6 mmol) of tris(4-chlorophenyl)phosphine and 5.7 g (40 mmol, 1.8 eq) of methyl iodide, 10.64 g (21.0 mmol, 92.8%) of methyltris(4-chlorophenyl)phosphonium iodide was obtained: mp>250° C.

Sources & evidence

ORD record
ord-1c40da71eafb4508bd57caba3036afc4
Source dataset
uspto-grants-1989_06
Patent number
US04837392

Reaction notes

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