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Diphenylphosphine → Diphenyl[2-(triphenylsilyl)ethyl]phosphane

HRID 1263038
Notes
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Reaction equation

HRID 1263038 reaction equation
[CH:1]([Si:3]([C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)([C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)=[CH2:2].[C:22]1([PH:28][C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1>C1CCCCC1>[C:10]1([Si:3]([CH2:1][CH2:2][P:28]([C:29]2[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=2)[C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)([C:4]2[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=2)[C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 70017DiphenylphosphineHCID 87747Vinyltriphenylsilane

Product 1

HCID 14007797Diphenyl[2-(triphenylsilyl)ethyl]phosphane

Reagents, catalysts & solvents 1

HCID 8078CyclohexaneSolvent

Procedure

The vinyl triphenyl silane was reacted with 10% excess of diphenyl phosphine. To maintain a homogeneous reaction mixture, a temperature of 80° C. and cyclohexane solvent were employed. After the usual u.v. initiated addition, the reaction mixture was allowed to cool to room temperature. This resulted in the crystallization of the triphenylsilylethyl diphenyl phosphine adduct. To obtain it in a pure form, the adduct was filtered and recrystallized from a four to one mixture of cyclohexane and toluene. A white crystalline product having the properties shown in Table I was obtained.

Workup

  1. temperatureTo maintain a homogeneous reaction mixture
  2. additionaddition

Sources & evidence

ORD record
ord-65ced0e95ad24f899161318151dd8301
Source dataset
uspto-grants-1984_06
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04454353

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes