Azobisisobutyronitrile → HCID 11762403, compound

Reaction equation

[PH:1]([CH2:4][CH3:5])[CH2:2][CH3:3].N([C:13]([CH3:17])([CH3:16])C#N)=NC(C)(C)C#N>>[CH2:17]([P:1]([CH2:4][CH2:5][P:1]([CH2:4][CH3:5])[CH2:2][CH3:3])[CH2:2][CH2:3][P:1]([CH2:4][CH3:5])[CH2:2][CH3:3])[CH2:13][CH3:16]

Participants

Reactant 2

HCID 6547Azobisisobutyronitrile

HCID 82948Phosphine, diethyl-

Product 1

HCID 11762403HCID 11762403, compoundYield 5,502.7%

Procedure

A mixture of n-PrP(CH=CH2)2 (1.29 g, 10.0 mmol), Et2PH (2.25 g, 25.0 mmol) and 2,2'-azobis(isobutyronitrile) (AIBN, 30 mg) in a closed flask under inert atmosphere was irradiated by a GE Sunlamp (275 W) one foot away for 24 hours. The resulting colorless liquid was stripped of volatiles under vacuum and vacuum distilled to give 3.1 g (97% yield) of product collected at 132°-135° C./0.35 mmHg. 31P-NMR (toluene): δ-18.5 (2P); δ-22.8 (1P).

Workup

customwas irradiated by a GE Sunlamp (275 W) one foot away for 24 hours
distillationdistilled

Sources & evidence

ORD record: ord-69aed94e3d8e40a6b24fe23a0e2f1406
Source dataset: uspto-grants-1996_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05550305

Reaction notes

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