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ChemicalBook CAS DataBase List Tributylphosphine
998-40-3

Tributylphosphine synthesis

9synthesis methods
Tributylphosphine is obtained industrially by the reaction of phosphine and butene; the addition reaction is a free radical mechanism and does not follow the martensitic rule.

PH3+ 3CH2=CHCH2CH3→ P(CH2CH2CH2CH3)3

This can be obta
-

Yield:998-40-3 92 %Chromat.

Reaction Conditions:

with [AlH3(triethylamine)] in hexane at 20; for 0.166667 h;Inert atmosphere;Schlenk technique;

Steps:

Compound IIIa (general procedure).

General procedure: Triphenylphosphine oxide or sulfide (1 mmol), dry hexane (1 mL), and Ic (1 mmol) were added to a Schlenk tube under the atmosphere of nitrogen. The reaction was carried out at room temperature for 10 min and monitored by TLC. Upon completion of the process the reaction mixture was filtered by silica gel and washed several times with ethyl acetate. Ethyl acetate was evaporated and the residue purified by flash chromatography on silica gel with pure cyclohexane toafford the desired phosphine. The yield was determined by GC without additional purification.

References:

Yang, Shuyan;Han, Xinxin;Luo, Minmin;Gao, Jing;Chu, Wenxiang;Ding, Yuqiang [Russian Journal of General Chemistry,2015,vol. 85,# 5,p. 1156 - 1160][Zh. Obshch. Khim.]

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