Phenylsilane

Abstract

image [694‐53‐1] C 6 H 5 SiH 3 (MW 108.22) InChI = 1S/C6H8Si/c7‐6‐4‐2‐1‐3‐5‐6/h1‐5H,7H3 InChiKey = PARWUHTVGZSQPD‐UHFFFAOYSA‐N (reagent used as reductant in catalysis) Physical Data : bp 120 °C (750 torr) 1 ; density = 0.8775 g mL −2 . Solubility : soluble in most organic solvents; releases flammable gas upon contact with water. Form Supplied : clear, colorless oil, commercially available. Analysis of Reagent Purity : purity is analyzed by 1 H NMR (500 MHz, CD 2 Cl 2 ): δ 4.19 (s, 3 H ), 7.36–7.41 (m, 3 H ), 7.37 (d, J = 7.6 Hz, 2 H ); 13 C{1 H } NMR (126 MHz, CD 2 Cl 2 ): δ 128.7 (s, 2C), 130.4 (s), 136.2 (s), 136.4 (s, 2C), and 29 Si DEPT NMR (99 MHz, CD 2 Cl 2 ) δ −59.8. 2 Preparative Method : reduction of phenyltrichlorosilane or phenyltriethoxysilane with lithium aluminum hydride in ether. 1,3 Purification : distillation under nitrogen at room temperature and atmospheric pressure. 4 Handling, Storage, and Precautions : flammable. Stable at room temperature in closed containers. Phenylsilane is capable of releasing hydrogen gas upon storage, particularly in the presence of acids, bases, or fluoride‐releasing salts. 5 Precautions should be taken to vent possible hydrogen buildup when opening vessels in which phenylsilane is stored.