2-(TRIMETHYLSILYLETHYNYL)PYRIDINE

The 2-(Trimethylsilylethynyl)pyridine is an organic compound with the formula C₁₀H₁₃NSi. The systematic name of this chemical is 2-[(trimethylsilyl)ethynyl]pyridine. With the CAS registry number 86521-05-3, it is also named as Pyridine, 2-[2-(trimethylsilyl)ethynyl]-. The product's category is Silyl. Besides, it is clear colorless to yellow liquid, which should be stored in a closed cool and dry place.

Physical properties about 2-(Trimethylsilylethynyl)pyridine are: (1)ACD/LogP: 2.96; (2)ACD/LogD (pH 5.5): 2.94; (3)ACD/LogD (pH 7.4): 2.96; (4)ACD/BCF (pH 5.5): 98.78; (5)ACD/BCF (pH 7.4): 104.8; (6)ACD/KOC (pH 5.5): 916.21; (7)ACD/KOC (pH 7.4): 972.05; (8)#H bond acceptors: 1; (9)#Freely Rotating Bonds: 1; (10)Polar Surface Area: 12.89 Å²; (11)Index of Refraction: 1.503; (12)Molar Refractivity: 54.46 cm³; (13)Molar Volume: 184.1 cm³; (14)Polarizability: 21.59×10^-24cm³; (15)Surface Tension: 31.6 dyne/cm; (16)Density: 0.95 g/cm³; (17)Flash Point: 85.6 °C; (18)Enthalpy of Vaporization: 43.58 kJ/mol; (19)Boiling Point: 218 °C at 760 mmHg; (20)Vapour Pressure: 0.19 mmHg at 25°C.

Preparation: this chemical can be prepared by 2-chloro-pyridine and ethynyl-trimethyl-silane. This reaction will need reagent bispalladium dichloride, copper(I) iodide, triethylamine. The reaction time is 12 hours with reaction temperature of 120 °C. The yield is about 80%.

Uses of 2-(Trimethylsilylethynyl)pyridine: it can be used to produce 2-ethynyl-pyridine at temperature of 20 °C. It will need reagent 1N aq. NaOH and solvent methanol with reaction time of 1 hour. The yield is about 90%.

When you are using this chemical, please be cautious about it as the following:
This chemical is irritating to eyes, respiratory system and skin. When you are using it, wear suitable gloves and eye/face protection. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1)SMILES: C(#Cc1ncccc1)[Si](C)(C)C
(2)InChI: InChI=1/C10H13NSi/c1-12(2,3)9-7-10-6-4-5-8-11-10/h4-6,8H,1-3H3
(3)InChIKey: WOFPTESETJKCBH-UHFFFAOYAC
(4)Std. InChI: InChI=1S/C10H13NSi/c1-12(2,3)9-7-10-6-4-5-8-11-10/h4-6,8H,1-3H3
(5)Std. InChIKey: WOFPTESETJKCBH-UHFFFAOYSA-N