75867-47-9|Trimethyl((2-nitrophenyl)ethynyl)silane| Ambeed

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CAS No. :	75867-47-9
Formula :	C₁₁H₁₃NO₂Si
M.W :	219.31
SMILES Code :	O=[N+](C1=CC=CC=C1C#C[Si](C)(C)C)[O-]

Yield	Reaction Conditions	Operation in experiment
98%	With potassium carbonate; In methanol; at 20℃; for 0.166667h;	38 g (173.27 mmol) of Intermediate E-1 was stirred with500 ml of methanol in a 1000 mE flask. 24 g (173.27 mmol) of potassium carbonate was added thereto, and the mixture was stirred for 10 minutes at room temperature to complete a reaction. The reactant was filtered, water and ethylacetatewere respectively added thereto in an amount of 500 ml after removing the potassium carbonate, and the water was separated through an extraction. The separated organic solvent was removed through a distiller to obtain Intermediate E-2(25.1 g, 98%).calcd. C8H5N02: C, 65.31; H, 3.43; N, 9.52; 0, 21.75; found: C, 65.25; H, 3.47; N, 9.56; 0, 21.58.
66%	With tetrabutyl ammonium fluoride; In tetrahydrofuran; at -10 - 20℃; for 2h;Inert atmosphere;	To a 3-neck RBF (2000 ml_) was added compound B (108g, 0.492mol), followed by the addition of THF(500 ml_). The mixture was cooled to -10 C under N2. The Bu4NF in THF was added dropwise below 0 C. After addition the reaction mixture was warmed to ambient temperature and stirred for two hours. TLC checked the reaction was completed. The reaction mixture was poured into water while keeping the temperature below 30 C, extracted with MTBE, washed with water, dried with sulfate sodium. After filtration the filtrate was concentrated on vacuum to give the crude product. Purification by Silica gel column chromatography gave the product (48g, yield: 66%).
62%	With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20℃; for 1.5h;Inert atmosphere;	Preparation of Compound 1-2 [105] After dissolving Compound 1-1 (39g, 178mmol) in THF (1.2L) at nitrogen atmosphere, tetrabutylammonium fluoride (280mL, 1M solution in THF, 213mmol) was added thereto. The reaction mixture was stirred at room temperature for 1.5 hours and extracted with distilled water and ethylacetate. After drying an organic layer with anhydrous MgSO4 and removing a solvent by a rotary type evaporator, Compound 1-2 (16.2g, 62%) was obtained via purification by column chromatography using methylene chloride (MC) and hexane as a developing solvent.

	With methanol; potassium carbonate; In dichloromethane; at 20℃; for 5h;	8.022 g (36.6 mmol) of Intermediate (2) and 5.56 g (40.2 mmol) of K2CO3 were added to 20 mL of methanol and 80 mL of methylene chloride (DCM), and the resultant mixture was stirred at ambient temperature. After 5 hours, the completed reaction mixture was added to 300 mL of distilled H2O and an organic layer was extracted therefrom by using DCM. The extracted organic layer was dried by using MgSO4 and a solvent was removed therefrom by using an evaporator. A concentrated product was purified therefrom by silica gel column chromatography to obtain Intermediate (3).
2.07 g	With methanol; potassium carbonate; at 20℃; for 0.166667h;	General procedure: According to the reported method, 1 the title compound 1b was prepared from 1-bromo-4-chlorobenzene by the Sonogashira coupling and subsequent desilylation as follows. Under an argon atmosphere, TMSA (2.58 g, 26.2 mmol) was added to a stirred mixture of 1-bromo-4-chlorobenzene (3.83 g, 20.0 mmol), PdCl2(PPh3)2 (350 mg, 0.499 mmol) and CuI (95.2 mg, 0.500 mmol) in Et3N (40 mL). The mixture was heated to 80 C and stirred for 19 h. The resultant mixture was cooled to room temperature and passed through a short silica gel-activated carbon column. Evaporation of the filtrate under reduced pressure gave a light yellow solid (4.40 g). The crude product was dissolved in MeOH (40 mL) and treated with anhydrous K2CO3 (4.37 g, 31.6 mmol) at room temperature for 15h. The reaction mixture was quenched by dropwise addition of HCl (2 M in H2O, 10 mL) and extracted with CH2Cl2 (3 × 10 mL). The combined organic layer was washed with brine, dried overNa2SO4, and evaporated under reduced pressure. Purification of the residue by silica gel column chromatography (hexane) gave 1b as pale yellow solid (1.23 g, 9.22 mmol, 46%).

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Disposal
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CAS No.: 75867-47-9

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CAS No.: 75867-47-9

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[ 75867-47-9 ] Synthesis Path-Downstream 1~1

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Physical hazards
Code	Phrase
H200	Unstable explosive
H201	Explosive; mass explosion hazard
H202	Explosive; severe projection hazard
H203	Explosive; fire, blast or projection hazard
H204	Fire or projection hazard
H205	May mass explode in fire
H220	Extremely flammable gas
H221	Flammable gas
H222	Extremely flammable aerosol
H223	Flammable aerosol
H224	Extremely flammable liquid and vapour
H225	Highly flammable liquid and vapour
H226	Flammable liquid and vapour
H227	Combustible liquid
H228	Flammable solid
H229	Pressurized container: may burst if heated
H230	May react explosively even in the absence of air
H231	May react explosively even in the absence of air at elevated pressure and/or temperature
H240	Heating may cause an explosion
H241	Heating may cause a fire or explosion
H242	Heating may cause a fire
H250	Catches fire spontaneously if exposed to air
H251	Self-heating; may catch fire
H252	Self-heating in large quantities; may catch fire
H260	In contact with water releases flammable gases which may ignite spontaneously
H261	In contact with water releases flammable gas
H270	May cause or intensify fire; oxidizer
H271	May cause fire or explosion; strong oxidizer
H272	May intensify fire; oxidizer
H280	Contains gas under pressure; may explode if heated
H281	Contains refrigerated gas; may cause cryogenic burns or injury
H290	May be corrosive to metals
Health hazards
Code	Phrase
H300	Fatal if swallowed
H301	Toxic if swallowed
H302	Harmful if swallowed
H303	May be harmful if swallowed