5-((Trimethylsilyl)ethynyl)pyrimidine
- Product Name
- 5-((Trimethylsilyl)ethynyl)pyrimidine
- CAS No.
- 216309-28-3
- Chemical Name
- 5-((Trimethylsilyl)ethynyl)pyrimidine
- Synonyms
- 5-(2-TMS-ethynyl)pyrimidine;5-trimethylsilanylethynyl-pyrimidine;5-((Trimethylsilyl)ethynyl)pyrimidine;Pyrimidine, 5-[2-(trimethylsilyl)ethynyl]-
- CBNumber
- CB32471676
- Molecular Formula
- C9H12N2Si
- Formula Weight
- 176.29
- MOL File
- 216309-28-3.mol
5-((Trimethylsilyl)ethynyl)pyrimidine Property
- Boiling point:
- 223.5±22.0 °C(Predicted)
- Density
- 0.99±0.1 g/cm3(Predicted)
- storage temp.
- 2-8°C
- pka
- 1.98±0.10(Predicted)
Safety
- WGK Germany
- 3
- HS Code
- 2931900090
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H332Harmful if inhaled
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- ORS0001704
- Product name
- 5-((TRIMETHYLSILYL)ETHYNYL)PYRIMIDINE
- Purity
- 95.00%
- Packaging
- 250MG
- Price
- $213.15
- Updated
- 2021/12/16
- Product number
- 7H80-1-07
- Product name
- 5-((Trimethylsilyl)ethynyl)pyrimidine
- Purity
- 95%
- Packaging
- 250mg
- Price
- $288
- Updated
- 2021/12/16
- Product number
- W4487
- Product name
- 5-((Trimethylsilyl)ethynyl)pyrimidine
- Packaging
- 1g
- Price
- $288
- Updated
- 2021/12/16
- Product number
- 073752
- Product name
- 5-((Trimethylsilyl)ethynyl)pyrimidine
- Purity
- 95+%
- Packaging
- 250mg
- Price
- $324
- Updated
- 2021/12/16
- Product number
- AS110404
- Product name
- 5-((Trimethylsilyl)ethynyl)pyrimidine
- Purity
- 97%
- Packaging
- 1g
- Price
- $345
- Updated
- 2021/12/16
5-((Trimethylsilyl)ethynyl)pyrimidine Chemical Properties,Usage,Production
Synthesis
4595-59-9
1066-54-2
216309-28-3
Example 3: Synthesis of 5-((trimethylsilyl)ethynyl)pyrimidine Tetrakis(triphenylphosphine)palladium(0) (727 mg, 0.6 mmol) was added to a stirred, degassed toluene suspension of 5-bromopyrimidine (5.0 g, 31.4 mmol) and cuprous(I) iodide (120 mg, 0.6 mmol) under nitrogen protection. Diisopropylamine (1:1, 200 mL) was then added. The reaction mixture was heated to 60 °C and then trimethylmethylsilylacetylene (4.89 mL, 34.6 mmol) was slowly added. The reaction mixture was stirred continuously at 60 °C for 3 hours. After completion of the reaction, the mixture was cooled to room temperature and diluted with ether. It was washed sequentially with ethyl acetate (200 mL) and saturated aqueous ammonium chloride solution (3 x 100 mL). The organic layer was separated and dried with anhydrous magnesium sulfate and subsequently concentrated under reduced pressure. The crude product was purified by fast column chromatography (5% ethyl acetate/heptane as eluent) to afford 5-((trimethylmethylsilyl)ethynyl)pyrimidine as a light brown solid in a yield of 4.71 g (85% yield). Liquid chromatography (LC) detection conditions: wavelength 215 nm; retention time (Rt) 2.07 min, purity 88%. Mass spectrum (ES+): m/z 177 ([M+H]+).
References
[1] Monatshefte fur Chemie, 1998, vol. 129, # 10, p. 1035 - 1048
[2] Patent: US2008/70931, 2008, A1. Location in patent: Page/Page column 12
[3] Organic and biomolecular chemistry, 2003, vol. 1, # 3, p. 498 - 506
[4] Journal of Organic Chemistry, 2007, vol. 72, # 13, p. 4750 - 4755
[5] Patent: WO2003/91226, 2003, A1. Location in patent: Page/Page column 47
5-((Trimethylsilyl)ethynyl)pyrimidine Preparation Products And Raw materials
Raw materials
Preparation Products
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