4-((Trimethylsilyl)ethynyl)phenol
- Product Name
- 4-((Trimethylsilyl)ethynyl)phenol
- CAS No.
- 88075-18-7
- Chemical Name
- 4-((Trimethylsilyl)ethynyl)phenol
- Synonyms
- 185664;4-((Trimethylsilyl)ethynyl)phenol;4-[2-(TriMethylsilyl)ethynyl]-phenol;Phenol, 4-[2-(trimethylsilyl)ethynyl]-;4-((Trimethylsilyl)ethynyl)phenol - [T54814]
- CBNumber
- CB42693217
- Molecular Formula
- C11H14OSi
- Formula Weight
- 190.31
- MOL File
- 88075-18-7.mol
4-((Trimethylsilyl)ethynyl)phenol Property
- Melting point:
- 68 °C
- Boiling point:
- 251.7±32.0 °C(Predicted)
- Density
- 1.01±0.1 g/cm3(Predicted)
- storage temp.
- under inert gas (nitrogen or Argon) at 2-8°C
- form
- solid
- pka
- 9.26±0.26(Predicted)
- color
- White to light yellow
Safety
- HS Code
- 2931900090
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P280Wear protective gloves/protective clothing/eye protection/face protection.
P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
N-Bromosuccinimide Price
- Product number
- T54814
- Product name
- 4-((Trimethylsilyl)ethynyl)phenol
- Purity
- 95+%
- Packaging
- 250mg
- Price
- $80
- Updated
- 2021/12/16
- Product number
- AS45830
- Product name
- 4-((Trimethylsilyl)ethynyl)phenol
- Purity
- 95+%
- Packaging
- 1g
- Price
- $202
- Updated
- 2021/12/16
- Product number
- T54814
- Product name
- 4-((Trimethylsilyl)ethynyl)phenol
- Purity
- 95+%
- Packaging
- 1g
- Price
- $210
- Updated
- 2021/12/16
- Product number
- 4038AC
- Product name
- 4-((Trimethylsilyl)ethynyl)phenol
- Packaging
- 1g
- Price
- $290
- Updated
- 2021/12/16
- Product number
- 4038AC
- Product name
- 4-((Trimethylsilyl)ethynyl)phenol
- Packaging
- 5g
- Price
- $562
- Updated
- 2021/12/16
4-((Trimethylsilyl)ethynyl)phenol Chemical Properties,Usage,Production
Synthesis
540-38-5
1066-54-2
88075-18-7
The general procedure for the synthesis of (4-hydroxyphenylacetylene)trimethylsilane from 4-iodophenol and trimethylsilylacetylene was as follows: 4-iodophenol (2 g, 9.09 mmol, 1 equiv) was dissolved in 20 mL of anhydrous toluene. To this solution was sequentially added PdCl2(PPh3)2 (191.4 mg, 0.27 mmol, 0.03 eq.), copper(I) iodide (172.8 mg, 0.909 mmol, 0.1 eq.), N,N-diisopropylethylamine (1.58 mL, 9.09 mmol, 1 eq.), followed by trimethylsilylacetylene (1.28 mL. 9.09 mmol, 1 equiv). The reaction mixture was stirred at room temperature for 24 hours. Upon completion of the reaction, the solvent was removed by evaporation and the residue was purified by column chromatography (eluent: EtOAc/hexane = 1:10) to afford the target product (4-hydroxyphenylacetylene)trimethylsilane (1.73 g, quantitative yield) as a brown oil. The structure of the product was confirmed by 1H-NMR (CDCl3, 500 MHz) and 13C-NMR (CDCl3, 75 MHz): 1H-NMR δ 7.37 (2H, d, J = 8.8 Hz, Ar-H), 6.76 (2H, d, J = 8.8 Hz, Ar-H), 4.92 (1H, brs, Ar-OH), 0.24 (9H , s, -Si(CH3)3); 13C-NMR δ 155.76, 133.69, 115.49, 115.31, 105.02, 92.50, 0.05.
References
[1] Chemical Communications, 2009, # 39, p. 5832 - 5834
[2] Angewandte Chemie - International Edition, 2012, vol. 51, # 37, p. 9311 - 9316
[3] Angew. Chem., 2012, vol. 124, # 37, p. 9445 - 9450,6
[4] Bulletin of the Korean Chemical Society, 2013, vol. 34, # 4, p. 1247 - 1249
[5] Zeitschrift fur Naturforschung - Section B Journal of Chemical Sciences, 2015, vol. 70, # 9, p. 637 - 641
4-((Trimethylsilyl)ethynyl)phenol Preparation Products And Raw materials
Raw materials
Preparation Products
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