ChemicalBook > CAS DataBase List > 4-(TRIMETHYLSILYLETHYNYL)BENZYL ALCOHOL

4-(TRIMETHYLSILYLETHYNYL)BENZYL ALCOHOL

Product Name: 4-(TRIMETHYLSILYLETHYNYL)BENZYL ALCOHOL
CAS No.: 275386-60-2
Chemical Name: 4-(TRIMETHYLSILYLETHYNYL)BENZYL ALCOHOL
Synonyms: 4-(Trimethylsilylethynyl)benzyl alcohol 97%;4-((2-Trimethylsilyl)ethynyl)benzyl alcohol;(4-((TriMethylsilyl)ethynyl)phenyl)Methanol;4-[2-(Trimethylsilyl)ethynyl]benzenemethanol;[4-(2-Trimethylsilylethynyl)Phenyl] Methanol;Benzenemethanol, 4-[2-(trimethylsilyl)ethynyl]-;4-(Trimethylsilylethynyl)benzyl alcohol;(4-((Trimethylsilyl)ethynyl)phenyl)methanol - [T56112]
CBNumber: CB8972693
Molecular Formula: C12H16OSi
Formula Weight: 204.34
MOL File: 275386-60-2.mol

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4-(TRIMETHYLSILYLETHYNYL)BENZYL ALCOHOL Property

Melting point:: 68-72 °C
Boiling point:: 274.6±32.0 °C(Predicted)
Density: 0.99±0.1 g/cm3(Predicted)
storage temp.: 2-8°C
form: solid
pka: 14.46±0.10(Predicted)
Appearance: Light brown to brown Solid

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Safety

WGK Germany: 3

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

Precautionary statements

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.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 668273
Product name: 4-(Trimethylsilylethynyl)benzyl alcohol
Purity: 97%
Packaging: 5g
Price: $283
Updated: 2025/07/31

TRC

Product number: T899813
Product name: (4-((Trimethylsilyl)ethynyl)phenyl)methanol
Packaging: 100mg
Price: $75
Updated: 2021/12/16

Activate Scientific

Product number: AS88728
Product name: 4-[2-(Trimethylsilyl)ethynyl]benzenemethanol
Purity: 95%
Packaging: 1g
Price: $129
Updated: 2021/12/16

Synthonix

Product number: T56112
Product name: (4-((Trimethylsilyl)ethynyl)phenyl)methanol
Purity: 95+%
Packaging: 1g
Price: $50
Updated: 2021/12/16

Synthonix

Product number: T56112
Product name: (4-((Trimethylsilyl)ethynyl)phenyl)methanol
Purity: 95+%
Packaging: 100mg
Price: $15
Updated: 2021/12/16

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4-(TRIMETHYLSILYLETHYNYL)BENZYL ALCOHOL Chemical Properties,Usage,Production

Synthesis

873-75-6

1066-54-2

275386-60-2

GENERAL STEPS: To an anhydrous triethylamine (TEA) solution of 4-bromobenzyl alcohol (935 mg, 5 mmol) was sequentially added dichlorobis(triphenylphosphine)palladium(II) (Pd(PPh3)2Cl2, 175 mg, 0.25 mmol), cuprous iodide (CuI, 48 mg, 0.25 mmol) and tri-tert-butylphosphine (P(t-Bu)3, 51 mg. 0.25 mmol) and stirred for 5 min under nitrogen (N2) protection. Subsequently, trimethylsilylacetylene (980 mg, 10 mmol) was added slowly and dropwise. The reaction mixture was placed in a microwave reactor and heated at 130 °C for 4 hours. After completion of the reaction, it was cooled to room temperature and filtered through diatomaceous earth. The filtrate was concentrated under reduced pressure and the residue was extracted three times with ethyl acetate (EtOAc) and water (H2O). The organic layers were combined, washed with saturated saline, dried over anhydrous sodium sulfate (Na2SO4), and then purified by silica gel column chromatography (petroleum ether/ethyl acetate, 4:1) to afford 4-(trimethylsilylethynyl)benzylmethanol (670 mg, 66%) as a brown oil. To a solution of 4-(trimethylsilylethynyl)benzylmethanol (250 mg, 1.23 mmol) in tetrahydrofuran (THF) was added tetrabutylammonium fluoride (TBAF, 500 mg, 2.45 mmol) in batches. The reaction mixture was stirred at 0 °C, gradually warmed to room temperature and continued stirring for 3 hours. After completion of the reaction, the solvent was removed under reduced pressure and the residue was extracted three times with ethyl acetate (EtOAc) and water (H2O). The organic layers were combined, washed with saturated saline, dried over anhydrous sodium sulfate (Na2SO4), and then purified by silica gel column chromatography (petroleum ether/ethyl acetate, 4:1) to afford 4-ethynylbenzylmethanol (170 mg, 100%) as a brown oil.1H NMR (400 MHz, CDCl3) δ 7.45-7.49 (m, 2H), 7.21- 7.26 (m, 2H), 4.69 (s, 1H), 4.65 (s, 2H).

References

[1] Chemistry - A European Journal, 2017, vol. 23, # 50, p. 12190 - 12197
[2] Synthesis (Germany), 2014, vol. 46, # 3, p. 348 - 356
[3] Angewandte Chemie - International Edition, 2004, vol. 43, # 29, p. 3814 - 3818
[4] Patent: WO2018/14802, 2018, A1. Location in patent: Paragraph 0364
[5] Chemistry - A European Journal, 2013, vol. 19, # 29, p. 9452 - 9456

4-(TRIMETHYLSILYLETHYNYL)BENZYL ALCOHOL Preparation Products And Raw materials

Raw materials

Preparation Products

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275386-60-2, 4-(TRIMETHYLSILYLETHYNYL)BENZYL ALCOHOLRelated Search:

4-((Trimethylsilyl)ethynyl)benzoic acid ((4-(4-Cyclohexyl-2,6,7-trioxabicyclo(2.2.2)oct-1-yl)phenyl)ethynyl)tr imethylsilane ((4-(4-Propyl-2,6,7-trioxabicyclo(2.2.2)oct-1-yl)phenyl)ethynyl)trimet hylsilane ((4-(4-Butyl-2,6,7-trioxabicyclo(2.2.2)oct-1-yl)phenyl)ethynyl)trimeth ylsilane 4-(TRIMETHYLSILYLETHYNYL)BENZYL ALCOHOL ((4-(4-Pentyl-2,6,7-trioxabicyclo(2.2.2)oct-1-yl)phenyl)ethynyl)trimet hylsilane

(4-((TriMethylsilyl)ethynyl)phenyl)Methanol

4-((2-Trimethylsilyl)ethynyl)benzyl alcohol

4-(Trimethylsilylethynyl)benzyl alcohol 97%

[4-(2-Trimethylsilylethynyl)Phenyl] Methanol

4-[2-(Trimethylsilyl)ethynyl]benzenemethanol

Benzenemethanol, 4-[2-(trimethylsilyl)ethynyl]-

4-<WBR>(Trimethylsilylethynyl)<WBR>benzyl alcohol

(4-((Trimethylsilyl)ethynyl)phenyl)methanol - [T56112]

275386-60-2