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
- Molecular Weight:
- 204.34
- MDL Number:
- MFCD08457640
- MOL File:
- 275386-60-2.mol
| Product description | Number | Pack Size | Price |
| 4-(Trimethylsilylethynyl)benzyl alcohol 97% | 668273 | 5g | $283 |
| (4-((Trimethylsilyl)ethynyl)phenyl)methanol | T899813 | 100mg | $75 |
| 4-[2-(Trimethylsilyl)ethynyl]benzenemethanol 95% | AS88728 | 1g | $129 |
| (4-((Trimethylsilyl)ethynyl)phenyl)methanol 95+% | T56112 | 1g | $50 |
| (4-((Trimethylsilyl)ethynyl)phenyl)methanol 95+% | T56112 | 100mg | $15 |
| More product size | |||
| 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 |
| InChI | 1S/C12H16OSi/c1-14(2,3)9-8-11-4-6-12(10-13)7-5-11/h4-7,13H,10H2,1-3H3 |
| InChIKey | WBNXRSFSSANBSA-UHFFFAOYSA-N |
| SMILES | C[Si](C)(C)C#Cc1ccc(CO)cc1 |
| UNSPSC Code | 12352100 |
| NACRES | NA.22 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|---|---|
| Signal word | Warning |
| Hazard statements | H302 |
| Precautionary statements | P280-P305+P351+P338 |
| WGK Germany | 3 |
| Storage Class | 11 - Combustible Solids |
4-(TRIMETHYLSILYLETHYNYL)BENZYL ALCOHOL price More Price(26)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | 668273 | 4-(Trimethylsilylethynyl)benzyl alcohol 97% | 275386-60-2 | 5g | $283 | 2025-07-31 | Buy |
| TRC | T899813 | (4-((Trimethylsilyl)ethynyl)phenyl)methanol | 275386-60-2 | 100mg | $75 | 2021-12-16 | Buy |
| Activate Scientific | AS88728 | 4-[2-(Trimethylsilyl)ethynyl]benzenemethanol 95% | 275386-60-2 | 1g | $129 | 2021-12-16 | Buy |
| Synthonix | T56112 | (4-((Trimethylsilyl)ethynyl)phenyl)methanol 95+% | 275386-60-2 | 1g | $50 | 2021-12-16 | Buy |
| Synthonix | T56112 | (4-((Trimethylsilyl)ethynyl)phenyl)methanol 95+% | 275386-60-2 | 100mg | $15 | 2021-12-16 | Buy |
4-(TRIMETHYLSILYLETHYNYL)BENZYL ALCOHOL Chemical Properties,Uses,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
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Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| ATK CHEMICAL COMPANY LIMITED | +undefined-21-51877795 | ivan@atkchemical.com | China | 33024 | 60 |
| Neostar United (Changzhou) Industrial Co., Ltd. | +86-0519-85551759 +8613506123987 | marketing1@neostarunited.com | China | 8830 | 58 |
| SIMAGCHEM CORP | +86-5922680277 +86-13806087780 | sale@simagchem.com | China | 17346 | 58 |
| Win-Win chemical CO., Limited | +86-0086-577-64498589 +86-15355981851 | sales@win-winchemical.com | China | 14343 | 58 |
| Finetech Industry Limited | +86-27-8746-5837 +8619945049750 | info@finetechnology-ind.com | China | 9629 | 58 |
| Dayang Chem (Hangzhou) Co.,Ltd. | +86-0571-88938639 +8617705817739 | info@dycnchem.com | China | 52725 | 58 |
| Nextpeptide Inc | +86-0571-81612335 +8613336028439 | sales@nextpeptide.com | China | 19908 | 58 |
| Alfa Chemistry | +1-5166625404; | Info@alfa-chemistry.com | United States | 20405 | 58 |
| PT CHEM GROUP LIMITED | +86-85511178; | peter68@ptchemgroup.com | China | 35425 | 58 |
| ShenZhen Trendseen Biological Technology Co.,Ltd. | 13417589054 | trendseenbio@gmail.com | China | 11681 | 58 |
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