3-TRIMETHYLSILYL-2-PROPYN-1-OL CAS 5272-36-6
Introduction：Basic information about 3-TRIMETHYLSILYL-2-PROPYN-1-OL CAS 5272-36-6, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
3-TRIMETHYLSILYL-2-PROPYN-1-OL Basic information
| Product Name: | 3-TRIMETHYLSILYL-2-PROPYN-1-OL |
| Synonyms: | 3-TRIMETHYLSILYLPROPARGYL ALCOHOL, 98%3-TRIMETHYLSILYLPROPARGYL ALCOHOL, 98%3-TRIMETHYLSILYLPROPARGYL ALCOHOL, 98%;3-Trimethylsilyl-2-propyn-1-ol,99%;3-(triMethylsilyl)prop-2-yn-1-ol;3-Trimethylsilylpropargyl;3-(Trimethylsilyl)propargyl alcohol 99%;TIMTEC-BB SBB009061;TRIMETHYLSILYLPROPARGYL ALCOHOL;1-TRIMETHYLSILYLPROPARGYL ALCOHOL |
| CAS: | 5272-36-6 |
| MF: | C6H12OSi |
| MW: | 128.24 |
| EINECS: | 226-094-5 |
| Product Categories: | Acetylenic Alcohols & Their Derivatives;Ethynylsilanes;Si (Classes of Silicon Compounds);Si-(C)4 Compounds;Silicon Compounds (for Synthesis);Synthetic Organic Chemistry;Acetylenes |
| Mol File: | 5272-36-6.mol |
3-TRIMETHYLSILYL-2-PROPYN-1-OL Chemical Properties
| Melting point | 63.5-65.0 °C |
| Boiling point | 76 °C11 mm Hg(lit.) |
| density | 0.865 g/mL at 25 °C(lit.) |
| refractive index | n |
| Fp | 152 °F |
| storage temp. | Keep in dark place,Sealed in dry,Room Temperature |
| solubility | Benzene (Sparingly) |
| pka | 13.71±0.10(Predicted) |
| form | Liquid |
| color | Clear yellow |
| Specific Gravity | 0.865 |
| Water Solubility | Not miscible with water. |
| Sensitive | Moisture Sensitive |
| Hydrolytic Sensitivity | 4: no reaction with water under neutral conditions |
| BRN | 1902505 |
| InChI | 1S/C6H12OSi/c1-8(2,3)6-4-5-7/h7H,5H2,1-3H3 |
| InChIKey | ZVGCJDPEKKEYES-UHFFFAOYSA-N |
| SMILES | C[Si](C)(C)C#CCO |
| CAS DataBase Reference | 5272-36-6(CAS DataBase Reference) |
| NIST Chemistry Reference | 3-Trimethylsilylpropargyl alcohol(5272-36-6) |
| EPA Substance Registry System | 2-Propyn-1-ol, 3-(trimethylsilyl)- (5272-36-6) |
Safety Information
| Hazard Codes | Xi |
| Risk Statements | 36/37/38 |
| Safety Statements | 23-24/25-37/39-26 |
| RIDADR | 2810 |
| WGK Germany | 3 |
| F | 8-10 |
| TSCA | TSCA listed |
| HazardClass | 6.1 |
| PackingGroup | III |
| HS Code | 29319090 |
| Storage Class | 10 - Combustible liquids |
| Chemical Properties | clear yellow liquid |
| Uses | Trimethylsilylpropargyl alcohol is used as a reagent to synthesize Isbogrel, a Thromboxane A 2 (TXA 2) synthase inhibitor and also a TXA 2 receptor antagonist that has potential to treat asthma. |
| Application | 3-Trimethylsilyl-2-propyn-1-ol is a colourless transparent liquid which is sensitive to light, air and moisture, and can be used as raw material for organic synthesis or reaction reagent. Alkyllithiums undergo trans addition to 3-(trimethylsilyl)-2-propyn-1-ols to yield (1-lithiovinyl)silanes. Due to unidentified side-reactions, yields do not exceed 20%. |
| Synthesis | 36551-06-1 5272-36-6 Compound 5 (0.250 g, 1.17 mmol) was added dropwise to a flask containing methanol (4.0 mL) and Amberlyst-15 (0.025 g) under nitrogen protection at a reaction temperature of 0 °C. The reaction mixture was warmed to 40 °C and stirred for 8 hours. Upon completion of the reaction, the resin was removed by filtration and washed with ethyl acetate (10 mL). To the filtrate, 10% aqueous hydrochloric acid (10 mL) was added, followed by extraction of the organic layer with ethyl acetate (3 x 10 mL). The organic phases were combined and dried over anhydrous sodium sulfate. After concentration under reduced pressure, the residue was purified by column chromatography (eluent: hexane/ethyl acetate = 9:1) to afford compound 6 in 96% yield (0.143 g, 1.12 mmol). |
| References | [1] Tetrahedron, 1996, vol. 52, # 21, p. 7487 - 7510 [2] Journal of the Brazilian Chemical Society, 2013, vol. 24, # 12, p. 1933 - 1941 [3] Chemistry - A European Journal, 2015, vol. 21, # 27, p. 9662 - 9665 [4] Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999), 1987, p. 1077 - 1082 [5] Journal of Organic Chemistry, 1995, vol. 60, # 14, p. 4650 - 4652 |
3-TRIMETHYLSILYL-2-PROPYN-1-OL Preparation Products And Raw materials
| Raw materials | Bis[tris(trimethylsilyl)silyl]zinc-->Tetrahydro-2-[[3-(trimethylsilyl)-2-propyn-1-yl]oxy]-2H-Pyran-->PROPARGYLOXYTRIMETHYLSILANE-->TETRAHYDRO-2-(2-PROPYNYLOXY)-2H-PYRAN-->1-trimethylsilyloxy-3-trimethylsilylprop-2-yne-->PHENYLETHYNYLMAGNESIUM BROMIDE-->1-PHENYL-2-(TRIMETHYLSILYL)ACETYLENE-->Bromoethane-->Dichlorodimethylsilane-->Propargyl alcohol |
| Preparation Products | 3-BROMO-1-(TRIMETHYLSILYL)-1-PROPYNE-->1-Trimethylsilyl-1-butyne-->3-TRIMETHYLSILYLPROPYNAL-->3-Iodo-1-trimethylsilylpropyne |
