Introduction：Basic information about 4-TRIMETHYLSILYL-3-BUTYN-2-OL CAS 6999-19-5, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
4-TRIMETHYLSILYL-3-BUTYN-2-OL Basic information
| Product Name: | 4-TRIMETHYLSILYL-3-BUTYN-2-OL |
| Synonyms: | 4-Trimethylsilyl-3-butynol, t;4-(triMethylsilyl)but-3-yn-2-ol;4-TRIMETHYLSILYL-3-BUTYN-2-OL, (+/-), 98%4-TRIMETHYLSILYL-3-BUTYN-2-OL, (+/-), 98%4-TRIMETHYLSILYL-3-BUTYN-2-OL, (+/-), 98%;TIMTEC-BB SBB009027;1-TRIMETHYLSILYLBUT-1-YNE-3-OL;(+/-) 4-TRIMETHYLSILYL-3-BUTYN-2-OL;4-TRIMETHYLSILYL-3-BUTYN-2-OL;4-TRIMETHYLSILYL-3-BUTYN-2-OL (+/-) |
| CAS: | 6999-19-5 |
| MF: | C7H14OSi |
| MW: | 142.27 |
| EINECS: | |
| Product Categories: | Acetylenes;Acetylenic Alcohols & Their Derivatives;Ethynylsilanes;Si (Classes of Silicon Compounds);Si-(C)4 Compounds;Alkynes;Building Blocks;Chemical Synthesis;Internal;Organic Building Blocks |
| Mol File: | 6999-19-5.mol |
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4-TRIMETHYLSILYL-3-BUTYN-2-OL Chemical Properties
| Boiling point | 76 °C |
| density | 0.847 g/mL at 25 °C |
| refractive index | n 20/D 1.446 |
| Fp | 143 °F |
| storage temp. | 2-8°C |
| solubility | highly soluble in all standard organic solvents(hexanes, toluene, CH2Cl2, EtOAc, alcohols, ethers). Partiallysoluble in water. |
| pka | 13.78±0.20(Predicted) |
| form | clear liquid |
| color | Colorless to Light orange to Yellow |
| Specific Gravity | 0.846 |
| Hydrolytic Sensitivity | 4: no reaction with water under neutral conditions |
| BRN | 1923632 |
| InChI | InChI=1S/C7H14OSi/c1-7(8)5-6-9(2,3)4/h7-8H,1-4H3 |
| InChIKey | HJJSDJHRTMFJLP-UHFFFAOYSA-N |
| SMILES | CC(O)C#C[Si](C)(C)C |
| CAS DataBase Reference | 6999-19-5(CAS DataBase Reference) |
Safety Information
| Hazard Codes | Xi |
| Risk Statements | 36/37/38 |
| Safety Statements | 26 |
| RIDADR | 1993 |
| WGK Germany | 3 |
| TSCA | No |
| HazardClass | 3 |
| PackingGroup | III |
| HS Code | 29319090 |
| Storage Class | 10 - Combustible liquids |
| Hazard Classifications | Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
4-TRIMETHYLSILYL-3-BUTYN-2-OL Usage And Synthesis
| Chemical Properties | Colorless liquid |
| Physical properties | bp 83–85°C (13 mmHg). |
| Uses | More recently, Mulzer has reported use of the correspondingallenylsilane derived from 4-TMS-3-butyn-2-ol for use in the synthesisof the C13–C18 fragment of branimycin (eq 2). |
| Preparation | racemic 4-trimethylsilyl-3-butyn-2-ol canbe prepared by deprotonation with strong bases (BuLi, LDA,Grignards reagents) of trimethylsilylacetylene followedby addition to acetaldehyde.Deprotonation of 3-butyn-2-ol followed by quenching with excess trimethylsilyl chloridefollowed by concomitant hydrolysis of the trimethylsilyl etheris generally the most straightforward route.Enzymatic reductionof 4-TMS-3-butyn-2-one has also been used to prepare thereagent using alcohol dehydrogenase.
Preparation of nonracemic 4-TMS-3-butyn-2-ol has beenaccomplished by asymmetric addition of dimethylzinc toacetaldehyde promoted by TADDOL or addition of atrimethylsilylvinylsulfoxide to acetaldehyde followed by thermalelimination of the sulfoxide.Asymmetric reduction of 4-TMS-3-butyn-2-one using stoichiometric reducing reagents,catalytic transfer hydrodrogenation,and enzymatic reductionwith isolated protein or whole cells afford the 4-TMS-3-butyn-2-ol with varying degrees of enantioenrichment.Enzymatic resolution by esterification of the racemic alcohol is the methodof choice for the large-scale preparation. |
4-TRIMETHYLSILYL-3-BUTYN-2-OL Preparation Products And Raw materials
| Raw materials | propargyl aldehyde |
