4-Trimethylsilyl-3-butyn-2-ol

Base Information

• Chemical Name: 4-Trimethylsilyl-3-butyn-2-ol
• CAS No.: 6999-19-5
• Molecular Formula: C₇H₁₄OSi
• Molecular Weight: 142.273
• Hs Code.: 29319090
• European Community (EC) Number: 628-368-3
• DSSTox Substance ID: DTXSID00990235
• Nikkaji Number: J846.033G
• Mol file: 6999-19-5.mol

Synonyms:4-TMS-3-butyn-2-ol;4-trimethylsilyl-3-butyn-2-ol

Chemical Property of 4-Trimethylsilyl-3-butyn-2-ol

Chemical Property:

• Vapor Pressure: 0.477mmHg at 25°C
• Refractive Index: n 20/D 1.446
• Boiling Point: 170.2 °C at 760 mmHg
• PKA: 13.78±0.20(Predicted)
• Flash Point: 56.8 °C
• PSA: 20.23000
• Density: 0.883 g/cm³
• LogP: 1.24800
• Storage Temp.: 2-8°C
• Solubility.: highly soluble in all standard organic solvents (hexanes, toluene, CH2Cl2, EtOAc, alcohols, ethers). Partially soluble in water.
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 142.081391600
• Heavy Atom Count: 9
• Complexity: 143

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-Trimethylsilyl-3-butyn-2-ol >97.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C#C[Si](C)(C)C)O
• Physical properties: bp 83–85°C (13 mmHg).
• Uses: More recently, Mulzer has reported use of the corresponding allenylsilane derived from 4-TMS-3-butyn-2-ol for use in the synthesis of the C13–C18 fragment of branimycin (eq 2).

Technology Process of 4-Trimethylsilyl-3-butyn-2-ol

There total 31 articles about 4-Trimethylsilyl-3-butyn-2-ol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

4-trimethylsilyl-3-butyn-2-one (5930-98-3) → (S)-4-trimethylsilyl-3-butyn-2-ol (6999-19-5,103253-60-7,121522-26-7,121522-27-8)

Guidance literature:

With potassium hydroxide; [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂; N-[(1S,2S)-2-amino-1,2-diphenylethyl]-4-methylbenzenesulfonamide; In isopropyl alcohol; at 28 ℃; for 12h;

DOI:10.1021/ja971570a

Reference yield: 95.0%

chloro-trimethyl-silane (75-77-4) + but-3-yn-2-ol (2028-63-9) → 4-trimethylsilyl-3-butyn-2-ol (103253-60-7,121522-26-7,121522-27-8,6999-19-5)

Guidance literature:

but-3-yn-2-ol; With ethylmagnesium bromide; In tetrahydrofuran;

chloro-trimethyl-silane; In tetrahydrofuran; for 2h; Heating;

DOI:10.1002/hlca.200290002

Reference yield: 94.0%

ethylmagnesium bromide (925-90-6) + but-3-yn-2-ol (2028-63-9) → 4-trimethylsilyl-3-butyn-2-ol (103253-60-7,121522-26-7,121522-27-8,6999-19-5)

Guidance literature:

With hydrogenchloride; chloro-trimethyl-silane; In tetrahydrofuran;

upstream raw materials:

methyl magnesium iodide

3-(trimethylsilyl)prop-2-yn-1-al

chloro-trimethyl-silane

but-3-yn-2-ol

Downstream raw materials:

4-trimethylsilyl-3-butyn-2-one

(R)-4-trimethylsilyl-3-butyn-2-yl acetate

(S)-4-trimethylsilyl-3-butyn-2-ol

4-trimethylsilylbut-3-yn-2-yl benzoate