2-[(Trimethylsilyl)oxy]prop-2-enenitrile

Base Information

• Chemical Name: 2-[(Trimethylsilyl)oxy]prop-2-enenitrile
• CAS No.: 54276-53-8
• Molecular Formula: C6H11NOSi
• Molecular Weight: 141.245
• DSSTox Substance ID: DTXSID20513026
• Wikidata: Q82372550
• Mol file: 54276-53-8.mol

Synonyms:54276-53-8;DTXSID20513026;2-[(Trimethylsilyl)oxy]prop-2-enenitrile

Chemical Property of 2-[(Trimethylsilyl)oxy]prop-2-enenitrile

Chemical Property:

• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 141.060990509
• Heavy Atom Count: 9
• Complexity: 160

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C[Si](C)(C)OC(=C)C#N

Technology Process of 2-[(Trimethylsilyl)oxy]prop-2-enenitrile

There total 3 articles about 2-[(Trimethylsilyl)oxy]prop-2-enenitrile 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: 100.0%

trimethylsilyl cyanide (7677-24-9) + (trimethylsilyl)acetyl chloride (63877-23-6) → chloro-trimethyl-silane (75-77-4) + 2-<(trimethylsilyl)oxy>propenenitrile (54276-53-8)

Guidance literature:

Reference yield: 55.0%

chloro-trimethyl-silane (75-77-4) + potassium cyanide (151-50-8) + acetyl chloride (75-36-5) → Acetyl cyanide (631-57-2) + 2-<(trimethylsilyl)oxy>propenenitrile (54276-53-8)

Guidance literature:

With zinc(II) iodide; PEG₄₀₀; In dichloromethane; for 2h; Heating;

DOI:10.1081/SCC-200026646

Reference yield:

thiophenol (108-98-5) + N-t-butyl N'-(1-<(trimethylsilyl)oxy>-1-cyano)ethyl diazene → 2,3-Dimethyl-2,3-bis-trimethylsilanyloxy-succinonitrile (25537-53-5) + 2-<(trimethylsilyl)oxy>propenenitrile (54276-53-8) + 2-<(trimethylsilyl)oxy>propanenitrile (41309-99-3) + 2-phenylthio-2-<(trimethylsilyl)oxy>propanenitrile + 3,3-dimethyl-2-<(trimethylsilyl)oxy>-2-cyanobutane (219860-94-3) + 2-methyl-2,4-bis-trimethylsilanyloxy-pentanedinitrile

Guidance literature:

In benzene-d6; at 90 ℃; for 15h; Thermodynamic data; Product distribution; Mechanism; activation parameters (ΔH, ΔS, ΔG (100 deg C));

DOI:10.1021/jo981372h

upstream raw materials:

trimethylsilyl cyanide

(trimethylsilyl)acetyl chloride

thiophenol

chloro-trimethyl-silane

Downstream raw materials:

trans-1-Cyano-2-phenyl-1-((trimethylsilyl)oxy)cyclopropane

2,3-heptanedione

3-(2,3,5,6-Tetramethyl-phenyl)-5-trimethylsilanyloxy-4,5-dihydro-isoxazole-5-carbonitrile

dimethylglyoxal