3-Trimethylsilyloxypropanenitrile

Base Information

• Chemical Name: 3-Trimethylsilyloxypropanenitrile
• CAS No.: 42202-44-8
• Molecular Formula: C6H13NOSi
• Molecular Weight: 143.25902
• Hs Code.: 2931900090
• European Community (EC) Number: 868-448-7
• DSSTox Substance ID: DTXSID60404606
• Nikkaji Number: J2.484.234G
• Wikidata: Q82208889
• Mol file: 42202-44-8.mol

Synonyms:3-trimethylsilyloxypropanenitrile;42202-44-8;3-[(TRIMETHYLSILYL)OXY]PROPANENITRILE;3-((Trimethylsilyl)oxy)propanenitrile;3-(TRIMETHYLSILYLOXY)PROPIONITRILE;3-trimethylsilanyloxypropionitrile;SCHEMBL5972397;DTXSID60404606;3-trimethyl-silyloxy propionitrile;CPOJJARBCZIKQQ-UHFFFAOYSA-N;AKOS006271701;EN300-7605900

Chemical Property of 3-Trimethylsilyloxypropanenitrile

Chemical Property:

• PSA: 33.02000
• LogP: 1.75158
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 143.076640573
• Heavy Atom Count: 9
• Complexity: 119

Purity/Quality:

99%min ^*data from raw suppliers

3-(TRIMETHYLSILYLOXY)PROPIONITRILE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C[Si](C)(C)OCCC#N

Technology Process of 3-Trimethylsilyloxypropanenitrile

There total 4 articles about 3-Trimethylsilyloxypropanenitrile 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%

oxirane (75-21-8,99932-75-9) + trimethylsilyl cyanide (7677-24-9) → 3-[(trimethylsilyl)oxy]propanenitrile (42202-44-8)

Guidance literature:

With isopropoxydiisobutylaluminum; In hexane; Product distribution; Ambient temperature; other oxiranes; var. Lewis acids; var. solvents; var. temperatures;

DOI:10.1021/jo00382a008

Reference yield: 98.5%

chloro-trimethyl-silane (75-77-4) + 3-Hydroxypropionitrile (109-78-4) → 3-[(trimethylsilyl)oxy]propanenitrile (42202-44-8)

Guidance literature:

With triethylamine; In diethyl ether; at 0 - 23 ℃; for 16.3333h;

DOI:10.1021/acs.orglett.5b00987

Reference yield: 97.0%

1,1,1,3,3,3-hexamethyl-disilazane (999-97-3) + 3-Hydroxypropionitrile (109-78-4) → 3-[(trimethylsilyl)oxy]propanenitrile (42202-44-8)

Guidance literature:

With ammonium thiocyanate; In dichloromethane; at 0 ℃; for 0.166667h;

DOI:10.1080/00397910701227440

upstream raw materials:

oxirane

trimethylsilyl cyanide

1,1,1,3,3,3-hexamethyl-disilazane

3-Hydroxypropionitrile

Downstream raw materials:

2-Cyanethoxy-phenyl-trifluorphosphoran

2-cyanoethyl phosphorodichloridite

tris(2-cyanoethyl) phosphite

di(O-2-cyanoethyl)phosphorochloridite

Refernces

• 1、 -. "Synthetic method of nitrile compounds containing siloxane group". Paragraph 0040-0045. . Retrieved 2018/10/11.
• 2、 Furse, Samuel,Mak, Lokhang,Tate, Edward W.,Templer, Richard H.,Ces, Oscar,Woscholski, Rüdiger,Gaffney, Piers R. J.. "Synthesis of unsaturated phosphatidylinositol 4-phosphates and the effects of substrate unsaturation on SopB phosphatase activity". supporting information. p. 2001 - 2011. Retrieved 2015/03/05.