Butanenitrile, 3-methyl-2-[(trimethylsilyl)oxy]-

Base Information

• Chemical Name: Butanenitrile, 3-methyl-2-[(trimethylsilyl)oxy]-
• CAS No.: 40326-16-7
• Molecular Formula: C8H17NOSi
• Molecular Weight: 171.31200
• Mol file: 40326-16-7.mol

Synonyms:α-Trimethylsilyloxyisovaleronitril;3-Methyl-2-trimethylsilanyloxy-butyronitrile;

Chemical Property of Butanenitrile, 3-methyl-2-[(trimethylsilyl)oxy]-

Chemical Property:

• Boiling Point: 181.3±23.0 °C(Predicted)
• PSA: 33.02000
• Density: 0.870±0.06 g/cm3(Predicted)
• LogP: 2.38608

Purity/Quality:

98% ^*data from raw suppliers

3-Methyl-2-[(trimethylsilyl)oxy]butanenitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Butanenitrile, 3-methyl-2-[(trimethylsilyl)oxy]-

There total 6 articles about Butanenitrile, 3-methyl-2-[(trimethylsilyl)oxy]- 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%

trimethylsilyl cyanide (7677-24-9) + isobutyraldehyde (78-84-2) → 3-methyl-2-(trimethylsilyloxy)butanenitrile (40326-16-7)

Guidance literature:

N,N,N',N'-tetramethylguanidine; at 25 ℃; for 4h;

DOI:10.1016/j.tetlet.2005.12.135

Reference yield: 87.0%

isoselenocyanatotrimethylsilane (16966-40-8) + isobutyraldehyde (78-84-2) → 3-methyl-2-(trimethylsilyloxy)butanenitrile (40326-16-7)

Guidance literature:

With zinc(II) chloride; In hexane; at 40 ℃; for 48h;

DOI:10.1021/jo00269a052

Reference yield: 48.0%

tetraethylammoniumcyanide (13435-20-6) + Trifluoro-methanesulfonate(2-methyl-1-trimethylsilanyloxy-propyl)-triphenyl-phosphonium; (142821-21-4) → 3-methyl-2-(trimethylsilyloxy)butanenitrile (40326-16-7)

Guidance literature:

In tetrahydrofuran; for 1h; Ambient temperature;

DOI:10.1055/s-1992-26168

upstream raw materials:

trimethylsilyl cyanide

isobutyraldehyde

2-methyl-1,2-epoxypropane

tetraethylammoniumcyanide

Downstream raw materials:

(R)-3-methyl-2-phenylbutanenitrile

2-hydroxy-3-methylbutanenitrile

Refernces

• 1、 Lauder, Kate,Anselmi, Silvia,Finnigan, James D.,Qi, Yuyin,Charnock, Simon J.,Castagnolo, Daniele. "Enantioselective Synthesis of α-Thiocarboxylic Acids by Nitrilase Biocatalysed Dynamic Kinetic Resolution of α-Thionitriles". supporting information. p. 10422 - 10426. Retrieved 2020/07/24.
• 2、 Swamy,Bisai, Milan Kumar,Das, Tamal,Sen, Sakya S.. "Metal free mild and selective aldehyde cyanosilylation by a neutral penta-coordinate silicon compound". supporting information. p. 6910 - 6913. Retrieved 2017/07/10.