alpha-Ethoxyacrylonitrile

Base Information

• Chemical Name: alpha-Ethoxyacrylonitrile
• CAS No.: 19479-65-3
• Molecular Formula: C5H7NO
• Molecular Weight: 97.1167
• Mol file: 19479-65-3.mol

Synonyms:1-cyano-1-ethoxyethylene;2-Aethoxy-acrylsaeure-nitril;2-Propenenitrile,2-ethoxy;2-Aethoxy-acrylonitril;

Chemical Property of alpha-Ethoxyacrylonitrile

Chemical Property:

• Vapor Pressure: 15.793mmHg at 25°C
• Refractive Index: 1.4416
• Boiling Point: 119.649oC at 760 mmHg
• Flash Point: 40.546oC
• PSA: 33.02000
• Density: 0.919g/cm3
• LogP: 1.06018

Purity/Quality:

98%Min ^*data from raw suppliers

2-Ethoxy-2-propenenitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 2-Ethoxy-2-propenenitrile is used in the synthesis of a minor constituent of Caramel Color III, 2-Acetyl-4(5)-(1R,2S,3R,4-tetrahydroxybutyl)imidazole, which lowers circulating lumyocytes count when fed to rats. Also, it is an intermediate used in the synthesis of (R,S,R)-2-Acetyl-4-(1,2,3,4-tetrahydroxybutyl)-imidazole (A188490), which inhibits sphinogosine-1-phosphate (S1P) lyase for treatment of autoimmune disorders.

Technology Process of alpha-Ethoxyacrylonitrile

There total 6 articles about alpha-Ethoxyacrylonitrile 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: 68.0%

trimethylsilyl cyanide (7677-24-9) + Bromoacetaldehyde diethyl acetal (2032-35-1) → 2-ethoxyacrylonitrile (19479-65-3)

Guidance literature:

trimethylsilyl cyanide; Bromoacetaldehyde diethyl acetal; With tin(ll) chloride; for 3h; Cooling with ice; Inert atmosphere;

With diethylamine; In tert-butyl methyl ether; at 20 ℃; for 2.75h; Inert atmosphere;

Reference yield:

2-ethoxy-3-bromo-propionitrile (87271-69-0) → 2-ethoxyacrylonitrile (19479-65-3)

Guidance literature:

With pyridine; N,N'-diphenyl-1,4-phenylenediamine;

Reference yield:

ethanol (64-17-5) + 2-Chloroacrylonitrile (920-37-6) → 2-ethoxyacrylonitrile (19479-65-3)

Guidance literature:

With sodium hydroxide;

upstream raw materials:

piperidine

2-ethoxy-3-bromo-propionitrile

pyridine

ethanol

Downstream raw materials:

2,2-diethoxypropanenitrile

2-ethoxy-2-phenethyloxy-propionitrile

1-Phenylpropane-1,2-dione

2-ethoxy-2-bromo-propionitrile

Refernces

• 1、 Bagdanoff, Jeffrey T.,Donoviel, Michael S.,Nouraldeen, Amr,Tarver, James,Fu, Qinghong,Carlsen, Marianne,Jessop, Theodore C.,Zhang, Haiming,Hazelwood, Jill,Nguyen, Huy,Baugh, Simon D. P.,Gardyan, Michael,Terranova, Kristen M.,Barbosa, Joseph,Yan, Jack,Bednarz, Mark,Layek, Suman,Courtney, Lawrence F.,Taylor, Jerry,Digeorge-Foushee, Ann Marie,Gopinathan, Suma,Bruce, Debra,Smith, Traci,Moran, Liam,O'Neill, Emily,Kramer, Jeff,Lai, Zhong,Kimball, S. David,Liu, Qingyun,Sun, Weimei,Yu, Sean,Swaffield, Jonathan,Wilson, Alan,Main, Alan,Carson, Kenneth G.,Oravecz, Tamas,Augeri, David J.. "Inhibition of sphingosine-1-phosphate lyase for the treatment of autoimmune disorders". . p. 3941 - 3953. Retrieved 2009.
• 2、 -. "Methods of Preparing Imidazole-Based Compounds". Page/Page column 5-6. . Retrieved 2008/12/04.