3-Ethoxyacrylonitrile

Base Information

• Chemical Name: 3-Ethoxyacrylonitrile
• CAS No.: 61310-53-0
• Molecular Formula: C5H7 N O
• Molecular Weight: 97.1167
• Hs Code.: 2926909090
• European Community (EC) Number: 262-706-7,261-181-1
• DSSTox Substance ID: DTXSID101306600
• Nikkaji Number: J296.909B,J90.482A
• Wikidata: Q76303649
• Mol file: 61310-53-0.mol

Synonyms:3-Ethoxyacrylonitrile;61310-53-0;(E)-3-Ethoxyacrylonitrile;58243-08-6;3-Ethoxypropenenitrile;(E)-3-ethoxyprop-2-enenitrile;USAF KF-27;ACRYLONITRILE, 3-ETHOXY-;beta-Ethoxyacrylonitrile;Acrylonitrile, beta-ethoxy-;EINECS 262-706-7;2-Propenenitrile, 3-ethoxy-;BRN 1743219;AI3-28940;(2E)-3-ethoxyprop-2-enenitrile;EINECS 261-181-1;2-Propenenitrile, 3-ethoxy-, (2E)-;3-ethoxy-2-propenenitrile;C5H7NO;4-03-00-00976 (Beilstein Handbook Reference);(2E)-3-ethoxyacrylonitrile;.beta.-Ethoxyacrylonitrile;(E)-3-ethoxy-acrylonitrile;Acrylonitrile, .beta.-ethoxy-;(2E)-3-Ethoxy-2-propenenitrile;DTXSID101306600;(2E)-3-Ethoxy-2-propenenitrile #;MFCD00010193;NSC 27790;STL185653;AKOS009031414;CS-0015294;EN300-20227;H10695;A934026;METHYL4,7-DICHLORO-QUINOLINE-2-CARBOXYLATE;F0001-1616;InChI=1/C5H7NO/c1-2-7-5-3-4-6/h3,5H,2H2,1H3/b5-3

Chemical Property of 3-Ethoxyacrylonitrile

Chemical Property:

• Appearance/Colour: colorless to light yellow transparent liquid
• Vapor Pressure: 0.39mmHg at 25°C
• Refractive Index: n20/D 1.454(lit.)
• Boiling Point: 83 ºC (15 mmHg)
• Flash Point: 50 ºC
• PSA: 33.02000
• Density: 0.944
• LogP: 1.06018
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: 19 g/L (20 ºC)
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 97.052763847
• Heavy Atom Count: 7
• Complexity: 97.9

Purity/Quality:

98%, ^*data from raw suppliers

3-Ethoxyacrylonitrile, mixture of cis and trans ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi,Xn
• Statements: 36/37/38-22-10
• Safety Statements: 26-36-16

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC=CC#N
• Isomeric SMILES: CCO/C=C/C#N
• Uses: 3-Ethoxyacrylonitrile (mixture of cis and trans) 3-Ethoxyacrylonitrile has been used in the preparation of (Z)-β-aminoacrylonitrile.

Technology Process of 3-Ethoxyacrylonitrile

There total 10 articles about 3-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:

diethyl sulfate (64-67-5) + 3-hydroxyacrylonitrile sodium salt (76064-23-8) → 3-ethoxyacrylonitrile (61310-53-0) + 3,3-bis(ethyloxy)propanenitrile (2032-34-0)

Guidance literature:

With tetrabutylammomium bromide; triethylamine; In acetonitrile; at 40 ℃; for 10h; Temperature; Reagent/catalyst;

Reference yield:

→ 3-ethoxyacrylonitrile (61310-53-0)

Guidance literature:

With sulfuric acid; at 135 ℃;

DOI:10.1111/j.1447-0756.2000.tb01325.x

Reference yield:

ethyl 3,3-diethoxypropanoate (10601-80-6) → 3-ethoxyacrylonitrile (61310-53-0)

Guidance literature:

Multi-step reaction with 2 steps

1: aqueous NH₃

2: P₂O₅; triethylamine; benzene

With ammonium hydroxide; phosphorus pentoxide; triethylamine; benzene;

DOI:10.1111/j.1447-0756.2000.tb01325.x

upstream raw materials:

ISOXAZOLE

diethyl sulfate

3,3-diethoxypropionic amide

ethanol

Downstream raw materials:

Cytosine

3-(2,6-dichloro-phenyl)-isoxazole-4-carbonitrile

(Z)-3-ethoxy-3-(p-tolyl)acrylonitrile

Refernces