2-Propenenitrile, 3-(dimethylamino)-

Base Information

• Chemical Name: 2-Propenenitrile, 3-(dimethylamino)-
• CAS No.: 2407-68-3
• Molecular Formula: C5H8N2
• Molecular Weight: 96.1319
• Hs Code.: 2926909090
• Wikidata: Q76386355
• Mol file: 2407-68-3.mol

Synonyms:N,N-Dimethylaminoacrylonitrile;beta-(Dimethylamino)acrylonitrile;EINECS 219-305-7;2-Propenenitrile, 3-(dimethylamino)-;Acrylonitrile, 3-(dimethylamino)- (7CI,8CI);(Z)-3-(dimethylamino)prop-2-enenitrile;Acrylonitrile, 3-(dimethylamino)-;(z)-3-(dimethylamino)acrylonitrile;NSC 127942;(Z)-3-(dimethylamino)-2-propenenitrile;LS-123509;A817072

Chemical Property of 2-Propenenitrile, 3-(dimethylamino)-

Chemical Property:

• Appearance/Colour: clear yellow liquid
• Vapor Pressure: 0.00448mmHg at 25°C
• Refractive Index: n20/D 1.533(lit.)
• Boiling Point: 277.6 °C at 760 mmHg
• PKA: 5.49±0.70(Predicted)
• Flash Point: 131.9 °C
• PSA: 27.03000
• Density: 0.912 g/cm³
• LogP: 0.58528
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 96.068748264
• Heavy Atom Count: 7
• Complexity: 105

Purity/Quality:

98%,99%, ^*data from raw suppliers

3-(Dimethylamino)acrylonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C)C=CC#N
• Isomeric SMILES: CN(C)/C=C\C#N

Technology Process of 2-Propenenitrile, 3-(dimethylamino)-

There total 11 articles about 2-Propenenitrile, 3-(dimethylamino)- 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%

N,N-dimethyl-formamide dimethyl acetal (4637-24-5) + cyanoacetic acid (372-09-8) → 3-dimethylaminoacrylonitrile (2407-68-3)

Guidance literature:

In 1,4-dioxane; at 80 ℃; for 2h;

DOI:10.1055/s-2008-1077882

Reference yield: 97.4%

(methoxymethylidene)dimethylammonium methyl sulfate (21511-55-7,34643-89-5) + sodium cyanoacetate (1071-36-9) → 3-dimethylaminoacrylonitrile (2407-68-3)

Guidance literature:

In ethanol; at 30 ℃; for 10h; Temperature; Solvent;

Reference yield: 94.0%

propiolonitrile (1070-71-9) + dimethyl amine (124-40-3) → 3-dimethylaminoacrylonitrile (2407-68-3)

Guidance literature:

In water; at 20 ℃; for 20h;

DOI:10.1039/C8CC09435G

upstream raw materials:

cis-β-chloroacrylonitrile

dimethyl amine

cyanoacetic acid

acetonitrile

Downstream raw materials:

3⁽⁵⁾-aminopyrazole

1-amino-3-(dimethylamino)propane

diethyl 2-(2-cyanovinylamino)malonate

(E/Z)-2-((dimethylamino)methylene)-3-oxobutanenitrile

Refernces

• 1、 -. "PROCESS FOR THE PREPARATION OF VERDIPERSTAT". Paragraph 0043-0044. . Retrieved 2021/11/13.
• 2、 Okamura, Hidenori,Becker, Sidney,Tiede, Niklas,Wiedemann, Stefan,Feldmann, Jonas,Carell, Thomas. "A one-pot, water compatible synthesis of pyrimidine nucleobases under plausible prebiotic conditions". supporting information. p. 1939 - 1942. Retrieved 2019/05/02.