Dimethylaminopropionitrile

Base Information

• Chemical Name: Dimethylaminopropionitrile
• CAS No.: 1738-25-6
• Molecular Formula: C5H10N2
• Molecular Weight: 98.1478
• Hs Code.: 29269095
• European Community (EC) Number: 217-090-4
• NSC Number: 232
• UNII: 4LX1Y87099
• DSSTox Substance ID: DTXSID0027432
• Nikkaji Number: J51.099H
• Wikidata: Q223036
• ChEMBL ID: CHEMBL2448942
• Mol file: 1738-25-6.mol

Synonyms:Propionitrile,3-(dimethylamino)- (6CI,7CI,8CI);3-(Dimethylamino)propanenitrile;3-(Dimethylamino)propionitrile;3-(N,N-Dimethylamino)propionitrile;DMAPN;3-(Dimethylamino)-propanenitrile;N,N-Dimethyl-2-cyanoethylamine;N,N-Dimethylamino-3-propionitrile;NSC 232;b-(Dimethylamino)propionitrile;b-N-Dimethylaminopropionitrile;

Chemical Property of Dimethylaminopropionitrile

Chemical Property:

• Appearance/Colour: clear colorless liquid
• Vapor Pressure: 1.24mmHg at 25°C
• Melting Point: -43 °C(lit.)
• Refractive Index: n20/D 1.426(lit.)
• Boiling Point: 173.853 °C at 760 mmHg
• PKA: 8.17±0.28(Predicted)
• Flash Point: 62.778 °C
• PSA: 27.03000
• Density: 0.879 g/cm³
• LogP: 0.46168
• Storage Temp.: 2-8°C
• Water Solubility.: 0.5 g/L (20 ºC)
• XLogP3: 0
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 98.084398327
• Heavy Atom Count: 7
• Complexity: 77.3

Purity/Quality:

≥98.0% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36-36/38-21
• Safety Statements: 26-36/37-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Nitriles
• Canonical SMILES: CN(C)CCC#N
• Uses: 3- Dimethylaminopropionitrile is used as a solvent, dielectric fluid, and an intermediate. 3-(Dimethylamino)propionitrile has been used:to initiate the organic polymerization during the synthesis of class I hybrid poly(N-isopropylacrylamide)/silica hydrogelsin preparation of cysteine modifying agents based on the solvatochromic fluorophore 4-N,N-dimethylamino-1,8-naphthalimide (4-DMN)

Technology Process of Dimethylaminopropionitrile

There total 14 articles about Dimethylaminopropionitrile 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: 98.0%

dimethyl amine (124-40-3) + acrylonitrile (107-13-1,25014-41-9) → 3-dimethylaminopropiononitrile (1738-25-6)

Guidance literature:

In water; at 18 - 20 ℃; for 5.5h; Cooling with ice;

DOI:10.1080/00397911.2011.644380

Reference yield: 40.0%

potassium cyanide + 2-(dimethylamino)ethyl ethyl carbonate (1391906-41-4) → 3-dimethylaminopropiononitrile (1738-25-6)

Guidance literature:

In acetonitrile; at 180 ℃; for 4h; Autoclave;

DOI:10.1002/ejoc.201200321

Reference yield: 26.0%

acrylonitrile (107-13-1,25014-41-9) → trans-3-dimethylaminoacrylonitrile (35520-41-3) + (Z)-3-Dimethylamino-2-(dimethylaminoethyl)acrylonitril (62217-65-6) + 3-dimethylaminopropiononitrile (1738-25-6)

Guidance literature:

at 80 ℃; for 3h;

upstream raw materials:

3-Methoxypropionitrile

dimethyl amine

acrylonitrile

3-Hydroxypropionitrile

Downstream raw materials:

3-(piperidin-1-yl)propionitrile

diethyl (2-cyanoethyl)phosphonate

N,N-bis-(3-dimethylaminopropyl)amine

1,8-Naphthalimide

Refernces

• 1、 Labade, Vilas B.,Pawar, Shivaji S.,Shingare, Murlidhar S.. "Cesium fluoride catalyzed Aza-Michael addition reaction in aqueous media". . p. 1055 - 1059. Retrieved 2011.
• 2、 Pawar, Shivaji S.,Dekhane, Deepak V.,Shingare, Murlidhar S.,Thore, Shivaji N.. "N-donor ligand as catalyst: A simple Aza-Michael addition reaction in aqueous media". . p. 1869 - 1873. Retrieved 2008.
• 3、 -. "PREPARATION OF DIAMINE VIA THE PREPARATION OF AMINONITRILE". Paragraph 0126; 0127. . Retrieved 2014/02/15.
• 4、 Chatterjee, Saptarshi,Ramakrishnan. "A novel photodegradable hyperbranched polymeric photoresist". supporting information. p. 11041 - 11043. Retrieved 2013/11/19.