1-Pyrrolidinebutanenitrile

Base Information

• Chemical Name: 1-Pyrrolidinebutanenitrile
• CAS No.: 35543-25-0
• Molecular Formula: C8H14N2
• Molecular Weight: 138.213
• Hs Code.: 29349990
• European Community (EC) Number: 252-612-4
• DSSTox Substance ID: DTXSID90189035
• Nikkaji Number: J51.439J
• Wikidata: Q72505094
• Mol file: 35543-25-0.mol

Synonyms:35543-25-0;1-Pyrrolidinebutanenitrile;4-(pyrrolidin-1-yl)butanenitrile;4-pyrrolidin-1-ylbutanenitrile;1-Pyrrolidinebutyronitrile;1-(3-Cyanopropyl)pyrrolidine;1-Pyrrolidinobutyronitrile;4-(1-Pyrrolidine)butyronitrile;4-Pyrrolidinylbutanenitrile;BRN 1341555;4-Pyrrolidin-1-ylbutyronitrile;4-Pyrrolidin-1-yl-butyronitrile;4-Pyrrolidinobutyronitrile;EINECS 252-612-4;5-20-01-00354 (Beilstein Handbook Reference);4-(pyrrolidin-1-yl)butyronitrile;4-Pyrrolidinobutyronitril;SCHEMBL146416;4-(N-Pyrrolidino)butyronitrile;1-Pyrrolidinebutyronitrile, 97%;DTXSID90189035;3-(1-pyrrolidinyl)propyl cyanide;4-(1-Pyrrolidinyl)butanenitrile #;BBL027421;MFCD00003183;STK501264;AKOS000192706;AC-6872;AS-10874;LS-137316;C1231;FT-0616839;D89374;EN300-1842496;W-106665

Chemical Property of 1-Pyrrolidinebutanenitrile

Chemical Property:

• Appearance/Colour: clear colorless to brown liquid
• Vapor Pressure: 0.0725mmHg at 25°C
• Refractive Index: n20/D 1.46(lit.)
• Boiling Point: 228.7 °C at 760 mmHg
• PKA: 9.93±0.20(Predicted)
• Flash Point: 101.3 °C
• PSA: 27.03000
• Density: 0.961 g/cm³
• LogP: 1.32388
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 138.115698455
• Heavy Atom Count: 10
• Complexity: 127

Purity/Quality:

99% ^*data from raw suppliers

1-Pyrrolidinebutanenitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-37/39-36/37/39-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCN(C1)CCCC#N

Technology Process of 1-Pyrrolidinebutanenitrile

There total 3 articles about 1-Pyrrolidinebutanenitrile 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: 90.0%

pyrrolidine (123-75-1) + cyclobutanone O-perfluorobenzoyl oxime → 4-(pyrrolidin-1-yl)butyronitrile (35543-25-0)

Guidance literature:

With 2,6-bis[(4S)-4-methyl-4,5-dihydrooxazol-2-yl]pyridine; copper(l) iodide; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃; for 16h; Sealed tube; Inert atmosphere; Irradiation;

DOI:10.1021/acs.joc.9b01084

Reference yield: 78.0%

pyrrolidine (123-75-1) + 4-Chlorobutyronitrile (628-20-6) → 4-(pyrrolidin-1-yl)butyronitrile (35543-25-0)

Guidance literature:

In acetone; at 100 ℃; for 20h;

DOI:10.1021/ja00353a025

Reference yield:

→ 4-(pyrrolidin-1-yl)butyronitrile (35543-25-0)

Guidance literature:

Pyrrolidin, 4-Chlor-butyronitril (50-60grad, 18 h);

DOI:10.1021/jo01068a103

upstream raw materials:

pyrrolidine

4-Chlorobutyronitrile

Downstream raw materials:

4,6-dimethyl-2-(3-pyrrolidin-1-yl-propyl)-5,6-dihydro-4H-[1,3,4]thiadiazine

2-(3,4-Dichloro-phenyl)-N-methyl-N-{3-[methyl-(4-pyrrolidin-1-yl-butyl)-amino]-propyl}-acetamide

2-(3,4-Dichloro-phenyl)-N-methyl-N-{4-[methyl-(4-pyrrolidin-1-yl-butyl)-amino]-butyl}-acetamide

1-[4-(2-methylphenyl)-4-oxo-1-butyl]pyrrolidine

Refernces

• 1、 Murahashi,Yoshimura,Tsumiyama,Kojima. "CATALYTIC ALKYL GROUP EXCHANGE REACTION OF PRIMARY AND SECONDARY AMINES.". . p. 5002 - 5011. Retrieved 2007/10/02.