4-(Pyrrolidin-1-YL)benzonitrile

Base Information

• Chemical Name: 4-(Pyrrolidin-1-YL)benzonitrile
• CAS No.: 10282-30-1
• Molecular Formula: C11H12N2
• Molecular Weight: 172.23
• Hs Code.: 2933990090
• European Community (EC) Number: 833-985-8
• DSSTox Substance ID: DTXSID20406904
• Nikkaji Number: J356.293J
• Wikidata: Q82212044
• Mol file: 10282-30-1.mol

Synonyms:4-(PYRROLIDIN-1-YL)BENZONITRILE;10282-30-1;4-(1-pyrrolidinyl)benzonitrile;4-pyrrolidin-1-ylbenzonitrile;4-Pyrrolidiobenzonitrile;4-pyrrolidin-1-yl-benzonitrile;1-(4-Cyanophenyl)Pyrrolidine;Benzonitrile,4-(1-pyrrolidinyl)-;4-pyrrolidinobenzonitrile;4-pyrrolidinylbenzonitrile;SCHEMBL154178;4-pyrrolidine-1-yl-benzonitrile;4-(1-pyrrolidinyl) benzonitrile;DTXSID20406904;ZNMSYUCZLWETII-UHFFFAOYSA-N;MFCD07368512;STL581741;AKOS000218359;DS-0406;FS-2710;AC-26529;CS-0067874;FT-0764818;P2428;EN300-190178;A800621;W-204466;Z57756573

Chemical Property of 4-(Pyrrolidin-1-YL)benzonitrile

Chemical Property:

• Appearance/Colour: White solid
• Melting Point: 200 °C
• Boiling Point: 335.4 °C at 760 mmHg
• PKA: 5.68±0.20(Predicted)
• Flash Point: 150.5 °C
• PSA: 27.03000
• Density: 1.12 g/cm³
• LogP: 2.22348
• Solubility.: soluble in Methanol
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 172.100048391
• Heavy Atom Count: 13
• Complexity: 201

Purity/Quality:

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

4-(Pyrrolidin-1-yl)benzonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22

MSDS Files:

Useful:

• Canonical SMILES: C1CCN(C1)C2=CC=C(C=C2)C#N
• Uses: 4-(Pyrrolidin-1-yl)benzonitrile is a useful research chemical.

Technology Process of 4-(Pyrrolidin-1-YL)benzonitrile

There total 17 articles about 4-(Pyrrolidin-1-YL)benzonitrile 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: 99.0%

pyrrolidine (123-75-1) + 4-fluorobenzonitrile (1194-02-1,143234-87-1) → 4-pyrrolidin-1-yl-benzonitrile (10282-30-1)

Guidance literature:

In dimethyl sulfoxide; at 120 ℃; for 2h;

DOI:10.1021/jm070276i

Reference yield: 96.0%

pyrrolidine (123-75-1) + 4-bromobenzenecarbonitrile (623-00-7) → 4-pyrrolidin-1-yl-benzonitrile (10282-30-1)

Guidance literature:

With palladium diacetate; P(i-BuNCH₂CH₂)3N; sodium t-butanolate; In toluene; at 80 ℃;

DOI:10.1021/jo0205309

Reference yield: 93.0%

pyrrolidine (123-75-1) + 4-Cyanochlorobenzene (623-03-0) → 4-pyrrolidin-1-yl-benzonitrile (10282-30-1)

Guidance literature:

With 1,4-diaza-bicyclo[2.2.2]octane; nickel(II) bromide dimethoxyethane; tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; In dimethyl sulfoxide; at 80 ℃; for 0.166667h; Flow reactor; Sealed tube; Schlenk technique; Inert atmosphere; Irradiation;

DOI:10.1021/acs.joc.9b03107

upstream raw materials:

tetrahydrofuran

4-Aminobenzonitrile

pyrrolidine

4-Cyanochlorobenzene

Downstream raw materials:

(4-(pyrrolidin-1-yl)phenyl)methanamine

4-(1H-pyrrol-1-yl)benzonitrile

1-(4-(pyrrolidin-1-yl)benzyl)-3-(2,3-dihydro-2-oxo-1H-benzo[d]imidazol-4-yl)urea

1-[4-(isocyanatomethyl)phenyl]pyrrolidine

Refernces

• 1、 Hierso, Jean-Cyrille,Boudon, Julien,Picquet, Michel,Meunier, Philippe. "The first catalytic method for Heck alkynylation of unactivated aryl bromides (copper-free Sonogashira) in an ionic liquid: 1 mol-% palladium/triphenylphosphane/pyrrolidine in [BMIM][BF4] as a simple, inexpensive and recyclable system". . p. 583 - 587. Retrieved 2007.
• 2、 An, Xiao-De,Li, Xian-Jiang,Liu, Qing,Shao, Chang-Lun,Xiao, Jian,Yang, Shuo,Zhou, Lan. "Organocatalytic Cascade β-Functionalization/Aromatization of Pyrrolidines via Double Hydride Transfer". . . Retrieved 2020.
• 3、 Tao, Shao-Kun,Chen, Shan-Yong,Feng, Mei-Lin,Xu, Jia-Qi,Yuan, Mao-Lin,Fu, Hai-Yan,Li, Rui-Xiang,Chen, Hua,Zheng, Xue-Li,Yu, Xiao-Qi. "Electrochemical Cross-Dehydrogenative Aromatization Protocol for the Synthesis of Aromatic Amines". supporting information. p. 1011 - 1016. Retrieved 2022/02/05.
• 4、 Pezzetta, Cristofer,Folli, Andrea,Matuszewska, Oliwia,Murphy, Damien,Davidson, Robert W. M.,Bonifazi, Davide. "peri-Xanthenoxanthene (PXX): a Versatile Organic Photocatalyst in Organic Synthesis". supporting information. p. 4740 - 4753. Retrieved 2021/04/09.