4-(Piperazin-1-yl)benzonitrile

Base Information

• Chemical Name: 4-(Piperazin-1-yl)benzonitrile
• CAS No.: 68104-63-2
• Molecular Formula: C11H13 N3
• Molecular Weight: 187.244
• Hs Code.: 29339900
• European Community (EC) Number: 625-042-2
• DSSTox Substance ID: DTXSID70987576
• Nikkaji Number: J1.147.128E
• Wikidata: Q72500101
• Mol file: 68104-63-2.mol

Synonyms:68104-63-2;4-(piperazin-1-yl)benzonitrile;1-(4-Cyanophenyl)piperazine;4-Piperazinobenzonitrile;4-piperazin-1-ylbenzonitrile;4-(1-Piperazinyl)benzonitrile;4-piperazinobenzenecarbonitrile;1-(4-Cyanophenyl)-piperazine;4-piperazin-1-yl-benzonitrile;Benzonitrile, 4-(1-piperazinyl)-;MFCD01320890;4-cyanophenylpiperazine;(4-cyanophenyl)piperazin;N-(4-cyanophenyl)piperazine;4-(4-cyanophenyl)piperazine;SCHEMBL231077;4-piperazine-1-yl benzonitrile;4-n-(4-cyano phenyl)piperazine;4-(piperazin-1-yl)-benzonitrile;DTXSID70987576;DJJNYEXRPRQXPD-UHFFFAOYSA-N;AC-883;BBL100029;STL511010;4-Piperazinobenzonitrile, >=97.0%;AKOS000218064;CS-W019066;BP-10548;SY004174;BB 0248034;FT-0680384;P2449;A23748;A26631;EN300-133039;4R-0247;J-515957;F2158-0905;4-(N-Piperazinyl)benzonitrile;4-(Piperazin-1-yl)benzonitrile

Chemical Property of 4-(Piperazin-1-yl)benzonitrile

Chemical Property:

• Vapor Pressure: 5.01E-06mmHg at 25°C
• Melting Point: 83-86 ºC
• Boiling Point: 381.6oC at 760 mmHg
• PKA: 8.81±0.10(Predicted)
• Flash Point: 184.6oC
• PSA: 39.06000
• Density: 1.16g/cm3
• LogP: 1.36168
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 187.110947427
• Heavy Atom Count: 14
• Complexity: 216

Purity/Quality:

99% ^*data from raw suppliers

1-(4-Cyanophenyl)piperazine ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CN(CCN1)C2=CC=C(C=C2)C#N

Technology Process of 4-(Piperazin-1-yl)benzonitrile

There total 9 articles about 4-(Piperazin-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: 98.0%

piperazine (110-85-0) + 4-bromobenzenecarbonitrile (623-00-7) → N-(4-cyanophenyl)piperazine (68104-63-2)

Guidance literature:

With 2'-dicyclohexylphosphanyl-6-hydroxy-biphenyl-3-sulfonic acid; palladium diacetate; sodium t-butanolate; In diethylene glycol dimethyl ether; at 120 ℃; for 6h; Inert atmosphere;

DOI:10.1016/j.bmc.2018.07.028

Reference yield: 95.0%

piperazine (110-85-0) + 4-Cyanochlorobenzene (623-03-0) → N-(4-cyanophenyl)piperazine (68104-63-2)

Guidance literature:

piperazine; 4-Cyanochlorobenzene; With sodium t-butanolate; bis(dibenzylideneacetone)-palladium⁽⁰⁾; XPhos; In tetrahydrofuran; toluene; at 90 ℃; for 8h;

With hydrogenchloride; In water; pH=3;

With sodium hydroxide; In water; pH=10;

Reference yield: 95.0%

piperazine (110-85-0) + 4-fluorobenzonitrile (1194-02-1,143234-87-1) → N-(4-cyanophenyl)piperazine (68104-63-2)

Guidance literature:

With potassium carbonate; In toluene; Heating;

DOI:10.1021/jm00049a006

upstream raw materials:

piperazine

4-fluorobenzonitrile

bis-(2-chloroethyl)amine hydrochloride

4-Aminobenzonitrile

Downstream raw materials:

1-[(S)-N-tert-butyloxycarbonyl-N-methyltyrosyl]-4-(4-cyanophenyl)piperazine

4-(4-(4-fluorophenyl)-piperazin-1-yl)benzonitrile

C₂₄H₃₃N₅O₃S

tert-butyl ester of {2-[4-(4-cyanophenyl)piperazin-1-yl]-2-oxoethyl}carbamic acid

Refernces

• 1、 Dong, Yanan,Li, Yuehui,Yang, Peiju,Zhao, Shizhen. "Reductive cyanation of organic chlorides using CO2 and NH3 via Triphos–Ni(I) species". . . Retrieved 2020/08/19.
• 2、 Wittel, B?rbel,Vogel, Till,Scharl, Heiko,Nerdinger, Sven,Lehnemann, Bernd,Meudt, Andreas,Snieckus, Victor. "Biphenyl sulfonic acid ligands for catalytic C-N cross coupling of aryl halides with anilines and secondary amines". . p. 4583 - 4593. Retrieved 2018/07/31.