3367-47-3

Basic information

• Product Name: 1,4-di-o-tolylpiperazine
• Synonyms: 1,4-di-o-tolylpiperazine;1,4-Bis(2-methylphenyl)piperazine
• CAS NO: 3367-47-3
• Molecular Formula: C₁₈H₂₂N₂
• Molecular Weight: 266.38068
• EINECS: 222-135-6
• Mol File: 3367-47-3.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 414.1°Cat760mmHg
• Flash Point: 186.7°C
• Appearance: /
• Density: 1.067g/cm³
• Vapor Pressure: 4.58E-07mmHg at 25°C
• Refractive Index: 1.589
• CAS DataBase Reference: 1,4-di-o-tolylpiperazine(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4-di-o-tolylpiperazine(3367-47-3)
• EPA Substance Registry System: 1,4-di-o-tolylpiperazine(3367-47-3)

Safety Data

• Hazardous Substances Data: 3367-47-3(Hazardous Substances Data)

Usage

Chemical Family

Piperazine derivatives

Common Use

Intermediate in manufacturing pharmaceuticals and agrochemicals

Structure

Piperazine ring with two o-tolyl groups attached to the 1 and 4 positions

Known for

Building block in synthesis of drugs like antihistamines and antipsychotic medications

Potential Applications

Corrosion inhibitor and reagent in organic synthesis

Precaution

May pose health hazards and environmental risks if not properly managed

InChI:InChI=1/C18H22N2/c1-15-7-3-5-9-17(15)19-11-13-20(14-12-19)18-10-6-4-8-16(18)2/h3-10H,11-14H2,1-2H3

Upstream product

• 95-53-4 o-toluidine 
• 106-93-4 ethylene dibromide 
• 110-85-0 piperazine 
• 95-49-8 2-methylchlorobenzene 
• 107-21-1 ethylene glycol 
• 95-46-5 2-methylphenyl bromide 
• 107-07-3 2-chloro-ethanol 
• 136-80-1 2-(2-tolylamino)ethan-1-ol 

Downstream Products

• 120-72-9 indole 
• 118093-22-4 N,N'-di(o-tolyl)piperazine N,N'-dioxide tetrahydrate 

Relevant articles and documents

A novel synthesis of 1,4 diarylpiperazines

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Nickel-catalysed selective N-arylation or N,N′-diarylation of secondary diamines

The selective synthesis of N-aryl or N,N′-diaryl piperazines and trimethylene(bis)piperidines from the corresponding diamines and aryl chlorides using a catalyst combination of Ni(0) associated to 2,2′-bipyridine is described. The Ni/2,2′-bipyridine catalyst is also effective for the sequential arylation of piperazine. The preparation of novel and unsymmetrical 1,4-diaryl piperazines is reported.

Synthesis of N-arylpiperazines from aryl halides and piperazine under a palladium tri-tert-butylphosphine catalyst

A Pd/P(t-Bu), catalyst system has revealed very high activity and selectivity for the amination of N-(hetero)aryl halides with unprotected piperazine. A wide variety of N-(hetero)arylpiperazines could be prepared using this catalyst. Turnover numbers up to 6400mol/mol have been obtained.