1-(3-Nitrophenyl)piperazine

Basic Information

View in Editor

CAS Number

54054-85-2

Molecular Formula

C10H13N3O2

Molecular Weight

207.23 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Dyes and Pigments Organic Dyes

Basic Physical Properties

SMILES

View in Editor

C1CN(CCN1)C2=CC(=CC=C2)[N+](=O)[O-]

InChI

InChI=1S/C10H13N3O2/c14-13(15)10-3-1-2-9(8-10)12-6-4-11-5-7-12/h1-3,8,11H,4-7H2

InChIKey

LHHZRIYUOZPKSG-UHFFFAOYSA-N

LogP

1.92140

Complexity

223

Synonyms & References

English

T89TMR9UCV
PD178923
DTXSID20375060
BDBM50017449
54054-85-2
STR06987
n-(3-nitrophenyl)piperazine
SB37581
Z415659986
CHEMBL267153
SY104434
1-(m-Nitrophenyl)piperazine
FT-0660276
AKOS003587736
1-(3-nitrophenyl)-piperazine
CS-W019388
1-(3-nitrophenyl)piperazine
3-nitrophenylpiperazine
A7862
LHHZRIYUOZPKSG-UHFFFAOYSA-N
MFCD03444407
SCHEMBL519878
A876470
EN300-41062
1-(3-Nitro-phenyl)-piperazine
Piperazine, 1-(3-nitrophenyl)-
1-(3-Nitrophenyl)piperazine
1-(3-Nitrophenyl)-piperazine
1-(3-nitrophenyl)piperazine &
(3-nitrophenyl)piperazine
1-(m-nitrophenyl)piperazine

MDL Number

MFCD03444407

Customs Code

2933599090

FAQ

What are the physical and chemical properties of 1-(3-Nitrophenyl)piperazine (CAS: 54054-85-2)?

1-(3-Nitrophenyl)piperazine is a white crystalline solid with a molecular weight of approximately 228.13 g/mol. It is slightly soluble in water and more soluble in organic solvents like ethanol and acetone. This compound is known for its low reactivity under normal conditions but can undergo hydrolysis in basic media. It has a melting point around 158-162°C and is stable over a wide pH range, though it is sensitive to strong oxidizing agents.

How is 1-(3-Nitrophenyl)piperazine (CAS: 54054-85-2) typically synthesized?

1-(3-Nitrophenyl)piperazine can be synthesized via a multistep procedure starting from piperazine and 3-nitrobenzaldehyde. The synthesis involves the formation of an intermediate Schiff base, followed by an intramolecular cyclization step. Commonly, this reaction is catalyzed by pivalic acid, leading to a high yield. The overall reaction is selective and efficient, making it a suitable method for the large-scale production of this compound.

What industries use 1-(3-Nitrophenyl)piperazine (CAS: 54054-85-2)?

1-(3-Nitrophenyl)piperazine is utilized in various industries, including pharmaceuticals for its potential as an agonist of serotonin receptors, sensors for detecting specific analytes, and organic synthesis as a versatile intermediate. It is also explored in the field of material science, particularly in the development of organic semiconductors and polymers.

What precautions should be taken when handling 1-(3-Nitrophenyl)piperazine (CAS: 54054-85-2)?

When handling 1-(3-Nitrophenyl)piperazine, it is important to wear appropriate personal protective equipment (PPE) such as gloves, goggles, and a lab coat. This compound should be stored in a cool, dry place away from direct sunlight and heat sources. Fume hoods should be used during synthesis and manipulation to minimize inhalation risks. In case of spillage, the area should be immediately rinsed with water, and the spilled material should be collected and disposed of according to local regulations. Always refer to the Safety Data Sheet (SDS) for detailed information on handling and safety measures.