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Name	1-(4-Nitrophenyl)piperazine	EINECS	228-443-7
CAS No.	6269-89-2	Density	1.222 g/cm³
PSA	61.09000	LogP	1.92140
Solubility	N/A	Melting Point	131-133 °C(lit.)
Formula	C₁₀H₁₃N₃O₂	Boiling Point	391.9 °C at 760 mmHg
Molecular Weight	207.232	Flash Point	190.8 °C
Transport Information	N/A	Appearance	yellow to ochre powder
Safety	26-37/39-24/25-36	Risk Codes	20/21/22-36/37/38
Molecular Structure		Hazard Symbols	Xn, Xi
Synonyms	Piperazine,1-(p-nitrophenyl)- (6CI,8CI);1-(p-Nitrophenyl)piperazine;4-(Piperazin-1-yl)-nitrobenzene;N-(4-Nitrophenyl)piperazine;N-(p-Nitrophenyl)piperazine;NSC 148473;NSC 33874;	Article Data	47

1-(4-Nitrophenyl)piperazine Synthetic route

: 182618-86-6
tert-butyl 4-(4-nitrophenyl)piperazine-1-carboxylate

: 6269-89-2
1-(4-Nitrophenyl)piperazine

Conditions

Conditions	Yield
With trifluoroacetic acid In dichloromethane at 20℃; for 6h;	98%
Stage #1: tert-butyl 4-(4-nitrophenyl)piperazine-1-carboxylate With Amberlyst(R) 15 In dichloromethane at 20℃; Stage #2: With ammonium hydroxide In methanol at 20℃; for 1.5h;	94%
With trifluoroacetic acid In dichloromethane at 20℃; for 1h;	90%

: 110-85-0
piperazine

: 586-78-7
para-nitrophenyl bromide

: 6269-89-2
1-(4-Nitrophenyl)piperazine

Conditions

Conditions	Yield
With tetra-(n-butyl)ammonium iodide; potassium carbonate In dimethyl sulfoxide at 120℃; for 12h; Arylation;	98%
With potassium carbonate In N,N-dimethyl-formamide Reflux;	55%
With potassium phosphate; copper(l) iodide; ethylene glycol In isopropyl alcohol for 48h; Heating / reflux;	49.4%

: 110-85-0
piperazine

: 350-46-9
4-Fluoronitrobenzene

: 6269-89-2
1-(4-Nitrophenyl)piperazine

Conditions

Conditions	Yield
In N,N-dimethyl-formamide under 6000.6 Torr;	95%
In acetonitrile Reflux;	85.1%
In chloroform; acetonitrile

: 110-85-0
piperazine

: 100-00-5
4-chlorobenzonitrile

: 6269-89-2
1-(4-Nitrophenyl)piperazine

Conditions

Conditions	Yield
With tetra-(n-butyl)ammonium iodide; potassium carbonate In dimethyl sulfoxide at 120℃; for 12h; Arylation;	91%
With tris-(dibenzylideneacetone)dipalladium(0); 2-dicyclohexylphosphino-2′,6′-di-i-propoxy-1,1′-biphenyl; sodium t-butanolate In 1,4-dioxane at 100℃; for 0.166667h; Temperature;	86%
In diethylene glycol dimethyl ether at 100℃; for 6h;	81%

: 821-48-7
bis-(2-chloroethyl)amine hydrochloride

: 100-01-6
4-nitro-aniline

: 6269-89-2
1-(4-Nitrophenyl)piperazine

Conditions

Conditions	Yield
In various solvent(s) at 150℃;	90%
With potassium carbonate In butan-1-ol	16.1 g (14%)
Reflux;
With potassium iodide at 150℃; Inert atmosphere;

: 110-85-0
piperazine

: 100-25-4
para-dinitrobenzene

: 6269-89-2
1-(4-Nitrophenyl)piperazine

Conditions

Conditions	Yield
With potassium carbonate In dimethyl sulfoxide Arylation; Heating;	76%

: 43204-63-3
bis(2-bromoethyl)amine hydrobromide

: 100-01-6
4-nitro-aniline

: 6269-89-2
1-(4-Nitrophenyl)piperazine

Conditions

Conditions	Yield
With butan-1-ol

: 110-85-0
piperazine

: 100-00-5
4-chlorobenzonitrile

A: 6269-89-2
1-(4-Nitrophenyl)piperazine

B N.N'-bis-<4-nitro-phenyl>-piperazine: N.N'-bis-<4-nitro-phenyl>-piperazine

Conditions

Conditions	Yield
at 150℃; im Rohr;

: 110-85-0
piperazine

: 636-98-6
p-nitrobenzene iodide

: 6269-89-2
1-(4-Nitrophenyl)piperazine

Conditions

Conditions	Yield
With potassium phosphate; copper(l) iodide In isopropyl alcohol at 20℃;

: 350-46-9
4-Fluoronitrobenzene

: 6269-89-2
1-(4-Nitrophenyl)piperazine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: macroporous polymer-supported carbonate / dimethylsulfoxide / 100 °C 1.2: macroporous polymer-supported isocyanate / CH2Cl2 / 60 °C 2.1: Amberlyst(R) 15 / CH2Cl2 / 20 °C 2.2: 94 percent / aq. NH3 / methanol / 1.5 h / 20 °C View Scheme
Multi-step reaction with 2 steps 1: K2CO3 / dimethylsulfoxide / 12 h / 80 °C 2: concd. HCl / acetonitrile View Scheme
Multi-step reaction with 2 steps 1: potassium carbonate / acetonitrile / 48 h / Reflux 2: hydrogenchloride; acetic acid / water / 2 h / 20 °C View Scheme

1-(4-Nitrophenyl)piperazine Chemical Properties

Molecular Structure of Piperazine, 1-(4-nitrophenyl)- (CAS NO.6269-89-2):

IUPAC Name: 1-(4-Nitrophenyl)piperazine
Empirical Formula: C₁₀H₁₃N₃O₂
Molecular Weight: 207.2291
H bond acceptors: 5
H bond donors: 1
Freely Rotating Bonds: 2
Polar Surface Area: 52.3Å²
Index of Refraction: 1.578
Molar Refractivity: 56.35 cm³
Molar Volume: 169.5 cm³
Surface Tension: 47.8 dyne/cm
Density: 1.222 g/cm³
Flash Point: 190.8 °C
Enthalpy of Vaporization: 64.16 kJ/mol
Boiling Point: 391.9 °C at 760 mmHg
Vapour Pressure: 2.38E-06 mmHg at 25 °C
EINECS: 228-443-7
Melting point: 130-134 ºC
Product Categories: Nitrogen cyclic compounds; Piperidines, Piperidones, Piperazines; pharmacetical; Phenyls & Phenyl-Het;Piperaizine; API intermediates; Chiral chemicals; Phenyls & Phenyl-Het; Building Blocks; Heterocyclic Building Blocks; Piperazines
InChI: InChI=1/C10H13N3O2/c14-13(15)10-3-1-9(2-4-10)12-7-5-11-6-8-12/h1-4,11H,5-8H2
Smiles: [N+](c1ccc(N2CCNCC2)cc1)([O-])=O

1-(4-Nitrophenyl)piperazine Safety Profile

Hazard Codes: Harmful Xn, Irritant Xi
Risk Statements: 20/21/22-36/37/38
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-37/39-24/25-36
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S37/39:Wear suitable gloves and eye/face protection.
S24/25:Avoid contact with skin and eyes.
S36:Wear suitable protective clothing.
RIDADR: 2811
WGK Germany: 3
Hazard Note: Irritant
HazardClass: 6.1
PackingGroup: III

1-(4-Nitrophenyl)piperazine Specification

Piperazine, 1-(4-nitrophenyl)- , with CAS number of 6269-89-2, can be called 1-(4-Nitrophenyl)piperazine ; 1-(4-Nitrophenyl)piperazin ; 1-(4-Nitrophenyl)piperazine 97% ; 1-(4-Nitro-phenyl)-piperazine . It is a yellow to ochre powder.

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