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1-(4-Fluorophenyl)piperazine

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Name

1-(4-Fluorophenyl)piperazine

EINECS 218-846-6
CAS No. 2252-63-3 Density 1.112 g/cm3
PSA 15.27000 LogP 1.62910
Solubility Insoluble in water. Melting Point 30-33 °C
Formula C10H13FN2 Boiling Point 363.6 °C at 760 mmHg
Molecular Weight 180.225 Flash Point 137.8 °C
Transport Information N/A Appearance clear yellowish liquid after melting
Safety 26 Risk Codes 22-36/37/38
Molecular Structure Molecular Structure of 2252-63-3 (1-(4-Fluorophenyl)piperazine) Hazard Symbols HarmfulXn,ToxicT,CorrosiveC
Synonyms

Piperazine,1-(p-fluorophenyl)- (6CI,7CI,8CI);1-(p-Fluorophenyl)piperazine;N-(4-Fluorophenyl)piperazine;N-(p-Fluorophenyl)piperazine;p-Fluorophenylpiperazine;

Article Data 30

1-(4-Fluorophenyl)piperazine Synthetic route

110-85-0

piperazine

NaOBut

NaOBut

13716-12-6

tri-tert-butyl phosphine

460-00-4

1-Bromo-4-fluorobenzene

2252-63-3

1-(4-Fluorophenyl)piperazine

Conditions
ConditionsYield
palladium diacetate In o-xylene; water95%
110-85-0

piperazine

352-33-0

1-Chloro-4-fluorobenzene

2252-63-3

1-(4-Fluorophenyl)piperazine

Conditions
ConditionsYield
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;88%
With tris-(dibenzylideneacetone)dipalladium(0); sodium t-butanolate; ruphos In 1,4-dioxane at 100℃; for 1h; Buchwald-Hartwig Coupling;81.1%
821-48-7

bis-(2-chloroethyl)amine hydrochloride

371-40-4

4-fluoroaniline

2252-63-3

1-(4-Fluorophenyl)piperazine

Conditions
ConditionsYield
In various solvent(s) at 150℃;87%
With toluene-4-sulfonic acid at 145℃;
With potassium iodide at 150℃; Inert atmosphere;
141940-39-8

tert-butyl 4-(4-fluorophenyl)piperazine-1-carboxylate

2252-63-3

1-(4-Fluorophenyl)piperazine

Conditions
ConditionsYield
With trifluoroacetic acid In dichloromethane at 20℃; for 2h;83%
4004-97-1

4-(4-fluorophenyl)-1-toluene-p-sulfonylpiperazine

2252-63-3

1-(4-Fluorophenyl)piperazine

Conditions
ConditionsYield
With hydrogen bromide; phenol for 0.5h; Heating;66%
77697-11-1

2-bromo-N(2-bromoethyl)-N-carbethoxy-ethanamine

371-40-4

4-fluoroaniline

2252-63-3

1-(4-Fluorophenyl)piperazine

Conditions
ConditionsYield
With methanol; basic alumina (Waters Sep-Pak cartridge 51820) at 150℃; for 0.666667h;75 % Chromat.
With methanol; aluminum oxide at 150℃; for 0.666667h; Product distribution; reaction of aniline derivatives with bis(2-bromoethyl)-N-(ethoxycarbonyl)amine on solid support;75 % Chromat.
110-85-0

piperazine

460-00-4

1-Bromo-4-fluorobenzene

A

462-06-6

fluorobenzene

B

2252-63-3

1-(4-Fluorophenyl)piperazine

C

21598-27-6

1,4-bis-(4-fluoro-phenyl)-piperazine

Conditions
ConditionsYield
With sodium t-butanolate; palladium bis(dibenzylideneacetone)palladium(0); tri-tert-butyl phosphine In o-xylene at 120℃; Yield given. Yields of byproduct given;
460-00-4

1-Bromo-4-fluorobenzene

A

462-06-6

fluorobenzene

B

2252-63-3

1-(4-Fluorophenyl)piperazine

C

21598-27-6

1,4-bis-(4-fluoro-phenyl)-piperazine

Conditions
ConditionsYield
With piperazine; sodium t-butanolate; palladium diacetate; tri-tert-butyl phosphine In o-xylene at 120℃; Yield given. Yields of byproduct given;
110-85-0

piperazine

460-00-4

1-Bromo-4-fluorobenzene

2252-63-3

1-(4-Fluorophenyl)piperazine

Conditions
ConditionsYield
With dichlorobis(tri-O-tolylphosphine)palladium; sodium t-butanolate In toluene Heating;
Buchwald-Hartwig amination;
With palladium diacetate; Tri(p-tolyl)phosphine; sodium t-butanolate In toluene at 110℃;
Stage #1: piperazine With palladium diacetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; sodium t-butanolate In toluene at 20℃; for 0.25h; Buchwald-Hartwig Coupling; Inert atmosphere;
Stage #2: 1-Bromo-4-fluorobenzene In toluene for 20h; Buchwald-Hartwig Coupling; Inert atmosphere; Reflux;
VersabeadsTM VO400-bound bis(chloroethyl)amine

VersabeadsTM VO400-bound bis(chloroethyl)amine

371-40-4

4-fluoroaniline

2252-63-3

1-(4-Fluorophenyl)piperazine

Conditions
ConditionsYield
Stage #1: VersabeadsTM VO400-bound bis(chloroethyl)amine; 4-fluoroaniline With pyridine; potassium iodide at 100℃; for 66h;
Stage #2: With potassium tert-butylate In 1,2-dimethoxyethane for 3h; Heating;

1-(4-Fluorophenyl)piperazine Specification

The 4-Fluoro-phenylpiperazine, with the CAS registry number 2252-63-3 and EINECS registry number 218-846-6, has the systematic name of 1-(4-fluorophenyl)piperazine. It is a kind of  clear yellowish liquid after melting, and belongs to the following product categories: Nitrogen cyclic compounds; Piperidines, Piperidones, Piperazines; Piperaizine; API intermediates; Building Blocks; Heterocyclic Building Blocks. And the molecular formula of the chemical is C10H13FN2. What's more, it is always used as a catalyst and intermediate.

The physical properties of 4-Fluoro-phenylpiperazine are as followings: (1)ACD/LogP: 1.20; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -1.6; (4)ACD/LogD (pH 7.4): -0.02; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 1; (8)ACD/KOC (pH 7.4): 6.44; (9)#H bond acceptors: 2; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 1; (12)Polar Surface Area: 6.48 Å2; (13)Index of Refraction: 1.527; (14)Molar Refractivity: 49.79 cm3; (15)Molar Volume: 161.9 cm3; (16)Polarizability: 19.74×10-24cm3; (17)Surface Tension: 35.8 dyne/cm; (18)Density: 1.112 g/cm3; (19)Flash Point: 137.8 °C; (20)Enthalpy of Vaporization: 60.97 kJ/mol; (21)Boiling Point: 363.6 °C at 760 mmHg; (22)Vapour Pressure: 1.78E-05 mmHg at 25°C.

You should be cautious while dealing with this chemical. It irritates to eyes, respiratory system and skin, and it is also harmful by inhalation, in contact with skin and if swallowed. Therefore, you had better take the following instructions: Wear suitable protective clothing, and in case of contacting with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1)SMILES: Fc1ccc(cc1)N2CCNCC2
(2)InChI: InChI=1/C10H13FN2/c11-9-1-3-10(4-2-9)13-7-5-12-6-8-13/h1-4,12H,5-8H2
(3)InChIKey: AVJKDKWRVSSJPK-UHFFFAOYAS

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