Product Name

  • Name

    Piperazine-1,4-diethylamine

  • EINECS 229-428-8
  • CAS No. 6531-38-0
  • Article Data19
  • CAS DataBase
  • Density 1.006g/cm3
  • Solubility
  • Melting Point 40 °C
  • Formula C8H20N4
  • Boiling Point 302.2 °C at 760 mmHg
  • Molecular Weight 172.274
  • Flash Point 151.4 °C
  • Transport Information
  • Appearance
  • Safety
  • Risk Codes
  • Molecular Structure Molecular Structure of 6531-38-0 (Piperazine-1,4-diethylamine)
  • Hazard Symbols
  • Synonyms Piperazine,1,4-bis(2-aminoethyl)- (7CI,8CI);1,4-Bis(2-aminoethyl)-1,4-diazacyclohexane;1,4-Bis(2-aminoethyl)piperazine;1,4-Piperazinediethylamine;N,N'-Bis(2-aminoethyl)piperazine;[2-[4-(2-Aminoethyl)piperazin-1-yl]ethyl]amine;
  • PSA 58.52000
  • LogP -0.20220

Synthetic route

2‐[4‐(cyanomethyl)piperazin‐1‐yl]acetonitrile
5623-99-4

2‐[4‐(cyanomethyl)piperazin‐1‐yl]acetonitrile

1,4-bis(2-aminoethyl)piperazine
6531-38-0

1,4-bis(2-aminoethyl)piperazine

Conditions
ConditionsYield
With lithium aluminium tetrahydride In tetrahydrofuran for 4h; Reflux;87%
Stage #1: 2‐[4‐(cyanomethyl)piperazin‐1‐yl]acetonitrile With lithium aluminium tetrahydride In tetrahydrofuran for 3h; Heating / reflux;
Stage #2: With potassium hydroxide In tetrahydrofuran; water
80%
With ammonia; hydrogen; nickel In ethanol at 20℃;73%
N,N'-bis(2-phthalimidoethyl)piperazine
20541-87-1

N,N'-bis(2-phthalimidoethyl)piperazine

1,4-bis(2-aminoethyl)piperazine
6531-38-0

1,4-bis(2-aminoethyl)piperazine

Conditions
ConditionsYield
With potassium hydroxide; sodium hydroxide at 300 - 330℃;75%
With hydrogenchloride at 130℃; im Rohr;
With hydrazine hydrate
With hydrazine
ethyleneimine
151-56-4

ethyleneimine

aminoethylpiperazine
140-31-8

aminoethylpiperazine

A

1,4-bis(2-aminoethyl)piperazine
6531-38-0

1,4-bis(2-aminoethyl)piperazine

B

1-<2-(2-aminoethyl)aminoethyl>piperazine
24028-46-4

1-<2-(2-aminoethyl)aminoethyl>piperazine

Conditions
ConditionsYield
With hydrogenchloride In water at 50℃;A 79.5 % Chromat.
B 20.5 % Chromat.
With hydrogenchloride In water at 25℃; Kinetics; Thermodynamic data; acid-catalyzed ring opening reactions at various temperature, Ea, ΔH are given;
With hydrogenchloride In water at 40℃;A 80.0 % Chromat.
B 20.0 % Chromat.
piperazine-N.N'-diacetic acid dinitrile

piperazine-N.N'-diacetic acid dinitrile

1,4-bis(2-aminoethyl)piperazine
6531-38-0

1,4-bis(2-aminoethyl)piperazine

Conditions
ConditionsYield
With ethanol; sodium
Glyoxal
131543-46-9

Glyoxal

triethylentetramine
112-24-3

triethylentetramine

1,4-bis(2-aminoethyl)piperazine
6531-38-0

1,4-bis(2-aminoethyl)piperazine

Conditions
ConditionsYield
With sodium tetrahydroborate In ethanol at -10℃; for 2h;
With sodium tetrahydroborate
With sodium tetrahydroborate In ethanol at 0℃; for 2h;
N,N'-Bis(2-phthalimidoethyl)ethylene diamine
84429-08-3

N,N'-Bis(2-phthalimidoethyl)ethylene diamine

1,4-bis(2-aminoethyl)piperazine
6531-38-0

1,4-bis(2-aminoethyl)piperazine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 61 percent / potassium carbonate / 0.17 h / 132 °C
2: 75 percent / aq.sodium hydroxide, potassium hydroxide / 300 - 330 °C
View Scheme
triethylentetramine
112-24-3

triethylentetramine

1,4-bis(2-aminoethyl)piperazine
6531-38-0

1,4-bis(2-aminoethyl)piperazine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 65 percent / 195 °C
2: 61 percent / potassium carbonate / 0.17 h / 132 °C
3: 75 percent / aq.sodium hydroxide, potassium hydroxide / 300 - 330 °C
View Scheme
1,4-bis(2-aminoethyl)piperazine
6531-38-0

1,4-bis(2-aminoethyl)piperazine

C15H11NO3

C15H11NO3

C38H38N6O4

C38H38N6O4

Conditions
ConditionsYield
In ethanol at 80℃; for 8h;92%
1,4-bis(2-aminoethyl)piperazine
6531-38-0

1,4-bis(2-aminoethyl)piperazine

nickel(II) perchlorate hexahydrate

nickel(II) perchlorate hexahydrate

(3-[4-(3-aminopropyl)-piperazin-1-yl]-propylamine)nickel(II) perchlorate

(3-[4-(3-aminopropyl)-piperazin-1-yl]-propylamine)nickel(II) perchlorate

Conditions
ConditionsYield
In methanol refluxed for 2 h; ppt. filtered, washed with cold MeOH, dried; elem. anal.;90%
1,4-bis(2-aminoethyl)piperazine
6531-38-0

1,4-bis(2-aminoethyl)piperazine

3,5-di-tert-butyl-2-hydroxybenzaldehyde
37942-07-7

3,5-di-tert-butyl-2-hydroxybenzaldehyde

N,N'-bis{2-[(2-ethylimino)methyl]-4,6-di-tert-butylphenol}piperazine

N,N'-bis{2-[(2-ethylimino)methyl]-4,6-di-tert-butylphenol}piperazine

Conditions
ConditionsYield
In ethanol for 3h; Reflux;87%
1,4-bis(2-aminoethyl)piperazine
6531-38-0

1,4-bis(2-aminoethyl)piperazine

salicylaldehyde
90-02-8

salicylaldehyde

1,4-bis(2-salicylideneaminoethyl)piperazine
80744-39-4

1,4-bis(2-salicylideneaminoethyl)piperazine

Conditions
ConditionsYield
In methanol for 3h; Cooling with ice;87%
thiophene-2-carbaldehyde
98-03-3

thiophene-2-carbaldehyde

1,4-bis(2-aminoethyl)piperazine
6531-38-0

1,4-bis(2-aminoethyl)piperazine

N,N'-bis[2-(thiophen-2-ylmethyleneamino)ethyl]piperazine
1207281-39-7

N,N'-bis[2-(thiophen-2-ylmethyleneamino)ethyl]piperazine

Conditions
ConditionsYield
In ethanol for 3h; Reflux;86%
1,4-bis(2-aminoethyl)piperazine
6531-38-0

1,4-bis(2-aminoethyl)piperazine

5-bromosalicyclaldehyde
1761-61-1

5-bromosalicyclaldehyde

N,N'-bis{2-[(2-ethylimino)methyl]-5-bromophenol}piperazine
1207281-37-5

N,N'-bis{2-[(2-ethylimino)methyl]-5-bromophenol}piperazine

Conditions
ConditionsYield
In ethanol for 3h; Reflux;85%
1,4-bis(2-aminoethyl)piperazine
6531-38-0

1,4-bis(2-aminoethyl)piperazine

phthalic anhydride
85-44-9

phthalic anhydride

N,N'-bis(2-phthalimidoethyl)piperazine
20541-87-1

N,N'-bis(2-phthalimidoethyl)piperazine

Conditions
ConditionsYield
In acetic acid Condensation; Heating;80%
pyridine-2-carbaldehyde
1121-60-4

pyridine-2-carbaldehyde

1,4-bis(2-aminoethyl)piperazine
6531-38-0

1,4-bis(2-aminoethyl)piperazine

N-((1-pyridin-2-yl)formylidene)-N'-[2-(4-[2-[((1-pyridin-2-yl)formylidene)amino]ethyl]piperazin-1-yl)ethyl]amine
917590-68-2

N-((1-pyridin-2-yl)formylidene)-N'-[2-(4-[2-[((1-pyridin-2-yl)formylidene)amino]ethyl]piperazin-1-yl)ethyl]amine

Conditions
ConditionsYield
In ethanol for 3h; Reflux;80%
1,4-bis(2-aminoethyl)piperazine
6531-38-0

1,4-bis(2-aminoethyl)piperazine

salicylaldehyde
90-02-8

salicylaldehyde

N,N'-bis{2-[(2-ethylimino)methyl]phenol}piperazine
78186-31-9

N,N'-bis{2-[(2-ethylimino)methyl]phenol}piperazine

Conditions
ConditionsYield
In ethanol for 3h; Reflux;80%
In methanol for 3h; Cooling with ice;
1,4-bis(2-aminoethyl)piperazine
6531-38-0

1,4-bis(2-aminoethyl)piperazine

phenyl(pyridin-2-yl)methanone
91-02-1

phenyl(pyridin-2-yl)methanone

N-((1-pyridin-2-yl)benzylidene)-N'-[2-(4-[2-[((1-pyridin-2-yl)benzylidene)amino]ethyl]piperazin-1-yl)-ethyl]amine
959850-48-7

N-((1-pyridin-2-yl)benzylidene)-N'-[2-(4-[2-[((1-pyridin-2-yl)benzylidene)amino]ethyl]piperazin-1-yl)-ethyl]amine

Conditions
ConditionsYield
for 7h; Reflux;79.1%
1,4-bis(2-aminoethyl)piperazine
6531-38-0

1,4-bis(2-aminoethyl)piperazine

9-methylphenazine-1-carboxylic acid imidazolide
343247-31-4

9-methylphenazine-1-carboxylic acid imidazolide

C36H36N8O2

C36H36N8O2

Conditions
ConditionsYield
In tetrahydrofuran at 20℃;77%
1,4-bis(2-aminoethyl)piperazine
6531-38-0

1,4-bis(2-aminoethyl)piperazine

4,7-dichloroquinoline
86-98-6

4,7-dichloroquinoline

N-(2-(4-(2-aminoethyl)piperazin-1-yl)ethyl)-7-chloroquinolin-4-amine
1416359-97-1

N-(2-(4-(2-aminoethyl)piperazin-1-yl)ethyl)-7-chloroquinolin-4-amine

Conditions
ConditionsYield
In neat (no solvent) at 80 - 125℃; for 3h;76%
1,4-bis(2-aminoethyl)piperazine
6531-38-0

1,4-bis(2-aminoethyl)piperazine

3-nitro-1,8-naphthalic anhydride
3027-38-1

3-nitro-1,8-naphthalic anhydride

C32H26N6O8
500865-45-2

C32H26N6O8

Conditions
ConditionsYield
In ethanol; toluene for 4h; Reflux;73%
1,4-bis(2-aminoethyl)piperazine
6531-38-0

1,4-bis(2-aminoethyl)piperazine

3‐acetyl‐2‐hydroxy‐6‐methyl‐4H‐pyran‐4‐one
16807-48-0

3‐acetyl‐2‐hydroxy‐6‐methyl‐4H‐pyran‐4‐one

((3E,3'E)-3,3'-(((piperazine-1,4-diylbis(ethane-2,1-diyl))bis(azanediyl))bis(ethan1-yl-1-ylidene))bis(6-methyl-2H-pyran-2,4(3H)-dione))

((3E,3'E)-3,3'-(((piperazine-1,4-diylbis(ethane-2,1-diyl))bis(azanediyl))bis(ethan1-yl-1-ylidene))bis(6-methyl-2H-pyran-2,4(3H)-dione))

Conditions
ConditionsYield
In ethanol for 24h;63%
1,4-bis(2-aminoethyl)piperazine
6531-38-0

1,4-bis(2-aminoethyl)piperazine

5-((Z)-4-hydroxybenzylidene)-2-methylmercapto-4-thiazolidinone
521973-02-4

5-((Z)-4-hydroxybenzylidene)-2-methylmercapto-4-thiazolidinone

(5Z,5'Z)-2,2'-[piperazine-1,4-diylbis(ethane-2,1-diylimino)]bis(5-(4-hydroxybenzylidene)-1,3-thiazol-4(5H)-one)
1415582-35-2

(5Z,5'Z)-2,2'-[piperazine-1,4-diylbis(ethane-2,1-diylimino)]bis(5-(4-hydroxybenzylidene)-1,3-thiazol-4(5H)-one)

Conditions
ConditionsYield
In ethanol for 8h; Reflux;58%
1,4-bis(2-aminoethyl)piperazine
6531-38-0

1,4-bis(2-aminoethyl)piperazine

9-Chloro-N-<2-(dimethylamino)ethyl>acridine-4-carboxamide
89459-23-4

9-Chloro-N-<2-(dimethylamino)ethyl>acridine-4-carboxamide

C44H54N10O2

C44H54N10O2

Conditions
ConditionsYield
In phenol at 125℃; for 2h;48%
1,4-bis(2-aminoethyl)piperazine
6531-38-0

1,4-bis(2-aminoethyl)piperazine

p-benzyloxybenzenesulfonyl chloride
87001-32-9

p-benzyloxybenzenesulfonyl chloride

N,N'-(2,2'-(piperazine-1,4-diyl)bis(ethane-2,1-diyl))bis(4-(benzyloxy)benzenesulfonamide)

N,N'-(2,2'-(piperazine-1,4-diyl)bis(ethane-2,1-diyl))bis(4-(benzyloxy)benzenesulfonamide)

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃; for 2h;47%
pyridine-2-carbaldehyde
1121-60-4

pyridine-2-carbaldehyde

1,4-bis(2-aminoethyl)piperazine
6531-38-0

1,4-bis(2-aminoethyl)piperazine

cobalt(II) perchlorate hexahydrate

cobalt(II) perchlorate hexahydrate

CoBrC4H8N2(CH2CH2NCHC5H4N)2(1+)*ClO4(1-)=CoBrC4H8N2(CH2CH2NCHC5H4N)2ClO4

CoBrC4H8N2(CH2CH2NCHC5H4N)2(1+)*ClO4(1-)=CoBrC4H8N2(CH2CH2NCHC5H4N)2ClO4

Conditions
ConditionsYield
With NaOH In methanol abs. MeOH soln. of NaOH added to abs. MeOH soln. of piperazine deriv.; stirred at room temp. for a few min; filtered off; washed with abs. MeOH;added dropwise to hot abs. MeOH soln. of Co(ClO4)2, and py-2-CHO over a period of 1 h; refluxed for 18 h; concd.; pptd. by addn. of Et2O; filtered; washed with cold Et2O; dried; elem. anal.;43%
1,4-bis(2-aminoethyl)piperazine
6531-38-0

1,4-bis(2-aminoethyl)piperazine

N-(N-methylpiperidin-4-yl)-9-chloroacridine-4-carboxamide
1030022-78-6

N-(N-methylpiperidin-4-yl)-9-chloroacridine-4-carboxamide

N,N-bis{4-[N-(N-methylpiperidin-4-yl)carbamoyl]acridin-9-yl}-[1,4-bis(2-aminoethyl)-piperazine]
1030022-76-4

N,N-bis{4-[N-(N-methylpiperidin-4-yl)carbamoyl]acridin-9-yl}-[1,4-bis(2-aminoethyl)-piperazine]

Conditions
ConditionsYield
In phenol at 125℃; for 2h;35%
1,4-bis(2-aminoethyl)piperazine
6531-38-0

1,4-bis(2-aminoethyl)piperazine

N-[2-(4-morpholinyl)ethyl]-9-chloroacridine-4-carboxamide
646072-61-9

N-[2-(4-morpholinyl)ethyl]-9-chloroacridine-4-carboxamide

C48H58N10O4

C48H58N10O4

Conditions
ConditionsYield
In phenol at 125℃; for 2h;31%
1,4-bis(2-aminoethyl)piperazine
6531-38-0

1,4-bis(2-aminoethyl)piperazine

3-(butylamino)-5-(1H-imidazole-1-carbonyl)-2-phenoxybenzenesulfonamide
1021869-65-7

3-(butylamino)-5-(1H-imidazole-1-carbonyl)-2-phenoxybenzenesulfonamide

C25H38N6O4S
1021869-54-4

C25H38N6O4S

Conditions
ConditionsYield
In dichloromethane at 25℃; under 760.051 Torr;20.46%
1,4-bis(2-aminoethyl)piperazine
6531-38-0

1,4-bis(2-aminoethyl)piperazine

formaldehyd
50-00-0

formaldehyd

β-naphthol
135-19-3

β-naphthol

(13,13'-piperazine-(N,N,N''',N'''-tetra((2-hydroxynaphthyl)methyl))ethane)amine

(13,13'-piperazine-(N,N,N''',N'''-tetra((2-hydroxynaphthyl)methyl))ethane)amine

Conditions
ConditionsYield
In methanol; water for 0.5h; Condensation;13%
1,4-bis(2-aminoethyl)piperazine
6531-38-0

1,4-bis(2-aminoethyl)piperazine

ethyl (2E)‐2‐(hydroxyimino)acetate
31767-15-4

ethyl (2E)‐2‐(hydroxyimino)acetate

(2E)-2-(N-hydroxyimino)-N-[2-(4-{2-[(2E)-2-(N-hydroxyimino)acetamido]ethyl}piperazin-1-yl)ethyl]acetamide

(2E)-2-(N-hydroxyimino)-N-[2-(4-{2-[(2E)-2-(N-hydroxyimino)acetamido]ethyl}piperazin-1-yl)ethyl]acetamide

Conditions
ConditionsYield
In ethanol at 90℃; for 48h;10%
1,4-bis(2-aminoethyl)piperazine
6531-38-0

1,4-bis(2-aminoethyl)piperazine

4-bromo-6-methoxy-2-methylquinoline
856095-00-6

4-bromo-6-methoxy-2-methylquinoline

A

1-(2-amino-ethyl)-4-[2-(6-methoxy-2-methyl-[4]quinolylamino)-ethyl]-piperazine

1-(2-amino-ethyl)-4-[2-(6-methoxy-2-methyl-[4]quinolylamino)-ethyl]-piperazine

B

1,4-bis-[2-(6-methoxy-2-methyl-[4]quinolylamino)-ethyl]-piperazine

1,4-bis-[2-(6-methoxy-2-methyl-[4]quinolylamino)-ethyl]-piperazine

Conditions
ConditionsYield
at 170℃;
1,4-bis(2-aminoethyl)piperazine
6531-38-0

1,4-bis(2-aminoethyl)piperazine

4-bromo-6-methoxy-2-methylquinoline
856095-00-6

4-bromo-6-methoxy-2-methylquinoline

1,4-bis-[2-(6-methoxy-2-methyl-[4]quinolylamino)-ethyl]-piperazine

1,4-bis-[2-(6-methoxy-2-methyl-[4]quinolylamino)-ethyl]-piperazine

Conditions
ConditionsYield
at 160℃;
1,4-bis(2-aminoethyl)piperazine
6531-38-0

1,4-bis(2-aminoethyl)piperazine

1,4-bis-(2-isocyano-ethyl)-piperazine

1,4-bis-(2-isocyano-ethyl)-piperazine

Conditions
ConditionsYield
With sodium hydroxide; chloroform
1,4-bis(2-aminoethyl)piperazine
6531-38-0

1,4-bis(2-aminoethyl)piperazine

9-Chloroacridine
1207-69-8

9-Chloroacridine

C34H34N6
97614-83-0

C34H34N6

Conditions
ConditionsYield
With phenol at 100℃;

Piperazine-1,4-diethylamine Specification

The Piperazine-1,4-diethylamine, with CAS registry number 6531-38-0, belongs to the following product categorie: Piperidine. It has the systematic name of 2,2'-piperazine-1,4-diyldiethanamine. And its IUPAC name is 2-[4-(2-aminoethyl)piperazin-1-yl]ethanamine. What's more, its EINECS is 229-428-8.

Physical properties about this chemical are: (1)ACD/LogP: -1.97; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -6.09; (4)ACD/LogD (pH 7.4): -5.95; (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): 1; (9)#H bond acceptors: 4; (10)#H bond donors: 4; (11)#Freely Rotating Bonds: 6; (12)Polar Surface Area: 12.96 Å2; (13)Index of Refraction: 1.511; (14)Molar Refractivity: 51.3 cm3; (15)Molar Volume: 171 cm3; (16)Polarizability: 20.33×10-24cm3; (17)Surface Tension: 41 dyne/cm; (18)Enthalpy of Vaporization: 54.24 kJ/mol; (19)Vapour Pressure: 0.00101 mmHg at 25°C.

Preparation: this chemical can be prepared by piperazine-1,4-diyl-bis-acetonitrile. This reaction will need reagent H2, NH3. The temperature of this chemical is 20 ℃. The yield is about 73%.

Uses of Piperazine-1,4-diethylamine: it can be used to produce N,N'-(2,2'-piperazine-1,4-diyl-diethyl)-bis-phthalimide. This reaction will need reagent Condensation and solvent acetic acid.  The yield is about 80%.

You can still convert the following datas into molecular structure:
(1)SMILES: NCCN1CCN(CC1)CCN
(2)InChI: InChI=1/C8H20N4/c9-1-3-11-5-7-12(4-2-10)8-6-11/h1-10H2
(3)InChIKey: PAOXFRSJRCGJLV-UHFFFAOYAC
(4)Std. InChI: InChI=1S/C8H20N4/c9-1-3-11-5-7-12(4-2-10)8-6-11/h1-10H2
(5)Std. InChIKey: PAOXFRSJRCGJLV-UHFFFAOYSA-N

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