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108-49-6

Basic Information
CAS No.: 108-49-6
Name: Piperazine,2,6-dimethyl-
Molecular Structure:
Molecular Structure of 108-49-6 (Piperazine,2,6-dimethyl-)
Formula: C6H14N2
Molecular Weight: 114.19
Synonyms: 3,5-Dimethylpiperazine;NSC 49197;
EINECS: 203-588-9
Density: 0.824 g/cm3
Melting Point: 108-111 °C(lit.)
Boiling Point: 161.1 °C at 760 mmHg
Flash Point: 45 °C
Solubility:
Appearance: White to pale yellow crystalline powder
Hazard Symbols: FlammableF,IrritantXi,CorrosiveC
Risk Codes: 11-36/37/38
Safety: 26-36-16-7/8
Transport Information: UN 1325 4.1/PG 2
PSA: 24.06000
LogP: 0.61380
Synthetic route
55380-34-2

1,4-dinitroso-2,6-dimethylpiperazine

108-49-6

2,6-dimethylpiperazine

Conditions
ConditionsYield
With hydrogenchloride; ammonium sulphamate at 50℃; Rate constant; piperidinium perchlorate, 18h; transnitrosating studies;
67774-31-6

N-nitroso-3,5-dimethylpiperazine

108-49-6

2,6-dimethylpiperazine

Conditions
ConditionsYield
With hydrogenchloride; ammonium sulphamate at 50℃; Rate constant;

C6H13(2)HN2

108-49-6

2,6-dimethylpiperazine

Conditions
ConditionsYield
With water-d2 In water at 34.9℃; Equilibrium constant;

C6H13(2)HN2

108-49-6

2,6-dimethylpiperazine

Conditions
ConditionsYield
With water-d2 In water at 34.9℃; Equilibrium constant;
592-20-1

Acetol acetate

7664-41-7

ammonia

Raney nickel

Raney nickel

hydrogen

hydrogen

A

108-49-6

2,6-dimethylpiperazine

B

bis-acetoxypropyl-amines

bis-acetoxypropyl-amines

Conditions
ConditionsYield
at 200℃; 90 at Anfangsdruck bei 25grad;
56-81-5

glycerol

A

110-85-0

piperazine

B

2811-20-3

N-(1-aminomethyl-2-hydroxyethyl)amine

C

21291-99-6

1,2,3-triaminopropane

D

109-07-9

(RS)-2-methylpiperazine

E

107-15-3

ethylenediamine

F

78-90-0, 10424-38-1

1,2-diaminopropan

G

108-49-6

2,6-dimethylpiperazine

Conditions
ConditionsYield
With ammonia; hydrogen; Raney nickel In water at 200℃; under 15001.5 - 150015 Torr; Product distribution / selectivity; Autoclave;
56-81-5

glycerol

A

6168-72-5

2-Amino-1-propanol

B

2811-20-3

N-(1-aminomethyl-2-hydroxyethyl)amine

C

21291-99-6

1,2,3-triaminopropane

D

109-07-9

(RS)-2-methylpiperazine

E

78-90-0, 10424-38-1

1,2-diaminopropan

F

108-49-6

2,6-dimethylpiperazine

G

106-55-8

2,5-dimethylpiperazine

Conditions
ConditionsYield
With ammonia; hydrogen; catalyst precursor whose active composition comprised 13% by weight of Cu, calculated as CuO, 28% by weight of Ni, calculated as NiO, 28% by weight of Co, calculated as CoO and 31% by weight of Zr, calculated as ZrO2 In water at 180℃; under 150015 Torr; for 53h; Product distribution / selectivity;
56-81-5

glycerol

A

6168-72-5

2-Amino-1-propanol

B

2811-20-3

N-(1-aminomethyl-2-hydroxyethyl)amine

C

21291-99-6

1,2,3-triaminopropane

D

1122585-40-3

2-aminomethyl-6-methylpiperazine

E

1122585-41-4

2,5-bis(aminomethyl)piperazine

F

130861-85-7

2-aminomethylpiperazine

G

136665-35-5

2-aminomethyl-5-methylpiperazine

H

109-07-9

(RS)-2-methylpiperazine

I

78-90-0, 10424-38-1

1,2-diaminopropan

J

108-49-6

2,6-dimethylpiperazine

K

106-55-8

2,5-dimethylpiperazine

Conditions
ConditionsYield
With ammonia; hydrogen; catalyst precursor whose active composition comprised 50% by weight of Ni, calculated as NiO, 18% by weight of Cu, calculated as CuO, 2% by weight of Mo, calculated as MoO3, and 30% by weight or Zr, calculated as ZrO2 In water at 192℃; under 150015 Torr; for 1076h; Product distribution / selectivity;
50-99-7

D-glucose

A

110-85-0

piperazine

B

109-07-9

(RS)-2-methylpiperazine

C

107-15-3

ethylenediamine

D

78-90-0, 10424-38-1

1,2-diaminopropan

E

108-49-6

2,6-dimethylpiperazine

Conditions
ConditionsYield
Stage #1: D-glucose With hydrogen; calcium oxide In water at 230℃; under 75007.5 - 187519 Torr; for 10h; Autoclave; Inert atmosphere;
Stage #2: With ammonia; hydrogen In water at 100 - 200℃; under 15001.5 - 150015 Torr; for 36h; Product distribution / selectivity; Autoclave; Inert atmosphere;
50-70-4

D-sorbitol

A

109-07-9

(RS)-2-methylpiperazine

B

107-15-3

ethylenediamine

C

78-90-0, 10424-38-1

1,2-diaminopropan

D

108-49-6

2,6-dimethylpiperazine

Conditions
ConditionsYield
With ammonia; hydrogen; reduced catalyst comprising 13 wtpercent Cu (calculated as CuO), 28 wtpercent Ni (calculated as NiO), 28 wtpercent Co (calculated as CoO), 31 wtpercent Zr (calculated as ZrO2) In water at 100 - 190℃; under 15001.5 - 150015 Torr; for 36h; Product distribution / selectivity; Autoclave; Inert atmosphere;
50-70-4

D-sorbitol

A

110-85-0

piperazine

B

109-07-9

(RS)-2-methylpiperazine

C

107-15-3

ethylenediamine

D

78-90-0, 10424-38-1

1,2-diaminopropan

E

108-49-6

2,6-dimethylpiperazine

F

106-55-8

2,5-dimethylpiperazine

Conditions
ConditionsYield
With ammonia; hydrogen; reduced catalyst comprising 13 wtpercent Cu (calculated as CuO), 28 wtpercent Ni (calculated as NiO), 28 wtpercent Co (calculated as CoO), 31 wtpercent Zr (calculated as ZrO2) In water at 100 - 200℃; under 15001.5 - 150015 Torr; for 36h; Product distribution / selectivity; Autoclave; Inert atmosphere;
57-55-6

propylene glycol

A

6168-72-5

2-Amino-1-propanol

B

78-96-6, 1674-56-2

3-amino-2-propanol

C

108-49-6

2,6-dimethylpiperazine

D

106-55-8

2,5-dimethylpiperazine

Conditions
ConditionsYield
With ammonium hydroxide; hydrogen In water at 179.84℃; under 7500.75 Torr; for 24h; Catalytic behavior; Reagent/catalyst; Autoclave; Inert atmosphere;
78-90-0, 10424-38-1

1,2-diaminopropan

56-81-5

glycerol

A

108-50-9

2,6-dimethylpyrazine

B

77164-93-3

2-hydroxymethyl-6-methylpyrazine

C

108-49-6

2,6-dimethylpiperazine

Conditions
ConditionsYield
With CuCrimp In water at 375℃; under 760.051 Torr; Kinetics; Catalytic behavior; Reagent/catalyst; Flow reactor;
With Nano-crystalline mixed oxides of ZnO-ZnCr2O4 In water at 375℃; under 760.051 Torr; Kinetics; Reagent/catalyst; Flow reactor; Inert atmosphere;
57-55-6

propylene glycol

A

123-32-0

2,5-dimethyl-pyrazine

B

6168-72-5

2-Amino-1-propanol

C

14008-30-1

(R)-(-)-2-amino-2-propanol

D

78-90-0, 10424-38-1

1,2-diaminopropan

E

108-49-6

2,6-dimethylpiperazine

Conditions
ConditionsYield
With ammonia; hydrogen at 170 - 375℃; under 60006 Torr; for 50h;
With ammonia; hydrogen at 230 - 375℃; under 60006 Torr; for 50h;
With ammonia; hydrogen at 160 - 375℃; under 30003 Torr; for 50h;
With ammonia; hydrogen at 160 - 375℃; under 45004.5 Torr; for 50h;
With ammonia; hydrogen at 160 - 375℃; under 60006 Torr; for 50h;
93107-30-3

1-cyclopropyl-6,7-difluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

108-49-6

2,6-dimethylpiperazine

93107-34-7

PD158804

Conditions
ConditionsYield
In pyridine Heating;100%
95017-63-3

3-bromo-N,N-bis(4-fluorophenyl)propanamide

108-49-6

2,6-dimethylpiperazine

3-(3,5-dimethyl-piperazin-1-yl)-N,N-bis-(4-fluoro-phenyl)-propionamide

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 2h;100%
24424-99-5

di-tert-butyl dicarbonate

108-49-6

2,6-dimethylpiperazine

639068-43-2

1-(1,1-Dimethylethoxycarbonyl)-cis-3,5-dimethylpiperazine

Conditions
ConditionsYield
dmap In dichloromethane100%
With triethylamine In dichloromethane at 0 - 20℃; for 12h;56%
In ethanol; water
98-88-4

benzoyl chloride

108-49-6

2,6-dimethylpiperazine

4143-57-1

(2,6-dimethylpiperazin-1-yl)(phenyl)methanone

Conditions
ConditionsYield
With n-butyllithium; chloro-trimethyl-silane In tetrahydrofuran99%
98-88-4

benzoyl chloride

108-49-6

2,6-dimethylpiperazine

N-(benzoyl)-cis-2,6-dimethylpiperazine

Conditions
ConditionsYield
Stage #1: 3,5-dimethylpiperazine With n-butyllithium In tetrahydrofuran at 20℃; for 0.5h; Metallation;
Stage #2: With triethylsilyl chloride In tetrahydrofuran at 20℃; for 1h; silylation;
Stage #3: benzoyl chloride In tetrahydrofuran at 20℃; for 0.166667h; benzoylation; Further stages.;
99%
108-49-6

2,6-dimethylpiperazine

55052-28-3

4-chloro-7-azaindole

1248587-59-8

4-(3,5-dimethylpiperazin-1-yl)-1H-pyrrolo[2,3-b]pyridine

Conditions
ConditionsYield
With RuPhos palladacycle; lithium hexamethyldisilazane; ruphos In tetrahydrofuran at 65℃; for 4h; Inert atmosphere; Sealed vial;99%
2735-73-1

1,3-diacetyl-1,3-dihydro-benzoimidazol-2-one

108-49-6

2,6-dimethylpiperazine

1-(3,5-Dimethyl-piperazin-1-yl)-ethanone

Conditions
ConditionsYield
In tetrahydrofuran at 20℃; for 0.3h;98%

1-bromo-2-(4-phenyl-1H-1,2,3-triazol-1-yl)ethane-1-sulfonyl fluoride

108-49-6

2,6-dimethylpiperazine

(E)-2-(3,5-dimethylpiperazin-1-yl)ethene-1-sulfonyl fluoride

Conditions
ConditionsYield
In 1,4-dioxane at 20℃; stereoselective reaction;96%

1-(2-methoxyphenyl)-3,5-bis(trichloromethyl)triazine

108-49-6

2,6-dimethylpiperazine

2-(3,5-dimethylpiperazin-1-yl)-4-(2-methoxyphenyl)-6-trichloromethyl[1,3,5]triazine

Conditions
ConditionsYield
With sodium hydrogencarbonate In DMF (N,N-dimethyl-formamide) at 20℃;95%
108-49-6

2,6-dimethylpiperazine

353794-08-8

6,7-difluoro-1-(2-fluoro-4-nitrophenyl)-1,4-dihydro-4-oxoquinoline-3-carboxylic acid

7-(dimethyl-piperazin-1-yl)-6-fluoro-1-(2-fluoro-4-nitro-phenyl)-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid

Conditions
ConditionsYield
With triethylamine In acetonitrile Heating;93%
1026984-41-7

6,7-Difluoro-4-oxo-1-o-tolyl-1,4-dihydro-quinoline-3-carboxylic acid

108-49-6

2,6-dimethylpiperazine

7-(3,5-Dimethyl-piperazin-1-yl)-6-fluoro-4-oxo-1-o-tolyl-1,4-dihydro-quinoline-3-carboxylic acid

Conditions
ConditionsYield
In acetonitrile92%
122-04-3

4-nitro-benzoyl chloride

108-49-6

2,6-dimethylpiperazine

N1-(4-nitrobenzoyl)-2,6-dimethylpiperazine

Conditions
ConditionsYield
Stage #1: 3,5-dimethylpiperazine With n-butyllithium In tetrahydrofuran at 20℃; for 0.5h; Inert atmosphere;
Stage #2: With chloro-trimethyl-silane In tetrahydrofuran at 20℃; for 1h;
Stage #3: 4-nitro-benzoyl chloride In tetrahydrofuran at 20℃; for 0.166667h;
90%
Stage #1: 3,5-dimethylpiperazine With n-butyllithium In tetrahydrofuran at 20℃; for 0.5h; Inert atmosphere;
Stage #2: With chloro-trimethyl-silane In tetrahydrofuran for 1h;
Stage #3: 4-nitro-benzoyl chloride In tetrahydrofuran for 0.166667h;
90%
75338-42-0

1-ethyl-6,7,8-trifluoro-1,4-dihydro-4-oxoquinoline-3-carboxylic acid

108-49-6

2,6-dimethylpiperazine

98079-68-6

7-(3,5-Dimethyl-piperazin-1-yl)-1-ethyl-6,8-difluoro-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid

Conditions
ConditionsYield
With triethylamine In acetonitrile Heating;89%
7144-08-3

Cholesteryl chloroformate

108-49-6

2,6-dimethylpiperazine

1120327-12-9

cholest-5-en-3-yl 3,5-dimethyl-1-piperazinecarboxylate

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃; Inert atmosphere;89%
In dichloromethane at 0 - 20℃;

2,6-dichloro-4-cyclopropylpyridine-3,5-dicarbonitrile

108-49-6

2,6-dimethylpiperazine

2-chloro-4-cyclopropyl-6-(3,5-dimethylpiperazin-1-yl)pyridine-3,5-dicarbonitrile

Conditions
ConditionsYield
With triethylamine In N,N-dimethyl-formamide at 20℃; for 0.0833333h;89%
108-49-6

2,6-dimethylpiperazine

778611-64-6

5-bromo-2-chloro-4-methylpyridine

1-(5-bromo-4-methylpyridin-2-yl)-3,5-dimethylpiperazine

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In dimethyl sulfoxide at 100℃; for 16h;87.3%
103995-01-3

6,7-difluoro-1-(2,4-difluorophenyl)-1,4-dihydro-4-oxo-3-quinoline-carboxylic acid

108-49-6

2,6-dimethylpiperazine

PD 160338

Conditions
ConditionsYield
In acetonitrile86%
80076-53-5

1-ethyl-6,7-difluoro-8-chloro-1,4-dihydro-4-oxoquinoline-3-carboxylic acid

108-49-6

2,6-dimethylpiperazine

131683-65-3

8-Chloro-7-(3,5-dimethyl-piperazin-1-yl)-1-ethyl-6-fluoro-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 60℃;85%
131684-01-0

1-ethyl-6,7,8-trifluoro-1,4-dihydro-5-hydroxy-4-oxo-3-quinolinecarboxylic acid

108-49-6

2,6-dimethylpiperazine

131683-88-0

7-(3,5-Dimethyl-piperazin-1-yl)-1-ethyl-6,8-difluoro-5-hydroxy-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid

Conditions
ConditionsYield
With triethylamine In acetonitrile Heating;85%
174358-43-1

6,7-difluoro-4-oxo-1-(propan-2-yl)-1,4-dihydroquinoline-3-carboxylic acid

108-49-6

2,6-dimethylpiperazine

PD 163755

Conditions
ConditionsYield
In acetonitrile for 17h; Heating;85%

uranyl thiocyanate hexahydrate

108-49-6

2,6-dimethylpiperazine

UO2(2+)*2NCS(1-)*0.5(CH3)2C4H8N2*C2H5OH=UO2(NCS)2((CH3)2C4H8N2)0.5(C2H5OH)

Conditions
ConditionsYield
With ethanol In ethanol a soln. of the ligand in abs. ethanol was added dropwise with constant shaking to an ethanolic soln. of UO2-salt; excess of ether was added to complete pptn., ppt. was filtered under anhyd. conditions, washed with ethanol and ether, dried under vac.; elem. anal.;85%
16454-60-7

neodymium(III) nitrate

108-49-6

2,6-dimethylpiperazine

(Nd(NO3)3(C4H8N2(CH3)2)0.5(CH3OH)2)2

Conditions
ConditionsYield
With CH3OH In methanol soln. of Nd(NO3)3 in methanol/2,2'-dimethoxypropane was refluxed, cooling to room temp., addn. of a soln. of ligand in methanol with shaking;; ppt. was sepd., washed, filtered and dried; elem. anal.;;85%
75464-75-4

6-bromo-N-(6-methoxy-4-methyl-8-quinolinyl)-hexanamide

108-49-6

2,6-dimethylpiperazine

83547-07-3

N-(6-Methoxy-4-methyl-8-quinolinyl)-3,5-dimethyl-1-piperazine-hexanamide

Conditions
ConditionsYield
In benzene for 25h; Heating;83%
With sodium hydroxide; triethylamine In benzene5 g (83%)
455-15-2

1-(methylsufonyl)-4-fluorobenzene

108-49-6

2,6-dimethylpiperazine

1095538-53-6

(3R,5S)-3,5-dimethyl-1-[4-(methylsulfonyl)phenyl]piperazine

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 100℃; for 4h;83%
700-16-3

Pentafluoropyridine

108-49-6

2,6-dimethylpiperazine

3,5-dimethyl-1-(perfluoropyridin-4-yl)piperazine

Conditions
ConditionsYield
In ethanol at 0℃; for 168h;82%
1026747-59-0

1-(2,4-Dichloro-phenyl)-6,7-difluoro-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid

108-49-6

2,6-dimethylpiperazine

1-(2,4-Dichloro-phenyl)-7-(dimethyl-piperazin-1-yl)-6-fluoro-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid

Conditions
ConditionsYield
In acetonitrile81%
2905-25-1

o-bromobenzenesulfonyl chloride

108-49-6

2,6-dimethylpiperazine

racemic-1-((2-bromophenyl)sulfonyl)-3,5-dimethylpiperazine

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 0.25h; Inert atmosphere;81%
108-49-6

2,6-dimethylpiperazine

3-[1-(3,4-dimethoxy-benzyl)-6,7-dimethoxy-3,4-dihydro-1H-isoquinoline-2-carbonyl]-1-methyl-3H-imidazol-1-ium; iodide

N,N'-bis-[2-carbamoyl-1-(3,4-dimethoxybenzyl)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolinyl]-2,6-dimethylpiperazine

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃;80%
10024-93-8

neodymium trichloride

108-49-6

2,6-dimethylpiperazine

Nd(3+)*3Cl(1-)*C4H8N2(CH3)2*C2H5OH=NdCl3(C4H8N2(CH3)2)(C2H5OH)

Conditions
ConditionsYield
With ethanol In ethanol shaking of the ligand and metal salt (2:1 molar ratio) in abs. ethanol;; ppt. was washed with ethanol and Et2O, filtered, dried under vac.; elem. anal.;;80%
5819-24-9, 64508-54-9

copper(II) ortho-methylbenzoate

108-49-6

2,6-dimethylpiperazine

[di(ortho-toluato)(2,6-dimethylpiperazine)copper(II)]n

Conditions
ConditionsYield
In diethyl ether to suspn. of copper salt soln. of base (stoich. amt.) added dropwise after successive intervals of 10 min over a total period of ca. 2.5 h understirring, mixt. stirred for another 2 h; mixt. cooled, ppt. filtered, washed with acetone and diethyl ether, dried in vac.; elem. anal.;80%
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    IdentificationName 2-Methylpiperazine Molecular Formula C5H12N2Molecular Weight 100.16CAS Registry Number 109-07-9EINECS 203-644-2 Properties Melting point 61-66 ºCBoiling point 154-156 ºCFlash point 63 ºC

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    Hangzhou Keying Chem Co., Ltd. Is a comprehensive enterprise, dedicated to the development, production and marketing of chemicals. As a technology innovative and service professional enterprise, Our company mainly engages in global pharmaceutical, ch

    Hangzhou Keying Chem Co., Ltd. Is a comprehensive enterprise, dedicated to the development, production and marketing of chemicals. As a technology innovative and service profession

  •  Hangzhou Keyingchem Co.,Ltd

     China (Mainland)  |  Contact Details

    Business Type:Lab/Research institutions

    Tel:+86-571-85378921

    Address:Jintong international Building, No.113,Huayuangang Street, Gong shu District, Hangzhou,Zhejiang, China.

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Chemistry

Molecular Structure of Piperazine, 2,6-dimethyl- (CAS NO.108-49-6):

IUPAC Name: 2,6-dimethylpiperazine 
Empirical Formula: C6H14N2
Molecular Weight: 114.1888
H bond acceptors: 2
H bond donors: 2
Freely Rotating Bonds: 0
Polar Surface Area: 6.48Å2
Index of Refraction: 1.413
Molar Refractivity: 34.55 cm3
Molar Volume: 138.5 cm3
Surface Tension: 23.3 dyne/cm
Density: 0.824 g/cm3
Flash Point: 45 °C
Enthalpy of Vaporization: 39.77 kJ/mol
Boiling Point: 161.1 °C at 760 mmHg
Vapour Pressure: 2.31 mmHg at 25°C
Melting point 108-111 ºC
EINECS: 203-588-9
Blocks; Piperazines
InChI
InChI=1/C6H14N2/c1-5-3-7-4-6(2)8-5/h5-8H,3-4H2,1-2H3
Smiles
C1NC[C@@H](N[C@@H]1C)C
Product Categories: Pharmaceutical Intermediates; Piperazine series; Piperaizine; Building Blocks; Heterocyclic Building

Safety Profile

Hazard Codes: FlammableF,IrritantXi,CorrosiveC
Risk Statements: 11-36/37/38
R11:Highly flammable. 
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36-16-7/8
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36:Wear suitable protective clothing. 
S16:Keep away from sources of ignition. 
S7:Keep container tightly closed. 
S8:Keep container dry.
RIDADR: UN 1325 4.1/PG 2
WGK Germany: 3
F: 3-8-10-34
HazardClass: 4.1
PackingGroup: III

Specification

  Piperazine, 2,6-dimethyl- , with CAS number of 108-49-6, can be called (2R,6S)-2,6-Dimethylpiperazine ; piperazine, 2,6-dimethyl-, (2R,6S)- ; Piperazine, 2,6-dimethyl-, cis- ; (2,6-cis-Dimethyl)piperazine . It is a white to pale yellow crystalline powder.