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Basic Information
CAS No.: 109-01-3
Name: 1-Methylpiperazine
Article Data: 113
Molecular Structure:
Molecular Structure of 109-01-3 (1-Methylpiperazine)
Formula: C5H12N2
Molecular Weight: 100.164
Synonyms: 1-Methyl-1,4-piperazine;N-Methylpiperazine;NSC 30195;NSC 30675;N-Methyl piperazine;
EINECS: 203-639-5
Density: 0.882 g/cm3
Melting Point: -6 °C
Boiling Point: 138 °C at 760 mmHg
Flash Point: 42.2 °C
Solubility: miscible with water and methanol
Appearance: Colourless liquid
Hazard Symbols: ToxicT,FlammableF,CorrosiveC,IrritantXi
Risk Codes: 10-21-23-34-36/37/38
Safety: 16-26-36/37/39-45-36
Transport Information: UN 2734 8/PG 2
PSA: 15.27000
LogP: -0.21190
Synthetic route

(1S,2S,5R,6R,7S,8S)-1,6-Dimethyl-8-(4-methyl-piperazin-1-yl)-3,4-diaza-tricyclo[3.2.1.02,7]oct-3-ene-2,5-dicarboxylic acid dimethyl ester

A

109-01-3

1-methyl-piperazine

B

2166-25-8

dimethyl 4-methylpyridazine-3,6-dicarboxylate

Conditions
ConditionsYield
In xylene for 6h; Heating;A n/a
B 100%
under 0.075006 Torr; Pyrolysis;
16339-07-4

1-methyl-4-nitroso-piperazine

A

109-01-3

1-methyl-piperazine

B

6928-85-4

N-amino-N'-methylpiperazine

Conditions
ConditionsYield
With carbon dioxide; water; ammonium chloride; zinc at 35℃; under 1500.15 Torr; for 1.5h; Reagent/catalyst; Temperature; Pressure; Autoclave; Green chemistry;A n/a
B 96%
With hydrogen In water at 50℃; under 37503.8 Torr; for 5h; Autoclave; Green chemistry;A n/a
B 38%
5423-24-5

N-methyliminodiacetonitrile

A

109-01-3

1-methyl-piperazine

B

4097-88-5

1,5-diamino-3-azamethylpentane

Conditions
ConditionsYield
With hydrogen In methanol at 120 - 600℃; under 15001.5 Torr; Temperature; Solvent; Reagent/catalyst;A 92.4%
B 6.8%
5423-24-5

N-methyliminodiacetonitrile

109-01-3

1-methyl-piperazine

Conditions
ConditionsYield
With hydrogen In methanol at 100 - 600℃; under 15001.5 Torr;92.1%
325812-49-5

2-nitro-(N-methylpiperazinyl)phenylsulphonamide

109-01-3

1-methyl-piperazine

Conditions
ConditionsYield
With polystyrene-thiophenol; caesium carbonate; triphenylphosphine In tetrahydrofuran at 20℃; for 24h;92%
64055-53-4

2-[2-(ethyloxy)phenyl]quinazoline-4(3H)-one

A

109-01-3

1-methyl-piperazine

B

150479-47-3

2-[2-Ethoxy-5-(4-methyl-1-piperazinylsulphonyl)phenyl]-quinazolin-4(3H)-one

Conditions
ConditionsYield
A n/a
B 79%
A n/a
B 79%
16339-07-4

1-methyl-4-nitroso-piperazine

109-01-3

1-methyl-piperazine

Conditions
ConditionsYield
With ammonium formate; PdMCM-41 In methanol at 69.84℃; for 2.5h;74%
With hydrogenchloride; ammonium sulphamate; sodium thiocyanide at 50℃; Rate constant; 1 N HClO4 (aq.), NaSCN;
66739-87-5

4-methylpiperazin-1-ylbenzenesulfonamide

109-01-3

1-methyl-piperazine

Conditions
ConditionsYield
With chloro-trimethyl-silane; sodium iodide In acetonitrile for 3h; Heating;74%
110-85-0

piperazine

616-38-6

carbonic acid dimethyl ester

A

109-01-3

1-methyl-piperazine

B

106-58-1

N,N'-dimethylpiperazine

Conditions
ConditionsYield
at 110℃; for 10h; atmospheric pressure;A 29%
B n/a
110-85-0

piperazine

616-38-6

carbonic acid dimethyl ester

109-01-3

1-methyl-piperazine

Conditions
ConditionsYield
at 110℃; for 10h;29%
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Reported in EPA TSCA Inventory.

Specification

The IUPAC name of this chemical is 1-methylpiperazine. With the CAS registry number 109-01-3 and EINECS 203-639-5, it is also named as Piperazine, 1-methyl-. The product's categories are Piperidines, Piperidones, Piperazines; Piperaizine; Piperazine Derivates; Heterocyclic Building Blocks; Heterocyclics; MAlphabetic; Volatiles / Semivolatiles. It is colourless liquid which is soluble in water, ether and ethanol, and miscible with water and methanol. Waht's more, this chemical can be obtained by methylation of piperazine hexahydrate. Additionally, it should be sealed in the container and stored in the cool and dry place.

The other characteristics of this product can be summarized as: (1)ACD/LogP: -0.18; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -3.27; (4)ACD/LogD (pH 7.4): -2.37; (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: 2; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 0; (12)Polar Surface Area: 6.48 Å2; (13)Index of Refraction: 1.442; (14)Molar Refractivity: 30.06 cm3; (15)Molar Volume: 113.5 cm3; (16)Surface Tension: 25.5 dyne/cm; (17)Enthalpy of Vaporization: 37.53 kJ/mol; (18)Vapour Pressure: 6.86 mmHg at 25°C; (19)Exact Mass: 100.100048; (20)MonoIsotopic Mass: 100.100048; (21)Topological Polar Surface Area: 15.3; (22)Heavy Atom Count: 7; (23)Complexity: 48.

Uses of N-Methylpiperazine: It is used as intermediate in organic synthesis. In pharmaceutical industry, it is used to produce antibiotic drug Rifampicin, antipsychotic drug trifluoperazine and so on. It is not only used as intermediate of ofloxacin, clozapine, sildenafil, zopiclone, but also used in pesticides, dyes, plastics and other industries. In addition, this chemical can react with 1-chloro-4-methoxy-benzene to get 1-(4-methoxy-phenyl)-4-methyl-piperazine. This reaction which is a kind of Arylation needs reagent Pd(OAc)2, t-BuONa, 2-(dicyclohexylphosphino)biphenyl and solvent toluene at temperature of 100 °C. The reaction time is 21 hours. The yield is 83%.

When you are using this chemical, please be cautious about it as the following:
It is flammable and can cause burns, so people should keep it away from sources of ignition. It is not only toxic by inhalation, but also irritating to eyes, respiratory system and skin. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If you want to contact this product, you must wear suitable protective clothing, gloves and eye/face protection. In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)

People can use the following data to convert to the molecule structure. 
1. SMILES:N1CCN(C)CC1
2. InChI:InChI=1/C5H12N2/c1-7-4-2-6-3-5-7/h6H,2-5H2,1H3
3. InChIKey:PVOAHINGSUIXLS-UHFFFAOYAN

The following are the toxicity data which has been tested.

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LC50 inhalation 2740mg/m3/2H (2740mg/m3) BEHAVIORAL: EXCITEMENT

BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Toksikologiya Novykh Promyshlennykh Khimicheskikh Veshchestv. Toxicology of New Industrial Chemical Substances. For English translation, see TNICS*. Vol. 11, Pg. 123, 1969.
mouse LD50 intraperitoneal 150mg/kg (150mg/kg)   National Technical Information Service. Vol. AD691-490,
mouse LD50 oral 1450mg/kg (1450mg/kg) BEHAVIORAL: EXCITEMENT

BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)

BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)
Toksikologiya Novykh Promyshlennykh Khimicheskikh Veshchestv. Toxicology of New Industrial Chemical Substances. For English translation, see TNICS*. Vol. 15, Pg. 116, 1979.
rabbit LD50 skin 1490uL/kg (1.49mL/kg)   American Industrial Hygiene Association Journal. Vol. 23, Pg. 95, 1962.
rat LD50 oral 2830uL/kg (2.83mL/kg)   American Industrial Hygiene Association Journal. Vol. 23, Pg. 95, 1962.