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Basic Information
CAS No.: 106-58-1
Name: Piperazine,1,4-dimethyl-
Article Data: 81
Molecular Structure:
Molecular Structure of 106-58-1 (Piperazine,1,4-dimethyl-)
Formula: C6H14N2
Molecular Weight: 114.191
Synonyms: 1,4-Dimethylpiperazine;Lupetazine;CCRIS 6690;NSC 41177;Texacat DMP;
EINECS: 203-412-0
Density: 0.888 g/cm3
Melting Point: -1 °C
Boiling Point: 136.1 °C at 760 mmHg
Flash Point: 18.3 °C
Solubility: miscible with water
Appearance: clear colorless to yellow liquid
Hazard Symbols: FlammableF,CorrosiveC
Risk Codes: 11-34-22-10
Safety: 16-26-27-36/37/39-45-25-23
Transport Information: UN 2924 3/PG 2
PSA: 6.48000
LogP: -0.26060
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Consensus Reports

Reported in EPA TSCA Inventory.

Specification

The IUPAC name of Lupetazine is 1,4-dimethylpiperazine. With the CAS registry number 106-58-1 and EINECS 203-412-0, it is also named as Piperazine, 1,4-dimethyl-. The product's categories are Piperidines, Piperidones, Piperazines; Piperaizine; Piperazine Derivates; Building Blocks; Heterocyclic Building Blocks; Piperazines. It is clear colorless to yellow liquid which is toxic. When heated to decomposition it emits toxic vapors of NOx. So the storage environment should be well-ventilated, low-temperature and dry. Keep Lupetazine separate from acids and oxidant.

The other characteristics of this product can be summarized as: (1)ACD/LogP: -0.61; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -3.43; (4)ACD/LogD (pH 7.4): -1.84; (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: 0; (11)#Freely Rotating Bonds: 0; (12)Polar Surface Area: 6.48 Å2; (13)Index of Refraction: 1.456; (14)Molar Refractivity: 34.99 cm3; (15)Molar Volume: 128.5 cm3; (16)Surface Tension: 27.1 dyne/cm; (17)Enthalpy of Vaporization: 37.35 kJ/mol; (18)Vapour Pressure: 7.5 mmHg at 25°C; (19)Exact Mass: 114.115698; (20)MonoIsotopic Mass: 114.115698; (21)Topological Polar Surface Area: 6.5; (22)Heavy Atom Count: 8; (23)Complexity: 54.9.

Preparation of Lupetazine: It can be obtained by 2,2'-azanediyl-bis-ethanol and methylamine. This reaction needs catalytic agent HZSM-5(30) at temperature of 300 °C and pressure of 76000. The reaction time is 10 hours. The yield is 68%.

Uses of Lupetazine: It is used as pharmaceutical intermediate and surface-active agent. It also can react with chloroacetic acid ethyl ester to get 1-ethoxycarbonylmethyl-1,4-dimethyl-piperazin-1-ium; chloride. This reaction needs solvent diethyl ether. The reaction time is 3 weeks. The yield is 76%.

When you are using this chemical, please be cautious about it as the following:
It is highly flammable and can cause burns, so people should keep it away from sources of ignition. For it is harmful if swallowed, people must not breathe vapour and avoid contact with eyes. 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:N1(C)CCN(C)CC1
2. InChI:InChI=1/C6H14N2/c1-7-3-5-8(2)6-4-7/h3-6H2,1-2H3
3. InChIKey:RXYPXQSKLGGKOL-UHFFFAOYAV

The following are the toxicity data which has been tested.

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 subcutaneous 2500mg/kg (2500mg/kg) PERIPHERAL NERVE AND SENSATION: FLACCID PARALYSIS WITHOUT ANESTHESIA (USUALLY NEUROMUSCULAR BLOCKAGE)

LUNGS, THORAX, OR RESPIRATION: DYSPNEA

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES
Therapie. Vol. 9, Pg. 314, 1954.