1-Methylpiperazine 1-Methylpiperazine

Structural formula

• Numbering system
• Physical property data
• Toxicological data
• Ecological data
• Molecular structure data
• Computing chemical data
• More
  • Properties and Stability
  • Storage method
  • Synthesis method
  • Purpose

Numbering system

CAS number:109-01-3

MDL number:MFCD00005966

EINECS number:203-639-5

RTECS number:TM1225000

BRN number:102724

PubChem number:24885849

Physical property data

1. Properties: colorless liquid

2. Relative density (g/cm3, 20℃): 0.9021

3. Relative vapor density (g/mL, air = 1): 3.5

4. Melting point (ºC): -6

5. Boiling point (ºC, 101.325kpa): 137

6. Refractive index: 1.44658

7. Flash point (ºC): 42

8. Solubility: soluble in water, ether, ethanol.

Toxicological data

1. Skin/eye irritation

Open irritation test: rabbit, skin contact: 100μg/24H.

Standard Draize test: Rabbit, skin contact: 5mg/24H, severity of reaction: severe.

Standard Draize test: Rabbit, eye contact: 750μg/24H, severity of reaction: severe.

2. Acute toxicity: rat oral LD50: 2830μL/kg; mouse oral LD50: 1450mg/kg; mouse inhalation LC50: 2740mg/m³/ 2H; Mouse abdominal LD50: 150mg/kg; Rabbit skin contact LD50: 1490μL/kg;

3. Other multiple dose toxicity: Rat oral TDLo: 15040mg/kg/32D-I;

4. Toxic in contact with skin. It is corrosive and can cause burns.

Ecological data

This substance is slightly hazardous to water.

Molecular structure data

1. Molar refractive index: 30.06

2. Molar volume (cm³/mol): 113.5

3. Isotonic specific volume (90.2K ): 255.1

4. Surface tension (dyne/cm): 25.5

5. Dielectric constant:

6. Dipole moment (10^-24cm³):

7. Polarizability: 11.92

Compute chemical data

1. Reference value for hydrophobic parameter calculation (XlogP): -0.4

2. Number of hydrogen bond donors: 1

3. Number of hydrogen bond acceptors: 2

p>

4. Number of rotatable chemical bonds: 0

5. Number of tautomers: none

6. Topological molecule polar surface area 15.3

7. Number of heavy atoms: 7

8. SurfaceCharge: 0

9. Complexity: 48

10. Number of isotope atoms: 0

11. Determine the number of atomic stereocenters: 0

12. Uncertain number of atomic stereocenters: 0

13. Determined number of chemical bond stereocenters: 0

14. Uncertain number of chemical bond stereocenters: 0

15. Number of covalent bond units: 1

Properties and stability

Avoid contact with oxides, acids, air, and carbon dioxide. Flammable. It is corrosive, so you should wear protective clothing and gloves when using it.

Storage method

Stored in a cool, ventilated warehouse. Keep away from fire, heat sources and anti-static. Keep container tightly sealed and away from air. They should be stored separately from oxidants and acidic substances, and avoid mixed storage. Use explosion-proof lighting and ventilation facilities. It is prohibited to use mechanical equipment and tools that are prone to sparks. The storage area should be equipped with emergency release equipment and suitable containment materials.

Synthesis method

Originated from piperazine hexahydrate through methylation reaction. Add piperazine hexahydrate and hydrochloric acid into the reaction pot, heat to 45°C, and add dropwise the mixture of formic acid and formaldehyde. After the addition is completed, react at about 50°C for 2-3 hours, then raise the temperature and reflux until carbon dioxide gas no longer escapes. Cool to 80°C, add hydrochloric acid, and heat to evaporate the acid to dryness. After cooling slightly, add methanol, heat to reflux for 30 minutes, and filter while hot (the filter residue is piperazine dihydrochloride). Recover methanol from the filtrate until it is exhausted, add sodium hydroxide solution to the residual liquid until pH=14, and distill to obtain water-containing methylpiperazine. Add benzene, heat and reflux with water until it is exhausted, fractionate, and collect the 132-140°C fraction to obtain anhydrous methylpiperazine. The yield is about 50%.

Purpose

Used as solvent and organic synthesis intermediate. In the pharmaceutical industry, it is used to prepare the antibiotic drug meperifamycin and the antipsychotic drug trifluoperazine. It is mainly used as an intermediate for ofloxacin, clozapine, sildenafil, turikan, zopiclone and other drugs. It can also be used in pesticides, dyes, plastics and other industries.