1,4-Dimethylpiperazine is an organic compound consisting of a six-membered piperazine ring with methyl groups at positions 1 and 4.
1,4-Dimethylpiperazine appears as a colorless liquid or crystalline solid, with a boiling point of around 135–140°C and good solubility in water and organic solvents.
Primarily used as an intermediate in pharmaceuticals, agrochemicals, and polymer production, it also functions as a corrosion inhibitor in industrial applications.
While generally stable, it can cause irritation to the skin, eyes, and respiratory tract, requiring careful handling with protective gear in well-ventilated conditions.
CAS Number: 106-58-1
EC Number: 203-412-0
IUPAC Name: 1,4-dimethylpiperazine
Chemical Formula: C6H14N2
Other names: N,N'-dimethylpiperazine, 106-58-1, Lupetazine, PIPERAZINE, 1,4-DIMETHYL-, Texacat DMP, 1,4-dimethyl-piperazine, MFCD00006156, 14-dimethylpiperazine, DTXSID8051544, TF146U602L, NSC-41177, CCRIS 6690, EINECS 203-412-0, NSC 41177, UNII-TF146U602L, 1,4-dimethyl-2,3,5,6-tetrahydropyrazine, Piperazine,4-dimethyl-, N,N'-Dimethyipiperazine, 1, 4-Dimethylpiperazine, N,N'-di-methylpiperazine, N,N/'-Dimethylpiperazine, EC 203-412-0, SCHEMBL1069, N,N-DIMETHYLPIPERAZINE, 1,4-Dimethylpiperazine, 98%, SCHEMBL7539180, CHEMBL3560545, DTXCID9030096, NSC41177, Tox21_303778, AKOS005206832, NCGC00357070-01, CAS-106-58-1, PS-11956, D0787, NS00004327, EN300-16247, Q26840929, Z103703012, DIETHYLCARBAMAZINE CITRATE IMPURITY B [EP IMPURITY], InChI=1/C6H14N2/c1-7-3-5-8(2)6-4-7/h3-6H2,1-2H
Uses of 1,4-Dimethylpiperazine
As an anthelmintic
1,4-Dimethylpiperazine was marketed by Bayer as an anthelmintic in the early 20th century, and was featured in print ads alongside other popular Bayer products at the time, including heroin.
In fact, a large number of piperazine compounds have an anthelmintic action.
Their mode of action is generally by paralysing parasites, which allows the host body to easily expel the invasive organism.
The neuromuscular effects are thought to be caused by blocking acetylcholine at the myoneural junction.
This action is mediated by its agonist effects upon the inhibitory GABA (γ-aminobutyric acid) receptor.
1,4-Dimethylpiperazine's selectivity for helminths is because vertebrates use GABA only in the CNS, and the GABA receptor of helminths is of a different isoform from that of vertebrates.
Piperazine hydrate, piperazine adipate and piperazine citrate (used to treat ascariasis and enterobiasis) are the most common anthelmintic piperazine compounds.
These drugs are often referred to simply as "piperazine" which may cause confusion between the specific anthelmintic drugs, the entire class of piperazine-containing compounds, and the compound itself.
Diethylcarbamazine, a derivative of piperazine, is used to treat some types of filariasis.
Other uses of 1,4-Dimethylpiperazine
1,4-Dimethylpiperazine are also used in the manufacture of plastics, resins, pesticides, brake fluid and other industrial materials.
1,4-Dimethylpiperazine, especially BZP and TFMPP were extremely common adulterants in the club and rave scene, often being passed off as MDMA, although they do not share many similarities in their effects.
1,4-Dimethylpiperazine is also a fluid used for CO2 and H2S scrubbing in association with methyl diethanolamine (MDEA).
Carbon capture and storage
Simplified absorption column.
Typical operating range: 35-50 °C and 5-205 atm of absolute pressure
Amine blends that are activated by concentrated piperazine are used extensively in commercial CO2 removal for carbon capture and storage (CCS) because piperazine advantageously allows for protection from significant thermal and oxidative degradation at typical coal flue gas conditions.
The thermal degradation rates for methyl diethanolamine (MDEA) and piperazine (PZ) are negligible, and PZ, unlike other metals, protect MDEA from oxidative degradation.
This increased stability of the MDEA/PZ solvent blend over MDEA and other amine solvents provides for greater capacity for and requires less work to capture a given amount of CO2.
Applications of 1,4-Dimethylpiperazine
1,4-Dimethylpiperazine can be analyzed by this reverse phase (RP) HPLC method with simple conditions.
The mobile phase contains an acetonitrile (MeCN), water, and phosphoric acid.
For Mass-Spec (MS) compatible applications the phosphoric acid needs to be replaced with formic acid.
Smaller 3 µm particles columns available for fast UPLC applications.
This liquid chromatography method is scalable and can be used for isolation impurities in preparative separation.
1,4-Dimethylpiperazine also suitable for pharmacokinetics.
Applications of 1,4-Dimethylpiperazine:
Used in polyurethane resin curing agent
Used for pharmaceutical intermediates
Used for intermediates for surfactants
Physicochemical Information of 1,4-Dimethylpiperazine:
Density: 0.85 g/cm3 (20 °C)
Explosion limit: 1.8 - 9.6 %(V)
Flash point: 20 °C
Ignition temperature: 180 °C
Melting Point: -1 °C
pH value: 11.4 (H₂O)
Vapor pressure: 13.06 hPa (20 °C)
MDL Number: MFCD00006156
InChI Key: RXYPXQSKLGGKOL-UHFFFAOYSA-N
PubChem CID: 7818
IUPAC Name:1,4-dimethylpiperazine
Chemical Properties of 1,4-Dimethylpiperazine:
clear colorless to yellow liquid
Uses of 1,4-Dimethylpiperazine:
Catalyst for polyurethane foams and intermediate for cationic surfactants.
Technical Information of 1,4-Dimethylpiperazine:
Physical State :Liquid
Storage :Store at room temperature
Boiling Point :131-132° C (lit.) at 750 mmHg
Density :0.84 g/cm3 at 25° C
Computed Properties of 1,4-Dimethylpiperazine:
Molecular Weight: 114.19
XLogP3: -0.4
Hydrogen Bond Acceptor Count: 2
Exact Mass: 114.115698455
Monoisotopic Mass: 114.115698455
Topological Polar Surface Area: 6.5 Ų
Heavy Atom Count: 8
Complexity: 54.9
Covalently-Bonded Unit Count: 1
Compound Is Canonicalized: Yes
TECHNICAL DATA of 1,4-Dimethylpiperazine:
CAS No: 106-58-1
Product Code: FD34698
MDL No: MFCD00006156
Chemical Formula: C6H14N2
Molecular Weight: 114.19 g/mol
Properties of 1,4-Dimethylpiperazine:
Melting Point: -1°C
Boiling Point: 131-132°C @ 750 mmHg
Density: 0.84 g/mL @ 20 °C
DESCRIPTION of 1,4-Dimethylpiperazine:
1,4-Dimethylpiperazine by Research Lab Fine Chem Industries is a high grade reagent.
1,4-Dimethylpiperazine is a derivative of piperazine.
1,4-Dimethylpiperazine is available as a powder. It has a melting point of -1 C and a boiling point of 131 132 C.
While 1,4-Dimethylpiperazine is stable under general conditions, this reagent is incompatible with strong oxidizing agents.
1,4-Dimethylpiperazine has a variety of applications in chemical and biological sectors.
This compound finds several applications in the synthesis of various organic derivatives.
1,4-Dimethylpiperazine finds use as a catalyst for polyurethane foams and also as an intermediate for cationic surfactants.
1,4-Dimethylpiperazine is suitable for the industrial synthesis of products and research applications.
General Information of 1,4-Dimethylpiperazine:
Product Number D0787
Purity / Analysis Method: >98.0%(GC)(T)
Molecular Formula / Molecular Weight: C6H14N2 = 114.19
Physical State (20 deg.C): Liquid
Store Under Inert Gas: Store under inert gas
Condition to Avoid: Air Sensitive
Reaxys Registry Number: 103022
PubChem Substance ID: 87567414
SDBS (AIST Spectral DB): 2167
MDL Number: MFCD00006156
Specifications of 1,4-Dimethylpiperazine:
Appearance: Colorless to Light yellow clear liquid
Purity(GC): min. 98.0 %
Purity(Nonaqueous Titration): min. 98.0 %
Properties (reference)
Melting Point: -1 °C
Boiling Point: 133 °C
Flash point: 25 °C
Specific Gravity (20/20): 0.85
Refractive Index: 1.45
Solubility in water: Completely miscible
CHEMICAL DATA of 1,4-Dimethylpiperazine:
Formula Weight: 114.19 g/mol
Density: 0.844 g/cm³
Melting Point: -1 °C
Boiling Point: 131-132/750mm °C
Flash Point: 18 °C
Basic Info of 1,4-Dimethylpiperazine:
Chemical Name
1,4-dimethylpiperazine-2,3-dione
CAS No.: 59417-06-0
Molecular Formula: C6H10N2O2
Molecular Weight: 142.15600
PSA: 40.62000
LogP: -1.20740
Properties of 1,4-Dimethylpiperazine:
Density: 1.169g/cm3
Boiling Point: 206.5ºC at 760 mmHg
Flash Point: 81.2ºC
Refractive Index: 1.491
Strong and weakly acidic ion exchange resins and polymeric adsorbents are used for recovery of 1,4‐dimethyl piperazine (DMP) from aqueous solutions.
Sorption of the amine in undissociated form is the primary mechanism of uptake of DMP on the ion‐exchange resins.
Equilibrium adsorption data for DMP on the resins, at various temperatures, are fitted in Langmuir adsorption isotherm.
Kinetic studies show that intraparticle diffusional resistance controls the sorption of DMP into the resin matrix.
A mathematical model based on intraparticle diffusion and external mass transfer is used for simulating breakthrough profiles and compared with the experimental results for a fixed bed of weakly acidic Indion‐652 resin.
The DMP loaded bed of the resin was effectively regenerated with methanol.
STORAGE of 1,4-Dimethylpiperazine:
It should be stored at ambient Temperature in dry area in tightly closed container and away from direct sun light.
PACKAGING of 1,4-Dimethylpiperazine:
Packed in 180 Kgs. Nett HM-HDPE Drums.
HANDLING & SAFETY of 1,4-Dimethylpiperazine:
Wear protecting clothing, goggles and gloves.
Absorb material spilled on the floor with absorbent granules.
Fight fire with chemical Carbon dioxide or DCP extinguisher.
FIRST AID
Eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid.
Skin: Get medical aid.
Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes.
Ingestion: Those who take it by mistake, take milk, soy milk or egg white orally to induce vomiting.
Seek medical attention.
Inhalation: Remove from exposure and move to fresh air immediately. If not breathing, give artificial respiration.
If breathing is difficult, give oxygen. Get medical aid.