1-Methylpiperazine

Base Information

• Chemical Name: 1-Methylpiperazine
• CAS No.: 109-01-3
• Molecular Formula: C5H12N2
• Molecular Weight: 100.164
• Hs Code.: 2933.59
• European Community (EC) Number: 203-639-5
• NSC Number: 30675,30195
• UN Number: 2920
• UNII: B92I95EL9Q
• DSSTox Substance ID: DTXSID4021898
• Nikkaji Number: J1.011A
• Wikipedia: Methylpiperazine
• Wikidata: Q3825112
• Metabolomics Workbench ID: 87199
• ChEMBL ID: CHEMBL1011
• Mol file: 109-01-3.mol

Synonyms:1-methylpiperazine;1-methylpiperazine dihydrochloride;1-methylpiperazine hydrochloride;1-methylpiperazine monohydrochloride

Chemical Property of 1-Methylpiperazine

Chemical Property:

• Appearance/Colour: Colourless liquid
• Vapor Pressure: 6.86mmHg at 25°C
• Melting Point: -6 °C
• Refractive Index: 1.4655
• Boiling Point: 138 °C at 760 mmHg
• PKA: pK1:4.94(+2);pK2:9.09(+1) (25°C,μ=0.1)
• Flash Point: 42.2 °C
• PSA: 15.27000
• Density: 0.882 g/cm³
• LogP: -0.21190
• Storage Temp.: Store under Nitrogen
• Sensitive.: Hygroscopic
• Solubility.: Chloroform (Soluble), Methanol (Soluble)
• Water Solubility.: soluble
• XLogP3: -0.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 100.100048391
• Heavy Atom Count: 7
• Complexity: 48

Purity/Quality:

99% ^*data from raw suppliers

1-Methylpiperazine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T,F,C,Xi
• Hazard Codes: T,F,C,Xi
• Statements: 10-21-23-34-36/37/38-20/21
• Safety Statements: 16-26-36/37/39-45-36

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Piperazines
• Canonical SMILES: CN1CCNCC1
• Uses: 1-Methylpiperazine is used in the preparation of 2-(4-Methyl-1-piperazinylmethyl)acrylophenone(MPMAP) 1-Methylpiperazine is used in the preparation of 2-(4-methyl-1-piperazinylmethyl)acrylophenone. It is involved in the preparation of 1-(4-methoxy-phenyl)-4-methyl-piperazine by reacting with 1-chloro-4-methoxy-benzene. It acts as an intermediate in the synthesis of active pharmaceutical ingredients like ofloxacin, rifampicin, clozapine, sildenafil, trifluoperazine and zopiclone. Further, it is used as a mimic template in the preparation of molecularly imprinted microspheres. In addition to this, it is used in the generation of difunctional strong anion-exchange stationary phase from a 1,4-diazacyclohexane derivative.

Technology Process of 1-Methylpiperazine

There total 96 articles about 1-Methylpiperazine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 96.0%

1-methyl-4-nitroso-piperazine (16339-07-4) → 1-methyl-piperazine (109-01-3) + N-amino-N'-methylpiperazine (6928-85-4)

Guidance literature:

With carbon dioxide; water; ammonium chloride; zinc; at 35 ℃; for 1.5h; under 1500.15 Torr; Reagent/catalyst; Temperature; Pressure; Autoclave; Green chemistry;

DOI:10.1007/s10593-018-2349-0

Reference yield: 92.4%

N-methyliminodiacetonitrile (5423-24-5) → 1-methyl-piperazine (109-01-3) + 1,5-diamino-3-azamethylpentane (4097-88-5)

Guidance literature:

With hydrogen; In methanol; at 120 - 600 ℃; under 15001.5 Torr; Temperature; Solvent; Reagent/catalyst;

Reference yield: 92.1%

N-methyliminodiacetonitrile (5423-24-5) → 1-methyl-piperazine (109-01-3)

Guidance literature:

With hydrogen; In methanol; at 100 - 600 ℃; under 15001.5 Torr;

upstream raw materials:

piperazine

formaldehyd

(2-hydroxyethyl)(methyl)amine

1-formyl-4-methylpiperidine

Downstream raw materials:

3-(4-methylpiperazin-1-yl)-1-phenylpropan-1-one

1-methyl-4-(2-[4]pyridyl-ethyl)-piperazine

1-methyl-4-(pyridin-2-yl)piperazine

2-(4-methylpiperazin-1-yl)pyrimidine

Refernces

• 1、 Yang, Weiqing,Lu, Xiang,Zhou, Tingting,Cao, Yongjing,Zhang, Yuanyuan,Ma, Menglin. "Selective reduction of N-nitroso aza-aliphatic cyclic compounds to the corresponding N-amino products using zinc dust in CO2–H2O medium". . p. 780 - 783. Retrieved 2018.
• 2、 Novak, Zoltan,Vincze, Zoltan,Czegeny, Zsuzsanna,Magyarfalvi, Gabor,Smith, David M.,Kotschy, Andras. "Study of the formation and thermal decomposition of an azo-bridged tricyclic ring system". . p. 3358 - 3363. Retrieved 2006.
• 3、 Li, Jinpeng,Huang, Changyu,Wen, Daheng,Zheng, Qingshu,Tu, Bo,Tu, Tao. "Nickel-Catalyzed Amination of Aryl Chlorides with Amides". supporting information. p. 687 - 691. Retrieved 2021/01/09.
• 4、 Borlinghaus, Niels,Gergel, Sebastian,Nestl, Bettina M.. "Biocatalytic Access to Piperazines from Diamines and Dicarbonyls". . p. 3727 - 3732. Retrieved 2018/04/14.