Piperazine

Base Information

• Chemical Name: Piperazine
• CAS No.: 110-85-0
• Deprecated CAS: 8017-90-1,8027-81-4,81546-15-8,854880-15-2,861800-35-3,8027-81-4,854880-15-2,861800-35-3
• Molecular Formula: C4H10N2
• Molecular Weight: 86.1368
• Hs Code.: H2CH2NHCH2CH2 MOL WT. 86.14
• European Community (EC) Number: 203-808-3
• ICSC Number: 1032
• NSC Number: 757283,474
• UN Number: 2579
• UNII: 1RTM4PAL0V
• DSSTox Substance ID: DTXSID1021164
• Nikkaji Number: J1.981J
• Wikipedia: Piperazine
• Wikidata: Q409292
• NCI Thesaurus Code: C61892
• RXCUI: 8340
• Metabolomics Workbench ID: 42923
• ChEMBL ID: CHEMBL1412
• Mol file: 110-85-0.mol

Synonyms:1,4 Diazacyclohexane;1,4 Piperazine;1,4-Diazacyclohexane;1,4-piperazine;piperazine;piperazine diacetate;piperazine dihydrochloride;piperazine hexahydrate;piperazine hydrate;piperazine hydrobromide;piperazine hydrochloride;piperazine monohydrochloride;piperazine phosphate;piperazine phosphate (1:1);Piperazine Phosphate Anhydrous;piperazine salt;piperazine sulfate;Piperazine Tartrate;piperazine tartrate (1:1), (R-(R*,R*))-isomer;piperazine tartrate, (R-(R*,R*))-isomer;piperazinium oleate;Pripsen

Chemical Property of Piperazine

Chemical Property:

• Appearance/Colour: needle-like white or colorless crystals
• Vapor Pressure: 4.049mmHg at 25°C
• Melting Point: 109-112 °C(lit.)
• Refractive Index: 1.424
• Boiling Point: 149.324 °C at 760 mmHg
• PKA: 9.55±0.10(Predicted)
• Flash Point: 49.726 °C
• PSA: 24.06000
• Density: 0.874 g/cm³
• LogP: -0.16320
• Water Solubility.: 150 g/L (20℃)
• XLogP3: -1.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 86.084398327
• Heavy Atom Count: 6
• Complexity: 26.5
• Transport DOT Label: Corrosive

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C:Corrosive
• Statements: R34:; R42/43:; R52/53:
• Safety Statements: S22:; S26:; S36/37/39:; S45:; S61:

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Piperazines
• Canonical SMILES: C1CNCCN1
• Inhalation Risk: No indication can be given about the rate at which a harmful concentration of this substance in the air is reached on evaporation at 20 °C.
• Effects of Short Term Exposure: The substance is corrosive to the eyes, skin and respiratory tract. Corrosive on ingestion. Inhalation may cause lung oedema, but only after initial corrosive effects on eyes and/or airways have become manifest. Ingestion could cause effects on the nervous system. This may result in impaired functions and unconsciousness.
• Effects of Long Term Exposure: Repeated or prolonged contact may cause skin sensitization. Repeated or prolonged inhalation may cause asthma.

Technology Process of Piperazine

There total 248 articles about Piperazine 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: 68.1%

1-(2-hydroxyethyl)piperazine (103-76-4) → piperazine (110-85-0) + 1,4-diaza-bicyclo[2.2.2]octane (280-57-9,88935-43-7)

Guidance literature:

With water; Na-type ZSM-5⁽²⁾; at 340 ℃;

Reference yield: 63.0%

ethylenediamine (107-15-3,85404-18-8) + 3-azapentane-1,5-diamine (111-40-0,98824-35-2) → piperazine (110-85-0) + 1,4-diaza-bicyclo[2.2.2]octane (280-57-9,88935-43-7)

Guidance literature:

With ZSM-5 type zeolite; In water; at 370 ℃; pH=10; Temperature; pH-value;

Reference yield: 54.0%

aminoethylpiperazine (140-31-8) + ethylenediamine (107-15-3,85404-18-8) → piperazine (110-85-0) + 1,4-diaza-bicyclo[2.2.2]octane (280-57-9,88935-43-7)

Guidance literature:

With ZSM-5 type zeolite; In water; at 320 ℃; pH=9; Temperature; pH-value;

upstream raw materials:

tetrahydrofuran

3-azapentane-1,5-diamine

1,4-pyrazine

Glycine anhydride

Downstream raw materials:

3-(piperazin-1-yl)-2-methylpropan-2-ol

1,4-bis-{[methyl-(toluene-4-sulfonyl)-amino]-methyl}-piperazine

1-(1-piperazinyl)-2-propanol

N,N'-bis(2-hydoxypropyl)piperazine

Refernces

• 1、 Slabu, Iustina,Galman, James L.,Weise, Nicholas J.,Lloyd, Richard C.,Turner, Nicholas J.. "Putrescine Transaminases for the Synthesis of Saturated Nitrogen Heterocycles from Polyamines". . p. 1038 - 1042. Retrieved 2016.
• 2、 Ermatchkov, Viktor,Perez-Salado Kamps, Alvaro,Maurer, Gerd. "Chemical equilibrium constants for the formation of carbamates in (carbon dioxide + piperazine + water) from 1H-NMR-spectroscopy". . p. 1277 - 1289. Retrieved 2003.
• 3、 Wang, Yong,Guo, Lifang,Ling, Yun,Liu, Yueming,Li, Xiaohong,Wu, Haihong,Wu, Peng. "Intermolecular condensation of ethylenediamine to 1,4-diazabicyclo(2,2,2)octane over H-ZSM-5 catalysts: Effects of Si/Al ratio and crystal size". . p. 45 - 53. Retrieved 2010.
• 4、 Nasiruzzaman Shaikh,Aziz, Md. Abdul,Kalanthoden, Abdul Nasar,Helal, Aasif,Hakeem, Abbas S.,Bououdina, Mohamed. "Facile hydrogenation of N-heteroarenes by magnetic nanoparticle-supported sub-nanometric Rh catalysts in aqueous medium". . p. 4709 - 4717. Retrieved 2018.
• 5、 Martin,Martell. "-". . p. 1817. Retrieved 1948.
• 6、 Ingleson, Michael J.,Barrio, Jorge Perez,Bacsa, John,Steiner, Alexander,Darling, George R.,Jones, James T. A.,Khimyak, Yaroslav Z.,Rosseinsky, Matthew J.. "Magnesium borohydride confined in a metal-organic framework: A preorganized system for facile arene hydroboration". . p. 2012 - 2016. Retrieved 2009.
• 7、 Chatterjee, Basujit,Kalsi, Deepti,Kaithal, Akash,Bordet, Alexis,Leitner, Walter,Gunanathan, Chidambaram. "One-pot dual catalysis for the hydrogenation of heteroarenes and arenes". . p. 5163 - 5170. Retrieved 2020/09/07.
• 8、 Ciotonea, Carmen,Hammi, Nisrine,Dhainaut, Jérémy,Marinova, Maya,Ungureanu, Adrian,El Kadib, Abdelkrim,Michon, Christophe,Royer, Sébastien. "Phyllosilicate-derived Nickel-cobalt Bimetallic Nanoparticles for the Catalytic Hydrogenation of Imines, Oximes and N-heteroarenes". . p. 4652 - 4663. Retrieved 2020/08/19.