Methylpiperazine

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N-Methylpiperazine
N-Methylpiperazine.svg
Names
Preferred IUPAC name
1-Methylpiperazine
Other names
  • 4-Methylpiperazine
  • p-Methylpiperazine
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.003.309 Edit this at Wikidata
EC Number
  • 203-639-5
UNII
UN number 2920
Properties
C5H12N2
Molar mass 100.165 g·mol−1
Melting point −6 °C (21 °F; 267 K)[1]
Boiling point 138 °C (280 °F; 411 K)[1]
Hazards
Safety data sheet FischerSci
GHS pictograms GHS02: FlammableGHS05: CorrosiveGHS06: ToxicGHS07: Harmful
GHS Signal word Danger
GHS hazard statements
 H226, H312, H314, H317, H318, H330, H331, H332
P210, P233, P240, P241, P242, P243, P260, P261, P264, P271, P272, P280, P284, P301+330+331, P302+352, P303+361+353, P304+312, P304+340, P305+351+338, P310, P311, P312, P320, P321, P322
NFPA 704 (fire diamond)
2
3
1
Related compounds
Related compounds
 Piperazine, 4-methylpyridine
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

N-Methylpiperazine is a heterocyclic organic compound.

Uses[]

N-Methylpiperazine is a common building block used in organic synthesis.[2] For example, N-methylpiperazine is used in the manufacture of various pharmaceutical drugs including cyclizine,[3] meclizine, and sildenafil.

The lithium salt, lithium N-methylpiperazide, is used as a reagent in organic synthesis for protection of aryl aldehydes.[4]

Synthesis[]

Industrially, N-methylpiperazine is produced by reacting diethanolamine and methylamine at 250 bar and 200 °C.[5][6]

References[]

  1. ^ Jump up to: a b "1-Methylpiperazine". Chemistry Dashboard. Environmental Protection Agency.
  2. ^ "1-methylpiperazine". European Chemicals Agency.
  3. ^ Vardanyan, Ṛuben & Hruby, Victor J. Synthesis of Essential Drugs. p. 226.CS1 maint: multiple names: authors list (link)
  4. ^ Comins, Daniel L.; Joseph, Sajan P. (2001). "Lithium N-Methylpiperazide". Encyclopedia of Reagents for Organic Synthesis. doi:10.1002/047084289X.rl128. ISBN 0471936235.
  5. ^ US 4845218, "Preparation of N-Methylpiperazine", issued 1989-07-04 
  6. ^ "Catalytic synthesis of N-methylpiperazine from diethanolamine and methylamine by cyclodehydration reaction" (PDF). Indian Journal of Chemical Technology. 1 (November): 359–360. 1994.
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