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1-Methyl-4-piperidon

1-Methyl-4-piperidone Struktur
1445-73-4
CAS-Nr.
1445-73-4
Bezeichnung:
1-Methyl-4-piperidon
Englisch Name:
1-Methyl-4-piperidone
Synonyma:
N-METHYL-4-PIPERIDONE;1-METHYL-4-PIPERIDINONE;1-Methyl-piperidin-4-one;N-METHYL-GAMMA-PIPERIDONE;1-METHYLTETRAHYDROPYRIDIN-4(1H)-ONE;NSC 66491;AKOS BBS-00004237;N-METHYLPIPERIDONE;-Methyl-4-piperidone;N-Methyl-4-Pperidone
CBNumber:
CB9684827
Summenformel:
C6H11NO
Molgewicht:
113.16
MOL-Datei:
1445-73-4.mol

1-Methyl-4-piperidon Eigenschaften

Schmelzpunkt:
192-193 °C(Solv: ethyl acetate (141-78-6))
Siedepunkt:
55-60 °C11 mm Hg(lit.)
Dichte
0.92 g/mL at 25 °C (lit.)
Brechungsindex
n20/D 1.460
Flammpunkt:
140 °F
storage temp. 
Store below +30°C.
L?slichkeit
Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
pka
8.02±0.20(Predicted)
Aggregatzustand
Liquid
Wichte
0.92
Farbe
Clear yellow to orange
PH
12 (100g/l, H2O, 20℃)
Wasserl?slichkeit
MISCIBLE
Sensitive 
Air Sensitive
BRN 
106924
CAS Datenbank
1445-73-4(CAS DataBase Reference)
NIST chemische Informationen
4-Piperidinone, 1-methyl-(1445-73-4)
Sicherheit
  • Risiko- und Sicherheitserkl?rung
  • Gefahreninformationscode (GHS)
Kennzeichnung gef?hrlicher C,Xi
R-S?tze: 34-10-36/37/38
S-S?tze: 23-24/25-37/39-26
RIDADR  UN 1224 3/PG 3
WGK Germany  3
Hazard Note  Irritant
HazardClass  3
PackingGroup  III
HS Code  29333999
Bildanzeige (GHS) GHS hazard pictograms
Alarmwort Warnung
Gefahrenhinweise
Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code
H226 Flüssigkeit und Dampf entzündbar. Entzündbare Flüssigkeiten Kategorie 3 Warnung
Sicherheit
P210 Von Hitze, hei?en Oberfl?chen, Funken, offenen Flammen und anderen Zündquellenarten fernhalten. Nicht rauchen.
P233 Beh?lter dicht verschlossen halten.
P240 Beh?lter und zu befüllende Anlage erden.
P241 Explosionsgeschützte [elektrische/Lüftungs-/ Beleuchtungs-/...] Ger?te verwenden.
P242 Nur funkenfreies Werkzeug verwenden.
P243 Ma?nahmen gegen elektrostatische Entladungen treffen.

1-Methyl-4-piperidon Chemische Eigenschaften,Einsatz,Produktion Methoden

R-S?tze Betriebsanweisung:

R34:Verursacht Ver?tzungen.
R10:Entzündlich.
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.

S-S?tze Betriebsanweisung:

S23:Gas/Rauch/Dampf/Aerosol nicht einatmen(geeignete Bezeichnung(en) vom Hersteller anzugeben).
S24/25:Berührung mit den Augen und der Haut vermeiden.
S37/39:Bei der Arbeit geeignete Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.

Chemische Eigenschaften

clear yellow to orange liquid

Verwenden

1-Methyl-4-piperidone, are widely used in artificial fibre industry. They are polymerizable and used as nylon precursors. They have excellent applications as solvents and as intermediates for organic synthesis. They are used in the aqueous carrier medium and amide penetrants in inks and water soluble paints.

Application

N-Methyl-4-piperidone can be used as a reactant to prepare:
Spiropiperidine rings by reacting with malononitrile and electrophiles or Michael acceptors.
(3E,5E)-1-Methyl-3,5-bis(phenylmethylene)-4-piperidinone by reacting with benzaldehyde via Michael addition, followed by intramolecular O-cyclization/elimination sequential reactions.
N,N′-Dimethylbispidinone by utilizing a double Mannich condensation method.

synthetische

[JACS (1948) vol 70 p 1820] for the synthesis of 1-methyl-4-piperidone:
To a one-liter flask containing 350 ml of 20 % hydrochloric acid was added 86 g. of 1-methyl-3-carbethoxy-4-piperidone hyrdrochloride. After refluxing for one hour, the ferric chloride reagent gave no coloration. The solution was evaporated to dryness on a steam-bath at 10 mm. pressure. The solid product, heated at 100 °C for 4 hours at 0.1 mm and further dried over solid KOH for 24 hours, weighed 57.7 g, m.p. 80 - 120 °C.
Although this melting range goes above that of the pure comound 0.45 of crude material dissolved in 90 ml. of hot acetone gave 0.40 g of pure compoundd melting at 93 - 95 °C. Other samples of crude piperidone hydrochloride showed even higher melting points than the one mentioned above, yet this apperently impure material always gave good yields of sharp melting product when recrystallized.

l?uterung methode

It is best purified by fractional distillation The hydrochloride of the hydrate (4-diol) has m 94.7-95.5o, but the anhydrous hydrochloride which crystallises from CHCl3/Et2O has m 165-168o (164-167o) and can also be obtained by sublimation at 120o/2mm. The oxime has m 130-132o (from Me2CO). The methiodide crystallises from MeOH, the crystals with 1MeOH have m 189-190o, and the solvent-free iodide has m 202-204o(dec). [Lyle et al. J Org Chem 24 342 1959, Bowden & Greeen J Chem Soc 1164 1952, Tomita Yakugaku Zasshi (J Pharm Soc Japan) 71 1053 1951, Beilstein 21 IIII/IV 3183, 21/6 V 419.]

Einzelnachweise

[1] Robert E. Lyle, Laurence Ladd, Richard Munk. “The Asinger Reaction with 1-Methyl-4-piperidone.” The Journal of Organic Chemistry 30 1 (1965): 293–294.
[2] Wildau, Martha. “Ein acidimetrisches Bestimmungsverfahren alkylsubstituierter 1-Methyl-4-piperidone.” Analytical and Bioanalytical Chemistry 147 3 (1955): 231–231.

1-Methyl-4-piperidon Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


1-Methyl-4-piperidon Anbieter Lieferant Produzent Hersteller Vertrieb H?ndler.

Global( 561)Lieferanten
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Suzhou ARTK Medchem Co., Ltd.
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1445-73-4(1-Methyl-4-piperidon)Verwandte Suche:


  • 1-METHYL-4-PIPERIDONE
  • N-METHYLPIPERIDONE
  • AKOS BBS-00004237
  • 4-PIPERIDINONE, 1-METHYL-
  • 1-Methyl-4-piperidone,98%
  • N-Methyl-4-piperidone ,98%
  • N-Methyl-4-Pperidone
  • -Methyl-4-piperidone
  • 1-Methyl-4-piperidone, 98% 100GR
  • 1-Methyl-4-piperidone, 98% 500GR
  • NSC 66491
  • 1-Met 1-Methyl -4-piperidone
  • N-METHYLPIPERIDIN-4-ONE
  • 1-Methylpiperid-4-one
  • 1-METHYL-4-PIPERIDONE 98%
  • 1-Methylpiperidin-4-one 98+%
  • 1-Methyl-4-piperidinone for synthesis
  • 1 - Methyl - 4 - piperidine ketone
  • 4-Piperidone, 1-methyl-
  • 4-Piperidone,1-methyl-
  • N-Methyl-4-piperidinone
  • N-Methyl-4-piperidon
  • 1-Methyl-4-oxopiperidine
  • 1-Methyl-4-piperidione
  • 1-Methylpiperidine-4-one
  • 1-Methylpiperidone-(4)
  • N-Methyl-4-piperidone cas 1445-73-4
  • Pimavanserin Impurity 11
  • 1-Methyl-4-piperidone>
  • Edoxaban Impurity 69
  • N-Methyl-4-piperidone(NMP)
  • Domperidone Impurity 25
  • N-Methyl-4-Piperidine
  • -Methyl-4-piperidone
  • 1-METHYL-4-PIPERIDINONE
  • 1-METHYLTETRAHYDROPYRIDIN-4(1H)-ONE
  • N-METHYL-GAMMA-PIPERIDONE
  • N-METHYL-4-PIPERIDONE
  • 1-Methyl-piperidin-4-one
  • NMethyl-4-Piperidone(NM4P)
  • 1445-73-4
  • 445-73-4
  • 971445-73-4
  • Building Blocks
  • Heterocyclic Building Blocks
  • Piperidones
  • KETONE
  • Miscellaneous
  • Piperidines, Piperidones, Piperazines
  • PHARMACEUTICAL INTERMEDIATES
  • Amines and Anilines
  • Carbonyl Compounds
  • Piperidine
  • Heterocycles
  • Miscellaneous Reagents
  • Building Blocks
  • Heterocyclic Building Blocks
  • Piperidones
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