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1-Methyl-4-piperidone

CAS No.
1445-73-4
Chemical Name:
1-Methyl-4-piperidone
Synonyms
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
Molecular Formula:
C6H11NO
Molecular Weight:
113.16
MDL Number:
MFCD00006191
MOL File:
1445-73-4.mol
MSDS File:
SDS
Last updated:2024-03-18 17:23:41

1-Methyl-4-piperidone Properties

Melting point 192-193 °C(Solv: ethyl acetate (141-78-6))
Boiling point 55-60 °C11 mm Hg(lit.)
Density 0.92 g/mL at 25 °C (lit.)
refractive index n20/D 1.460
Flash point 140 °F
storage temp. Store below +30°C.
solubility Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
pka 8.02±0.20(Predicted)
form Liquid
Specific Gravity 0.92
color Clear yellow to orange
PH 12 (100g/l, H2O, 20℃)
Water Solubility MISCIBLE
Sensitive Air Sensitive
BRN 106924
CAS DataBase Reference 1445-73-4(CAS DataBase Reference)
NIST Chemistry Reference 4-Piperidinone, 1-methyl-(1445-73-4)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS02
Signal word  Warning
Hazard statements  H226
Precautionary statements  P210-P233-P240-P241-P242-P243
Hazard Codes  C,Xi
Risk Statements  34-10-36/37/38
Safety Statements  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
NFPA 704
2
1 0

1-Methyl-4-piperidone price More Price(34)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 130036 N-Methyl-4-piperidone 97% 1445-73-4 5ml $37.8 2024-03-01 Buy
Sigma-Aldrich 130036 N-Methyl-4-piperidone 97% 1445-73-4 100ml $129 2024-03-01 Buy
Sigma-Aldrich 8.20828 1-Methyl-4-piperidinone for synthesis 1445-73-4 100mL $150 2024-03-01 Buy
TCI Chemical M0530 1-Methyl-4-piperidone >98.0%(GC)(T) 1445-73-4 25g $33 2024-03-01 Buy
TCI Chemical M0530 1-Methyl-4-piperidone >98.0%(GC)(T) 1445-73-4 100g $86 2024-03-01 Buy
Product number Packaging Price Buy
130036 5ml $37.8 Buy
130036 100ml $129 Buy
8.20828 100mL $150 Buy
M0530 25g $33 Buy
M0530 100g $86 Buy

1-Methyl-4-piperidone Chemical Properties,Uses,Production

Chemical Properties

clear yellow to orange liquid

Uses

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.

Preparation

[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.

Purification Methods

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.]

74-89-5
71-43-2
1445-73-4
Synthesis of 1-Methyl-4-piperidone from Methylamine and Benzene
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View Lastest Price from 1-Methyl-4-piperidone manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
1-Methyl-4-piperidone pictures 2024-04-12 1-Methyl-4-piperidone
1445-73-4
US $10.00 / kg 1kg 99% 1000kg hebei hongtan Biotechnology Co., Ltd
1-Methyl-4-piperidone pictures 2024-02-26 1-Methyl-4-piperidone
1445-73-4
US $0.00-0.00 / kg 1kg 99% Kgs BTC Nantong Pharmaceuticals Technology Co.,Ltd
1-Methyl-4-piperidone pictures 2024-01-04 1-Methyl-4-piperidone
1445-73-4
US $110.00-90.00 / kilogram 1kilogram 99% 10 tons/per week Henan Tengmao Chemical Technology Co. LTD
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 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 Thiadiazoles