ChemicalBook > CAS DataBase List > 1-Methyl-4-piperidone

1-Methyl-4-piperidone

Product Name
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;N-Methyl-4-Pperidone;-Methyl-4-piperidone
CBNumber
CB9684827
Molecular Formula
C6H11NO
Formula Weight
113.16
MOL File
1445-73-4.mol
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1-Methyl-4-piperidone Property

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)
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Safety

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
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H226Flammable liquid and vapour

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P233Keep container tightly closed.

P240Ground/bond container and receiving equipment.

P241Use explosion-proof electrical/ventilating/lighting/…/equipment.

P242Use only non-sparking tools.

P243Take precautionary measures against static discharge.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
130036
Product name
N-Methyl-4-piperidone
Purity
97%
Packaging
5ml
Price
$37.8
Updated
2024/03/01
Sigma-Aldrich
Product number
130036
Product name
N-Methyl-4-piperidone
Purity
97%
Packaging
100ml
Price
$129
Updated
2024/03/01
Sigma-Aldrich
Product number
8.20828
Product name
1-Methyl-4-piperidinone
Purity
for synthesis
Packaging
100mL
Price
$150
Updated
2024/03/01
TCI Chemical
Product number
M0530
Product name
1-Methyl-4-piperidone
Purity
>98.0%(GC)(T)
Packaging
25g
Price
$33
Updated
2024/03/01
TCI Chemical
Product number
M0530
Product name
1-Methyl-4-piperidone
Purity
>98.0%(GC)(T)
Packaging
100g
Price
$86
Updated
2024/03/01
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1-Methyl-4-piperidone Chemical Properties,Usage,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.]

References

[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-piperidone Preparation Products And Raw materials

Raw materials

Preparation Products

N-Methyl-3-carbomethoxy-4-piperidone hydrochloride 4-Chloro-N-methylpiperidine 2-AMINO-6-METHYL-4,5,6,7-TETRAHYDROTHIENO[2,3-C]PYRIDINE-3-CARBONITRILE N-Methyl-4-piperidinol
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1-Methyl-4-piperidone Suppliers

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View Lastest Price from 1-Methyl-4-piperidone manufacturers

HebeiShuoshengImportandExportco.,Ltd
Product
1-Methyl-4-piperidone 1445-73-4
Price
US $6.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
2000KG/Month
Release date
2024-08-07
hebei hongtan Biotechnology Co., Ltd
Product
1-Methyl-4-piperidone 1445-73-4
Price
US $30.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
1000kg
Release date
2024-05-13
Hebei Weibang Biotechnology Co., Ltd
Product
1-Methyl-4-piperidone 1445-73-4
Price
US $10.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
10 mt
Release date
2024-12-06

1445-73-4, 1-Methyl-4-piperidoneRelated Search:

METSULFURON METHYL 2,2,6,6-Tetramethyl-4-piperidinol Methyl salicylate 4-Methyl-2-pentanone 2,2,6,6-Tetramethylpiperidinooxy Norgestrel Thiophanate-methyl Tribenuron methyl Pirimiphos-methyl Methyl acetate Kresoxim-methyl N-Methyl-2-pyrrolidone Mesotrione 4-Piperidinone 1-Methyl-1H-pyrazol-3-amine 2-(1-Methylpiperidin-4-yl)ethanamine 4-BROMO-N-METHYL PIPERIDINE Edoxaban Impurity 12 (1R,2R,4S)

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  • Domperidone Impurity 25
  • N-Methyl-4-Piperidine
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  • NMethyl-4-Piperidone(NM4P)
  • 1445-73-4
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  • Building Blocks
  • Heterocyclic Building Blocks
  • Piperidones
  • KETONE
  • Miscellaneous
  • Piperidines, Piperidones, Piperazines
  • PHARMACEUTICAL INTERMEDIATES
  • Amines and Anilines
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  • Piperidine
  • Heterocycles
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  • Piperidones