1,2,5-Trimethyl-4-piperidinone supplier

Name
4-Piperidinone, 1,2,5-trimethyl-
EINECS
CAS No. 7516-33-8
Article Data13
CAS DataBase
Density 0.917 g/cm³
Solubility
Melting Point
Formula C₈H₁₅NO
Boiling Point 203.362 °C at 760 mmHg
Molecular Weight 141.213
Flash Point 71.126 °C
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms 1,2,5-trimethyl-4-Piperidinone
PSA 20.31000
LogP 0.85350

Synthetic route

: 13058-36-1
5-methoxy-2-methyl-1-hexen-3-one

: 74-89-5
methylamine

: 7516-33-8
1,2,5-trimethyl-4-piperidone

Conditions

Conditions	Yield
In methanol; water at 60℃; for 4h;	71.2%

: 897400-05-4
3-[(2-methoxycarbonyl-propyl)-methyl-amino]-butyric acid ethyl ester

: 7516-33-8
1,2,5-trimethyl-4-piperidone

Conditions

Conditions	Yield
Stage #1: 3-[(2-methoxycarbonyl-propyl)-methyl-amino]-butyric acid ethyl ester With ethanol; sodium In xylenes at 20 - 75℃; for 8h; Heating / reflux; Stage #2: With hydrogenchloride In water for 6h; Heating / reflux; Stage #3: With potassium hydroxide In water at 0℃; pH=10;	47%

: 60585-74-2, 127611-57-8, 127611-58-9, 127611-59-0
N-(1,2,5-trimethylpiperidylidene-4)aniline

: 6921-34-2
benzylmagnesium chloride

A: 7516-33-8
1,2,5-trimethyl-4-piperidone

B: 129115-34-0
1-methyl-2r,5c-dimethyl-4t-benzyl-4c-phenylaminopiperidine

C: 62-53-3
aniline

Conditions

Conditions	Yield
In diethyl ether for 8h; Heating;	A n/a B 46% C n/a

...Expand

: 103263-54-3
5-ethoxy-2-methyl-1-hexen-3-one

: 74-89-5
methylamine

: 7516-33-8
1,2,5-trimethyl-4-piperidone

Conditions

Conditions	Yield
In methanol; water at 60℃; for 4h;	45.5%

: 591-51-5
phenyllithium

: 113556-34-6
N-(1,2,5-trimethylpiperidinylidene-4-)-β-hydroxyethylamine

A: 7516-33-8
1,2,5-trimethyl-4-piperidone

B: 141-43-5
ethanolamine

C: 113556-41-5
1,2,5-trimethyl-4-phenyl-4-N-(β-hydroxyethyl)aminopiperidine

Conditions

Conditions	Yield
In diethyl ether	A n/a B n/a C 11%

...Expand

: 66109-81-7
2,5-dimethyl-tetrahydro-pyran-4-one

: 74-89-5
methylamine

: 7516-33-8
1,2,5-trimethyl-4-piperidone

Conditions

Conditions	Yield
With water

: 4558-87-6
2,5-dimethylpiperidin-4-one

: 74-88-4
methyl iodide

: 7516-33-8
1,2,5-trimethyl-4-piperidone

Conditions

Conditions	Yield
With 1,4-dioxane

: 820-54-2
2-methyl-hexa-1,5-dien-3-yne

: 7516-33-8
1,2,5-trimethyl-4-piperidone

Conditions

Conditions	Yield
With water; butan-1-ol Erwaermen unter Zusatz von Schwefelsaeure und Quecksilber(II)-sulfat und Erwaermen des Reaktionsgemisches mit wss. Methylamin in Aethanol;

: 13058-39-4, 105645-96-3, 105645-99-6
(E)-2-methylhexa-1,4-dien-3-one

: 74-89-5
methylamine

: 7516-33-8
1,2,5-trimethyl-4-piperidone

Conditions

Conditions	Yield
With water

: 41854-15-3
1,5-dimethoxy-2-methyl-hexan-3-one

: 74-89-5
methylamine

: 7516-33-8
1,2,5-trimethyl-4-piperidone

Conditions

Conditions	Yield
With water

: 66109-81-7
2,5-dimethyl-tetrahydro-pyran-4-one

: 7732-18-5
water

: 74-89-5
methylamine

: 7516-33-8
1,2,5-trimethyl-4-piperidone

...Expand

: 814-78-8
3-Methyl-3-buten-2-one

: 7516-33-8
1,2,5-trimethyl-4-piperidone

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 82.3 percent / NaI, Et3N / acetonitrile / 1 h / 70 °C 2: 60.6 percent / ZnCl2 / ethyl acetate / 1 h / 40 °C 3: 45.5 percent / methanol; H2O / 4 h / 60 °C View Scheme
Multi-step reaction with 3 steps 1: 82.3 percent / NaI, Et3N / acetonitrile / 1 h / 70 °C 2: 68.2 percent / ZnCl2 / ethyl acetate / 1 h / 40 °C 3: 71.2 percent / methanol; H2O / 4 h / 60 °C View Scheme

: 54781-31-6
2-methyl-3-<(trimethylsilyl)oxy>-1,3-butadiene

: 7516-33-8
1,2,5-trimethyl-4-piperidone

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 60.6 percent / ZnCl2 / ethyl acetate / 1 h / 40 °C 2: 45.5 percent / methanol; H2O / 4 h / 60 °C View Scheme
Multi-step reaction with 2 steps 1: 68.2 percent / ZnCl2 / ethyl acetate / 1 h / 40 °C 2: 71.2 percent / methanol; H2O / 4 h / 60 °C View Scheme

: 1252678-29-7
C13H25NO4

: 7516-33-8
1,2,5-trimethyl-4-piperidone

Conditions

Conditions	Yield
Stage #1: C13H25NO4 With sodium In 5,5-dimethyl-1,3-cyclohexadiene; ethanol Dieckmann reaction; Reflux; Stage #2: With hydrogenchloride In water Reflux;

: 7516-33-8
1,2,5-trimethyl-4-piperidone

: 108-26-9
3-methyl-2-pyrazoline-5-one

: 109-77-3
malononitrile

: C15H21N5O

Conditions

Conditions	Yield
In ethanol at 20℃; for 12h;	94%

...Expand

: 7516-33-8
1,2,5-trimethyl-4-piperidone

: 1068-57-1
acetic acid hydrazide

: 102689-09-8
1,2,5-Trimethyl-4-piperidone acetylhydrazone

Conditions

Conditions	Yield
at 20℃; for 0.25h;	90%

: 7516-33-8
1,2,5-trimethyl-4-piperidone

: 7336-29-0
2-aminoethyl vinyl ether

: 72310-54-4
1,2,5-trimethyl-4-(β-vinyloxyethylimino)piperidine

Conditions

Conditions	Yield
In benzene Heating;	85%

: 7516-33-8
1,2,5-trimethyl-4-piperidone

: 2627-86-3
(S)-1-phenyl-ethylamine

: (-)-1,2,5-trimethyl-4-(1S-phenylethylimino)piperidine

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In benzene Heating;	85%

: 7516-33-8
1,2,5-trimethyl-4-piperidone

: 113849-83-5, 131485-23-9
1,2,5-trimethylpiperidine-4-one oxime

Conditions

Conditions	Yield
With hydroxylamine hydrochloride; sodium acetate In ethanol for 4h; Heating;	81%

: 7516-33-8
1,2,5-trimethyl-4-piperidone

: 75-05-8
acetonitrile

: N-(4-Acetylamino-1,2,5-trimethyl-piperidin-4-yl)-acetamide

Conditions

Conditions	Yield
With sulfuric acid at 60℃; for 2h;	81%

: 7516-33-8
1,2,5-trimethyl-4-piperidone

: 100-46-9
benzylamine

: 113556-33-5
N-(1-methyl-2,5-dimethyl-4-piperidylidene)benzylamine

Conditions

Conditions	Yield
With zinc(II) chloride In toluene Heating; catalytic amount of acetic acid, benzene;	76.5%
In toluene Heating;

: 7516-33-8
1,2,5-trimethyl-4-piperidone

: 62-53-3
aniline

: 60585-74-2, 127611-57-8, 127611-58-9, 127611-59-0
N-(1,2,5-trimethylpiperidylidene-4)aniline

Conditions

Conditions	Yield
With acetic acid In toluene Heating;	72%
With toluene-4-sulfonic acid In benzene Heating;	71.3%

: 7516-33-8
1,2,5-trimethyl-4-piperidone

: 156-87-6
propan-1-ol-3-amine

: 113556-47-1
N-(1,2,5-trimethylpiperidylidene-4-)-γ-hydroxypropylamine

Conditions

Conditions	Yield
With zinc(II) chloride In toluene Heating; catalytic amount of acetic acid, benzene;	72%

: 7516-33-8
1,2,5-trimethyl-4-piperidone

: 40964-05-4
1,2,5-trimethyl-4-naphthalen-1-ylethynyl-piperidin-4-ol

Conditions

Conditions	Yield
Stage #1: 1-ethynylnaphthalene With n-butyllithium In tetrahydrofuran; hexanes at 0 - 20℃; for 1.08333h; Stage #2: 1,2,5-trimethyl-4-piperidone In tetrahydrofuran; hexanes at 20℃; for 1h;	67%

: 7516-33-8
1,2,5-trimethyl-4-piperidone

: 18292-19-8
diethyldiethynylsilane

: β-isomer of 4-<(diethylethynylsilyl)ethynyl>-1,2,5-trimethyl-4-piperidinol

: γ-isomer of 4-<(diethylethynylsilyl)ethynyl>-1,2,5-trimethyl-4-piperidinol

Conditions

Conditions	Yield
With ethylmagnesium bromide In diethyl ether at 80 - 90℃; for 2h;	A 17.55% B 52.45%

...Expand

: 7516-33-8
1,2,5-trimethyl-4-piperidone

: 4282-82-0
N-methyl-N-propargylaniline

: 1,2,5-trimethyl-4-hydroxy-4-<3-(N-methyl-N-phenylamino)-propynyl>piperidine

: 1,2,5-trimethyl-4-hydroxy-4-<3-(N-methyl-N-phenylamino)-propynyl>piperidine

: 1,2,5-trimethyl-4-hydroxy-4-<3-(N-methyl-N-phenylamino)-propynyl>piperidine

Conditions

Conditions	Yield
With potassium hydroxide In diethyl ether for 8h; Ambient temperature;	A 8% B 32% C 51%

...Expand

: 7516-33-8
1,2,5-trimethyl-4-piperidone

: 62-53-3
aniline

: 60585-74-2, 127611-57-8, 127611-58-9, 127611-59-0
1,2,5-trimethyl-4-N-phenyliminopiperidine

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In benzene Heating;	50%

: 7516-33-8
1,2,5-trimethyl-4-piperidone

: 95-54-5
1,2-diamino-benzene

A: 83821-86-7
C14H21N3

B: 83821-90-3
N-[1,2,5-Trimethyl-piperidin-(4Z)-ylidene]-benzene-1,2-diamine

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In benzene Heating;	A 5% B 50%

...Expand

: 7516-33-8
1,2,5-trimethyl-4-piperidone

: 618-36-0
rac-methylbenzylamine

: 142917-25-7
N-(1-methyl-2,5-dimethyl-4-piperidylidene)-α-phenylethylamine

Conditions

Conditions	Yield
In toluene Heating;	49%

: 7516-33-8
1,2,5-trimethyl-4-piperidone

: 95-76-1
m,p-dichloroaniline

: 136038-82-9
N-(1,2,5-trimethyl-4-piperidylidene)-3,4-dichloroaniline

Conditions

Conditions	Yield
With acetic acid In toluene for 8h; Heating;	40%

: 7516-33-8
1,2,5-trimethyl-4-piperidone

: 5432-53-1
4-p-dimethylaminophenyl-3-buten-2-one

: 4a-hydroxy-8-(p-dimethylaminophenyl)-2,3,8a-trimethyldecahydro-6-isoquinolone

Conditions

Conditions	Yield
Stage #1: 1,2,5-trimethyl-4-piperidone With sodium hydride In water; N,N-dimethyl-formamide at 20℃; Mannich reaction; Stage #2: 4-p-dimethylaminophenyl-3-buten-2-one In water; N,N-dimethyl-formamide at 20℃; Mannich reaction;	40%

: 7516-33-8
1,2,5-trimethyl-4-piperidone

: 141-43-5
ethanolamine

: 113556-34-6
N-(1,2,5-trimethylpiperidinylidene-4-)-β-hydroxyethylamine

Conditions

Conditions	Yield
With zinc(II) chloride In toluene Heating; catalytic amount of acetic acid, benzene;	35%

: 7516-33-8
1,2,5-trimethyl-4-piperidone

: 122-57-6
1-Phenylbut-1-en-3-one

: 4a-hydroxy-2,3,8a-trimethyl-8-phenyldecahydro-6-isoquinolone

Conditions

Conditions	Yield
Stage #1: 1,2,5-trimethyl-4-piperidone With sodium hydride In water; N,N-dimethyl-formamide at 20℃; for 1h; Mannich reaction; Stage #2: 1-Phenylbut-1-en-3-one In water; N,N-dimethyl-formamide at 20℃; for 72h; Mannich reaction;	34%

: 7516-33-8
1,2,5-trimethyl-4-piperidone

: 826-36-8
2,2,6,6-Tetramethyl-4-piperidone

: C20H30N2S

Conditions

Conditions	Yield
With sulfuric acid at 60 - 65℃; for 4h;	32%

: 7516-33-8
1,2,5-trimethyl-4-piperidone

: 95-48-7
ortho-cresol

: 108332-84-9
trans-1,2,5-Trimethyl-4-(4-hydroxy-3-methylphenyl)-Δ3-tetrahydropyridine

Conditions

Conditions	Yield
With boron trifluoride diethyl etherate	31%

: 96-50-4
2-thiazolylamine

: 7516-33-8
1,2,5-trimethyl-4-piperidone

: 139117-78-5
1,2,5-trimethyl-4-(2-thiazolyl)iminopiperidine

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In toluene Heating;	30%

: 7516-33-8
1,2,5-trimethyl-4-piperidone

: 614-47-1
1,3-diphenyl-propen-3-one

: 1,2,5-trimethyl-3-(3-oxo-1,3-diphenylpropyl)piperidin-4-one

B: 6-hydroxy-1,3,4-trimethyl-6,8-diphenyl-3-azabicyclo[3.3.1]nonan-9-one hydrochloride

Conditions

Conditions	Yield
With potassium hydroxide In ethanol; water for 5h; Michael reaction;	A 6.39% B 23.2%

...Expand

: 7516-33-8
1,2,5-trimethyl-4-piperidone

: 4-(2-methoxy-naphthalen-1-ylethynyl)-1,2,5-trimethyl-piperidin-4-ol

Conditions

Conditions	Yield
Stage #1: 1-(2',2'-dibromovinyl)-2-methoxynaphthalene With n-butyllithium In tetrahydrofuran; hexanes at -78 - 20℃; for 1.5h; Stage #2: 1,2,5-trimethyl-4-piperidone In tetrahydrofuran; hexanes at 20℃; for 0.25h;	19%

: 7516-33-8
1,2,5-trimethyl-4-piperidone

: 75-15-0
carbon disulfide

: 143-33-9
sodium cyanide

: 1,2,5-trimethylpiperidine-4-spiro-5'-imidazolidine-2',4'-dithione

Conditions

Conditions	Yield
With ammonium chloride In ethanol at 50 - 55℃; for 24h;	18%

...Expand

: 7516-33-8
1,2,5-trimethyl-4-piperidone

: 22966-09-2
(2E)-3-(4-bromophenyl)-1-phenylprop-2-en-1-one

: 8-(4-bromophenyl)-6-hydroxy-1,3,4-trimethyl-6-phenyl-3-azabicyclo[3.3.1]nonan-9-one hydrochloride

Conditions

Conditions	Yield
With potassium hydroxide In ethanol; water; benzene for 48h; Michael reaction;	14.6%

1,2,5-Trimethyl-4-piperidinone Specification

The 1,2,5-Trimethyl-4-piperidinone, with the CAS registry number 7516-33-8, is also known as 4-Piperidinone, 1,2,5-trimethyl-. This chemical's molecular formula is C₈H₁₅NO and molecular weight is 141.21. What's more, its systematic name is 1,2,5-Trimethyl-4-piperidinone.

Physical properties of 1,2,5-Trimethyl-4-piperidinone are: (1)ACD/LogP: 0.634; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -1.86; (4)ACD/LogD (pH 7.4): -0.16; (5)ACD/BCF (pH 5.5): 1.00; (6)ACD/BCF (pH 7.4): 1.00; (7)ACD/KOC (pH 5.5): 1.00; (8)ACD/KOC (pH 7.4): 8.48; (9)#H bond acceptors: 2; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 0; (12)Polar Surface Area: 20.31 Å²; (13)Index of Refraction: 1.444; (14)Molar Refractivity: 40.88 cm³; (15)Molar Volume: 153.989 cm³; (16)Polarizability: 16.206×10^-24cm³; (17)Surface Tension: 26.2 dyne/cm; (18)Density: 0.917 g/cm³; (19)Flash Point: 71.126 °C; (20)Enthalpy of Vaporization: 43.958 kJ/mol; (21)Boiling Point: 203.362 °C at 760 mmHg; (22)Vapour Pressure: 0.3 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C1CC(N(C)CC1C)C
(2)Std. InChI: InChI=1S/C8H15NO/c1-6-5-9(3)7(2)4-8(6)10/h6-7H,4-5H2,1-3H3
(3)Std. InChIKey: VQHHMWWQNKUPKH-UHFFFAOYSA-N

Product Name

4-Piperidinone, 1,2,5-trimethyl-

Synthetic route

1,2,5-Trimethyl-4-piperidinone Specification

Related Products

Hot Products