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2-Acetyl-4-methylpyridine
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Name

2-Acetyl-4-methylpyridine

 EINECS N/A
CAS No. 59576-26-0 Density 1.036 g/cm3
PSA 29.96000 LogP 1.59260
Solubility N/A Melting Point 30-34 °C(lit.)
Formula C8H9NO Boiling Point 227.1 °C at 760 mmHg
Molecular Weight 135.166 Flash Point 96.5 °C
Transport Information N/A Appearance N/A
Safety 26-36 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 59576-26-0 (2-Acetyl-4-methylpyridine) Hazard Symbols IrritantXi
Synonyms

Ketone,methyl 4-methyl-2-pyridyl (6CI);1-(4-Methyl-2-pyridyl)-1-ethanone;Ethanone,1-(4-methyl-2-pyridinyl)-;4-Methyl-2-acetylpyridine;

Article Data 12

2-Acetyl-4-methylpyridine Synthetic route

4926-28-7

2-Bromo-4-picoline

127-19-5

N,N-dimethyl acetamide

59576-26-0

2-acetyl-4-methylpyridine

Conditions
ConditionsYield
Stage #1: 2-Bromo-4-picoline With n-butyllithium In diethyl ether; hexane at -78℃; for 0.166667 - 0.5h;
Stage #2: N,N-dimethyl acetamide In diethyl ether; hexane at 20℃; for 2 - 14.5h; Product distribution / selectivity;		59%
Stage #1: 2-Bromo-4-picoline With n-butyllithium In diethyl ether; hexane at -78℃; for 0.166667h;
Stage #2: N,N-dimethyl acetamide In diethyl ether; hexane at 20℃; for 14.5h;		59%
With n-butyllithium In diethyl ether; hexane37%
1620-76-4

2-Cyano-4-methylpyridin

917-64-6

methyl magnesium iodide

59576-26-0

2-acetyl-4-methylpyridine

Conditions
ConditionsYield
Stage #1: 2-Cyano-4-methylpyridin; methyl magnesium iodide In diethyl ether; benzene at 0 - 20℃; for 2h; Inert atmosphere;
Stage #2: With water; ammonium chloride In diethyl ether; benzene Inert atmosphere;		52%
With diethyl ether; benzene Behandeln des Reaktionsgemisches mit wss.Ammoniumchlorid-Loesung;
108-89-4

picoline

123-63-7

paracetaldehyde

59576-26-0

2-acetyl-4-methylpyridine

Conditions
ConditionsYield
With tert.-butylhydroperoxide; iron(II) sulfate; trifluoroacetic acid In acetonitrile for 4h; Heating;20%
4926-28-7

2-Bromo-4-picoline

59576-26-0

2-acetyl-4-methylpyridine

4-Methyl-2-isovalerylpyridine

A

59576-26-0

2-acetyl-4-methylpyridine

B

2,2-Dimethyl-1-(4-methyl-pyridin-2-yl)-cyclopropanol

C

cis-3-Methyl-1-<2-(4-methylpyridyl)>-1-cyclobutanol

D

trans-3-Methyl-1-<2-(4-methylpyridyl)>-1-cyclobutanol

Conditions
ConditionsYield
In tert-butyl alcohol; benzene for 5h; Irradiation;
In tert-butyl alcohol; benzene for 5h; Quantum yield; Irradiation;
108-89-4

picoline

59576-26-0

2-acetyl-4-methylpyridine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 30 percent / silver nitrate, ammonium persulfate, conc. H2SO4 / H2O; CH2Cl2 / 3 h / 40 °C
2: benzene; 2-methyl-propan-2-ol / 5 h / Irradiation
View Scheme
695-34-1

2-Amino-4-methylpyridine

59576-26-0

2-acetyl-4-methylpyridine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: diazonium reaction
View Scheme
1620-76-4

2-Cyano-4-methylpyridin

75-16-1

methylmagnesium bromide

59576-26-0

2-acetyl-4-methylpyridine

Conditions
ConditionsYield
Stage #1: 2-Cyano-4-methylpyridin; methylmagnesium bromide In tetrahydrofuran; diethyl ether at -20 - -10℃;
Stage #2: With hydrogenchloride; water In tetrahydrofuran; diethyl ether at -40℃; for 0.0833333h;
59576-26-0

2-acetyl-4-methylpyridine

13846-13-4

2-aminobenzenesulfonic acid sodium salt

C14H13N2O3S(1-)*Na(1+)

Conditions
ConditionsYield
In 5,5-dimethyl-1,3-cyclohexadiene; ethanol Reflux;97%
98-01-1

furfural

59576-26-0

2-acetyl-4-methylpyridine

C13H11NO2

Conditions
ConditionsYield
With sodium hydroxide In methanol; water at 20℃; for 2h;97%

2-Acetyl-4-methylpyridine Chemical Properties

Empirical Formula: C8H9NO
Molecular Weight: 135.1632 
Freely Rotating Bonds: 1
Polar Surface Area: 29.96 Å2
Index of Refraction: 1.512
Molar Refractivity: 39.19 cm3
Molar Volume: 130.4 cm3
Polarizability: 15.53× 10-24 cm3
Surface Tension: 38.1 dyne/cm
Density: 1.036 g/cm3
Flash Point: 96.5 °C
Enthalpy of Vaporization: 46.37 kJ/mol 
Melting Point: 30-34 °C(lit.)
Boiling Point: 227.1 °C at 760 mmHg
Vapour Pressure: 0.0788 mmHg at 25°C 
The Cas Register Number of  2-Acetyl-4-methylpyridine is 59576-26-0.The chemical synonyms of  2-Acetyl-4-methylpyridine (CAS NO.59576-26-0) are 1-(4-Methyl-2-pyridinyl)ethanone  and   ethanone, 1-(4-methyl-2-pyridinyl)- .The molecular structure of  2-Acetyl-4-methylpyridine (CAS NO.59576-26-0) is
.

2-Acetyl-4-methylpyridine Uses

  2-Acetyl-4-methylpyridine (CAS NO.59576-26-0) is used as organic intermediate .

2-Acetyl-4-methylpyridine Safety Profile

Hazard Codes: IrritantXi
Risk Statements: 36/37/38 
R36/37/38: Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36: Wear suitable protective clothing.
WGK Germany: 3

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