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14548-46-0

Basic Information
CAS No.: 14548-46-0
Name: Methanone,phenyl-4-pyridinyl-
Article Data: 111
Molecular Structure:
Molecular Structure of 14548-46-0 (Methanone,phenyl-4-pyridinyl-)
Formula: C12H9NO
Molecular Weight: 183.21
Synonyms: Ketone,phenyl 4-pyridyl (6CI,7CI,8CI);4-Pyridyl phenyl ketone;Ba33215;NSC 9488;Phenyl 4-pyridyl ketone;Phenyl(4-pyridinyl)methanone;g-Benzoylpyridine;
EINECS: 238-586-7
Density: 1.139 g/cm3
Melting Point: 68-72 °C
Boiling Point: 319 °C at 760 mmHg
Flash Point: 154.7 °C
Solubility: insoluble in water
Appearance: Light yellow crystalline powder or cryst. chunks
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38
Safety: 24/25-36-26
PSA: 29.96000
LogP: 2.31260
Synthetic route
24929-18-8

(phenyl)(4-pyridyl)methanol acetate

14548-46-0

4-Benzoylpyridine

Conditions
ConditionsYield
With tert.-butylnitrite; oxygen; 2,3-dicyano-5,6-dichloro-p-benzoquinone In 1,1,2,2-tetrachloroethane at 130℃; under 2250.23 Torr; for 4h; Autoclave;98%
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In water; chlorobenzene at 130℃; for 2h;96%
2116-65-6

4-benzyl pyridine

14548-46-0

4-Benzoylpyridine

Conditions
ConditionsYield
With tert.-butylnitrite; oxygen; acetic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone In 1,1,2,2-tetrachloroethane at 150℃; for 12h; Autoclave;99%
With oxygen In 1,2-dichloro-benzene at 110℃; under 760.051 Torr; for 6h; Schlenk technique;99%
With Iron(III) nitrate nonahydrate; 1-hydroxy-pyrrolidine-2,5-dione; oxygen In benzonitrile at 90℃; for 11h;99%
100-48-1

pyridine-4-carbonitrile

143-66-8

sodium tetraphenyl borate

14548-46-0

4-Benzoylpyridine

Conditions
ConditionsYield
With [1-(2,4,6-trimethylbenzyl)-3-(isopropyl)]-benzimidazolin-2-ylidene-[(1,2,5,6-η4)-1,5-cyclooctadiene]chlororhodium(I); water In o-xylene at 120℃; for 1h; Reagent/catalyst; Inert atmosphere; Schlenk technique;96%
872-85-5

pyridine-4-carbaldehyde

98-80-6

phenylboronic acid

14548-46-0

4-Benzoylpyridine

Conditions
ConditionsYield
With 3,4,7,8-Tetramethyl-o-phenanthrolin; oxygen; caesium carbonate; cobalt(II) chloride In toluene; acetonitrile at 80℃; for 12h;81%
With [Pd(2-((1-naphthalenyl)methylene)-N-phenylhydrazinecarbothioamide)Cl(PPh3)]; caesium carbonate In toluene at 110℃; for 12h;67%
100-48-1

pyridine-4-carbonitrile

98-80-6

phenylboronic acid

14548-46-0

4-Benzoylpyridine

Conditions
ConditionsYield
With trifluorormethanesulfonic acid; palladium diacetate; 2-(3,5-dimethyl-1H-pyrazol-1-yl)pyridine In water at 60℃; for 2h;92%
7082-71-5

isonicotinic anhydride

potassium phenyltrifluoborate

14548-46-0

4-Benzoylpyridine

Conditions
ConditionsYield
With copper(l) iodide; tris(triphenylphosphine)rhodium(l) chloride; potassium carbonate In 5,5-dimethyl-1,3-cyclohexadiene at 120℃; for 2h;90%
33974-27-5

phenyl(pyridin-4-yl)methanol

14548-46-0

4-Benzoylpyridine

Conditions
ConditionsYield
With tert.-butylhydroperoxide; tetrabutyl-ammonium chloride; sodium carbonate; copper dichloride; 2,2′‐biquinoline‐4,4′‐dicarboxylic acid dipotassium salt In water at 20℃; for 24h;100%
With sodium methylate; potassium iodide In methanol at 20℃; Electrochemical reaction;73%
With [bis(acetoxy)iodo]benzene; tetraethylammonium bromide In water at 20℃; for 12h;75 %Chromat.
With 2.7 % platinum on carbon In 1,4-dioxane; water at 99.84℃; under 7500.75 Torr; for 6h; Reagent/catalyst; Autoclave;
100-52-7

benzaldehyde

1692-15-5

4-pyridylboronic acid

14548-46-0

4-Benzoylpyridine

Conditions
ConditionsYield
With [Pd(2-((1-naphthalenyl)methylene)-N-phenylhydrazinecarbothioamide)Cl(PPh3)]; caesium carbonate In toluene at 110℃; for 12h;67%
2589-31-3

N-benzylpyridinium bromide

14548-46-0

4-Benzoylpyridine

Conditions
ConditionsYield
With (5,10,15,20-tetrakis(p-methoxyphenyl)-21H,23H-porphyrinate)cobalt(II); oxygen; sodium hydroxide In 1,2-dichloro-ethane; acetonitrile at 20℃; for 10h; Irradiation;60%
2876-13-3

N-benzylpyridinium chloride

14548-46-0

4-Benzoylpyridine

Conditions
ConditionsYield
With (5,10,15,20-tetrakis(p-methoxyphenyl)-21H,23H-porphyrinate)cobalt(II); oxygen; sodium hydroxide In 1,2-dichloro-ethane; acetonitrile at 20℃; for 10h; Irradiation;60%
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Chemistry

Phenyl 4-pyridyl ketone(14548-46-0) is also named as AKOS B022446;AKOS 92859;4-Pyridyl phenyl ketone;4-pyridylphenylketone;Ba 33215;Ketone, phenyl 4-pyridyl;Methanone, phenyl-4-pyridinyl-;.gamma.-Benzoylpyridine;Phenyl(4-pyridinyl)methanone,and so on.Phenyl 4-pyridyl ketone(14548-46-0) is slightly yellow powder.

CAS: 14548-46-0
Molecular Formula: C12H9NO
Molecular Weight: 183.21
Molecular structure:
EINECS: 238-586-7
Melting point:  68-72 °C 
Boiling point:  315 °C 
Flash point:  150 °C 
Water Solubility:  insoluble
BRN:  3864
Index of Refraction: 1.588 
Molar Refractivity: 54.13 cm
Molar Volume: 160.7 cm3 
Polarizability: 21.46 10-24cm3 
Surface Tension: 47 dyne/cm 
Density: 1.139 g/cm3 
Enthalpy of Vaporization: 56.05 kJ/mol 
Vapour Pressure: 0.000349 mmHg at 25°C 

Uses

Phenyl 4-pyridyl ketone(14548-46-0) is commonly used as a pharmaceutical intermediate.

Toxicity Data With Reference

1.   

ipr-mus LD50:520 mg/kg

   JMCMAR    Journal of Medicinal Chemistry. 14 (1971),551.

RTECS:  OB6402000

Consensus Reports

Reported in EPA TSCA Inventory.

Safety Profile

Moderately toxic by intraperitoneal route. A flammable liquid. When heated to decomposition it emits toxic vapors of NOx.

Hazard Codes:  Xi
Risk Statements:  36/37/38 (36/37/38:  Irritating to eyes, respiratory system and skin)
Safety Statements:  24/25-36-26 (24/25:  Avoid contact with skin and eyes 36:  Wear suitable protective clothing 26:  In case of contact with eyes, rinse immediately with plenty of water and seek medical advice)
Hazard Note:  Irritant

Standards and Recommendations

DOT Classification:  3; Label: Flammable Liquid