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14548-46-0 Usage

Chemical Properties

LIGHT YELLOW CRYSTALLINE POWDER OR CRYST. CHUNKS

Uses

Organic synthesis.

Synthesis Reference(s)

Tetrahedron Letters, 24, p. 3829, 1983 DOI: 10.1016/S0040-4039(00)94286-2

Check Digit Verification of cas no

The CAS Registry Mumber 14548-46-0 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,4,5,4 and 8 respectively; the second part has 2 digits, 4 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 14548-46:
(7*1)+(6*4)+(5*5)+(4*4)+(3*8)+(2*4)+(1*6)=110
110 % 10 = 0
So 14548-46-0 is a valid CAS Registry Number.
InChI:InChI=1/C12H9NO/c14-12(10-4-2-1-3-5-10)11-6-8-13-9-7-11/h1-9H

14548-46-0 Well-known Company Product Price

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  • Alfa Aesar

  • (A17945)  4-Benzoylpyridine, 97%   

  • 14548-46-0

  • 50g

  • 401.0CNY

  • Detail
  • Alfa Aesar

  • (A17945)  4-Benzoylpyridine, 97%   

  • 14548-46-0

  • 250g

  • 1313.0CNY

  • Detail

14548-46-0SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name 4-Benzoylpyridine

1.2 Other means of identification

Product number -
Other names phenyl(pyridin-4-yl)methanone

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:14548-46-0 SDS

14548-46-0Synthetic route

(phenyl)(4-pyridyl)methanol acetate
24929-18-8

(phenyl)(4-pyridyl)methanol acetate

4-Benzoylpyridine
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%
4-benzyl pyridine
2116-65-6

4-benzyl pyridine

4-Benzoylpyridine
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%
pyridine-4-carbonitrile
100-48-1

pyridine-4-carbonitrile

sodium tetraphenyl borate
143-66-8

sodium tetraphenyl borate

4-Benzoylpyridine
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%
pyridine-4-carbaldehyde
872-85-5

pyridine-4-carbaldehyde

phenylboronic acid
98-80-6

phenylboronic acid

4-Benzoylpyridine
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%
pyridine-4-carbonitrile
100-48-1

pyridine-4-carbonitrile

phenylboronic acid
98-80-6

phenylboronic acid

4-Benzoylpyridine
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%
isonicotinic anhydride
7082-71-5

isonicotinic anhydride

potassium phenyltrifluoborate

potassium phenyltrifluoborate

4-Benzoylpyridine
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%
phenyl(pyridin-4-yl)methanol
33974-27-5

phenyl(pyridin-4-yl)methanol

4-Benzoylpyridine
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;
benzaldehyde
100-52-7

benzaldehyde

4-pyridylboronic acid
1692-15-5

4-pyridylboronic acid

4-Benzoylpyridine
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%
N-benzylpyridinium bromide
2589-31-3

N-benzylpyridinium bromide

4-Benzoylpyridine
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%
N-benzylpyridinium chloride
2876-13-3

N-benzylpyridinium chloride

4-Benzoylpyridine
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%
4-bromopyridin
1120-87-2

4-bromopyridin

carbon monoxide
201230-82-2

carbon monoxide

phenylboronic acid
98-80-6

phenylboronic acid

4-Benzoylpyridine
14548-46-0

4-Benzoylpyridine

Conditions
ConditionsYield
With potassium carbonate; (bis(tricyclohexyl)phosphine)palladium(II) dichloride In tetrahydrofuran at 120℃; under 37503 Torr; for 5h; carbonylative Suzuki cross-coupling;81%
(1-oxidopyridin-4-yl) (phenyl)methanone
14178-29-1

(1-oxidopyridin-4-yl) (phenyl)methanone

4-Benzoylpyridine
14548-46-0

4-Benzoylpyridine

Conditions
ConditionsYield
With phosphorus trichloride In chloroform at 0 - 80℃; for 1.16667h;100%
With bismuth(III) chloride; indium In methanol at 20℃; for 2h; Inert atmosphere; chemoselective reaction;90%
With indium; titanium tetrachloride In tetrahydrofuran at 20℃; for 0.0833333h;88%
With molybdenum(V) chloride; sodium iodide In acetonitrile at 20℃; for 2h;88%
1-phenyl-1-(4-pyridyl)ethane
42362-47-0

1-phenyl-1-(4-pyridyl)ethane

A

1-phenyl-1-(pyridin-4-yl)ethan-1-ol
19490-94-9, 2762-72-3, 2762-73-4

1-phenyl-1-(pyridin-4-yl)ethan-1-ol

B

4-Benzoylpyridine
14548-46-0

4-Benzoylpyridine

Conditions
ConditionsYield
With iron(II) chloride hydrate; oxygen; dimethyl sulfoxide; thiourea; salicylic acid at 100℃; for 24h; Reagent/catalyst; Sealed tube;A 63%
B 7 %Spectr.
With iron(II) chloride hydrate; Dimethyldisulphide; oxygen; dimethyl sulfoxide; salicylic acid at 100℃; for 24h; Reagent/catalyst;A 17 %Spectr.
B 29 %Spectr.
1-phenyl-1-(4-pyridyl)ethylene
54813-56-8

1-phenyl-1-(4-pyridyl)ethylene

4-Benzoylpyridine
14548-46-0

4-Benzoylpyridine

Conditions
ConditionsYield
With 1-hydroxy-pyrrolidine-2,5-dione; graphitic carbon nitride; oxygen In acetonitrile at 20℃; Inert atmosphere; Irradiation;71%
pyridine-4-carboxylic acid
55-22-1

pyridine-4-carboxylic acid

phenylboronic acid
98-80-6

phenylboronic acid

4-Benzoylpyridine
14548-46-0

4-Benzoylpyridine

Conditions
ConditionsYield
Stage #1: pyridine-4-carboxylic acid With di(succinimido) carbonate; sodium carbonate; tricyclohexylphosphine; palladium(II) hexafluoroacetylacetonate In tetrahydrofuran at 60℃;
Stage #2: phenylboronic acid In tetrahydrofuran at 60℃; for 20h; Further stages.;
42%
carbon monoxide
201230-82-2

carbon monoxide

pyridin-4-yl trifluoromethanesulfonate
154446-99-8

pyridin-4-yl trifluoromethanesulfonate

phenylboronic acid
98-80-6

phenylboronic acid

4-Benzoylpyridine
14548-46-0

4-Benzoylpyridine

Conditions
ConditionsYield
With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium(II) trifluoroacetate In tert-butyl methyl ether at 80℃; under 760.051 Torr; for 6h; Suzuki-Miyaura Coupling;86%
carbon monoxide
201230-82-2

carbon monoxide

pyridin-4-yl 4-methylbenzenesulfonate
96254-09-0

pyridin-4-yl 4-methylbenzenesulfonate

phenylboronic acid
98-80-6

phenylboronic acid

4-Benzoylpyridine
14548-46-0

4-Benzoylpyridine

Conditions
ConditionsYield
With palladium(II) trifluoroacetate; 1,2-bis-(diphenylphosphino)ethane In N,N-dimethyl acetamide at 80℃; under 760.051 Torr; for 6h; Suzuki-Miyaura Coupling;75%
4-(phenylmethanehydrazonoyl)pyridine
91396-85-9

4-(phenylmethanehydrazonoyl)pyridine

A

4-(α-diazobenzyl)pyridine
832-82-6

4-(α-diazobenzyl)pyridine

B

4-Benzoylpyridine
14548-46-0

4-Benzoylpyridine

Conditions
ConditionsYield
With 5,6,9,10-tetrahydro-4H,8H-pyrido[3,2,1-ij][1,6]naphthyridine; copper(II) trifluoroacetate hydrate name... In 1,2-dichloro-ethane at 0℃; under 760.051 Torr; for 6h;
Phenyl 4-pyridyl ketone oxime

Phenyl 4-pyridyl ketone oxime

4-Benzoylpyridine
14548-46-0

4-Benzoylpyridine

Conditions
ConditionsYield
With molybdenum(V) chloride; zinc In acetonitrile at 20℃; for 0.666667h;65%
4-benzyl-1-methoxypyridin-1-ium tetrafluoroborate

4-benzyl-1-methoxypyridin-1-ium tetrafluoroborate

4-Benzoylpyridine
14548-46-0

4-Benzoylpyridine

Conditions
ConditionsYield
With cesium fluoride In ethyl acetate at 25℃; for 15h;57%
4-iodopyridine
15854-87-2

4-iodopyridine

carbon monoxide
201230-82-2

carbon monoxide

phenylboronic acid
98-80-6

phenylboronic acid

A

p-phenylpyridine
939-23-1

p-phenylpyridine

B

4-Benzoylpyridine
14548-46-0

4-Benzoylpyridine

Conditions
ConditionsYield
With potassium carbonate; (bis(tricyclohexyl)phosphine)palladium(II) dichloride In tetrahydrofuran at 80℃; under 3750.3 Torr; for 24h; carbonylative Suzuki cross-coupling;A n/a
B 80%
With bis-triphenylphosphine-palladium(II) chloride; potassium carbonate at 80℃; Product distribution; Further Variations:; Pressures; Solvents;
4-Chloropyridine
626-61-9

4-Chloropyridine

carbon monoxide
201230-82-2

carbon monoxide

phenylboronic acid
98-80-6

phenylboronic acid

4-Benzoylpyridine
14548-46-0

4-Benzoylpyridine

Conditions
ConditionsYield
Stage #1: 4-Chloropyridine With caesium carbonate; 1,3-bis(mesityl)imidazolium chloride; palladium diacetate In 1,4-dioxane at 80℃; for 0.666667h;
Stage #2: carbon monoxide; phenylboronic acid In 1,4-dioxane at 140℃; under 37503 Torr; for 47h; Suzuki cross-coupling;
α-(4-pyridyl)phenylacetonitril
5005-38-9

α-(4-pyridyl)phenylacetonitril

4-Benzoylpyridine
14548-46-0

4-Benzoylpyridine

Conditions
ConditionsYield
With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride In toluene for 3h;97%
With oxygen; sodium hydride 1.) THF, 5 min; Yield given. Multistep reaction;
pyridine-4-carbaldehyde
872-85-5

pyridine-4-carbaldehyde

Phenyl triflate
17763-67-6

Phenyl triflate

4-Benzoylpyridine
14548-46-0

4-Benzoylpyridine

Conditions
ConditionsYield
With 2,2,6,6-tetramethyl-piperidine; bis(1,5-cyclooctadiene)nickel (0); [2-((diphenylphospino)methyl)-2-methyl-1,3-propanediyl]bis[diphenylphosphine] In toluene at 110℃; for 20h; Inert atmosphere; Sealed tube;80%
pyridine-4-carboxylic acid
55-22-1

pyridine-4-carboxylic acid

4-Benzoylpyridine
14548-46-0

4-Benzoylpyridine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: SOCl2
View Scheme
Multi-step reaction with 2 steps
1: 1,2-dichloro-ethane; triethylamine / dichloromethane / 2 h / 0 - 20 °C
2: tetrahydrofuran / 4 h / 0 - 20 °C
View Scheme
diphenyl(trifluoromethanesulfonato)-λ3-iodane

diphenyl(trifluoromethanesulfonato)-λ3-iodane

pyridine-4-carbaldehyde
872-85-5

pyridine-4-carbaldehyde

4-Benzoylpyridine
14548-46-0

4-Benzoylpyridine

Conditions
ConditionsYield
With 2-pentafluorophenyl-6,7-dihydro-5H-pyrrolo[2,1-c][1,2,4]triazol-2-ium tetrafluoroborate; dmap; isopropyl alcohol In dichloromethane at 0℃; for 16h; Inert atmosphere;72%
N-phenyl-N'-(phenyl-pyridin-4-yl-methylene)-hydrazine

N-phenyl-N'-(phenyl-pyridin-4-yl-methylene)-hydrazine

4-Benzoylpyridine
14548-46-0

4-Benzoylpyridine

Conditions
ConditionsYield
With 1-benzyl-1-aza-4-azoniabicyclo<2.2.2>octane periodate In acetonitrile for 0.75h; Oxidation; Heating;96%
4-iodopyridine
15854-87-2

4-iodopyridine

carbon monoxide
201230-82-2

carbon monoxide

potassium phenyltrifluoborate

potassium phenyltrifluoborate

4-Benzoylpyridine
14548-46-0

4-Benzoylpyridine

Conditions
ConditionsYield
With sodium carbonate; Trimethylacetic acid at 100℃; under 760.051 Torr; for 24h; Suzuki Coupling;72%
4-iodopyridine
15854-87-2

4-iodopyridine

diphenylmethylsilanecarboxylic acid
18414-58-9

diphenylmethylsilanecarboxylic acid

4-Benzoylpyridine
14548-46-0

4-Benzoylpyridine

Conditions
ConditionsYield
With 1,10-Phenanthroline; copper(I) thiophene-2-carboxylate; cesium fluoride; palladium(II) iodide In 1-methyl-pyrrolidin-2-one at 90℃; for 1h; Hiyama Coupling; Glovebox; Inert atmosphere;49%
chloroacetonitrile
107-14-2

chloroacetonitrile

Phenyl 4-pyridyl ketone oxime

Phenyl 4-pyridyl ketone oxime

4-Benzoylpyridine
14548-46-0

4-Benzoylpyridine

Conditions
ConditionsYield
In water; N,N-dimethyl-formamide; Petroleum ether
4-Benzoylpyridine
14548-46-0

4-Benzoylpyridine

phenyl-piperidin-4-yl-methanol
38081-60-6

phenyl-piperidin-4-yl-methanol

Conditions
ConditionsYield
With hydrogen; acetic acid; platinum(IV) oxide In ethanol under 3102.97 Torr; for 16h; Product distribution / selectivity;100%
With hydrogen; acetic acid; palladium(II) hydroxide/carbon In ethanol under 3102.97 Torr; Product distribution / selectivity;90%
4-Benzoylpyridine
14548-46-0

4-Benzoylpyridine

4-benzylpiperidin-1-ium chloride
23239-75-0

4-benzylpiperidin-1-ium chloride

Conditions
ConditionsYield
With palladium 10% on activated carbon; hydrogen In methanol; 1,2-dichloro-ethane at 45℃; for 4.5h; Reagent/catalyst; Time; Pressure; Temperature; chemoselective reaction;99%
4-Benzoylpyridine
14548-46-0

4-Benzoylpyridine

S(-)-α-phenyl-4-pyridylmethanol

S(-)-α-phenyl-4-pyridylmethanol

Conditions
ConditionsYield
With potassium phosphate buffer; D-glucose; ketoreductase enzyme 119; glucose dehydrogenase; NADP cofactor In tetrahydrofuran; water at 30℃; for 24h; pH=7.0;98%
With Trimethyl borate; dimethylsulfide borane complex; chiral amino alcohol from α-pinene In tetrahydrofuran at 25 - 30℃; for 0.5h; Yield given;
With tetramericcarbonyl reductase from cytosolic fraction of pig heart; NADPH In aq. phosphate buffer at 37℃; pH=6; Kinetics; Enzymatic reaction; stereoselective reaction;
Multi-step reaction with 3 steps
1: sodium tetrahydroborate; methanol / 5 h / Cooling with ice
2: triethylamine; dmap / dichloromethane / 20 °C
3: Candida antarctica lipase B mutant W104C / acetonitrile; aq. phosphate buffer / 0.25 h / 37 °C / pH 7.5 / Resolution of racemate; Enzymatic reaction
View Scheme
bromobenzene
108-86-1

bromobenzene

4-Benzoylpyridine
14548-46-0

4-Benzoylpyridine

diphenyl(pyridin-4-yl)methanol
1620-30-0

diphenyl(pyridin-4-yl)methanol

Conditions
ConditionsYield
Stage #1: bromobenzene With magnesium
Stage #2: 4-Benzoylpyridine In tetrahydrofuran at 20℃;
97%
With magnesium 1.) diethyl ether, 2.) diethyl ether, reflux, 2 h; 20 deg C, 10 h; Yield given. Multistep reaction;
bromobenzene
108-86-1

bromobenzene

4-Benzoylpyridine
14548-46-0

4-Benzoylpyridine

[diphenyl(4-pyridyl)]methanol

[diphenyl(4-pyridyl)]methanol

Conditions
ConditionsYield
With ammonium chloride; magnesium In tetrahydrofuran97%
4-Benzoylpyridine
14548-46-0

4-Benzoylpyridine

phenyl(pyridin-4-yl)methanol
33974-27-5

phenyl(pyridin-4-yl)methanol

Conditions
ConditionsYield
With sodium tetrahydroborate In methanol at 20℃; for 3h; Inert atmosphere;95%
With methanol; sodium tetrahydroborate for 5h; Cooling with ice;95%
With sodium tetrahydroborate In methanol for 3.5h;94%
(2,4,6-trichlorophenyl)hydrazine
5329-12-4

(2,4,6-trichlorophenyl)hydrazine

4-Benzoylpyridine
14548-46-0

4-Benzoylpyridine

N-[1-Phenyl-1-pyridin-4-yl-meth-(E)-ylidene]-N'-(2,4,6-trichloro-phenyl)-hydrazine

N-[1-Phenyl-1-pyridin-4-yl-meth-(E)-ylidene]-N'-(2,4,6-trichloro-phenyl)-hydrazine

Conditions
ConditionsYield
With acetic acid In methanol for 5h; Heating;95%
p-nitrophenyl trans-β-chlorovinyl sulfone
57992-01-5

p-nitrophenyl trans-β-chlorovinyl sulfone

4-Benzoylpyridine
14548-46-0

4-Benzoylpyridine

4-Benzoyl-1-[(E)-2-(4-nitro-benzenesulfonyl)-vinyl]-pyridinium; chloride

4-Benzoyl-1-[(E)-2-(4-nitro-benzenesulfonyl)-vinyl]-pyridinium; chloride

Conditions
ConditionsYield
In acetonitrile at 25℃;94%
In acetonitrile at 25℃; Rate constant;
4-Benzoylpyridine
14548-46-0

4-Benzoylpyridine

4-benzyl pyridine
2116-65-6

4-benzyl pyridine

Conditions
ConditionsYield
With ethoxyethoxyethanol; hydrazine hydrate; potassium hydroxide at 200℃; under 10343.2 Torr; Wolff-Kishner Reduction; Sonication;94%
With hydrogen bromide; hypophosphorous acid; acetic acid; sodium iodide In water at 115℃; for 5h; Inert atmosphere;92%
In isopropyl alcohol at 350℃; for 5h;89%
With isopropyl alcohol at 350℃; under 95006.4 - 108687 Torr; for 5h;89%
4-Benzoylpyridine
14548-46-0

4-Benzoylpyridine

4-(phenylmethanehydrazonoyl)pyridine
91396-85-9

4-(phenylmethanehydrazonoyl)pyridine

Conditions
ConditionsYield
With hydrazine hydrate In ethanol for 16h; Reflux;93%
di(rhodium)tetracarbonyl dichloride

di(rhodium)tetracarbonyl dichloride

4-Benzoylpyridine
14548-46-0

4-Benzoylpyridine

[dicarbonylrhodium(I)(η1-(N)-4-benzoylpyridine)(Cl)]
1226967-69-6

[dicarbonylrhodium(I)(η1-(N)-4-benzoylpyridine)(Cl)]

Conditions
ConditionsYield
In CH2Cl2 C12H9NO added to soln. of Rh complex in CH2Cl2 in stoich. ratio; stirredat 25°C for 30 min; solvent evapd. under reduced pressure, ppt. washed (hexane), dried over silica gel in a desiccator; elem. anal.;92%
acetyl hypofluorite
78948-09-1

acetyl hypofluorite

4-Benzoylpyridine
14548-46-0

4-Benzoylpyridine

2-acetoxy-4-benzoylpyridine
108168-81-6

2-acetoxy-4-benzoylpyridine

Conditions
ConditionsYield
In chloroform at -75℃;90%
In dichloromethane at -75℃;90%
2-Bromoacetylthiophene
10531-41-6

2-Bromoacetylthiophene

4-Benzoylpyridine
14548-46-0

4-Benzoylpyridine

4-benzoyl-1-(2-oxo-2-thiophen-2-yl-ethyl)-pyridinium; bromide

4-benzoyl-1-(2-oxo-2-thiophen-2-yl-ethyl)-pyridinium; bromide

Conditions
ConditionsYield
In chloroform for 16h; Heating;89.6%
2-acetylallyl chloride
30902-82-0

2-acetylallyl chloride

4-Benzoylpyridine
14548-46-0

4-Benzoylpyridine

4-Benzoyl-1-(2-methylene-3-oxo-butyl)-pyridinium; chloride

4-Benzoyl-1-(2-methylene-3-oxo-butyl)-pyridinium; chloride

Conditions
ConditionsYield
In acetonitrile Heating;89.3%
2-iodo-propane
75-30-9

2-iodo-propane

sodium tetrafluoroborate
13755-29-8

sodium tetrafluoroborate

4-Benzoylpyridine
14548-46-0

4-Benzoylpyridine

4-benzoyl-N-isopropylpyridinium tetrafluoroborate

4-benzoyl-N-isopropylpyridinium tetrafluoroborate

Conditions
ConditionsYield
Stage #1: 2-iodo-propane; 4-Benzoylpyridine In dichloromethane at 40℃; for 16h; Sealed tube;
Stage #2: sodium tetrafluoroborate In dichloromethane
89%
4-Benzoylpyridine
14548-46-0

4-Benzoylpyridine

phenylhydrazine
100-63-0

phenylhydrazine

phenyl-[4]pyridyl ketone-phenylhydrazone

phenyl-[4]pyridyl ketone-phenylhydrazone

Conditions
ConditionsYield
With acetic acid In methanol for 5h; Heating;88%
With ethanol; acetic acid
4-Benzoylpyridine
14548-46-0

4-Benzoylpyridine

phenylmagnesium bromide

phenylmagnesium bromide

diphenyl(pyridin-4-yl)methanol
1620-30-0

diphenyl(pyridin-4-yl)methanol

Conditions
ConditionsYield
In diethyl ether 1.) reflux, 2 h, 2.) room temperature, 16 h;88%
(PPh4)2[ReN(CN)4]

(PPh4)2[ReN(CN)4]

4-Benzoylpyridine
14548-46-0

4-Benzoylpyridine

(PPh4)2[ReN(CN)4(4-benzoylpyridine)]

(PPh4)2[ReN(CN)4(4-benzoylpyridine)]

Conditions
ConditionsYield
In diethyl ether; dichloromethane87.7%
4-Benzoylpyridine
14548-46-0

4-Benzoylpyridine

vinylmagnesium chloride
3536-96-7

vinylmagnesium chloride

1-phenyl-1-(pyridin-4-yl)prop-2-en-1-ol
77744-13-9

1-phenyl-1-(pyridin-4-yl)prop-2-en-1-ol

Conditions
ConditionsYield
In tetrahydrofuran at 0 - 20℃; for 1.5h; Inert atmosphere;86%
4-Benzoylpyridine
14548-46-0

4-Benzoylpyridine

(E/Z)-1,2-Diphenyl-1,2-bis(4-pyridyl)ethen
665001-75-2

(E/Z)-1,2-Diphenyl-1,2-bis(4-pyridyl)ethen

Conditions
ConditionsYield
Stage #1: 4-Benzoylpyridine With titanium tetrachloride; zinc In tetrahydrofuran McMurry Reaction; Inert atmosphere; Reflux;
Stage #2: With benzoic acid; trimethyl orthoformate at 180℃; for 2h; McMurry Reaction;
85.9%

14548-46-0Relevant articles and documents

Rapid formation of nitrogen-doped carbon foams by self-foaming as metal-free catalysts for selective oxidation of aromatic alkanes

Qin, Guo-Xin,Hao, Yan,Wang, Shuai,Dong, Yu-Bin

, (2020)

Porous carbon materials have attracted considerable interest as metal-free catalysts. In this study, we report a nitrogen-doped and nanofiber-based porous carbon foam produced via an efficient and facile self-foaming approach and its subsequent pyrolysis; in this approach, carbon dioxide-rich ethanolamine serves as the foaming agent, N source and polymerization catalyst. Meanwhile resorcinol and formaldehyde are used as carbon sources. Carbon dioxide-rich ethanolamine plays a crucial role in the release of gas as well as initiating polymerization on the interfaces of bubbles, which directs the formation of polymer foam. The N-doped carbon foam can be a highly active metal-free heterogeneous catalyst to promote selective oxidation of the benzyl group to the corresponding phenone. In addition, the carbon foams are easily cast with different morphologies. Notably, the prepared carbon foam is fabricated as a monolithic reactor for the oxidation reaction, which also exhibits good catalytic performances in the scale-up experiment.

Fluorescent pH sensor constructed from a heteroatom-containing luminogen with tunable AIE and ICT characteristics

Yang, Zhiyong,Qin, Wei,Lam, Jacky W. Y.,Chen, Sijie,Sung, Herman H. Y.,Williams, Ian D.,Tang, Ben Zhong

, p. 3725 - 3730 (2013)

A heteroatom-containing organic fluorophore 1-(4-pyridinyl)-1-phenyl-2-(9- carbazolyl)ethene (CP3E) was designed and synthesized. CP 3E exhibits the effect of intramolecular charge transfer (ICT) caused by the donor-acceptor interaction between its carbazole and pyridine units. Whereas it emits faintly in solution, it becomes a strong emitter in the aggregated state, demonstrating the phenomenon of aggregation-induced emission (AIE). Its emission can be reversibly switched between blue and dark states by repeated protonation and deprotonation. Such behaviour enables it to work as a fluorescent pH sensor in both solution and the solid state and as a chemosensor for detecting acidic and basic organic vapors. Analyses by NMR spectroscopy, single-crystal X-ray diffraction and computational calculations suggest that the change in electron affinity of the pyridinyl unit and molecular conformation of CP3E upon protonation and deprotonation is responsible for such sensing processes.

-

Fulda

, p. 762 (1899)

-

-

Crook,McElvain

, p. 4006,4009;vgl. H 331 (1930)

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Rapid, chemoselective and mild oxidation protocol for alcohols and ethers with recyclable N-chloro-N-(phenylsulfonyl)benzenesulfonamide

Badani, Purav,Chaturbhuj, Ganesh,Ganwir, Prerna,Misal, Balu,Palav, Amey

supporting information, (2021/06/03)

Chlorine is the 20th most abundant element on the earth compared to bromine, iodine, and fluorine, a sulfonimide reagent, N-chloro-N-(phenylsulfonyl)benzenesulfonamide (NCBSI) was identified as a mild and selective oxidant. Without activation, the reagent was proved to oxidize primary and secondary alcohols as well as their symmetrical and mixed ethers to corresponding aldehydes and ketones. With recoverable PS-TEMPO catalyst, selective oxidation over chlorination of primary and secondary alcohols and their ethers with electron-donating substituents was achieved. The reagent precursor of NCBSI was recovered quantitatively and can be reused for synthesizing NCBSI.

Selective electrochemical oxidation of aromatic hydrocarbons and preparation of mono/multi-carbonyl compounds

Li, Zhibin,Zhang, Yan,Li, Kuiliang,Zhou, Zhenghong,Zha, Zhenggen,Wang, Zhiyong

, p. 2134 - 2141 (2021/09/29)

A selective electrochemical oxidation was developed under mild condition. Various mono-carbonyl and multi-carbonyl compounds can be prepared from different aromatic hydrocarbons with moderate to excellent yield and selectivity by virtue of this electrochemical oxidation. The produced carbonyl compounds can be further transformed into α-ketoamides, homoallylic alcohols and oximes in a one-pot reaction. In particular, a series of α-ketoamides were prepared in a one-pot continuous electrolysis. Mechanistic studies showed that 2,2,2-trifluoroethan-1-ol (TFE) can interact with catalyst species and generate the corresponding hydrogen-bonding complex to enhance the electrochemical oxidation performance. [Figure not available: see fulltext.]

Finely dispersed CuO on nitrogen-doped carbon hollow nanospheres for selective oxidation of sp3C-H bonds

Gupta, Shyam Sunder R.,Lakshmi Kantam, Mannepalli

, p. 16179 - 16186 (2021/09/22)

Hollow nanostructured materials are of great importance in heterogeneous catalysis owing to their improved mass transfer and diffusion properties. In this study, we have successfully prepared a novel nanocomposite, CuO supported nitrogen-doped carbon hollow nanospheres (denoted as CuO/N-C-HNSs), by a template protection-sacrifice method employing SiO2nanospheres as the sacrificial template. The diverse nitrogen species present in the support anchored the CuO nanoparticles firmly and stabilized them as fine particles having sizes below 10 nm. The as-prepared CuO/N-C-HNSs efficiently catalyze the selective oxidation of sp3C-H bonds under mild reaction conditions usingt-butyl hydroperoxide as the oxidant and water as the green solvent. The strong coordination between CuO and nitrogen species prevents the aggregation as well as leaching of CuO nanoparticles during the catalytic reaction. A wide range of aromatic hydrocarbons were smoothly oxidized into the corresponding products at 80 °C in 20 h affording both conversion and selectivity as high as 99%. The excellent catalytic activity and reusability of CuO/N-C-HNSs can be attributed to the uniformly dispersed CuO sites, hollow nanostructure and the synergistic effect between CuO and nitrogen-doped carbon hollow nanospheres.

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