Product Name

  • Name

    4-Nitroacetophenone

  • EINECS 202-827-4
  • CAS No. 100-19-6
  • Article Data552
  • CAS DataBase
  • Density 1.244 g/cm3
  • Solubility Insoluble in water.
  • Melting Point 75-78 °C(lit.)
  • Formula C8H7NO3
  • Boiling Point 275.39 °C at 760 mmHg
  • Molecular Weight 165.148
  • Flash Point 129.398 °C
  • Transport Information
  • Appearance Yellow crystalline powder
  • Safety 22-24/25
  • Risk Codes 36-22
  • Molecular Structure Molecular Structure of 100-19-6 (4-Nitroacetophenone)
  • Hazard Symbols HarmfulXn
  • Synonyms Acetophenone,4'-nitro- (8CI);Acetophenone, p-nitro- (3CI);1-(4-Nitrophenyl)ethan-1-one;1-(4-Nitrophenyl)ethanone;1-Acetyl-4-nitrobenzene;4-Acetylnitrobenzene;4-Nitrophenyl methyl ketone;Methyl 4-nitrophenyl ketone;Methyl p-nitrophenyl ketone;NSC 41590;p-Acetylnitrobenzene;p-Nitroacetophenone;p-Nitrophenyl methyl ketone;
  • PSA 62.89000
  • LogP 2.32060

Synthetic route

1-[4-nitrophenyl]-1-ethanol
6531-13-1

1-[4-nitrophenyl]-1-ethanol

(4-nitrophenyl)ethanone
100-19-6

(4-nitrophenyl)ethanone

Conditions
ConditionsYield
With silica-supported Jones reagent In dichloromethane for 0.00269444h;100%
With Oxone; potassium bromide In water; acetonitrile at 20℃; for 3h; Reagent/catalyst; Solvent;99%
With iodine pentoxide; potassium bromide In water at 20℃; for 12h;98%
2-methyl-2-(4-nitrophenyl)-1,3-dithiane
67395-06-6

2-methyl-2-(4-nitrophenyl)-1,3-dithiane

(4-nitrophenyl)ethanone
100-19-6

(4-nitrophenyl)ethanone

Conditions
ConditionsYield
With water; silver (I) ion In 1,4-dioxane at 25℃; Kinetics; Product distribution; var. temp.;100%
With dihydrogen peroxide; niobium pentachloride; sodium iodide In water; ethyl acetate at 20℃; for 5h;100%
With iron(III)-acetylacetonate; dihydrogen peroxide; sodium iodide In water; ethyl acetate at 20℃; for 18.4h;92%
tetramethylstannane
594-27-4

tetramethylstannane

4-nitro-benzoyl chloride
122-04-3

4-nitro-benzoyl chloride

(4-nitrophenyl)ethanone
100-19-6

(4-nitrophenyl)ethanone

Conditions
ConditionsYield
With bis(η3-allyl-μ-chloropalladium(II)) In N,N,N,N,N,N-hexamethylphosphoric triamide at 20℃; for 0.166667h; Mechanism;100%
With bis(η3-allyl-μ-chloropalladium(II)) In N,N,N,N,N,N-hexamethylphosphoric triamide at 20℃; for 0.166667h;100%
With benzoylchlorobis(triphenylphosphine)palladium(II) In chloroform at 65℃; for 24h;95%
With N,N,N,N,N,N-hexamethylphosphoric triamide; poly-γ-(diphenylphosphino)propylsiloxane palladium(0) at 65℃; for 20h;83%
1,1-dimethoxy-1-(4-nitrophenyl)ethane
53577-98-3

1,1-dimethoxy-1-(4-nitrophenyl)ethane

(4-nitrophenyl)ethanone
100-19-6

(4-nitrophenyl)ethanone

Conditions
ConditionsYield
With water at 80℃; for 2h;100%
With carbon tetrabromide In water; acetonitrile at 80℃; for 2h;97%
1-(4-nitrophenyl)-2-(phenylselanyl)ethan-1-one
104755-32-0

1-(4-nitrophenyl)-2-(phenylselanyl)ethan-1-one

A

diphenyl diselenide
1666-13-3

diphenyl diselenide

B

(4-nitrophenyl)ethanone
100-19-6

(4-nitrophenyl)ethanone

Conditions
ConditionsYield
With GLUTATHIONE In methanol Product distribution; Mechanism; 0.1 M phosphate buffer, pH=6.9; differnt quantity of glutathione; relative reactivity to α-(phenylselenenyl)acetophenone;A 99%
B 87%
(4-Nitrophenyl)acetylene
937-31-5

(4-Nitrophenyl)acetylene

(4-nitrophenyl)ethanone
100-19-6

(4-nitrophenyl)ethanone

Conditions
ConditionsYield
With water at 60℃; for 20h; Sealed tube;99%
With C22H20AuN3O2P(1+)*CF3O3S(1-); water; silver trifluoromethanesulfonate; acetic acid at 100℃; for 10h;98%
With chloro(1,3-bis(2,6-di-i-propylphenyl)imidazol-2-ylidene)gold(I) In methanol; water at 120℃; for 6h; Schlenk technique; regioselective reaction;94%
4-ethylnitrobenzene
100-12-9

4-ethylnitrobenzene

(4-nitrophenyl)ethanone
100-19-6

(4-nitrophenyl)ethanone

Conditions
ConditionsYield
With nickel-doped graphene carbon nitride nanoparticles; air In ethanol at 25℃; for 8h; Irradiation; Green chemistry;98%
With tert.-butylhydroperoxide; phosphomolybdic acid; copper(II) acetate monohydrate In water; acetonitrile at 90℃; for 10h; Sealed tube;97%
With Oxone; water; potassium bromide In dichloromethane at 20℃; for 16h; Time; Irradiation; Sealed tube;96%
p-nitroacetophenone oxime
10342-64-0

p-nitroacetophenone oxime

(4-nitrophenyl)ethanone
100-19-6

(4-nitrophenyl)ethanone

Conditions
ConditionsYield
With water; oxygen In acetonitrile at 60℃; under 760.051 Torr; for 2h; Autoclave; Green chemistry;98%
With Dess-Martin periodane In dichloromethane; water for 0.25h;96%
With sodium tungstate; dihydrogen peroxide In water; acetone at -5 - 20℃; for 5h;96%
2-methyl-2-(4-nitrophenyl)-1,3-oxathiolane
131496-48-5

2-methyl-2-(4-nitrophenyl)-1,3-oxathiolane

(4-nitrophenyl)ethanone
100-19-6

(4-nitrophenyl)ethanone

Conditions
ConditionsYield
With t-butyl thionitrite In acetonitrile at 0℃; for 0.6h;98%
With N-Bromosuccinimide; water In acetone at 20℃; for 6h; Hydrolysis;88%
With eosin Y disodium salt In acetonitrile at 20℃; for 3h; Irradiation;68%
With oxygen; Rose Bengal lactone In ethanol pH=7.4; Kinetics;50%
1-(4-nitro-phenyl)-ethanone-diethylacetal
64600-23-3

1-(4-nitro-phenyl)-ethanone-diethylacetal

(4-nitrophenyl)ethanone
100-19-6

(4-nitrophenyl)ethanone

Conditions
ConditionsYield
With water at 80℃; for 2h;98%
With carbon tetrabromide In water; acetonitrile at 80℃; for 2h; Product distribution; other reaction conditions;
C17H19NO4

C17H19NO4

(4-nitrophenyl)ethanone
100-19-6

(4-nitrophenyl)ethanone

Conditions
ConditionsYield
With silica-OSO3H; silica gel In toluene at 60 - 70℃; for 1h;98%
With tetrachlorosilane; silica gel In toluene at 60 - 70℃; for 1.33333h;93%
With potassium sulfate; potassium hydrogensulfate; potassium peroxomonosulfate; aluminium trichloride In acetonitrile Heating;
4-methyl-N'-(1-(4-nitrophenyl)ethylidene)benzenesulfonohydrazide
41780-82-9

4-methyl-N'-(1-(4-nitrophenyl)ethylidene)benzenesulfonohydrazide

A

(4-nitrophenyl)ethanone
100-19-6

(4-nitrophenyl)ethanone

B

4-nitro-benzoic acid
62-23-7

4-nitro-benzoic acid

Conditions
ConditionsYield
With silica-supported selenamide; dihydrogen peroxide In tert-butyl alcohol at 55℃; for 20h;A 98%
B 2%
α,α-dibromo-4-nitroethylbenzene
90050-69-4

α,α-dibromo-4-nitroethylbenzene

(4-nitrophenyl)ethanone
100-19-6

(4-nitrophenyl)ethanone

Conditions
ConditionsYield
With water In dichloromethane at 20℃; for 24h; visible light irradiation;98%
2-methyl-2-(4-nitrophenyl)-1,3-dithiane
67395-06-6

2-methyl-2-(4-nitrophenyl)-1,3-dithiane

A

2,3,7,8,12,13-Hexathiatetradecane

2,3,7,8,12,13-Hexathiatetradecane

B

(4-nitrophenyl)ethanone
100-19-6

(4-nitrophenyl)ethanone

Conditions
ConditionsYield
With Methylthio(bismethylthio)sulfonium hexachloroantimonate In dichloromethane at -77℃; for 0.0166667h; Yields of byproduct given;A n/a
B 97%
4-Nitrophenacyl bromide
99-81-0

4-Nitrophenacyl bromide

(4-nitrophenyl)ethanone
100-19-6

(4-nitrophenyl)ethanone

Conditions
ConditionsYield
With diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-d6-formamide at 20℃; for 4h; Irradiation;97%
With diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate In 2,2,2-trifluoroethanol at 20℃; for 4h; UV-irradiation; Sealed tube; Green chemistry;96%
With bismuth; ammonium fluoride-hydrogen fluoride In water at 20℃; for 3h;94%
2-(4-nitrophenyl)-2-methyl-1,3-dioxolane
19073-15-5

2-(4-nitrophenyl)-2-methyl-1,3-dioxolane

(4-nitrophenyl)ethanone
100-19-6

(4-nitrophenyl)ethanone

Conditions
ConditionsYield
With Montmorillonite K 10; water In acetone for 5.5h; Heating;97%
With carbon tetrabromide In water; acetonitrile at 80℃; for 6h;96%
With erbium(III) triflate In nitromethane at 20℃; for 96h;94%
1-(1-azidoethyl)-4-nitrobenzene

1-(1-azidoethyl)-4-nitrobenzene

(4-nitrophenyl)ethanone
100-19-6

(4-nitrophenyl)ethanone

Conditions
ConditionsYield
With tert.-butylhydroperoxide; vanadia In water at 100℃; for 7h;97%
3-bromo-4-(1-hydroxyethyl)nitrobenzene

3-bromo-4-(1-hydroxyethyl)nitrobenzene

(4-nitrophenyl)ethanone
100-19-6

(4-nitrophenyl)ethanone

Conditions
ConditionsYield
With 1-amino-3-methylbutane; ammonium chlorate; potassium bromide at 50 - 57℃; for 1h; Temperature;97%
α-(2,4-dinitrophenyl)ethyl nitrate
10061-22-0

α-(2,4-dinitrophenyl)ethyl nitrate

(4-nitrophenyl)ethanone
100-19-6

(4-nitrophenyl)ethanone

Conditions
ConditionsYield
With sodium ethanolate; acetic acid In ethanol at 22 - 25℃; for 0.333333h; pH=7;96%
With sodium methylate; potassium carbonate oder mit anderen Basen;
With sodium methylate; potassium carbonate oder mit anderen Basen;
1-(4-nitrophenyl)ethanone hydrazone
28153-22-2

1-(4-nitrophenyl)ethanone hydrazone

A

(4-nitrophenyl)ethanone
100-19-6

(4-nitrophenyl)ethanone

B

1-(4-nitrophenyl)-1-diazoethane
30009-48-4

1-(4-nitrophenyl)-1-diazoethane

Conditions
ConditionsYield
1-methylimidazole ligand In acetonitrile for 0.0833333h;A 4%
B 96%
4-Aminoacetophenone
99-92-3

4-Aminoacetophenone

(4-nitrophenyl)ethanone
100-19-6

(4-nitrophenyl)ethanone

Conditions
ConditionsYield
With water; fluorine In chloroform; acetonitrile at -15℃; for 0.0333333h; Product distribution; other substituted anilines;95%
With water; fluorine In chloroform; acetonitrile at -15℃; for 0.0333333h;95%
With 1,9-diperoxynonanedioic acid In acetonitrile at 50℃; for 0.5h;94%
p-nitrobenzene iodide
636-98-6

p-nitrobenzene iodide

carbon monoxide
201230-82-2

carbon monoxide

tetramethylstannane
594-27-4

tetramethylstannane

(4-nitrophenyl)ethanone
100-19-6

(4-nitrophenyl)ethanone

Conditions
ConditionsYield
bis(η3-allyl-μ-chloropalladium(II)) In N,N,N,N,N,N-hexamethylphosphoric triamide at 20℃; for 30h;95%
With MCM-41-supported bidentate phosphine palladium(0) complex In N,N-dimethyl-formamide at 70℃; under 760.051 Torr; for 10h; Stille carbonylative cross-coupling;84%
...Expand
4-ethylnitrobenzene
100-12-9

4-ethylnitrobenzene

A

1-[4-nitrophenyl]-1-ethanol
6531-13-1

1-[4-nitrophenyl]-1-ethanol

B

(4-nitrophenyl)ethanone
100-19-6

(4-nitrophenyl)ethanone

Conditions
ConditionsYield
With cerium(III) sulfate; barium bromate In water; acetonitrile for 24h; Heating; Title compound not separated from byproducts;A n/a
B 95%
With N-hydroxyphthalimide; oxygen; acetaldehyde In acetonitrile Ambient temperature;A 2 % Chromat.
B 22 % Chromat.
With oxygen under 760.051 Torr; Heating;A 16.5 %Chromat.
B 83.5 %Chromat.
1-(4-nitro-phenyl)-ethylamine
42142-15-4

1-(4-nitro-phenyl)-ethylamine

(4-nitrophenyl)ethanone
100-19-6

(4-nitrophenyl)ethanone

Conditions
ConditionsYield
With 4-phenylnaphthalene-1,2-dione In acetonitrile at 80℃; for 36h;95%
Multi-step reaction with 3 steps
1: N-chloro-succinimide / 0.17 h / 20 °C / Milling
2: triethylamine / 0.17 h / 20 °C / Milling
3: water; hydrogenchloride / tetrahydrofuran / 2 h / 20 °C
View Scheme
1-(4-nitrophenyl)-1-diazoethane
30009-48-4

1-(4-nitrophenyl)-1-diazoethane

(4-nitrophenyl)ethanone
100-19-6

(4-nitrophenyl)ethanone

Conditions
ConditionsYield
With N,N'-bis(salicylidene)ethylenediaminatocobalt(III) hydroxide; oxygen In acetonitrile94%
4-acetylphenylboronic acid
149104-90-5

4-acetylphenylboronic acid

(4-nitrophenyl)ethanone
100-19-6

(4-nitrophenyl)ethanone

Conditions
ConditionsYield
With N-Bromosuccinimide; [bis(trifluoroacetoxy)iodo]benzene; sodium nitrite In acetonitrile at 20℃; for 3h; regioselective reaction;94%
With bismuth (III) nitrate pentahydrate In toluene at 70 - 80℃; for 2h; Inert atmosphere;87%
With 1,3-disulfonic acid imidazolium nitrate In neat (no solvent) at 20℃; for 0.0166667h;78%
With dipotassium peroxodisulfate; bismuth (III) nitrate pentahydrate In benzene at 70℃; for 12h; Inert atmosphere;70%
1,2-bis(1-(4-nitrophenyl)ethylidene)hydrazine
58896-24-5

1,2-bis(1-(4-nitrophenyl)ethylidene)hydrazine

(4-nitrophenyl)ethanone
100-19-6

(4-nitrophenyl)ethanone

Conditions
ConditionsYield
With ammonium cerium(IV) nitrate In water; acetonitrile at 50℃; for 16h; Oxidation;93%
With 2-phenyl-1,2-benzoisoselenazol-3(2H)-one; dihydrogen peroxide In methanol; water at 65℃; for 72h;90%
With HOF* CH3CN In dichloromethane at 0℃; for 0.0166667h;90%
With sulfuric acid; silica gel In hexane for 1h;86%
4-nitro-(1-bromoethyl)benzene
19935-81-0

4-nitro-(1-bromoethyl)benzene

A

(4-nitrophenyl)ethanone
100-19-6

(4-nitrophenyl)ethanone

B

4-nitro-benzoic acid
62-23-7

4-nitro-benzoic acid

Conditions
ConditionsYield
With Oxone In water; acetonitrile at 20℃; for 5.5h;A 93%
B 5%
p-nitrobenzene iodide
636-98-6

p-nitrobenzene iodide

carbon monoxide
201230-82-2

carbon monoxide

methylmercury(II) iodide
143-36-2

methylmercury(II) iodide

(4-nitrophenyl)ethanone
100-19-6

(4-nitrophenyl)ethanone

Conditions
ConditionsYield
dichloro bis(acetonitrile) palladium(II) In N,N,N,N,N,N-hexamethylphosphoric triamide at 20℃; under 760 Torr; for 1.5h; Product distribution; various solvents, Pd-catalysts and reaction conditions;92%
With tetra-(n-butyl)ammonium iodide; dichloro bis(acetonitrile) palladium(II) In N,N,N,N,N,N-hexamethylphosphoric triamide at 20℃; under 760 Torr; for 1.5h;85%
...Expand
(4-nitrophenyl)ethanone
100-19-6

(4-nitrophenyl)ethanone

p-nitroacetophenone oxime
10342-64-0

p-nitroacetophenone oxime

Conditions
ConditionsYield
With hydroxylamine hydrochloride100%
With hydroxylamine hydrochloride; sodium acetate In ethanol for 0.0166667h; Condensation; Irradiation;98%
With hydroxylamine hydrochloride; silica gel for 0.1h;95%
(4-nitrophenyl)ethanone
100-19-6

(4-nitrophenyl)ethanone

N-(4-acetylphenyl)hydroxylamine
10517-47-2

N-(4-acetylphenyl)hydroxylamine

Conditions
ConditionsYield
With 5% rhodium-on-charcoal; hydrazine hydrate In tetrahydrofuran at 0℃; for 3.5h; Inert atmosphere;100%
With 5% rhodium-on-charcoal; hydrazine hydrate In tetrahydrofuran at 0℃; Inert atmosphere;100%
With rhodium contaminated with carbon; hydrazine hydrate In tetrahydrofuran at 0℃; for 3.5h; Inert atmosphere;100%
(4-nitrophenyl)ethanone
100-19-6

(4-nitrophenyl)ethanone

1-[4-nitrophenyl]-1-ethanol
6531-13-1

1-[4-nitrophenyl]-1-ethanol

Conditions
ConditionsYield
With methyltriphenylphosphonium tetrahydroborate In dichloromethane Reduction;100%
Stage #1: (4-nitrophenyl)ethanone With sodium tetrahydroborate at 25℃; for 0.5h; Ball milling; neat (no solvent);
Stage #2: With water regiospecific reaction;		100%
With C40H37ClN2PRuS(1+)*C24H20B(1-); isopropyl alcohol; potassium hydroxide at 82℃; for 2h; Catalytic behavior;100%
(4-nitrophenyl)ethanone
100-19-6

(4-nitrophenyl)ethanone

4-Nitrophenacyl bromide
99-81-0

4-Nitrophenacyl bromide

Conditions
ConditionsYield
With bromine In 1,4-dioxane; diethyl ether for 0.5h; Ambient temperature;100%
With copper(ll) bromide In ethyl acetate at 60 - 65℃; for 8h;99%
With copper(ll) bromide In ethyl acetate at 60 - 65℃; for 8h;99%
(4-nitrophenyl)ethanone
100-19-6

(4-nitrophenyl)ethanone

4-Aminoacetophenone
99-92-3

4-Aminoacetophenone

Conditions
ConditionsYield
With hydrogen In methanol at 20℃; under 760.051 Torr; for 9h;100%
With hydrogenchloride; ammonium chloride In tetrahydrofuran; water at 45℃; for 2h; Sealed tube; Green chemistry;100%
With hydrogen In water at 50℃; under 750.075 Torr; for 1.5h;100%
(4-nitrophenyl)ethanone
100-19-6

(4-nitrophenyl)ethanone

trimethyl orthoformate
149-73-5

trimethyl orthoformate

1,1-dimethoxy-1-(4-nitrophenyl)ethane
53577-98-3

1,1-dimethoxy-1-(4-nitrophenyl)ethane

Conditions
ConditionsYield
With toluene-4-sulfonic acid In methanol for 72h;100%
With toluene-4-sulfonic acid In methanol at 20℃;95%
With toluene-4-sulfonic acid In methanol at 20℃; for 48h;58%
4-chlorobenzaldehyde
104-88-1

4-chlorobenzaldehyde

(4-nitrophenyl)ethanone
100-19-6

(4-nitrophenyl)ethanone

3-(4-chlorophenyl)-1-(4-nitrophenyl)-2-propen-1-one
25870-65-9

3-(4-chlorophenyl)-1-(4-nitrophenyl)-2-propen-1-one

Conditions
ConditionsYield
With potassium hydroxide In methanol; water at 20℃; for 0.5h;100%
Stage #1: 4-chlorobenzaldehyde; (4-nitrophenyl)ethanone With calcium hydroxyapatite In methanol at 20℃; for 0.0833333h;
Stage #2: With water for 1h; Claisen Schmidt condensation; Microwave irradiation;		93%
With sodium hydroxide In ethanol at 20℃;85%
ethylene glycol
107-21-1

ethylene glycol

(4-nitrophenyl)ethanone
100-19-6

(4-nitrophenyl)ethanone

2-(4-nitrophenyl)-2-methyl-1,3-dioxolane
19073-15-5

2-(4-nitrophenyl)-2-methyl-1,3-dioxolane

Conditions
ConditionsYield
With zeolite HSZ-360 In toluene for 1h; Heating;100%
With cyclohexane at 105℃; for 1h; Dean-Stark;100%
With ammonium bisulphate for 6h; Concentration; Reagent/catalyst; Dean-Stark; Reflux; Green chemistry;99%
(4-nitrophenyl)ethanone
100-19-6

(4-nitrophenyl)ethanone

4-nitroacetophenone oxime
59862-56-5

4-nitroacetophenone oxime

Conditions
ConditionsYield
With hydroxylamine hydrochloride; sodium acetate In methanol; water Reflux;100%
With hydroxylamine hydrochloride; sodium acetate In methanol Reflux;100%
With N-hydroxyphthalimide In water at 90℃; for 10h; Sealed tube;98%
(4-nitrophenyl)ethanone
100-19-6

(4-nitrophenyl)ethanone

(1R)-1-(4-nitrophenyl)ethanol
6531-13-1, 96156-72-8, 99531-06-3, 58287-18-6

(1R)-1-(4-nitrophenyl)ethanol

Conditions
ConditionsYield
With (S,S)-RuCl2(2,2'-bis(di-3,5-xylylphosphino)-1,1'-binaphthyl)(1,1-dianisyl-2-isopropyl-1,2-ethylenediamine); potassium tert-butylate; hydrogen In isopropyl alcohol at 26 - 30℃; under 6080 Torr; for 15h;100%
With N(CH2)3CHCPh2OBO(n-Oct)100%
With sodium tetrahydroborate; chloro-trimethyl-silane; polymer-supported chiral sulfonamide In tetrahydrofuran Heating;99%
(4-nitrophenyl)ethanone
100-19-6

(4-nitrophenyl)ethanone

(S)-1-[4-nitrophenyl]ethanol
6531-13-1, 58287-18-6, 99531-06-3, 96156-72-8

(S)-1-[4-nitrophenyl]ethanol

Conditions
ConditionsYield
With glucose dehydrogenase; D-glucose; ketoreductase from Pichia glucozyma; nicotinamide adenine dinucleotide phosphate In aq. buffer at 30℃; pH=8; Enzymatic reaction; enantioselective reaction;100%
With D-glucose at 30℃; for 72h; pH=6.5; aq. phosphate buffer; Enzymatic reaction; optical yield given as %ee; enantioselective reaction;99%
With D-glucose In aq. phosphate buffer at 25℃; for 24h; pH=7.0; stereoselective reaction;99%
(4-nitrophenyl)ethanone
100-19-6

(4-nitrophenyl)ethanone

9-oxo-4,9-dihydro-pyrazolo[5,1-b]quinazoline-3-carbaldehyde
39998-67-9

9-oxo-4,9-dihydro-pyrazolo[5,1-b]quinazoline-3-carbaldehyde

3-[(E)-3-(4-Nitro-phenyl)-3-oxo-propenyl]-4H-pyrazolo[5,1-b]quinazolin-9-one
209746-51-0

3-[(E)-3-(4-Nitro-phenyl)-3-oxo-propenyl]-4H-pyrazolo[5,1-b]quinazolin-9-one

Conditions
ConditionsYield
With piperidine In acetic acid; benzene for 24h; Heating;100%
trimethylsilyl cyanide
7677-24-9

trimethylsilyl cyanide

(4-nitrophenyl)ethanone
100-19-6

(4-nitrophenyl)ethanone

2-(4-nitrophenyl)-2-(trimethylsiloxy)propanenitrile

2-(4-nitrophenyl)-2-(trimethylsiloxy)propanenitrile

Conditions
ConditionsYield
With lithium tetrafluoroborate In acetonitrile at 20℃; for 7h;100%
With potassium phtalimide at 20℃; for 1.5h; solvent-free;99%
With rasta resin-PPh3BnCl In chloroform at 50℃; for 1.5h; Inert atmosphere;99%
N-(2-bromobenzyl)-2-aminoethanol
251326-32-6

N-(2-bromobenzyl)-2-aminoethanol

(4-nitrophenyl)ethanone
100-19-6

(4-nitrophenyl)ethanone

2-(4-nitrophenyl)-2-methyl-3-(2-bromobenzyl)oxazolidine

2-(4-nitrophenyl)-2-methyl-3-(2-bromobenzyl)oxazolidine

Conditions
ConditionsYield
With toluene-4-sulfonic acid In benzene cyclocondensation; Heating;100%
With p-toluenesulfonic acid monohydrate In benzene for 12h; Heating;100%
tetraallyl tin
7393-43-3

tetraallyl tin

(4-nitrophenyl)ethanone
100-19-6

(4-nitrophenyl)ethanone

1-p-nitrophenyl-1-methylbut-3-en-1-ol

1-p-nitrophenyl-1-methylbut-3-en-1-ol

Conditions
ConditionsYield
2,6-dimethylpyridine; zinc trifluoromethanesulfonate In dichloromethane at 20℃; for 24h;100%
With C20H32N2O10 In water at 25℃; for 24h;97%
With gadolinium(III) chloride In acetonitrile at 20℃; for 3h;85%
aminoguanidinium sulfate

aminoguanidinium sulfate

(4-nitrophenyl)ethanone
100-19-6

(4-nitrophenyl)ethanone

(E)-N-[4-(1-{diaminomethylene}hydrazono)ethyl]-4-nitrobenzene hydrochloride
1020087-07-3

(E)-N-[4-(1-{diaminomethylene}hydrazono)ethyl]-4-nitrobenzene hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In methanol; water for 1h; Heating / reflux;100%
formaldehyd
50-00-0

formaldehyd

4-benzylpyperidine
31252-42-3

4-benzylpyperidine

(4-nitrophenyl)ethanone
100-19-6

(4-nitrophenyl)ethanone

C34H41N3O3
1037020-24-8

C34H41N3O3

Conditions
ConditionsYield
With hydrogenchloride In ethanol Mannich reaction; Heating;100%
...Expand
4-nitrobenzaldehdye
555-16-8

4-nitrobenzaldehdye

ethyl 2-cyanoacetate
105-56-6

ethyl 2-cyanoacetate

(4-nitrophenyl)ethanone
100-19-6

(4-nitrophenyl)ethanone

2-cyano-3-(4-nitrophenyl)-2-propenoic acid ethyl ester
2017-89-2, 2286-33-1, 96238-12-9

2-cyano-3-(4-nitrophenyl)-2-propenoic acid ethyl ester

Conditions
ConditionsYield
With SBA-15-supported poly(4-methylvinylpyridinium hydroxide) composite In water Knoevenagel condensation; Reflux;100%
...Expand
((1E,3E)-4-nitrobuta-1,3-dien-1-yl)benzene
4701-10-4, 28925-75-9

((1E,3E)-4-nitrobuta-1,3-dien-1-yl)benzene

(4-nitrophenyl)ethanone
100-19-6

(4-nitrophenyl)ethanone

(S,E)-3-(nitromethyl)-1-(4-nitrophenyl)-5-phenylpent-4-en-1-one
1207319-01-4

(S,E)-3-(nitromethyl)-1-(4-nitrophenyl)-5-phenylpent-4-en-1-one

Conditions
ConditionsYield
With (S)-di-tert-butyl 2-{3-[(1R,2R)-2-amino-1,2-diphenylethyl]thioureido}succinate In chloroform at 80℃; for 72h; Michael reaction; optical yield given as %ee; enantioselective reaction;100%
With 1-((1R,2R)-2-aminocyclohexyl)-3-(((1R,4aS,10ar)-7-isopropyl-1,4a-dimethyl-1,2,3,4,4a,9,10,10a-octahydrophenanthren-1-yl)methyl)thiourea; p-Toluic acid In dichloromethane at 25℃; for 168h; Michael Addition; enantioselective reaction;80%
1-Methyl-1-phenylhydrazine
618-40-6

1-Methyl-1-phenylhydrazine

(4-nitrophenyl)ethanone
100-19-6

(4-nitrophenyl)ethanone

N-Methyl-N'-[1-(4-nitro-phenyl)-eth-(E)-ylidene]-N-phenyl-hydrazine

N-Methyl-N'-[1-(4-nitro-phenyl)-eth-(E)-ylidene]-N-phenyl-hydrazine

Conditions
ConditionsYield
In ethanol for 6h; Reflux;100%
N-methyl-N-(pyridin-2-yl)hydrazine
4231-74-7

N-methyl-N-(pyridin-2-yl)hydrazine

(4-nitrophenyl)ethanone
100-19-6

(4-nitrophenyl)ethanone

C14H14N4O2

C14H14N4O2

Conditions
ConditionsYield
In ethanol for 6h; Reflux;100%
propylene glycol
57-55-6

propylene glycol

(4-nitrophenyl)ethanone
100-19-6

(4-nitrophenyl)ethanone

C11H13NO4

C11H13NO4

Conditions
ConditionsYield
With cyclohexane at 105℃; for 1h; Dean-Stark;100%
1-bromo-1-propene
590-14-7

1-bromo-1-propene

(4-nitrophenyl)ethanone
100-19-6

(4-nitrophenyl)ethanone

2-(4-nitrophenyl)pent-3en-2-ol

2-(4-nitrophenyl)pent-3en-2-ol

Conditions
ConditionsYield
Stage #1: 1-bromo-1-propene With magnesium In tetrahydrofuran
Stage #2: (4-nitrophenyl)ethanone at 20℃; Cooling with ice;		100%
ethane-1,2-dithiol
540-63-6

ethane-1,2-dithiol

(4-nitrophenyl)ethanone
100-19-6

(4-nitrophenyl)ethanone

2-methyl-2-(4-nitrophenyl)-1,3-dithiolane
41159-13-1

2-methyl-2-(4-nitrophenyl)-1,3-dithiolane

Conditions
ConditionsYield
With amberlyst-15 In acetonitrile for 1h;99.95%
In hexane for 1h; Reflux;99%
With 9,10-dihydro-10-methylacridine at 50℃; for 36h; Green chemistry;86%
1.3-propanedithiol
109-80-8

1.3-propanedithiol

(4-nitrophenyl)ethanone
100-19-6

(4-nitrophenyl)ethanone

2-methyl-2-(4-nitrophenyl)-1,3-dithiane
67395-06-6

2-methyl-2-(4-nitrophenyl)-1,3-dithiane

Conditions
ConditionsYield
With amberlyst-15 In acetonitrile for 1h;99.95%
With sulfamic acid functionalized magnetic Fe3O4 nanoparticles In neat (no solvent) at 25℃; for 2h;94%
With magnesium hydrogen sulfate In acetonitrile at 80℃; for 10h; chemoselective reaction;93%
trimethylsilyl cyanide
7677-24-9

trimethylsilyl cyanide

(4-nitrophenyl)ethanone
100-19-6

(4-nitrophenyl)ethanone

2-(4-nitro-phenyl)-2-hydroxypropanenitrile
69813-77-0

2-(4-nitro-phenyl)-2-hydroxypropanenitrile

Conditions
ConditionsYield
With titanium tetrachloride In dichloromethane at 20℃; for 18h;99.7%
With titanium tetrachloride In dichloromethane at 20℃; for 18h;99.69%
With titanium tetrachloride 1.) CH2Cl2, 0 deg C; 2.) CH2Cl2, RT, 24 h;45%

4'-Nitroacetophenone Chemical Properties

IUPAC Name: 1-(4-Nitrophenyl)ethanone 
Product Categories: Aromatic Acetophenones & Derivatives (substituted);C7 to C8;Carbonyl Compounds;Ketones
Synonyms of p-Nitroacetophenone (CAS NO.100-19-6): 4'-Nitroacetophenone ; 4-Nitroacetophenone ; Ethanone, 1-(4-nitrophenyl)- ; Methyl-p-nitrophenyl ketone ; Paranitroacetophenone ; p-Acetylnitrobenzene ; p-Nitrophenyl methyl ketone ; Acetophenone, 4'-nitro- ; Ethanone, 1-(4-nitrophenyl)- (9CI)
CAS NO: 100-19-6
Molecular Formula: C8H7NO3
Molecular Weight : 165.1461
Molecular Structure:
EINECS: 202-827-4
H bond acceptors: 4
H bond donors: 0
Freely Rotating Bonds: 2
Polar Surface Area: 62.89 Å2
Index of Refraction: 1.558
Molar Refractivity: 42.82 cm3
Molar Volume: 132.8 cm3
Surface Tension: 47.1 dyne/cm
Density: 1.243 g/cm3
Flash Point: 129.4 °C
Enthalpy of Vaporization: 51.38 kJ/mol
Boiling Point: 275.4 °C at 760 mmHg
Vapour Pressure: 0.00511 mmHg at 25°C
Melting Point: 75-78 °C(lit.)
Appearance: P-Nitroacetophenone (CAS NO.100-19-6) is yellow prisms or bright yellow powder.
Solubility: Insoluble in water,soluble in hot ethanol, ether and benzene.

4'-Nitroacetophenone Uses

 P-Nitroacetophenone (CAS NO.100-19-6) is used as intermediate of pharmaceutical Chloramphenicol and dye intermediate.

4'-Nitroacetophenone Safety Profile

Hazard Codes: HarmfulXn
Risk Statements: 36-22
R22: Harmful if swallowed. 
R36: Irritating to eyes.
Safety Statements: 22-24/25
S22: Do not breathe dust. 
S24/25: Avoid contact with skin and eyes.
WGK Germany: 3
RTECS: AM9627000
Hazard Note: Harmful
HS Code: 29147090
Mutation data reported. A flammable liquid. When heated to decomposition it emits toxic vapors of NOx.

4'-Nitroacetophenone Standards and Recommendations

DOT Classification:  3; Label: Flammable Liquid

4'-Nitroacetophenone Specification

 p-Nitroacetophenone (CAS NO.100-19-6) is a nitrated ketone which is reactive with many acids and bases liberating heat and flammable gases (e.g., H2). The amount of heat may be sufficient to start a fire in the unreacted portion of the ketone. Ketones also react with reducing agents such as hydrides, alkali metals, and nitrides to produce flammable gas (H2) and heat. They react violently with aldehydes, HNO3, HNO3 + H2O2, and HClO4.Ketones are incompatible with isocyanates, aldehydes, cyanides, peroxides, and anhydrides.

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