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| CAS No.: | 100-19-6 |
|---|---|
| Name: | 4-Nitroacetophenone |
| Molecular Structure: | |
|
|
|
| Formula: | C8H7NO3 |
| Molecular Weight: | 165.148 |
| 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; |
| EINECS: | 202-827-4 |
| Density: | 1.244 g/cm3 |
| Melting Point: | 75-78 °C(lit.) |
| Boiling Point: | 275.39 °C at 760 mmHg |
| Flash Point: | 129.398 °C |
| Solubility: | Insoluble in water. |
| Appearance: | Yellow crystalline powder |
| Hazard Symbols: |
 Xn
|
| Risk Codes: | 36-22 |
| Safety: | 22-24/25 |
| PSA: | 62.89000 |
| LogP: | 2.32060 |
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| Conditions | Yield |
|---|---|
| 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% |
- 67395-06-6
2-methyl-2-(4-nitrophenyl)-1,3-dithiane
- 100-19-6
(4-nitrophenyl)ethanone
| Conditions | Yield |
|---|---|
| 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% |
| Conditions | Yield |
|---|---|
| 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% |
- 53577-98-3
1,1-dimethoxy-1-(4-nitrophenyl)ethane
- 100-19-6
(4-nitrophenyl)ethanone
| Conditions | Yield |
|---|---|
| With water at 80℃; for 2h; | 100% |
| With carbon tetrabromide In water; acetonitrile at 80℃; for 2h; | 97% |
- 104755-32-0
1-(4-nitrophenyl)-2-(phenylselanyl)ethan-1-one
A
- 1666-13-3
diphenyl diselenide
B
- 100-19-6
(4-nitrophenyl)ethanone
| Conditions | Yield |
|---|---|
| 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% |
| Conditions | Yield |
|---|---|
| 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% |
| Conditions | Yield |
|---|---|
| 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% |
- 10342-64-0
p-nitroacetophenone oxime
- 100-19-6
(4-nitrophenyl)ethanone
| Conditions | Yield |
|---|---|
| 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% |
- 131496-48-5
2-methyl-2-(4-nitrophenyl)-1,3-oxathiolane
- 100-19-6
(4-nitrophenyl)ethanone
| Conditions | Yield |
|---|---|
| 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% |
- 64600-23-3
1-(4-nitro-phenyl)-ethanone-diethylacetal
- 100-19-6
(4-nitrophenyl)ethanone
| Conditions | Yield |
|---|---|
| With water at 80℃; for 2h; | 98% |
| With carbon tetrabromide In water; acetonitrile at 80℃; for 2h; Product distribution; other reaction conditions; |
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Chemistry
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.
Uses
P-Nitroacetophenone (CAS NO.100-19-6) is used as intermediate of pharmaceutical Chloramphenicol and dye intermediate.
Safety Profile
Hazard Codes: 
Xn
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.
Standards and Recommendations
DOT Classification: 3; Label: Flammable Liquid
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.