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CAS No.: | 104-04-1 |
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Name: | 4'-NITROACETANILIDE |
Article Data: | 300 |
Molecular Structure: | |
Formula: | C8H8N2O3 |
Molecular Weight: | 180.163 |
Synonyms: | N-Acetyl-4-nitroaniline;N-Acetyl-4-nitrobenzenamine;N-Acetyl-p-nitroaniline;NSC 1315;p-Acetamidonitrobenzene;p-Nitroacetanilide;Acetanilide,4'-nitro- (6CI,8CI);Acetanilide, p-nitro- (3CI);1-Nitro-4-acetylaminobenzene;4-(Acetylamino)nitrobenzene;N-(4-Nitrophenyl)acetamide;N-(p-Nitrophenyl)acetamide; |
EINECS: | 203-169-0 |
Density: | 1.341 g/cm3 |
Melting Point: | 213-215 °C(lit.) |
Boiling Point: | 408.89 °C at 760 mmHg |
Flash Point: | 201.09 °C |
Solubility: | 2.2g/L(room temperature) |
Appearance: | solid |
Hazard Symbols: | Xi |
Risk Codes: | 36/37/38 |
Safety: | 26-36 |
PSA: | 74.92000 |
LogP: | 2.14940 |
Conditions | Yield |
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In dichloromethane at 20℃; for 16h; | 99.5% |
With pyridine In dichloromethane at 0 - 20℃; for 1h; | 97% |
In water at 80℃; for 0.0833333h; Microwave irradiation; Green chemistry; chemoselective reaction; | 96% |
Conditions | Yield |
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With sodium nitrate; sulfuric acid at 0 - 5℃; for 3h; | 99% |
With ammonium molybdate; water; nitric acid In chloroform for 6h; Nitration; Heating; | 99% |
With nitric acid; cetyltrimethylammonim bromide In acetonitrile at 24.84℃; for 2h; Micellar solution; regioselective reaction; | 85% |
p-nitroacetophenone oxime
N-(4-Nitrophenyl)acetamide
Conditions | Yield |
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With chlorosulfonic acid In toluene at 90℃; for 0.5h; Beckmann rearrangement; | 99% |
With trifluoromethylsulfonic anhydride In dichloromethane at 20℃; for 2h; Beckmann Rearrangement; Inert atmosphere; | 94% |
With 2-chloro-1-methyl-pyridinium iodide; triethylamine In acetonitrile at 20℃; Beckmann Rearrangement; | 93% |
Conditions | Yield |
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With aluminum oxide at 25℃; for 0.666667h; | 98% |
With lanthanum(III) nitrate at 20℃; for 0.25h; | 98% |
In ethyl acetate at 20℃; for 20h; Inert atmosphere; | 98% |
N-(4-nitrophenyl)ethanethioamide
N-(4-Nitrophenyl)acetamide
Conditions | Yield |
---|---|
With bismuth(III) nitrate In acetonitrile for 0.166667h; Heating; | 98% |
With acidified wet silica gel; tetrabutylammonium periodite at 20℃; for 0.0333333h; Neat (no solvent); | 97% |
at 20℃; for 0.0833333h; Neat (no solvent); | 96% |
Conditions | Yield |
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Stage #1: 4-nitro-aniline; diethyl malonate at 100 - 130℃; Stage #2: With caesium carbonate In 1,4-dioxane at 100℃; | 98% |
Conditions | Yield |
---|---|
With manganese(III) acetate; ammonium thiocyanate at 25℃; for 2h; | 95% |
With Starbon-400-SO3H at 130℃; for 0.0333333h; Microwave irradiation; chemoselective reaction; | 92% |
With palladium (II) nanoparticles supported on Schiff-base modified clinoptilolite nanocatalyst In neat (no solvent) at 20℃; for 0.25h; Green chemistry; chemoselective reaction; | 92% |
4-nitroacetophenone oxime
N-(4-Nitrophenyl)acetamide
Conditions | Yield |
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With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide In tetrahydrofuran; ethyl acetate at 70℃; for 3h; Beckmann rearrangement; Inert atmosphere; | 94% |
Conditions | Yield |
---|---|
With O-benzenesulfonyl-acetohydroxamic acid ethyl ester; toluene-4-sulfonic acid In water; acetonitrile at 23℃; for 24h; Inert atmosphere; | 92% |
With sodium azide; sulfuric acid; silica gel at 60℃; for 0.75h; Schmidt reaction; | 90% |
With formic acid; hydroxylamine hydrochloride; silica gel at 80℃; for 4h; Beckmann Rearrangement; | 90% |
Conditions | Yield |
---|---|
With 3-chloro-benzenecarboperoxoic acid In 1,2-dichloro-ethane for 10h; Reflux; | 92% |
With 1,9-diperoxynonanedioic acid In acetonitrile at 50℃; for 0.5h; | 86% |
With water; fluorine In chloroform; acetonitrile at -15℃; for 0.0333333h; | 80% |
With sodium perborate In acetic acid at 50 - 60℃; for 2h; | 55% |
MF: C8H8N2O3
MW: 180.16
EINECS: 203-169-0
mp: 213-215 °C(lit.)
storage temp: 2-8°C
Merck: 14,6581
BRN: 2211962
CAS DataBase Reference: 104-04-1(CAS DataBase Reference)
Synonyms:P-NITROACETANILIDE;N-ACETYL-4-NITROANILINE;LABOTEST-BB LT00455738;4'-NITROACETANILIDE;4-NITROACETANILIDE;ACETIC ACID 4-NITROANILIDE;1-Nitro-4-acetylaminobenzene;Acetamide, N-(4-nitrophenyl)-
The structure of p-NITROACETANILIDE(104-04-1) is:
Hazard Codes: Xi
Risk Statements: 36/37/38
Safety Statements: 26-36
WGK Germany: 3
RTECS: AE5075000
Moderately toxic by intraperitoneal route. Reaction with sulfuric acid is vigorous with much gas evolution. When heated to decomposition it emits toxic fumes of NOx.