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Basic Information
| CAS No.: | 104-04-1 |
|---|---|
| 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 |
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Synthetic route
Conditions
| Conditions | Yield |
|---|---|
| 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
| Conditions | Yield |
|---|---|
| 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% |
- 10342-64-0
p-nitroacetophenone oxime
- 104-04-1
N-(4-Nitrophenyl)acetamide
Conditions
| Conditions | Yield |
|---|---|
| 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
| Conditions | Yield |
|---|---|
| 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% |
- 10319-77-4
N-(4-nitrophenyl)ethanethioamide
- 104-04-1
N-(4-Nitrophenyl)acetamide
Conditions
| 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
| Conditions | Yield |
|---|---|
| Stage #1: 4-nitro-aniline; diethyl malonate at 100 - 130℃; Stage #2: With caesium carbonate In 1,4-dioxane at 100℃; | 98% |
Conditions
| 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% |
- 59862-56-5
4-nitroacetophenone oxime
- 104-04-1
N-(4-Nitrophenyl)acetamide
Conditions
| Conditions | Yield |
|---|---|
| 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
| 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
| 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% |
Raw Materials
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4'-NITROACETANILIDE
Chemistry
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:
Toxicity Data With Reference
1、RTECS#: CAS# 104-04-1: AE5075000
2、LD50/LC50: RTECS: Not available.
3、Carcinogenicity: 4'-Nitroacetanilide - Not listed as a carcinogen by ACGIH, IARC, NTP, or CA Prop 65.
4、Other: See actual entry in RTECS for complete information. The toxicological properties have not been fully investigated.
2、LD50/LC50: RTECS: Not available.
3、Carcinogenicity: 4'-Nitroacetanilide - Not listed as a carcinogen by ACGIH, IARC, NTP, or CA Prop 65.
4、Other: See actual entry in RTECS for complete information. The toxicological properties have not been fully investigated.
Consensus Reports
p-NITROACETANILIDE(104-04-1) is reported in EPA TSCA Inventory.
Safety Profile
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.
Specification
1、Fire Fighting Measures of p-NITROACETANILIDE(104-04-1)
General Information: As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear. Extinguishing Media: Use water spray, dry chemical, carbon dioxide, or chemical foam.
2、Handling and Storage of p-NITROACETANILIDE(104-04-1)
Handling: Avoid breathing dust, vapor, mist, or gas. Avoid contact with skin and eyes. Avoid ingestion and inhalation.
Storage: Store in a cool, dry place. Store in a tightly closed container.
General Information: As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear. Extinguishing Media: Use water spray, dry chemical, carbon dioxide, or chemical foam.
2、Handling and Storage of p-NITROACETANILIDE(104-04-1)
Handling: Avoid breathing dust, vapor, mist, or gas. Avoid contact with skin and eyes. Avoid ingestion and inhalation.
Storage: Store in a cool, dry place. Store in a tightly closed container.