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4'-Nitroacetanilide

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Name

4'-Nitroacetanilide

EINECS 203-169-0
CAS No. 104-04-1 Density 1.341 g/cm3
PSA 74.92000 LogP 2.14940
Solubility 2.2g/L(room temperature) Melting Point 213-215 °C(lit.)
Formula C8H8N2O3 Boiling Point 408.89 °C at 760 mmHg
Molecular Weight 180.163 Flash Point 201.09 °C
Transport Information N/A Appearance solid
Safety 26-36 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 104-04-1 (4'-NITROACETANILIDE) Hazard Symbols IrritantXi
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;

Article Data 300

4'-Nitroacetanilide Synthetic route

100-01-6

4-nitro-aniline

75-36-5

acetyl chloride

104-04-1

N-(4-Nitrophenyl)acetamide

Conditions
ConditionsYield
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%
103-84-4

Acetanilid

104-04-1

N-(4-Nitrophenyl)acetamide

Conditions
ConditionsYield
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
ConditionsYield
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%
108-24-7

acetic anhydride

100-01-6

4-nitro-aniline

104-04-1

N-(4-Nitrophenyl)acetamide

Conditions
ConditionsYield
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
ConditionsYield
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%
100-01-6

4-nitro-aniline

105-53-3

diethyl malonate

104-04-1

N-(4-Nitrophenyl)acetamide

Conditions
ConditionsYield
Stage #1: 4-nitro-aniline; diethyl malonate at 100 - 130℃;
Stage #2: With caesium carbonate In 1,4-dioxane at 100℃;
98%
64-19-7

acetic acid

100-01-6

4-nitro-aniline

104-04-1

N-(4-Nitrophenyl)acetamide

Conditions
ConditionsYield
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
ConditionsYield
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%
100-19-6

(4-nitrophenyl)ethanone

104-04-1

N-(4-Nitrophenyl)acetamide

Conditions
ConditionsYield
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%
122-80-5

N-acetyl-p-phenylenediamine

104-04-1

N-(4-Nitrophenyl)acetamide

Conditions
ConditionsYield
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%

4'-Nitroacetanilide Chemical Properties

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:

 

4'-Nitroacetanilide 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.

4'-Nitroacetanilide Consensus Reports

p-NITROACETANILIDE(104-04-1)  is reported in EPA TSCA Inventory.

4'-Nitroacetanilide 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.

4'-Nitroacetanilide 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. 
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