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4'-Methoxyacetanilide
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Name

4'-Methoxyacetanilide

 EINECS 200-114-2
CAS No. 51-66-1 Density 1.127 g/cm3
PSA 38.33000 LogP 1.72660
Solubility 0.42 g/100 mL (20 ºC) Melting Point 128-130 °C(lit.)
Formula C9H11NO2 Boiling Point 345.5 °C at 760 mmHg
Molecular Weight 165.192 Flash Point 162.8 °C
Transport Information N/A Appearance Light beige crystalline powder
Safety 26-37/39 Risk Codes 36/38
Molecular Structure Molecular Structure of 51-66-1 (N-(4-Methoxyphenyl)acetamide) Hazard Symbols IrritantXi
Synonyms

p-Acetaniside(4CI);p-Acetanisidide (6CI,7CI,8CI);4-(Acetylamino)anisole;4-Acetamidoanisole;4-Acetamidophenyl methyl ether;4-Methoxyacetanilide;4'-Methoxyacetanilide;Aceto-p-anisidide;Acetyl-p-anisidine;Metacetin;Methacetin;N-(4-Methoxyphenyl)acetamide;N-(p-Methoxyphenyl)acetamide;N-Acetyl-p-anisidine;N-Acetyl-p-methoxyaniline;NSC 4687;p-Acetanisidine;p-Methoxyacetanilide;

Article Data 478

4'-Methoxyacetanilide Synthetic route

108-24-7

acetic anhydride

104-94-9

4-methoxy-aniline

51-66-1

4-methoxyacetanilide

Conditions
ConditionsYield
In dichloromethane at 20℃; Inert atmosphere;100%
With silver trifluoromethanesulfonate at 60℃; for 0.0166667h; neat (no solvent);99%
With cadmium(II) oxide at 80℃; for 0.0833333h; Neat (no solvent); Microwave irradiation;98%
104-94-9

4-methoxy-aniline

124089-63-0

ethyl 2,4-dinitrophenylacetoacetate

A

68084-17-3

α-(2,4-dinitrophenyl)ethyl acetate

B

51-66-1

4-methoxyacetanilide

Conditions
ConditionsYield
In chloroform at 80℃; for 48h;A n/a
B 100%
103-90-2

4-acetaminophenol

74-88-4

methyl iodide

51-66-1

4-methoxyacetanilide

Conditions
ConditionsYield
With potassium carbonate In acetone at 65℃; for 24h; Inert atmosphere;100%
With sodium ethanolate
2475-92-5

4-methoxyacetophenone oxime

51-66-1

4-methoxyacetanilide

Conditions
ConditionsYield
With chlorosulfonic acid In toluene at 90℃; for 0.5h; Beckmann rearrangement;99%
With aminosulfonic acid; zinc(II) chloride In acetonitrile at 90℃; for 1h; Beckmann rearrangement;99%
With 3,3-dichloro-1,2-diphenylcyclopropene; zinc(II) chloride In acetonitrile at 20℃; for 1h; Beckmann rearrangement; Reflux; Inert atmosphere;99%
100-17-4

para-methoxynitrobenzene

108-24-7

acetic anhydride

51-66-1

4-methoxyacetanilide

Conditions
ConditionsYield
Stage #1: para-methoxynitrobenzene With trichlorosilane; triethylamine In acetonitrile at 0 - 25℃; for 1.5h;
Stage #2: acetic anhydride With methanol In acetonitrile at 25 - 65℃; for 24h; chemoselective reaction;		99%
With indium; acetic acid In methanol at 20℃; for 1.5h;94%
Stage #1: para-methoxynitrobenzene With sodium tetrahydroborate In water at 20℃; for 0.5h; Green chemistry;
Stage #2: acetic anhydride In water at 20℃; for 1.25h; Green chemistry;		93%
With tin(ll) chloride
2475-92-5

(E)-1-(4-methoxyphenyl)ethanone oxime

51-66-1

4-methoxyacetanilide

Conditions
ConditionsYield
With 1,3,5-trichloro-2,4,6-triazine; zinc(II) chloride In acetonitrile for 1h; Beckmann rearrangement; Heating;99%
With bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; zinc(II) chloride In acetonitrile for 1h; Beckmann rearrangement; Heating;99%
at 120℃; for 3.5h; Beckmann rearrangement; Heating;98%
104-94-9

4-methoxy-aniline

64-19-7

acetic acid

51-66-1

4-methoxyacetanilide

Conditions
ConditionsYield
With palladium (II) nanoparticles supported on Schiff-base modified clinoptilolite nanocatalyst In neat (no solvent) at 20℃; for 0.25h; Green chemistry; chemoselective reaction;99%
With zinc(II) acetate dihydrate for 0.0166667h; Microwave irradiation; Sealed tube; chemoselective reaction;98%
With silica decorated with gold and silver nanoparticle In neat (no solvent) at 100℃; for 8h;98%
60-35-5

acetamide

623-12-1

4-chloromethoxybenzene

51-66-1

4-methoxyacetanilide

Conditions
ConditionsYield
With potassium phosphate; tris-(dibenzylideneacetone)dipalladium(0) In tert-butyl alcohol at 110℃; for 24h;99%
With 5-(di-tert-butylphosphino)-1′, 3′, 5′-triphenyl-1′H-[1,4′]bipyrazole; bis[chloro(1,2,3-trihapto-allylbenzene)palladium(II)]; potassium carbonate In 1,4-dioxane at 90℃; for 18h; Buchwald-Hartwig Coupling; Inert atmosphere; Glovebox;92%
With 2-di-tertbutylphosphino-3,4,5,6-tetramethyl-2',4',6'-triisopropyl-1,1'-biphenyl; potassium phosphate; water; palladium diacetate In tert-butyl alcohol at 110℃; for 3h; Inert atmosphere;84%
With copper(I) oxide; potassium phosphate; N1,N2-bis(thiophen-2-ylmethyl)oxalamide In dimethyl sulfoxide at 120℃; for 24h; Inert atmosphere; Schlenk technique;50%
108-05-4

vinyl acetate

104-94-9

4-methoxy-aniline

51-66-1

4-methoxyacetanilide

Conditions
ConditionsYield
With immobilization of Candida cylindracea lipase In hexane at 55℃; for 26h;99%
With Candida antarctica lipase B; acetone oxime In tert-butyl methyl ether at 20℃; for 4h; Molecular sieve;84%
104-94-9

4-methoxy-aniline

10387-40-3

potassium thioacetate

51-66-1

4-methoxyacetanilide

Conditions
ConditionsYield
With tetrabutylammonium tetrafluoroborate In ethyl acetate at 20℃; for 24h; Electrochemical reaction;99%
With copper(II) acetate monohydrate In acetonitrile at 80℃; for 18h; Temperature; Reagent/catalyst; Sealed tube;90%
With tris(2,2'-bipyridyl)ruthenium dichloride In acetonitrile at 20℃; Irradiation;85%

4'-Methoxyacetanilide Chemical Properties

The Molecular formula of p-ACETANISIDIDE (51-66-1):C9H11NO2  
The Molecular Weight of p-ACETANISIDIDE (51-66-1):165.19
The Molecular Structure of p-ACETANISIDIDE (51-66-1) is:
Density:1.127 g/cm3
Melting point:128-130 °C(lit.)
Boiling point:345.5 °C at 760 mmHg 
Flash point:162.8 °C  
Solubility in water:0.42 g/100 mL (20 °C   )
Merck:14,51
BRN:387887
Index of Refraction:1.557 
Molar Refractivity:47.2 cm3 
Molar Volume:146.5 cm3
Polarizability:18.71 10-24cm3
Surface Tension:39.6 dyne/cm
Enthalpy of Vaporization:58.96 kJ/mol  
Vapour Pressure:6.13E-05 mmHg at 25°C 
Appearance:light beige crystalline powder
IUPAC Name: N-(4-methoxyphenyl)acetamide
Synonyms: 4-(Acetylamino)anisole ; 4’-methoxy-acetanilid ; 4-Acetaniside;Acetamide, N-(4-methoxyphenyl)- ; Acetamide,N-(4-methoxyphenyl)- ; Acetanilide, 4'-methoxy- ; Acetanilide, 4-methoxy ; Aceto-p-anisidide ; 4’-methoxy-acetanilid

4'-Methoxyacetanilide Uses

It's used as the manufacture of disperse dyes.And it also used as the manufacture of dispersion 2GL,purplish red color-based GP,is also scattered blue dye and pharmaceutical intermediates HGL.

4'-Methoxyacetanilide Toxicity Data With Reference

1.   

orl-mus LD50:1190 mg/kg

   TXAPA9    Toxicology and Applied Pharmacology. 19 (1971),20.
2.   

unk-rbt LDLo:3000 mg/kg

   XPHBAO    U.S. Public Health Service, Public Health Bulletin. 271 (1941),71.

4'-Methoxyacetanilide Consensus Reports

Reported in EPA TSCA Inventory.

4'-Methoxyacetanilide Safety Profile

Moderately toxic by ingestion and other unspecified routes. When heated to decomposition it emits toxic fumes of NOx.
Hazard Codes:Xn,Xi
Xi:Irritant
Xn:Harmful
Risk Statements
R22:Harmful if swallowed.
R36/38:Irritating to eyes and skin .
Safety Statements
S36:Wear suitable protective clothing .
S37/39:Wear suitable gloves and eye/face protection .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
WGK Germany:1
RTECS:AE8290000
 

 
 

4'-Methoxyacetanilide Specification

Conditions to Avoid: Incompatible materials. 
Chemical Stability: Not available 
Incompatibilities with Other Materials Strong oxidizing agents. 
Hazardous Decomposition Products Nitrogen oxides, carbon monoxide, carbon dioxide. 
Hazardous Polymerization Has not been reported. 
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