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CAS No.: | 51-66-1 |
---|---|
Name: | N-(4-Methoxyphenyl)acetamide |
Article Data: | 478 |
Molecular Structure: | |
Formula: | C9H11NO2 |
Molecular Weight: | 165.192 |
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; |
EINECS: | 200-114-2 |
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: | 0.42 g/100 mL (20 ºC) |
Appearance: | Light beige crystalline powder |
Hazard Symbols: | Xi |
Risk Codes: | 36/38 |
Safety: | 26-37/39 |
PSA: | 38.33000 |
LogP: | 1.72660 |
Conditions | Yield |
---|---|
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% |
4-methoxy-aniline
ethyl 2,4-dinitrophenylacetoacetate
A
α-(2,4-dinitrophenyl)ethyl acetate
B
4-methoxyacetanilide
Conditions | Yield |
---|---|
In chloroform at 80℃; for 48h; | A n/a B 100% |
Conditions | Yield |
---|---|
With potassium carbonate In acetone at 65℃; for 24h; Inert atmosphere; | 100% |
With sodium ethanolate |
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
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 |
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
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% |
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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. |
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