• Name

  N-(4-Methoxyphenyl)acetamide

• EINECS 200-114-2
• CAS No. 51-66-1
• Article Data478
• CAS DataBase
• Density 1.127 g/cm³
• 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
• Appearance Light beige crystalline powder
• Safety 26-37/39
• Risk Codes 36/38
• Molecular Structure
• Hazard Symbols Xi
• 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;
• PSA 38.33000
• LogP 1.72660

Synthetic route

108-24-7

acetic anhydride

104-94-9

4-methoxy-aniline

51-66-1

4-methoxyacetanilide

Conditions

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%

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

Conditions	Yield
In chloroform at 80℃; for 48h;	A n/a B 100%

...Expand

103-90-2

4-acetaminophenol

74-88-4

methyl iodide

51-66-1

4-methoxyacetanilide

Conditions

Conditions	Yield
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

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%

100-17-4

para-methoxynitrobenzene

108-24-7

acetic anhydride

51-66-1

4-methoxyacetanilide

Conditions

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

2475-92-5

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

51-66-1

4-methoxyacetanilide

Conditions

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%

104-94-9

4-methoxy-aniline

64-19-7

acetic acid

51-66-1

4-methoxyacetanilide

Conditions

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%

60-35-5

acetamide

623-12-1

4-chloromethoxybenzene

51-66-1

4-methoxyacetanilide

Conditions

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%

108-05-4

vinyl acetate

104-94-9

4-methoxy-aniline

51-66-1

4-methoxyacetanilide

Conditions

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%

104-94-9

4-methoxy-aniline

10387-40-3

potassium thioacetate

51-66-1

4-methoxyacetanilide

Conditions

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%

5310-18-9

N-(4-methoxyphenyl)thioacetamide

51-66-1

4-methoxyacetanilide

Conditions

Conditions	Yield
With 3-chloro-benzenecarboperoxoic acid In dichloromethane for 2h; Ambient temperature;	98%
With eosin; oxygen In N,N-dimethyl-formamide at 20℃; for 6h; Irradiation; Green chemistry;	96%
With 6H(1+)*Mo9O40PV3(6-); oxygen In acetonitrile at 90℃; under 760.051 Torr; for 2h; Inert atmosphere; Glovebox;	77%

638-38-0, 993-02-2, 2180-18-9, 15411-95-7, 22981-23-3, 27004-39-3

manganese(II) acetate

104-94-9

4-methoxy-aniline

51-66-1

4-methoxyacetanilide

Conditions

Conditions	Yield
In acetic acid for 2h; Reflux; chemoselective reaction;	98%

67-56-1

methanol

3424-93-9

4-methoxyphenylacetamide

51-66-1

4-methoxyacetanilide

Conditions

Conditions	Yield
With 3-[4-(diacetoxyiodo)phenoxy]-1-propyl-N,N,N-trimethylammonium 4-methylbenzenesulfonate; potassium hydroxide In chloroform at 0 - 20℃; Hofmann Rearrangement; Inert atmosphere;	98%

14040-11-0

tungsten hexacarbonyl

100-17-4

para-methoxynitrobenzene

616-38-6

carbonic acid dimethyl ester

51-66-1

4-methoxyacetanilide

Conditions

Conditions	Yield
With di(rhodium)tetracarbonyl dichloride; 1,3-bis-(diphenylphosphino)propane; sodium phosphate; sodium iodide In water at 120℃; for 24h; Inert atmosphere; Sealed tube;	98%

...Expand

104-94-9

4-methoxy-aniline

75-36-5

acetyl chloride

51-66-1

4-methoxyacetanilide

Conditions

Conditions	Yield
Stage #1: 4-methoxy-aniline With triethylamine In dichloromethane at 0℃; for 0.333333h; Inert atmosphere; Stage #2: acetyl chloride at 0 - 20℃; for 2.33333h;	97%
With hydroxyapatite supported copper(I) oxide In acetonitrile at 50℃; for 0.133333h;	94%
With ruthenium(III) 2,4-pentanedionate at 25℃; for 5.5h;	92%

459-64-3

4-methoxybenzenediazonium tetrafluoroborate

75-05-8

acetonitrile

51-66-1

4-methoxyacetanilide

Conditions

Conditions	Yield
Stage #1: 4-methoxybenzenediazonium tetrafluoroborate; acetonitrile for 0.0166667h; Microwave irradiation; Stage #2: With water In diethyl ether	97%
With potassium phosphate; copper(l) iodide In water at 80℃; for 12h; Schlenk technique;	71%
With water Microwave irradiation;	25%

104-94-9

4-methoxy-aniline

507-09-5

thioacetic acid

51-66-1

4-methoxyacetanilide

Conditions

Conditions	Yield
With oxygen; 3,6-di(2'-pyridyl)-1,2,4,5-tetrazine In tetrahydrofuran at 20℃; for 4h;	97%
With Fe3O4(at)Chit-TCT-Salen-Cu(II) In water at 20℃; for 0.0833333h;	94%
With copper(II)-grafted guanidine acetic acid-modified magnetite nanoparticles In water at 20℃; for 0.0833333h; Green chemistry; chemoselective reaction;	93%

127-19-5

N,N-dimethyl acetamide

104-94-9

4-methoxy-aniline

51-66-1

4-methoxyacetanilide

Conditions

Conditions	Yield
With sulphuric acid immobilized on silica gel In neat (no solvent) at 70℃; for 6h; Green chemistry;	97%
With 1,2,4-Triazole; 8-quinolinol; copper(II) choride dihydrate at 150℃;	93%
Stage #1: N,N-dimethyl acetamide With 1,1'-carbonyldiimidazole at 120 - 125℃; for 0.5h; Inert atmosphere; Stage #2: 4-methoxy-aniline at 60 - 65℃; for 1.5h; Inert atmosphere;	91%

108-24-7

acetic anhydride

104-94-9

4-methoxy-aniline

64-19-7

acetic acid

51-66-1

4-methoxyacetanilide

Conditions

Conditions	Yield
at 20℃; for 0.5h; Reflux;	97%
at 190℃; for 8h;
at 200℃; Large scale;

...Expand

100-06-1

1-(4-methoxyphenyl)ethanone

51-66-1

4-methoxyacetanilide

Conditions

Conditions	Yield
With O-trifluorobenzenesulfonyl-acetohydroxamic acid ethyl ester; toluene-4-sulfonic acid In water; acetonitrile at 20℃; Beckmann Rearrangement; Inert atmosphere;	96%
With O-benzenesulfonyl-acetohydroxamic acid ethyl ester; toluene-4-sulfonic acid In water; acetonitrile at 23℃; for 24h; Inert atmosphere;	96%
With XY-zeolite; hydroxylamine hydrochloride for 0.0333333h; microwave irradiation;	95%

104-94-9

4-methoxy-aniline

123-54-6

acetylacetone

51-66-1

4-methoxyacetanilide

Conditions

Conditions	Yield
With dihydrogen peroxide In water at 25℃; for 8h; Green chemistry;	96%
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; sodium t-butanolate In toluene at 100℃; for 16h;	79%
With iodine; toluene-4-sulfonic acid In 1,4-dioxane at 140℃; for 24h; Schlenk technique;	63%
With 2,2'-azobis(isobutyronitrile); oxygen In acetonitrile at 80℃; for 24h; Sealed tube;	59%

18773-93-8

1-acetyl-1H-benzotriazole

104-94-9

4-methoxy-aniline

51-66-1

4-methoxyacetanilide

Conditions

Conditions	Yield
In tetrahydrofuran for 0.25h; Flow reactor; Microwave irradiation; Heating;	96%

783-08-4

[4-(benzylideneamino)phenyl]methanol

75-36-5

acetyl chloride

A

51-66-1

4-methoxyacetanilide

B

100-52-7

benzaldehyde

Conditions

Conditions	Yield
With ytterbium(III) triflate In dichloromethane at 20℃; for 0.333333h;	A 95% B 94%

...Expand

5720-07-0

4-methoxyphenylboronic acid

75-05-8

acetonitrile

51-66-1

4-methoxyacetanilide

Conditions

Conditions	Yield
With xenon difluoride at 0 - 20℃; for 1h; Inert atmosphere;	95%
With water; copper(II) bis(trifluoromethanesulfonate) at 90℃; for 3h; Inert atmosphere; Sealed tube;	28%

60-35-5

acetamide

104-94-9

4-methoxy-aniline

51-66-1

4-methoxyacetanilide

Conditions

Conditions	Yield
With dipotassium peroxodisulfate In water at 100℃; for 0.166667h; Microwave irradiation; Green chemistry;	95%
With [bis(acetoxy)iodo]benzene In neat (no solvent) at 120℃; for 0.333333h; Microwave irradiation; Green chemistry;	93%
With 1-(3-sulfopropyl)pyridinium phosphotungstate In neat (no solvent) at 120℃; for 0.833333h; Microwave irradiation;	90%

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

4'-Methoxyacetanilide Toxicity Data With Reference

4'-Methoxyacetanilide Consensus Reports

4'-Methoxyacetanilide Safety Profile

4'-Methoxyacetanilide Specification