Product Name

  • Name

    Methoxymethyldiphenylamine

  • EINECS 255-310-0
  • CAS No. 41317-15-1
  • Article Data20
  • CAS DataBase
  • Density 1.089 g/cm3
  • Solubility 16.79mg/L at 25℃
  • Melting Point 80-83 °C
  • Formula C14H15NO
  • Boiling Point 344.6 °C at 760 mmHg
  • Molecular Weight 213.279
  • Flash Point 140.1 °C
  • Transport Information
  • Appearance
  • Safety 26
  • Risk Codes 22-36
  • Molecular Structure Molecular Structure of 41317-15-1 (Methoxymethyldiphenylamine)
  • Hazard Symbols Xn
  • Synonyms p-Anisidine,2-methyl-N-phenyl- (6CI);2-Methyl-4-methoxydiphenylamine;3-Methoxy-6-anilinotoluene;4-Methoxy-2-methyl-N-phenylaniline;4-Methoxy-2-methyldiphenylamine;6-Anilino-3-methoxytoluene;N-(2-Methyl-4-methoxyphenyl)aniline;
  • PSA 21.26000
  • LogP 3.82020

Synthetic route

1-chloro-4-methoxy-2-methylbenzene
13334-71-9

1-chloro-4-methoxy-2-methylbenzene

aniline
62-53-3

aniline

4-phenylamino-3-methyl-1-methoxybenzene
41317-15-1

4-phenylamino-3-methyl-1-methoxybenzene

Conditions
ConditionsYield
With potassium phosphate; aniline; triphenylphosphine; tris(dibenzylideneacetone)dipalladium (0) at 184℃; for 8h; Buchwald-Hartwig amination;96%
With potassium phosphate; DavePhos; tris-(dibenzylideneacetone)dipalladium(0) at 184℃;96%
methanol
67-56-1

methanol

1-methyl-2-nitrobenzene
88-72-2

1-methyl-2-nitrobenzene

phenol
108-95-2

phenol

4-phenylamino-3-methyl-1-methoxybenzene
41317-15-1

4-phenylamino-3-methyl-1-methoxybenzene

Conditions
ConditionsYield
Stage #1: methanol; 1-methyl-2-nitrobenzene With 3 % platinum on carbon; hydrogen In water at 50℃; under 750.075 Torr; for 8h; Autoclave; Inert atmosphere;
Stage #2: phenol With 3 % platinum on carbon In cyclohexanone at 250℃; under 7500.75 Torr; for 2h; Autoclave; Inert atmosphere;
95.4%
4-bromo-3-methylanisole
27060-75-9

4-bromo-3-methylanisole

Acetanilid
103-84-4

Acetanilid

4-phenylamino-3-methyl-1-methoxybenzene
41317-15-1

4-phenylamino-3-methyl-1-methoxybenzene

Conditions
ConditionsYield
Stage #1: Acetanilid With sodium methylate In 1-methyl-pyrrolidin-2-one at 100℃;
Stage #2: 4-bromo-3-methylanisole In 1-methyl-pyrrolidin-2-one at 20 - 40℃; for 1.25h;
Stage #3: In 1-methyl-pyrrolidin-2-one; methanol at 100℃; for 1h; Reagent/catalyst; Temperature; Solvent;
95.3%
4-bromo-3-methylanisole
27060-75-9

4-bromo-3-methylanisole

aniline
62-53-3

aniline

4-phenylamino-3-methyl-1-methoxybenzene
41317-15-1

4-phenylamino-3-methyl-1-methoxybenzene

Conditions
ConditionsYield
With potassium hydroxide; bis(tri-t-butylphosphine)palladium(0); cetyltrimethylammonim bromide In water; toluene at 90℃; for 0.25h;95%
With caesium carbonate; aniline; DavePhos; tris(dibenzylideneacetone)dipalladium (0) at 184℃; for 8h; Buchwald-Hartwig amination;93%
With caesium carbonate; triphenylphosphine; tris-(dibenzylideneacetone)dipalladium(0) at 184℃;93%
chlorobenzene
108-90-7

chlorobenzene

2-methyl-4-methoxyaniline
102-50-1

2-methyl-4-methoxyaniline

4-phenylamino-3-methyl-1-methoxybenzene
41317-15-1

4-phenylamino-3-methyl-1-methoxybenzene

Conditions
ConditionsYield
With potassium phosphate; DavePhos; tris(dibenzylideneacetone)dipalladium (0) In toluene at 110℃; for 8h; Buchwald-Hartwig amination;95%
With potassium phosphate; DavePhos; tris-(dibenzylideneacetone)dipalladium(0) In toluene Heating;95%
bromobenzene
108-86-1

bromobenzene

2-methyl-4-methoxyaniline
102-50-1

2-methyl-4-methoxyaniline

4-phenylamino-3-methyl-1-methoxybenzene
41317-15-1

4-phenylamino-3-methyl-1-methoxybenzene

Conditions
ConditionsYield
With caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; tris(dibenzylideneacetone)dipalladium (0) In toluene at 110℃; Buchwald-Hartwig amination;95%
With 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; tris-(dibenzylideneacetone)dipalladium(0) In toluene Heating;95%
With potassium phosphate; copper(l) iodide; C18H15N3O2 at 25℃; for 24h; Reagent/catalyst; Temperature; Sealed tube;93%
With potassium phosphate; copper(l) iodide In diethylene glycol at 70℃; for 14h; Sealed tube;93%
2-methyl-4-methoxyaniline
102-50-1

2-methyl-4-methoxyaniline

A

4-phenylamino-3-methyl-1-methoxybenzene
41317-15-1

4-phenylamino-3-methyl-1-methoxybenzene

B

phenol
108-95-2

phenol

Conditions
ConditionsYield
A n/a
B 94%
2-(4-methoxy-2-methylphenylamino)benzoic acid

2-(4-methoxy-2-methylphenylamino)benzoic acid

4-phenylamino-3-methyl-1-methoxybenzene
41317-15-1

4-phenylamino-3-methyl-1-methoxybenzene

Conditions
ConditionsYield
With methanol Reagent/catalyst;90.99%
In methanol at 60 - 180℃; for 20h; Sealed tube; Large scale;85.6%
phenylhydrazine
100-63-0

phenylhydrazine

2-methyl-4-methoxyaniline
102-50-1

2-methyl-4-methoxyaniline

4-phenylamino-3-methyl-1-methoxybenzene
41317-15-1

4-phenylamino-3-methyl-1-methoxybenzene

Conditions
ConditionsYield
With cobalt(II) phthalocyanine; copper(l) chloride In dichloromethane at 10℃;86%
bromobenzene
108-86-1

bromobenzene

N-(4-methoxy-2-methylphenyl)acetamide
31601-41-9

N-(4-methoxy-2-methylphenyl)acetamide

4-phenylamino-3-methyl-1-methoxybenzene
41317-15-1

4-phenylamino-3-methyl-1-methoxybenzene

2-methyl-4-methoxyaniline
102-50-1

2-methyl-4-methoxyaniline

2-bromobenzoic-acid
88-65-3

2-bromobenzoic-acid

4-phenylamino-3-methyl-1-methoxybenzene
41317-15-1

4-phenylamino-3-methyl-1-methoxybenzene

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sodium hydroxide / toluene / 6 h / 100 - 110 °C
2: methanol / 20 h / 60 - 180 °C / Sealed tube; Large scale
View Scheme
4-phenylamino-3-methyl-1-methoxybenzene
41317-15-1

4-phenylamino-3-methyl-1-methoxybenzene

C14H15NO4S

C14H15NO4S

Conditions
ConditionsYield
With sulfuric acid at 50℃; for 0.5h;98.47%
4-phenylamino-3-methyl-1-methoxybenzene
41317-15-1

4-phenylamino-3-methyl-1-methoxybenzene

2-(4'-di-n-butylamino-2'-hydroxybenzoyl)benzoic acid
54574-82-2

2-(4'-di-n-butylamino-2'-hydroxybenzoyl)benzoic acid

2'-anilino-3'-methyl-6'-(dibutylamino)spiro[isobenzofuran-1(3H),9'-(9H)xanthen]-3-one
89331-94-2

2'-anilino-3'-methyl-6'-(dibutylamino)spiro[isobenzofuran-1(3H),9'-(9H)xanthen]-3-one

Conditions
ConditionsYield
With sulfuric acid In dichloromethane; water at 35 - 40℃; for 4.5h; Temperature; Solvent;94.6%
Stage #1: 4-phenylamino-3-methyl-1-methoxybenzene; 2-(4'-di-n-butylamino-2'-hydroxybenzoyl)benzoic acid With sulfuric acid at 15 - 25℃; for 24h; Condensation;
Stage #2: With sodium hydroxide In toluene for 1h; Cyclization; Heating;
93%
With sulfuric acid58%
With sulfuric acid58 %Spectr.
With sulfuric acid
4-phenylamino-3-methyl-1-methoxybenzene
41317-15-1

4-phenylamino-3-methyl-1-methoxybenzene

2-carboxy-4'-(N-ethyl-N-phenyl)amino-2'-hydroxybenzophenone
42529-89-5

2-carboxy-4'-(N-ethyl-N-phenyl)amino-2'-hydroxybenzophenone

3-(N-ethyl-N-phenyl)amino-6-methyl-7-phenylaminofluoran

3-(N-ethyl-N-phenyl)amino-6-methyl-7-phenylaminofluoran

Conditions
ConditionsYield
With sulfuric acid In dichloromethane; water at 35 - 40℃; for 4.5h; Temperature; Solvent;94%
2-carboxy-4'-(N-ethyl-N-isopentyl)amino-2'-hydroxybenzophenone
91458-42-3

2-carboxy-4'-(N-ethyl-N-isopentyl)amino-2'-hydroxybenzophenone

4-phenylamino-3-methyl-1-methoxybenzene
41317-15-1

4-phenylamino-3-methyl-1-methoxybenzene

2'-anilino-6'-(N-ethyl-N-isopentylamino)-3'-methylspiro[isobenzofuran-1-(3H),9'-(9H)xanthen]-3-one
70516-41-5

2'-anilino-6'-(N-ethyl-N-isopentylamino)-3'-methylspiro[isobenzofuran-1-(3H),9'-(9H)xanthen]-3-one

Conditions
ConditionsYield
With sulfuric acid In dichloromethane; water at 35 - 40℃; for 4.5h; Temperature; Solvent;93.8%
4-phenylamino-3-methyl-1-methoxybenzene
41317-15-1

4-phenylamino-3-methyl-1-methoxybenzene

2'-Carboxy-4-diethylamino-2-hydroxybenzophenon
5809-23-4

2'-Carboxy-4-diethylamino-2-hydroxybenzophenon

3-(Diethylamino)-6-(methyl)-7-(aminophenyl)xanthen>-3-one

3-(Diethylamino)-6-(methyl)-7-(aminophenyl)xanthen>-3-one

Conditions
ConditionsYield
With sulfuric acid In dichloromethane; water at 35 - 40℃; for 4.5h; Temperature; Solvent;93.8%
4-phenylamino-3-methyl-1-methoxybenzene
41317-15-1

4-phenylamino-3-methyl-1-methoxybenzene

phenylpropynoic acid methyl ester
4891-38-7

phenylpropynoic acid methyl ester

1-(4-methoxy-2-methyl-phenyl)-2-phenylquinolin-4(1H)-one

1-(4-methoxy-2-methyl-phenyl)-2-phenylquinolin-4(1H)-one

Conditions
ConditionsYield
With trifluorormethanesulfonic acid; copper(II) bis(trifluoromethanesulfonate) In 1,2-dichloro-ethane at 120℃; for 12h;90%
4-phenylamino-3-methyl-1-methoxybenzene
41317-15-1

4-phenylamino-3-methyl-1-methoxybenzene

2-(4'-di-n-butylamino-2'-hydroxybenzoyl)benzoic acid
54574-82-2

2-(4'-di-n-butylamino-2'-hydroxybenzoyl)benzoic acid

3-(dibutylamino)-6-methyl-7-anilinofluoran
197163-54-5

3-(dibutylamino)-6-methyl-7-anilinofluoran

Conditions
ConditionsYield
Stage #1: 2-(4'-di-n-butylamino-2'-hydroxybenzoyl)benzoic acid With sulfuric acid; sulfur trioxide at 15 - 20℃; for 6.75h;
Stage #2: 4-phenylamino-3-methyl-1-methoxybenzene In water; toluene at 20 - 70℃; for 11.25h;
89.6%
4-(4-bromophenyl)bromobenzene
92-86-4

4-(4-bromophenyl)bromobenzene

4-phenylamino-3-methyl-1-methoxybenzene
41317-15-1

4-phenylamino-3-methyl-1-methoxybenzene

N,N'-bis(2'-methyl-4'-methoxyphenyl)-N,N'-diphenylbenzidine
169685-34-1

N,N'-bis(2'-methyl-4'-methoxyphenyl)-N,N'-diphenylbenzidine

Conditions
ConditionsYield
With sodium t-butanolate; palladium diacetate; 1,3-bis[2,6-diisopropylphenyl]imidazolium chloride In toluene at 20 - 130℃; Inert atmosphere;88%
4,4''-diiodo-1,1':4',1''-terphenyl
19053-14-6

4,4''-diiodo-1,1':4',1''-terphenyl

4-phenylamino-3-methyl-1-methoxybenzene
41317-15-1

4-phenylamino-3-methyl-1-methoxybenzene

N,N'-di(4-methoxy-2-methylphenyl)-N,N'-diphenyl-4,4"-diamino-p-terphenyl

N,N'-di(4-methoxy-2-methylphenyl)-N,N'-diphenyl-4,4"-diamino-p-terphenyl

Conditions
ConditionsYield
With potassium carbonate; copper In dodecane at 200 - 210℃; for 30h;80%
1-(4-methylbenzensulfonyl)-4-phenyl-1H-1,2,3-triazole
884866-01-7

1-(4-methylbenzensulfonyl)-4-phenyl-1H-1,2,3-triazole

4-phenylamino-3-methyl-1-methoxybenzene
41317-15-1

4-phenylamino-3-methyl-1-methoxybenzene

(Z)-N-(2-((4-methoxy-2-methylphenyl)(phenyl)amino)-2-phenylvinyl)-4-methylbenzenesulfonamide

(Z)-N-(2-((4-methoxy-2-methylphenyl)(phenyl)amino)-2-phenylvinyl)-4-methylbenzenesulfonamide

Conditions
ConditionsYield
With dirhodium tetraacetate In 1,2-dichloro-ethane at 90℃; for 2h; regioselective reaction;80%
4-phenylamino-3-methyl-1-methoxybenzene
41317-15-1

4-phenylamino-3-methyl-1-methoxybenzene

3-methyl-4-(phenylimino)cyclohexa-2,5-dienone
1257334-76-1

3-methyl-4-(phenylimino)cyclohexa-2,5-dienone

Conditions
ConditionsYield
With sodium cyanide; nitromethane; bis-[(trifluoroacetoxy)iodo]benzene In water at 20℃; for 0.05h;78%
With 1,1,1-triacetoxy-1,1-dihydro-1,2-benziodoxol-3(1H)-one; water In dichloromethane at 15 - 25℃; chemoselective reaction;54%
4-phenylamino-3-methyl-1-methoxybenzene
41317-15-1

4-phenylamino-3-methyl-1-methoxybenzene

4-methoxy-phenol
150-76-5

4-methoxy-phenol

C21H21NO3

C21H21NO3

Conditions
ConditionsYield
With ammonium peroxydisulfate; 2,4,6-triphenylpyrylium tetrafluoroborate In dichloromethane at 20℃; Irradiation;72%
ferrocenoyl chloride
1293-79-4

ferrocenoyl chloride

4-phenylamino-3-methyl-1-methoxybenzene
41317-15-1

4-phenylamino-3-methyl-1-methoxybenzene

N-phenyl-N-(2-Methyl-4-Methoxyphenyl)ferrocenecarboxamide

N-phenyl-N-(2-Methyl-4-Methoxyphenyl)ferrocenecarboxamide

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃; for 10h; Inert atmosphere;70%
4-Ethoxyphenol
622-62-8

4-Ethoxyphenol

4-phenylamino-3-methyl-1-methoxybenzene
41317-15-1

4-phenylamino-3-methyl-1-methoxybenzene

C22H23NO3

C22H23NO3

Conditions
ConditionsYield
With ammonium peroxydisulfate; 2,4,6-triphenylpyrylium tetrafluoroborate In dichloromethane at 20℃; Irradiation;70%
4-phenylamino-3-methyl-1-methoxybenzene
41317-15-1

4-phenylamino-3-methyl-1-methoxybenzene

4-allyloxyphenol
6411-34-3

4-allyloxyphenol

C23H23NO3

C23H23NO3

Conditions
ConditionsYield
With ammonium peroxydisulfate; 2,4,6-triphenylpyrylium tetrafluoroborate In dichloromethane at 20℃; Irradiation;68%
4-Benzyloxyphenol
103-16-2

4-Benzyloxyphenol

4-phenylamino-3-methyl-1-methoxybenzene
41317-15-1

4-phenylamino-3-methyl-1-methoxybenzene

C27H25NO3

C27H25NO3

Conditions
ConditionsYield
With ammonium peroxydisulfate; 2,4,6-triphenylpyrylium tetrafluoroborate In dichloromethane at 20℃; Irradiation;65%
4-phenylamino-3-methyl-1-methoxybenzene
41317-15-1

4-phenylamino-3-methyl-1-methoxybenzene

C13H11FO2

C13H11FO2

C27H24FNO3

C27H24FNO3

Conditions
ConditionsYield
With ammonium peroxydisulfate; 2,4,6-triphenylpyrylium tetrafluoroborate In dichloromethane at 20℃; Irradiation;61%
2-bromo-4-methoxyphenol
17332-11-5

2-bromo-4-methoxyphenol

4-phenylamino-3-methyl-1-methoxybenzene
41317-15-1

4-phenylamino-3-methyl-1-methoxybenzene

C21H20BrNO3

C21H20BrNO3

Conditions
ConditionsYield
With ammonium peroxydisulfate; 2,4,6-triphenylpyrylium tetrafluoroborate In dichloromethane at 20℃; Irradiation;54%
4-phenylamino-3-methyl-1-methoxybenzene
41317-15-1

4-phenylamino-3-methyl-1-methoxybenzene

4-(3-bromopropyl)-1,4-hydroquinone
68065-11-2

4-(3-bromopropyl)-1,4-hydroquinone

C23H24BrNO3

C23H24BrNO3

Conditions
ConditionsYield
With ammonium peroxydisulfate; 2,4,6-triphenylpyrylium tetrafluoroborate In dichloromethane at 20℃; Irradiation;52%

Methoxymethyldiphenylamine Chemical Properties

Molecular Formula:C14H15NO
Molecular Weight:213.28
EINECS:255-310-0
Density:1.089g/cm3
Melting Point:80-83 °C
Boiling Point:171 °C / 4mmHg
Flash Point:140.1°C
4-Methoxy-2-Methyldiphenylamine's Synonyms: ACME;4-METHOXY-2-METHYLDIPHENYLAMINE;2-METHYL-4-METHOXYDIPHENYLAMINE;methoxymethyldiphenylamine;ANMT/DPA;MMD;4-methoxy-N-phenyl-o-toluidine;2-methyl-4-methoxy diphenylamine C14H15NO

Methoxymethyldiphenylamine Uses

4-Methoxy-2-methyldiphenylamine is a synthetic organic chemical used in the production of black color formers

Methoxymethyldiphenylamine Safety Profile

These products are toxic carbon oxides (CO, CO 2), nitrogen oxides (NO, NO2).
Fire Fighting Mediaand Instructions:Small fire: Use dry chemical powder.
Large fire: Use water spray, fog or foam. do not use water jet.

Methoxymethyldiphenylamine Specification

4-Methoxy-2-Methyldiphenylamine's handling and storage
Keep away from HEAT. Mechanical exhaust required. When not in use, tightly seal the container and store in a dry, cool
place. Avoid excessive HEAT and light. Do not breathe dust.
Always store away from incompatible compounds such as oxidizing agents.
4-Methoxy-2-Methyldiphenylamine's Hazards Identification
Acute Health Effects:No specific information is available in our data base regarding the toxic effects of this material for humans. However,exposure to any chemical should be kept to a minimum. Skin and eye contact may result in irritation. May be harmful if inhaled or ingested. Always follow safe industrial hygiene practices and wear proper protective equipment when handling
this compound.Follow safe industrial hygiene practices and always wear proper protective equipment when handling this compound.
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