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120-71-8

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120-71-8 Usage

Chemical Properties

Different sources of media describe the Chemical Properties of 120-71-8 differently. You can refer to the following data:
1. brown to black crystalline chunks
2. p-Cresidine is a white crystalline solid.

Uses

Different sources of media describe the Uses of 120-71-8 differently. You can refer to the following data:
1. p-Cresidine is a reagent used in the preparation of enaminones acting as anticonvulsants. Also used in the preparation of crescent oligoamides. Dyes and metabolites, Environmental Testing.
2. 2-Methoxy-5-methylaniline was used in the synthesis of 4-(4-Amino-5-methoxy-2-methylphenylazo)-5-hydroxy-naphthalene-2,7-disulfonic acid. 2-Methoxy-5-methylaniline was used to analyse the application of polymeric ionic liquids as selective solid-phase microextraction sorbent coatings for the analysis of genotoxic impurities and structurally alerting compounds such as alkyl halides and aromatics. 2-Methoxy-5-methylaniline was used in a study to develop a sensitive analytical method for the determination of aromatic amines found in commercial hair dyes using high liquid chromatography coupled to an electrochemical detector by using the ionic liquid 1-butyl-3-methylimidazolium bis(trifluoromethanesulfonyl)imide in the mobile phase.
3. p-Cresidine is a reagent used in the preparation of enaminones acting as anticonvulsants. Also used in the preparation of crescent oligoamides.

General Description

White to silver-gray odorless crystals.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

2-Methoxy-5-methylaniline is sensitive to moisture and temperatures greater than 104°F. Incompatible with strong oxidizing agents .

Hazard

A possible carcinogen.

Fire Hazard

2-Methoxy-5-methylaniline is nonflammable.

Safety Profile

Confirmed carcinogen with experimental carcinogenic and neoplastigenic data. Moderately toxic by ingestion. A skin and eye irritant. Mutation data reported. When heated to decomposition it emits toxic fumes of NOx. See also ESTERS.

Potential Exposure

p-Cresidine is used as an intermediate in the production of various azodyes, printing inks, and pigments; including 11 dyes that are produced commercially in the United States. Human exposure to p-Cresidine occurs primarily through inhalation of

Carcinogenicity

p-Cresidine is reasonably anticipated to be a human carcinogen based on sufficient evidence of carcinogenicity from studies in experimental animals.

Shipping

UN2811 Toxic solids, organic, n.o.s., Hazard Class: 6.1; Labels: 6.1-Poisonous materials, Technical Name Required

Incompatibilities

Incompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases, strong acids, oxoacids, epoxides.

Check Digit Verification of cas no

The CAS Registry Mumber 120-71-8 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,2 and 0 respectively; the second part has 2 digits, 7 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 120-71:
(5*1)+(4*2)+(3*0)+(2*7)+(1*1)=28
28 % 10 = 8
So 120-71-8 is a valid CAS Registry Number.
InChI:InChI=1/C8H11NO/c1-6-5-7(9)3-4-8(6)10-2/h3-5H,9H2,1-2H3

120-71-8 Well-known Company Product Price

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  • Sigma-Aldrich

  • (46111)  2-Methoxy-5-methylaniline  analytical standard

  • 120-71-8

  • 46111-250MG

  • 157.95CNY

  • Detail

120-71-8SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-Methoxy-5-methylaniline

1.2 Other means of identification

Product number -
Other names p-Cresidine

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:120-71-8 SDS

120-71-8Synthetic route

2-Methoxi-5-methylphenylazid
77721-47-2

2-Methoxi-5-methylphenylazid

Cresidine
120-71-8

Cresidine

Conditions
ConditionsYield
With lithium aluminium tetrahydride100%
With lithium aluminium tetrahydride In diethyl ether
4-methoxy-3-nitrotoluene
119-10-8

4-methoxy-3-nitrotoluene

Cresidine
120-71-8

Cresidine

Conditions
ConditionsYield
With palladium on carbon; hydrogen In ethanol at 20℃; under 28443.9 Torr; for 22h;99%
With ammonium sulfide; ethanol
With hydrogenchloride; tin at 50℃;
With iron; acetic acid
2-Nitro-2'-methoxy-5'-methyl-azobenzol
29530-48-1

2-Nitro-2'-methoxy-5'-methyl-azobenzol

A

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

B

Cresidine
120-71-8

Cresidine

C

2-[2-methoxy-5-methylphenyl]-1-oxido-2H-benzotriazole

2-[2-methoxy-5-methylphenyl]-1-oxido-2H-benzotriazole

Conditions
ConditionsYield
With lithium perchlorate In methanol; dichloromethane at 20℃; Cyclization; Electrolysis;A n/a
B n/a
C 83%
4-Methylanisole
104-93-8

4-Methylanisole

Cresidine
120-71-8

Cresidine

Conditions
ConditionsYield
With O-(4-nitrobenzoyl)hydroxylammonium trifluoromethanesulfonate; iron(II) bromide; silver(I) triflimide In 2,2,2-trifluoroethanol; water at 30℃; for 2h;56%
With hydroxylamine triflate; iron(II) sulfate In water; acetonitrile at 20℃; for 16h;53%
Stage #1: p-methylanizole With pyridine; tetra-n-butylammonium tetrakis(pentafluorophenyl)borate; trifluorormethanesulfonic acid In dichloromethane at 25℃; Inert atmosphere; Electrochemical reaction;
Stage #2: With piperidine In acetonitrile at 80℃; for 12h; Inert atmosphere;
13%
Multi-step reaction with 2 steps
1: 1.)phenyliodine(III) bis(trifluoroacetate) (PIFA), 2.) Me3SiN3 / 1.) (CF3)2CHOH, r. t.
2: 100 percent / LAH
View Scheme
2-Nitro-2'-methoxy-5'-methyl-azobenzol
29530-48-1

2-Nitro-2'-methoxy-5'-methyl-azobenzol

A

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

B

2-(2'-methoxy-5'-methylphenyl)-2H-benzotriazole
58380-86-2

2-(2'-methoxy-5'-methylphenyl)-2H-benzotriazole

C

Cresidine
120-71-8

Cresidine

Conditions
ConditionsYield
With sodium hydroxide; lithium perchlorate In tetrahydrofuran; water at 20℃; Cyclization; Electrolysis;A n/a
B 50%
C n/a
4-methoxy-3-nitrotoluene
119-10-8

4-methoxy-3-nitrotoluene

A

Cresidine
120-71-8

Cresidine

B

2-methoxy-5-methyl-4-chloroaniline
6376-14-3

2-methoxy-5-methyl-4-chloroaniline

Conditions
ConditionsYield
With hydrogenchloride; tin
4-methyl-2-nitrophenol
119-33-5

4-methyl-2-nitrophenol

Cresidine
120-71-8

Cresidine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: K2CO3; xylene
2: tin; hydrochloric acid / 50 °C
View Scheme
para-chlorotoluene
106-43-4

para-chlorotoluene

potassium permanganate

potassium permanganate

Cresidine
120-71-8

Cresidine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: HNO3+H2SO4
2: potassium hydroxide / 110 °C
3: ammonium sulfide; alcohol
View Scheme
1-chloro-4-methyl-2-nitro-benzene
89-60-1

1-chloro-4-methyl-2-nitro-benzene

Cresidine
120-71-8

Cresidine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: potassium hydroxide / 110 °C
2: ammonium sulfide; alcohol
View Scheme
toluene
108-88-3

toluene

Cresidine
120-71-8

Cresidine

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: iodine; iron; chlorine
2: HNO3+H2SO4
3: potassium hydroxide / 110 °C
4: ammonium sulfide; alcohol
View Scheme
2-Bromoacetyl bromide
598-21-0

2-Bromoacetyl bromide

Cresidine
120-71-8

Cresidine

2-bromo-N-(2-methoxy-5-methylphenyl)acetamide

2-bromo-N-(2-methoxy-5-methylphenyl)acetamide

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃;100%
7-iodo-benzofuran-5-sulfonyl chloride
856678-58-5

7-iodo-benzofuran-5-sulfonyl chloride

Cresidine
120-71-8

Cresidine

7-iodo-N-(2-methoxy-5-methylphenyl)-1-benzofuran-5-sulfonamide
856678-59-6

7-iodo-N-(2-methoxy-5-methylphenyl)-1-benzofuran-5-sulfonamide

Conditions
ConditionsYield
With pyridine In dichloromethane at 20℃;99%
Cresidine
120-71-8

Cresidine

tetramethylammonium trifluoromethanethiolate

tetramethylammonium trifluoromethanethiolate

2-isothiocyanato-1-methoxy-4-methylbenzene

2-isothiocyanato-1-methoxy-4-methylbenzene

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃; for 0.166667h;99%
C18H17N3O10S3
101309-08-4

C18H17N3O10S3

Cresidine
120-71-8

Cresidine

C26H25N5O11S3
101309-09-5

C26H25N5O11S3

Conditions
ConditionsYield
Stage #1: C18H17N3O10S3 With hydrogenchloride; sodium nitrite In water at 0 - 5℃; for 1.5h;
Stage #2: Cresidine With sodium hydroxide In water; acetone at 0 - 25℃; pH=6;
96%
phosgene
75-44-5

phosgene

Cresidine
120-71-8

Cresidine

1,3-bis(2-methoxy-5-methylphenyl)urea
84379-37-3

1,3-bis(2-methoxy-5-methylphenyl)urea

Conditions
ConditionsYield
In tetrahydrofuran; pyridine for 3h; Heating;89%
In tetrahydrofuran60%
bis(trichloromethyl) carbonate
32315-10-9

bis(trichloromethyl) carbonate

methyl (S)-2,5-diaminopentanoate dihydrochloride
40216-82-8, 60080-69-5

methyl (S)-2,5-diaminopentanoate dihydrochloride

Cresidine
120-71-8

Cresidine

C24H32N4O6

C24H32N4O6

Conditions
ConditionsYield
Stage #1: bis(trichloromethyl) carbonate; Cresidine With triethylamine In tetrahydrofuran at 0 - 20℃; for 2.5h;
Stage #2: methyl (S)-2,5-diaminopentanoate dihydrochloride With triethylamine In tetrahydrofuran at 65℃; for 12h;
89%
2,4-dioctyloxy-5-nitrobenzoyl chloride
271261-75-7

2,4-dioctyloxy-5-nitrobenzoyl chloride

Cresidine
120-71-8

Cresidine

3-(2,4-dioctyloxy-5-nitrobenzoylamino)-4-methoxytoluene
271261-76-8

3-(2,4-dioctyloxy-5-nitrobenzoylamino)-4-methoxytoluene

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃; Substitution;88.7%
diisopropyl (chloroethynyl)phosphonate
41459-62-5

diisopropyl (chloroethynyl)phosphonate

Cresidine
120-71-8

Cresidine

[N,N'-bis-(2-methoxy-5-methylphenyl)carbamimidoylmethyl]phosphonic acid diisopropyl ester

[N,N'-bis-(2-methoxy-5-methylphenyl)carbamimidoylmethyl]phosphonic acid diisopropyl ester

Conditions
ConditionsYield
With potassium carbonate In acetonitrile for 14h; Reflux;88%
3,5-di-tert-butyl-2-hydroxybenzaldehyde
37942-07-7

3,5-di-tert-butyl-2-hydroxybenzaldehyde

Cresidine
120-71-8

Cresidine

C23H31NO2

C23H31NO2

Conditions
ConditionsYield
With formic acid In methanol for 10h; Inert atmosphere; Reflux;88%
2-(4'-aminophenyl)-4-quinolinecarboxylic acid
94205-62-6

2-(4'-aminophenyl)-4-quinolinecarboxylic acid

Cresidine
120-71-8

Cresidine

4-(4-hydroxycarbonyl-2-quinolyl)-4'-amino-2'-methyl-5'-methoxyazobenzene

4-(4-hydroxycarbonyl-2-quinolyl)-4'-amino-2'-methyl-5'-methoxyazobenzene

Conditions
ConditionsYield
Stage #1: 2-(4'-aminophenyl)-4-quinolinecarboxylic acid With hydrogenchloride; sodium nitrite at 2℃; for 0.5h;
Stage #2: Cresidine With hydrogenchloride; sodium acetate at 10 - 20℃; for 16h; pH=4.5;
87%
Cresidine
120-71-8

Cresidine

2-(4'-aminophenyl)-6-bromo-4-quinolinecarboxylic acid
475474-43-2

2-(4'-aminophenyl)-6-bromo-4-quinolinecarboxylic acid

4-(4-hydroxycarbonyl-6-bromo-2-quinolyl)-4'-amino-2'-methyl-5'-methoxyazobenzene

4-(4-hydroxycarbonyl-6-bromo-2-quinolyl)-4'-amino-2'-methyl-5'-methoxyazobenzene

Conditions
ConditionsYield
Stage #1: 2-(4'-aminophenyl)-6-bromo-4-quinolinecarboxylic acid With hydrogenchloride; sodium nitrite at 2℃; for 0.5h;
Stage #2: Cresidine With hydrogenchloride; sodium acetate at 10 - 20℃; pH=4.5;
87%
Cresidine
120-71-8

Cresidine

4-bromo-2-methoxy-5-methylaniline
873980-68-8

4-bromo-2-methoxy-5-methylaniline

Conditions
ConditionsYield
With N-Bromosuccinimide In N,N-dimethyl-formamide at 0 - 20℃; for 18h;86%
With bromine In dichloromethane at 0 - 23℃; for 16h;51%
With bromine In dichloromethane at 0 - 20℃;50%
With N-Bromosuccinimide In N,N-dimethyl-formamide at 20℃; for 16h;
cyclohexanone
108-94-1

cyclohexanone

3-phenyl-2,2-dihydroxy-3-oxopropionic acid ethyl ester
134390-45-7

3-phenyl-2,2-dihydroxy-3-oxopropionic acid ethyl ester

Cresidine
120-71-8

Cresidine

ethyl 1-(2-methoxy-5-methylphenyl)-2-phenyl-4,5-dihydro-1H-indole-3-carboxylate

ethyl 1-(2-methoxy-5-methylphenyl)-2-phenyl-4,5-dihydro-1H-indole-3-carboxylate

Conditions
ConditionsYield
With benzoic acid In toluene at 65℃; for 36h;85%
5-chlorothiophene-2-carbonyl chloride
42518-98-9

5-chlorothiophene-2-carbonyl chloride

Cresidine
120-71-8

Cresidine

C13H12ClNO2S

C13H12ClNO2S

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃; for 8h; Cooling with ice;85%
1,8-dihydroxy-4,5-dinitro-anthraquinone
81-55-0

1,8-dihydroxy-4,5-dinitro-anthraquinone

Cresidine
120-71-8

Cresidine

1,8-dihydroxy-4-((2-methoxy-5-methylphenyl)amino)-5-nitroanthracene-9,10-dione

1,8-dihydroxy-4-((2-methoxy-5-methylphenyl)amino)-5-nitroanthracene-9,10-dione

Conditions
ConditionsYield
In 2-methoxy-ethanol for 6h; Heating;85%
Cresidine
120-71-8

Cresidine

2-iodo-4-methylanisole
50597-88-1

2-iodo-4-methylanisole

Conditions
ConditionsYield
With toluene-4-sulfonic acid; sodium iodide In water; acetonitrile at 10 - 25℃; for 2h;82%
With toluene-4-sulfonic acid; sodium iodide In water; acetonitrile at 10 - 20℃; for 2h; Inert atmosphere;82%
With sulfuric acid Diazotization.Behandlung der Diazoniumsalz-Loesung mit KI, zuletzt auf dem Dampfbad;
With hydrogenchloride; potassium iodide; sodium nitrite Multistep reaction;
4-chloro-2-(2-pyrazinyl)-6-(trifluoromethyl)pyrimidine
438249-85-5

4-chloro-2-(2-pyrazinyl)-6-(trifluoromethyl)pyrimidine

Cresidine
120-71-8

Cresidine

4-(2-Methoxy-5-methylanilino)-2-(2-pyrazinyl)-6-trifluoromethylpyrimidine
438249-23-1

4-(2-Methoxy-5-methylanilino)-2-(2-pyrazinyl)-6-trifluoromethylpyrimidine

Conditions
ConditionsYield
81%
4-dodecyloxy-2-methoxy-5-nitro-benzoyl chloride
874210-52-3

4-dodecyloxy-2-methoxy-5-nitro-benzoyl chloride

Cresidine
120-71-8

Cresidine

4-dodecyloxy-2-methoxy-N-(2-methoxy-5-methyl-phenyl)-5-nitro-benzamide
874210-63-6

4-dodecyloxy-2-methoxy-N-(2-methoxy-5-methyl-phenyl)-5-nitro-benzamide

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃; for 18h;77.1%

120-71-8Relevant articles and documents

Intrinsic Hydrophobicity versus Intraguest Interactions in Hydrophobically Driven Molecular Recognition in Water

Gunasekara, Roshan W.,Zhao, Yan

supporting information, p. 4159 - 4162 (2017/08/23)

Molecular recognition of water-soluble molecules is challenging but can be achieved if the receptor possesses a hydrophobic binding interface complementary to the guest. When the guest molecule contains more than one hydrophobic group, intrahost interactions between the hydrophobes could strongly influence the binding of the guest by its host. In a series of ornithine derivatives functionalized with aromatic hydrophobes, the most electron-rich compound displayed the strongest binding, despite its lowest intrinsic hydrophobicity.

Metal-Free Benzylic C?H Amination via Electrochemically Generated Benzylaminosulfonium Ions

Hayashi, Ryutaro,Shimizu, Akihiro,Song, Yetao,Ashikari, Yosuke,Nokami, Toshiki,Yoshida, Jun-Ichi

supporting information, p. 61 - 64 (2017/01/09)

Electrochemical oxidation of toluene derivatives in the presence of N-tosyldiphenylsulfilimine gave the corresponding benzylaminosulfonium ions, which were treated with tetrabutylammonium iodide under non-electrolytic conditions to give N-tosylbenzylamines. The transformation serves as a metal- and chemical-oxidant-free method for benzylic C?H amination. Because of high oxidation potential of N-tosyldiphenylsulfilimine the present method can be applied to synthesis of various benzylamines from functionalized toluene derivatives.

Electrochemical synthesis of 2-aryl-2H-benzotriazoles and their N-oxides by controlled potential cathodic electrolysis

Kim, Byeong Hyo,Lee, Doo Byung,Kim, Dae Ho,Han, Rongbi,Jun, Young Moo,Baik, Woonphil

, p. 841 - 850 (2007/10/03)

Using a divided cell, reductive cyclizations of o-nitrophenylazo dyes (1) toward 2-aryl-2H-benzotriazole-1-oxides (2) or 2-aryl-2H-benzotriazoles (3) were successfully accomplished by the controlled potential cathodic electrolysis reactions. 1 was transformed to 2 under neutral conditions while 1 was transformed to 3 under basic conditions.

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