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2835-95-2

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2835-95-2 Usage

Chemical Properties

Beige crystals

General Description

Brown powder.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

5-Amino-o-cresol reacts with strong oxidizing agents.

Fire Hazard

Flash point data are not available for 5-Amino-o-cresol, but 5-Amino-o-cresol is probably combustible.

Flammability and Explosibility

Notclassified

Check Digit Verification of cas no

The CAS Registry Mumber 2835-95-2 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 2,8,3 and 5 respectively; the second part has 2 digits, 9 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 2835-95:
(6*2)+(5*8)+(4*3)+(3*5)+(2*9)+(1*5)=102
102 % 10 = 2
So 2835-95-2 is a valid CAS Registry Number.
InChI:InChI=1/C7H9NO/c1-5-2-3-6(8)7(9)4-5/h2-4,9H,8H2,1H3

2835-95-2 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
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  • Detail
  • Alfa Aesar

  • (H66252)  5-Amino-2-methylphenol, 97%   

  • 2835-95-2

  • 100g

  • 706.0CNY

  • Detail
  • Alfa Aesar

  • (H66252)  5-Amino-2-methylphenol, 97%   

  • 2835-95-2

  • 500g

  • 2822.0CNY

  • Detail

2835-95-2SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name 5-Amino-o-cresol

1.2 Other means of identification

Product number -
Other names 5-AMINO-2-CRESOL

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:2835-95-2 SDS

2835-95-2Synthetic route

3-chloro-p-toluidine
95-74-9

3-chloro-p-toluidine

amino-4 hydroxy-2 toluene
2835-95-2

amino-4 hydroxy-2 toluene

Conditions
ConditionsYield
With copper; copper(l) chloride; sodium hydroxide In ethanol at 175℃; for 4h; Reagent/catalyst; Autoclave; Inert atmosphere; Industrial scale;85.36%
p-toluidine
106-49-0

p-toluidine

amino-4 hydroxy-2 toluene
2835-95-2

amino-4 hydroxy-2 toluene

Conditions
ConditionsYield
With dihydrogen peroxide; antimony pentafluoride In hydrogen fluoride at -20℃; for 0.25h; Mechanism; Product distribution;71%
With dihydrogen peroxide; antimony pentafluoride In hydrogen fluoride at -20℃; for 0.25h;71%
N-(4-dimethylaminomethyl-3-hydroxyphenyl)acetamide
133914-73-5

N-(4-dimethylaminomethyl-3-hydroxyphenyl)acetamide

amino-4 hydroxy-2 toluene
2835-95-2

amino-4 hydroxy-2 toluene

Conditions
ConditionsYield
palladium on activated carbon In potassium hydroxide68%
2-methyl-5-nitrophenol
5428-54-6

2-methyl-5-nitrophenol

amino-4 hydroxy-2 toluene
2835-95-2

amino-4 hydroxy-2 toluene

Conditions
ConditionsYield
With hydrogenchloride; tin
With palladium on activated charcoal; ethyl acetate Hydrogenation;
With sodium hydroxide; sodium dithionite
3-hydroxy-4-methylacetanilide
5307-07-3

3-hydroxy-4-methylacetanilide

amino-4 hydroxy-2 toluene
2835-95-2

amino-4 hydroxy-2 toluene

Conditions
ConditionsYield
With hydrogenchloride
2-amino-4-acetylaminotoluene
6375-16-2

2-amino-4-acetylaminotoluene

amino-4 hydroxy-2 toluene
2835-95-2

amino-4 hydroxy-2 toluene

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sodium nitrite; hydrochloric acid / anschliessend Verkochen
2: hydrochloric acid
View Scheme
N-(2-methylphenyl)acetamide
120-66-1

N-(2-methylphenyl)acetamide

amino-4 hydroxy-2 toluene
2835-95-2

amino-4 hydroxy-2 toluene

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: sulfuric acid; HNO3+H2SO4 / Verseifung der Acetylverbindung
2: concentrated sulfuric acid; water; NaNO2 / Diazotization
3: tin; hydrochloric acid
View Scheme
o-toluidine
95-53-4

o-toluidine

amino-4 hydroxy-2 toluene
2835-95-2

amino-4 hydroxy-2 toluene

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: sulfuric acid; nitric acid
2: concentrated sulfuric acid; water; NaNO2 / Diazotization
3: tin; hydrochloric acid
View Scheme
2-methyl-5-nitroaniline
99-55-8

2-methyl-5-nitroaniline

amino-4 hydroxy-2 toluene
2835-95-2

amino-4 hydroxy-2 toluene

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: concentrated sulfuric acid; water; NaNO2 / Diazotization
2: tin; hydrochloric acid
View Scheme
Multi-step reaction with 2 steps
1: (i) aq. NaNO2, H2SO4, (ii) aq. H2SO4
2: N2H4*H2O / Raney-Ni
View Scheme
amino-4 hydroxy-2 toluene
2835-95-2

amino-4 hydroxy-2 toluene

4-chloro-benzoyl chloride
122-01-0

4-chloro-benzoyl chloride

4-chloro-benzoic acid 5-(4-chloro-benzoylamino)-2-methyl-phenyl ester
929290-81-3

4-chloro-benzoic acid 5-(4-chloro-benzoylamino)-2-methyl-phenyl ester

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at 0 - 20℃; for 16h;100%
amino-4 hydroxy-2 toluene
2835-95-2

amino-4 hydroxy-2 toluene

m-Chlorobenzoyl chloride
618-46-2

m-Chlorobenzoyl chloride

3-chloro-benzoic acid 5-(3-chloro-benzoylamino)-2-methyl-phenyl ester
929291-99-6

3-chloro-benzoic acid 5-(3-chloro-benzoylamino)-2-methyl-phenyl ester

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at 0 - 20℃; for 16h;100%
With triethylamine In tetrahydrofuran at 20℃; for 16h;
amino-4 hydroxy-2 toluene
2835-95-2

amino-4 hydroxy-2 toluene

3-chloro-4-fluorobenzoyl chloride
65055-17-6

3-chloro-4-fluorobenzoyl chloride

3-Chloro-4-fluoro-benzoic acid 5-(3-chloro-4-fluoro-benzoylamino)-2-methyl-phenyl ester
929291-96-3

3-Chloro-4-fluoro-benzoic acid 5-(3-chloro-4-fluoro-benzoylamino)-2-methyl-phenyl ester

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at 0 - 20℃; for 16h;100%
With triethylamine In tetrahydrofuran at 20℃; for 16h;
With triethylamine In tetrahydrofuran at 20℃; for 16h;
potassium cyanate
590-28-3

potassium cyanate

amino-4 hydroxy-2 toluene
2835-95-2

amino-4 hydroxy-2 toluene

3-hydroxy-4-methyl-phenyl urea
16704-78-2

3-hydroxy-4-methyl-phenyl urea

Conditions
ConditionsYield
With acetic acid In water at 35℃; for 24h;99%
amino-4 hydroxy-2 toluene
2835-95-2

amino-4 hydroxy-2 toluene

4-chloro-7-methoxy-quinoline-3-carbonitrile
73387-74-3

4-chloro-7-methoxy-quinoline-3-carbonitrile

4-(3-hydroxy-4-methyl-phenylamino)-7-methoxy-quinoline-3-carbonitrile

4-(3-hydroxy-4-methyl-phenylamino)-7-methoxy-quinoline-3-carbonitrile

Conditions
ConditionsYield
With pyridine hydrochloride In 2-ethoxy-ethanol for 1h; Heating / reflux;99%
With pyridine hydrochloride In 2-ethoxy-ethanol; water277 mg (99%)
With pyridine hydrochloride In 2-ethoxy-ethanol; water277 mg (99 %)
amino-4 hydroxy-2 toluene
2835-95-2

amino-4 hydroxy-2 toluene

2-(7-hydroxy-5,8-dimethyl-1,2,3,4-tetrahydronapthalen-2-yl)propanoic acid
13744-00-8

2-(7-hydroxy-5,8-dimethyl-1,2,3,4-tetrahydronapthalen-2-yl)propanoic acid

N-(3-hydroxy-4-methylphenyl)-2-(7-hydroxy-5,8-dimethyl-1,2,3,4-tetrahydronapthalen-2-yl)propanamide

N-(3-hydroxy-4-methylphenyl)-2-(7-hydroxy-5,8-dimethyl-1,2,3,4-tetrahydronapthalen-2-yl)propanamide

Conditions
ConditionsYield
Stage #1: 2-(7-hydroxy-5,8-dimethyl-1,2,3,4-tetrahydronapthalen-2-yl)propanoic acid With thionyl chloride In benzene Reflux;
Stage #2: amino-4 hydroxy-2 toluene With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 6h;
98%
amino-4 hydroxy-2 toluene
2835-95-2

amino-4 hydroxy-2 toluene

4-amino-phenol
123-30-8

4-amino-phenol

N-<-(4'-Hydroxy)-phenyl>-3-amino-6-methyl-benzochinon
30749-78-1

N-<-(4'-Hydroxy)-phenyl>-3-amino-6-methyl-benzochinon

Conditions
ConditionsYield
With CotA-laccase from Bacillus subtilis; oxygen In aq. phosphate buffer; ethanol at 37℃; for 24h; pH=7; Green chemistry; Enzymatic reaction;98%
amino-4 hydroxy-2 toluene
2835-95-2

amino-4 hydroxy-2 toluene

5-amino-4-iodo-2-methylphenol
388616-53-3

5-amino-4-iodo-2-methylphenol

Conditions
ConditionsYield
With hydrogenchloride; potassium iodate; potassium iodide In water at 0 - 25℃; for 1h;97%
With [K(18-crown-6)]ICl2; calcium carbonate In acetonitrile at 50℃; for 4h; regioselective reaction;62%
amino-4 hydroxy-2 toluene
2835-95-2

amino-4 hydroxy-2 toluene

pivaloyl chloride
3282-30-2

pivaloyl chloride

N-(3-hydroxy-4-methylphenyl)-2,2-dimethylpropionamide
1312305-91-1

N-(3-hydroxy-4-methylphenyl)-2,2-dimethylpropionamide

Conditions
ConditionsYield
With sodium carbonate In water; ethyl acetate at 20℃; for 1h;97%
With sodium hydrogencarbonate In water at 0 - 20℃;96%
Inert atmosphere; Schlenk technique; Alkaline conditions;
2,4-dimethylaniline-5-sulfonic acid
6370-23-6

2,4-dimethylaniline-5-sulfonic acid

amino-4 hydroxy-2 toluene
2835-95-2

amino-4 hydroxy-2 toluene

(E)-5-((2-amino-4-hydroxy-5-methylphenyl)diazenyl)-2,4-dimethylbenzenesulfonic acid
1357059-00-7

(E)-5-((2-amino-4-hydroxy-5-methylphenyl)diazenyl)-2,4-dimethylbenzenesulfonic acid

Conditions
ConditionsYield
Stage #1: 2,4-dimethylaniline-5-sulfonic acid With hydrogenchloride; sodium nitrite at 0℃; for 2h;
Stage #2: amino-4 hydroxy-2 toluene With sodium hydroxide In water at 0℃; for 1h; pH=8 - 10; Inert atmosphere;
95%
Stage #1: 2,4-dimethylaniline-5-sulfonic acid With hydrogenchloride; sodium nitrite In water at 0℃; for 2h;
Stage #2: amino-4 hydroxy-2 toluene With sodium hydroxide In water at 0℃; pH=8;
76.9%
carbon monoxide
201230-82-2

carbon monoxide

amino-4 hydroxy-2 toluene
2835-95-2

amino-4 hydroxy-2 toluene

phenylacetylene
536-74-3

phenylacetylene

C16H15NO2

C16H15NO2

Conditions
ConditionsYield
With 5-chloro-2-hydroxybenzoic acid; boric acid; palladium diacetate; 1,2-bis[di(t-butyl)phosphinomethyl]benzene In acetonitrile at 110℃; under 18100.7 Torr; for 48h;95%
oxirane
75-21-8

oxirane

amino-4 hydroxy-2 toluene
2835-95-2

amino-4 hydroxy-2 toluene

5-(2-hydroxyethylamino)-2-methylphenol
55302-96-0

5-(2-hydroxyethylamino)-2-methylphenol

Conditions
ConditionsYield
With NaY In diethylene glycol dimethyl ether at 150℃; for 3.5h; Reagent/catalyst; Solvent; Green chemistry;94.1%
2-amino-4-chloropyrimidine
3993-78-0

2-amino-4-chloropyrimidine

amino-4 hydroxy-2 toluene
2835-95-2

amino-4 hydroxy-2 toluene

5-(2-aminopyrimidin-4-ylamino)-2-methylphenol
933045-98-8

5-(2-aminopyrimidin-4-ylamino)-2-methylphenol

Conditions
ConditionsYield
Stage #1: 2-amino-4-chloropyrimidine; amino-4 hydroxy-2 toluene With hydrogenchloride In ethanol; water at 90℃; for 18h;
Stage #2: With potassium carbonate In ethanol; water; ethyl acetate Product distribution / selectivity;
94%
With hydrogenchloride In ethanol; water at 80 - 90℃; Product distribution / selectivity;
3-(1-cyanocyclopropyl)benzoyl chloride
1092395-14-6

3-(1-cyanocyclopropyl)benzoyl chloride

amino-4 hydroxy-2 toluene
2835-95-2

amino-4 hydroxy-2 toluene

3-(1-cyano-1-methylethyl)-N-(3-hydroxy-4-methylphenyl)benzamide
1092395-08-8

3-(1-cyano-1-methylethyl)-N-(3-hydroxy-4-methylphenyl)benzamide

Conditions
ConditionsYield
With sodium hydrogencarbonate In tetrahydrofuran; water at 20℃; for 5h;94%
5-bromo-1,3-xylene
556-96-7

5-bromo-1,3-xylene

amino-4 hydroxy-2 toluene
2835-95-2

amino-4 hydroxy-2 toluene

5-(3,5-dimethylphenylamino)-2-methylphenol
1198117-30-4

5-(3,5-dimethylphenylamino)-2-methylphenol

Conditions
ConditionsYield
With chloro[2-(dicyclohexylphosphino)-3,6-dimethoxy-2',4',6'-triisopropyl-1,1'-biphenyl][2-(2-aminoethyl)phenyl]palladium(ll); sodium t-butanolate In 1,4-dioxane at 90℃; for 1h; Inert atmosphere;94%
3-(1-cyano-1-methylethyl)benzoyl chloride
1092395-13-5

3-(1-cyano-1-methylethyl)benzoyl chloride

amino-4 hydroxy-2 toluene
2835-95-2

amino-4 hydroxy-2 toluene

3-(1-cyano-1-methylethyl)-N-(3-hydroxy-4-methylphenyl)benzamide
1092395-08-8

3-(1-cyano-1-methylethyl)-N-(3-hydroxy-4-methylphenyl)benzamide

Conditions
ConditionsYield
Stage #1: amino-4 hydroxy-2 toluene With sodium hydrogencarbonate In tetrahydrofuran; water at 20℃;
Stage #2: 3-(1-cyano-1-methylethyl)benzoyl chloride In tetrahydrofuran; water at 20℃; Cooling with ice;
94%
1-chloro-3-methoxy-benzene
2845-89-8

1-chloro-3-methoxy-benzene

amino-4 hydroxy-2 toluene
2835-95-2

amino-4 hydroxy-2 toluene

3-[(3-methoxyphenyl)amino]-6-methylphenol
1198117-41-7

3-[(3-methoxyphenyl)amino]-6-methylphenol

Conditions
ConditionsYield
With chloro[2-(dicyclohexylphosphino)-3,6-dimethoxy-2',4',6'-triisopropyl-1,1'-biphenyl][2-(2-aminoethyl)phenyl]palladium(ll); sodium t-butanolate In 1,4-dioxane at 90℃; for 1.16667h; Inert atmosphere;92%
carbon monoxide
201230-82-2

carbon monoxide

amino-4 hydroxy-2 toluene
2835-95-2

amino-4 hydroxy-2 toluene

phenylacetylene
536-74-3

phenylacetylene

C16H15NO2

C16H15NO2

Conditions
ConditionsYield
With 1,3-bis-(diphenylphosphino)propane; palladium diacetate; toluene-4-sulfonic acid In tetrahydrofuran; acetonitrile at 120℃; under 23272.3 Torr; for 72h; regioselective reaction;92%
4-(pyrrolidin-1-ylsulfonyl)aniline
88327-91-7

4-(pyrrolidin-1-ylsulfonyl)aniline

amino-4 hydroxy-2 toluene
2835-95-2

amino-4 hydroxy-2 toluene

(E)-5-amino-2-methyl-4-((4-(pyrrolidin-1-ylsulfonyl)phenyl)diazenyl)phenol

(E)-5-amino-2-methyl-4-((4-(pyrrolidin-1-ylsulfonyl)phenyl)diazenyl)phenol

Conditions
ConditionsYield
Stage #1: 4-(pyrrolidin-1-ylsulfonyl)aniline With hydrogenchloride; isopentyl nitrite In methanol; water; acetonitrile at 0℃; for 1h; Inert atmosphere;
Stage #2: amino-4 hydroxy-2 toluene With potassium carbonate In methanol; water; acetonitrile at 0℃; for 1h;
92%
amino-4 hydroxy-2 toluene
2835-95-2

amino-4 hydroxy-2 toluene

4-chloro-6-methoxy-quinoline-3-carbonitrile
13669-62-0

4-chloro-6-methoxy-quinoline-3-carbonitrile

4-(3-hydroxy-4-methyl-phenylamino)-6-methoxy-quinoline-3-carbonitrile

4-(3-hydroxy-4-methyl-phenylamino)-6-methoxy-quinoline-3-carbonitrile

Conditions
ConditionsYield
With pyridine hydrochloride In 2-ethoxy-ethanol for 1h; Heating / reflux;91%
With pyridine hydrochloride In 2-ethoxy-ethanol; water278.3 mg (91%)
With pyridine hydrochloride In 2-ethoxy-ethanol; water278.3 mg (91 %)
3-methoxyphenyl bromide
2398-37-0

3-methoxyphenyl bromide

amino-4 hydroxy-2 toluene
2835-95-2

amino-4 hydroxy-2 toluene

3-[(3-methoxyphenyl)amino]-6-methylphenol
1198117-41-7

3-[(3-methoxyphenyl)amino]-6-methylphenol

Conditions
ConditionsYield
With chloro[2-(dicyclohexylphosphino)-3,6-dimethoxy-2',4',6'-triisopropyl-1,1'-biphenyl][2-(2-aminoethyl)phenyl]palladium(ll); sodium t-butanolate In 1,4-dioxane at 90℃; for 1h; Inert atmosphere;91%
amino-4 hydroxy-2 toluene
2835-95-2

amino-4 hydroxy-2 toluene

benzoyl chloride
98-88-4

benzoyl chloride

N-(3-hydroxy-4-methylphenyl)benzamide
92199-49-0

N-(3-hydroxy-4-methylphenyl)benzamide

Conditions
ConditionsYield
With sodium hydrogencarbonate In water; ethyl acetate at 0℃; for 2h; Inert atmosphere; Schlenk technique;91%
With triethylamine In tetrahydrofuran at 0 - 20℃; for 0.5h;81%
ethyl 2-phenyldiazoacetate
22065-57-2

ethyl 2-phenyldiazoacetate

amino-4 hydroxy-2 toluene
2835-95-2

amino-4 hydroxy-2 toluene

ethyl 2-((3-hydroxy-4-methylphenyl)amino)-2-phenylacetate

ethyl 2-((3-hydroxy-4-methylphenyl)amino)-2-phenylacetate

Conditions
ConditionsYield
With C43H37Br2CuN3P2(1+)*ClO4(1-) In methanol at 0 - 20℃; for 4h; Inert atmosphere; Schlenk technique; chemoselective reaction;91%
4-Nitrophthalonitrile
31643-49-9

4-Nitrophthalonitrile

amino-4 hydroxy-2 toluene
2835-95-2

amino-4 hydroxy-2 toluene

4-(5-amino-2-methylphenoxy)phthalonitrile

4-(5-amino-2-methylphenoxy)phthalonitrile

Conditions
ConditionsYield
With potassium carbonate In dimethyl sulfoxide at 65℃; for 6h; Inert atmosphere;90.8%
amino-4 hydroxy-2 toluene
2835-95-2

amino-4 hydroxy-2 toluene

4-chloro-6-fluoro-[1,7]naphthyridine-3-carbonitrile
305371-18-0

4-chloro-6-fluoro-[1,7]naphthyridine-3-carbonitrile

6-fluoro-4-(3-hydroxy-4-methyl-phenylamino)-[1.7]naphthyridine-3-carbonitrile

6-fluoro-4-(3-hydroxy-4-methyl-phenylamino)-[1.7]naphthyridine-3-carbonitrile

Conditions
ConditionsYield
In ethanol for 16h;90%
In ethanol for 16h;90%
amino-4 hydroxy-2 toluene
2835-95-2

amino-4 hydroxy-2 toluene

4-chloro-6-(4-nitrophenyl)furo[2,3-d]pyrimidine
475585-11-6

4-chloro-6-(4-nitrophenyl)furo[2,3-d]pyrimidine

2-methyl-5-{[6-(4-nitrophenyl)furo[2,3-d]pyrimidin-4-yl]amino}phenol
475585-19-4

2-methyl-5-{[6-(4-nitrophenyl)furo[2,3-d]pyrimidin-4-yl]amino}phenol

Conditions
ConditionsYield
In butan-1-ol for 3h; Heating;89%
3,5-dimethylphenyl iodide
22445-41-6

3,5-dimethylphenyl iodide

amino-4 hydroxy-2 toluene
2835-95-2

amino-4 hydroxy-2 toluene

3-(3,5-dimethylphenoxy)-4-methylaniline
1198117-28-0

3-(3,5-dimethylphenoxy)-4-methylaniline

Conditions
ConditionsYield
With 2-Picolinic acid; potassium phosphate; copper(l) iodide In dimethyl sulfoxide at 80℃; for 24h; Inert atmosphere;87%
4-(4-aminophenyl)thiomorpholine 1,1-dioxide
105297-10-7

4-(4-aminophenyl)thiomorpholine 1,1-dioxide

amino-4 hydroxy-2 toluene
2835-95-2

amino-4 hydroxy-2 toluene

(E)-4-(4-((2-amino-4-hydroxy-5-methylphenyl)diazenyl)phenyl)thiomorpholine 1,1-dioxide

(E)-4-(4-((2-amino-4-hydroxy-5-methylphenyl)diazenyl)phenyl)thiomorpholine 1,1-dioxide

Conditions
ConditionsYield
Stage #1: 4-(4-aminophenyl)thiomorpholine 1,1-dioxide With hydrogenchloride; isopentyl nitrite In methanol; water; acetonitrile at 0℃; for 1h; Inert atmosphere;
Stage #2: amino-4 hydroxy-2 toluene With potassium carbonate In methanol; water; acetonitrile at 0℃; for 1h;
87%
2-chloropyrimidin-4-amine
7461-50-9

2-chloropyrimidin-4-amine

amino-4 hydroxy-2 toluene
2835-95-2

amino-4 hydroxy-2 toluene

5-(4-aminopyrimidin-2-ylamino)-2-methylphenol
933045-96-6

5-(4-aminopyrimidin-2-ylamino)-2-methylphenol

Conditions
ConditionsYield
Stage #1: 2-chloropyrimidin-4-amine; amino-4 hydroxy-2 toluene With hydrogenchloride In ethanol; water at 90℃; for 18h;
Stage #2: With potassium carbonate In ethanol; water; ethyl acetate Product distribution / selectivity;
86%
With hydrogenchloride In ethanol; water at 80 - 90℃; Product distribution / selectivity;
1-Chloro-4-fluorobenzene
352-33-0

1-Chloro-4-fluorobenzene

amino-4 hydroxy-2 toluene
2835-95-2

amino-4 hydroxy-2 toluene

3-[(4-fluorophenyl)amino]-6-methylphenol
1198117-37-1

3-[(4-fluorophenyl)amino]-6-methylphenol

Conditions
ConditionsYield
With chloro[2-(dicyclohexylphosphino)-3,6-dimethoxy-2',4',6'-triisopropyl-1,1'-biphenyl][2-(2-aminoethyl)phenyl]palladium(ll); sodium t-butanolate In 1,4-dioxane at 90℃; for 1.16667h; Inert atmosphere;86%

2835-95-2Relevant academic research and scientific papers

Novel environment-friendly production process for preparing amine product and H - acid through silane chemical reduction of several nitro compounds

-

Paragraph 0034-0036, (2021/09/08)

The invention relates to the field of new materials for fine chemicals, and relates to a reduction reaction of a series of nitro compounds, in particular to m-nitroaniline. Several particular important amine compounds such as m-phenylenediamine, 5 - amino o-cresol, 2 - methyl p-phenylenediamine, 1/2 - naphthylamine, H - acid amine and 2, 4, 6 - trimethyl-M-phenylenediamine are prepared from the corresponding mono-or double-nitro compound precursors with a new environmental protection production process technology of and acids derived from the novel process technology. H.

Hyperbranched Poly(ester-enamine) from Spontaneous Amino-yne Click Reaction for Stabilization of Gold Nanoparticle Catalysts

Yang, Dong,Liu, Pei,Lin, Wanran,Sui, Shanglin,Huang, Long-Biao,Xu, Ben Bin,Kong, Jie

supporting information, p. 2499 - 2504 (2020/07/13)

Hyperbranched polymers have garnered much attention due to attractive properties and wide applications, such as drug-controlled release, stimuli-responsive nano-objects, photosensitive materials and catalysts. Herein, two types of novel hyperbranched poly(ester-enamine) (hb-PEEa) were designed and synthesized via the spontaneous amino-yne click reaction of A2 monomer (1, 3-bis(4-piperidyl)-propane (A2a) or piperazine (A2b)) and B3 monomer (trimethylolpropanetripropiolate). According to Flory's hypothesis, gelation is an intrinsic problem in an ideal A2+B3 polymerization system. By controlling the polymerization conditions, such as monomer concentration, molar ratio and rate of addition, a non-ideal A2+B3 polymerization system can be established to avoid gelation and to synthesize soluble hb-PEEa. Due to abundant unreacted alkynyl groups in periphery, the hb-PEEa can be further functionalized by different amino compounds or their derivates. The as-prepared amphiphilic PEG-hb-PEEa copolymer can readily self-assemble into micelles in water, which can be used as surfactant to stabilize Au nanoparticles (AuNPs) during reduction of NaBH4 in aqueous solution. As a demonstration, the as-prepared PEG-hb-PEEa-supported AuNPs demonstrate good dispersion in water, solvent stability and remarkable catalytic activity for reduction of nitrobenzene compounds.

Preparation method of 5-amino-2-methylphenol

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Paragraph 0030-0032; 0036; 0037, (2018/05/07)

The invention relates to a preparation method of 5-amino-2-methylphenol, comprising the steps of (1) adding an alkaline liquid into a high-pressure kettle, adding an alcohol solution containing 3-chloro-4-methylaniline, adding a catalyst, raising the temperature to 150-200 DEG C, and holding the temperature for reacting; (2) after reacting, cooling, recycling ethyl alcohol, and filtering to obtaina crude product; (3) purifying the crude product to obtain a fine product. The preparation method is simple; product post-processing is simple; low environmental pollution is caused; the prepared 5-amino-2-methylphenol has high quality; environment pollution is reduced at the premise of improved product quality, the product production is clean and environmentally friendly, and the product is moresuitable for batch production.

Constructing magnetic Si-C-Fe hybrid microspheres for room temperature nitroarenes reduction

Zhang, Xiaofei,Chen, Lixin,Yun, Jin,Wang, Xiaodong,Kong, Jie

, p. 10986 - 10997 (2017/07/11)

In this work, we present, for the first time, the synthesis and characterization of magnetic Si-C-Fe hybrid microspheres and their catalytic performance in room temperature reduction of 4-nitrophenol as a representative sustainable process for converting environmental pollutants to fine chemicals. The ferrocene-modified polydivinylbenzene (Fc-PDVB) precursor was synthesized by Pt-catalyzed hydrosilylation between the residual vinyl groups on the PDVB surface and 1,1′-bis (dimethylsilyl)ferrocene, where further pyrolysis led to the formation of Fe nanocrystal-containing Si-C-Fe hybrid microspheres. The precursor and hybrid microspheres were characterized by transmission electron microscopy (TEM), Fourier transform infrared spectroscopy (FT-IR), BET surface area/porosity, powder X-ray diffraction (XRD), X-ray photoelectron spectroscopy (XPS), magnetic properties and MAS solid-state NMR measurements. The ultimate microspherical catalyst exhibited nano- and meso-pores, a high specific surface area (i.e., 347.9 m2 g-1) and good ferromagnetic properties. Efficient catalytic activity (TOF: 0.163 s-1), 100% selectivity (to 4-aminophenol) and excellent reusability (with easy separation) have been delivered. The achieved microspheres outperform a number of nanomaterials such as supported noble metal particles, composites, monoliths and sheets. We have confirmed by DFT calculations that the activation of 4-nitrophenol via its weak non-covalent interaction with the sp2 carbon domain of Si-C-Fe hybrid microspheres contributed to the superior performance which can be extended to a range of nitrobenzenes.

Substituted ortho-aminophenols, process for preparing them and their use for the oxidatin dyeing of keratinous fibres

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, (2008/06/13)

5-Substituted ortho-aminophenols of formula: STR1 in which: R1 denotes a hydrogen atom, an alkyl radical having 1 to 4 carbon atoms or a hydroxyalkyl radical having 1 to 4 carbon atoms; and R2 denotes, independently of R1, an alkyl radical having 1 to 4 carbon atoms, an alkoxy radical having 1 to 4 carbon atoms or a benzyl radical; the addition salts with an acid and the phenates, and dyeing composition containing a compound of formula (I) or a salt or a phenate of such a compound. The 5-substituted ortho-aminophenols enable hair to be dyed in a rich spectrum of hues having good durability.

Organic synthesis

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, (2008/06/13)

The conversion of ortho-hydroxylated Mannich bases to the corresponding methylated compounds, e.g., cresols, can be effectively carried out using a novel hydrogenation technique.

Hydroxylation directe d'anilines en aminophenols

Jacquesy, Jean-Claude,Jouannetaud, Marie-Paule,Morellet, Guy,Vidal, Yves

, p. 625 - 629 (2007/10/02)

Anilines react with hydrogen peroxide in SbF5-HF to give aminophenols.The formation of the products can be accounted for by the reaction of the electrophile H3O2+ on the anilinium ions.For compounds 1a-4a, the reaction yields three possible aminophenols, the meta isomer being the major product.The process is more selective with ortho toluidine 5a and para toluidine 6a, giving aminophenol(s) 5c (42percent)) and 5e (21percent), and 6c (71percent), respectively.With meta toluidine 7a, only aminophenol 7d (35percent) can be isolated from the complex reaction mixture, ring substitution pattern of the substrate favoring para hydroxylation.

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