Product Name

  • Name

    2-Aminophenol

  • EINECS 202-431-1
  • CAS No. 95-55-6
  • Article Data366
  • CAS DataBase
  • Density 1.211 g/cm3
  • Solubility 17 g/L (20 °C) in water
  • Melting Point 172 °C
  • Formula C6H7NO
  • Boiling Point 234.496 °C at 760 mmHg
  • Molecular Weight 109.128
  • Flash Point 95.62 °C
  • Transport Information UN 2512 6.1/PG 3
  • Appearance Colorless to light yellow liquid
  • Safety 28-36/37-28A-45-36/37/39-26
  • Risk Codes 20/22-68-34-20/21/22
  • Molecular Structure Molecular Structure of 95-55-6 (2-Aminophenol)
  • Hazard Symbols HarmfulXn, CorrosiveC
  • Synonyms NakoYellow 3GA;Paradone Olive Green B;Pelagol 3GA;Pelagol Grey GG;Rodol 2G;Zoba 3GA;o-Aminohydroxybenzene;o-Aminophenol;o-Hydroxyaniline;o-Hydroxyphenylamine;o-aminophenol;o-hydroxyaniline;O-Amino phenol;Phenol,o-amino- (8CI);(2-Hydroxyphenyl)amine;1-Amino-2-hydroxybenzene;1-Hydroxy-2-aminobenzene;2-Amino-1-hydroxybenzene;Phenol,2-amino-;2-Aminophenylalcohol;2-Hydroxyaniline;2-Hydroxybenzenamine;BASF Ursol 3GA;Benzofur GG;C.I. 76520;C.I. Oxidation Base 17;Fouramine OP;NSC 1534;NSC 226261;
  • PSA 46.25000
  • LogP 1.55560

Synthetic route

2-hydroxynitrobenzene
88-75-5

2-hydroxynitrobenzene

2-amino-phenol
95-55-6

2-amino-phenol

Conditions
ConditionsYield
With hydrogen; Pd in AV-17-8-Pd In ethanol at 40℃;100%
With hydrogen; Pd in AV-17-8-Pd In ethanol at 40℃; under 760 Torr; Rate constant;100%
With hydrogen; palladium-containing anion exchanger AB-17-8-Pd In ethanol at 20 - 40℃; under 750.06 Torr; Kinetics; Product distribution; Further Variations:; Catalysts;100%
2-Benzoxazolinone
59-49-4

2-Benzoxazolinone

2-amino-phenol
95-55-6

2-amino-phenol

Conditions
ConditionsYield
With ammonium bromide; ethylenediamine at 70℃; for 2h; Microwave irradiation;99%
In 1,2-dichloro-ethane at 95 - 105℃; under 0 - 1125.11 Torr; Alkaline conditions; Large scale;96.5%
With sodium hydroxide In water at 100℃; for 16h;72%
Alkaline hydrolysis;
2-Iodophenol
533-58-4

2-Iodophenol

2-amino-phenol
95-55-6

2-amino-phenol

Conditions
ConditionsYield
With [Cu2(2,7-bis(pyridin-2-yl)-l,8-naphthyridine)(OH)(CF3COO)3]; tetrabutylammomium bromide; ammonia; caesium carbonate In water at 110 - 120℃; for 16h; Sealed tube;99%
With ammonium hydroxide In water at 20℃; for 9h; Green chemistry;96%
2-aminophenylboronic acid
5570-18-3

2-aminophenylboronic acid

2-amino-phenol
95-55-6

2-amino-phenol

Conditions
ConditionsYield
With dihydrogen peroxide In neat (no solvent) at 30℃; for 0.3h; Green chemistry;90%
With water; oxygen; sodium sulfite at 50℃; for 2h; Green chemistry;72%
2-((trimethylsilyl)oxy)aniline
36309-44-1

2-((trimethylsilyl)oxy)aniline

2-amino-phenol
95-55-6

2-amino-phenol

Conditions
ConditionsYield
With methanol; 1,3-disulfonic acid imidazolium hydrogen sulfate at 20℃; for 0.0833333h; Green chemistry;98%
With rice husk ash supported on anatase-phase titania nanoparticles nanocomposite In methanol at 20℃; for 0.05h;94%
With nano magnetic sulfated zirconia (Fe3O4 at ZrO2/SO42-) In neat (no solvent) at 20℃; for 0.333333h; Green chemistry;90%
2-hydroxybromobenzene
95-56-7

2-hydroxybromobenzene

2-amino-phenol
95-55-6

2-amino-phenol

Conditions
ConditionsYield
With ammonium hydroxide In water at 20℃; for 9h; Green chemistry;93%
With ammonium hydroxide; L-2-O-methyl-chiro-inositol; copper(II) acetate monohydrate; potassium iodide In 1-methyl-pyrrolidin-2-one at 150℃; for 12h;70%
With ammonium hydroxide; copper at 80℃; for 7h; Inert atmosphere;65.5%
phenol
108-95-2

phenol

2-amino-phenol
95-55-6

2-amino-phenol

Conditions
ConditionsYield
Stage #1: phenol With copper(ll) sulfate pentahydrate; copper In water at 30℃; for 2h; Inert atmosphere; Sealed tube;
Stage #2: With ammonium hydroxide; sodium hydroxide In water at 20℃; for 1h; pH=~ 9; Inert atmosphere; Sealed tube;
Multi-step reaction with 2 steps
1: nitric acid; sulfuric acid / water / 2 h / 50 - 55 °C
2: iron; acetic acid / water / 0.75 h / Reflux
View Scheme
Multi-step reaction with 2 steps
1: nitric acid; sulfuric acid / 1.08 h / 15 - 25 °C / 9000.9 Torr
2: hydrogenchloride; zinc / water / 1.5 h / 70 °C / 9750.98 Torr / Sealed tube
View Scheme
Multi-step reaction with 2 steps
1.1: acetic acid
1.2: 12 h / 0 - 25 °C
2.1: ammonium hydroxide; copper / 7 h / 80 °C / Inert atmosphere
View Scheme
2,2'-Dihydroxyazobenzene
2050-14-8

2,2'-Dihydroxyazobenzene

2-amino-phenol
95-55-6

2-amino-phenol

Conditions
ConditionsYield
With aminomethyl polysterene resin formic acid salt; zinc In methanol at 20℃; for 0.3h;96%
With polystyrene-CH2-NH3(+)HCO2(-); magnesium In methanol at 20℃; for 0.266667h;96%
With aminomethylpolystyrene-supported formate; palladium on activated charcoal In methanol at 20℃; for 3.5h;95%
benzoxazole
273-53-0

benzoxazole

2-amino-phenol
95-55-6

2-amino-phenol

Conditions
ConditionsYield
With trifluoroacetic acid In isopropyl alcohol at 70℃; for 18h;67%
With bis(triphenylphosphine)copper(I) cyanide; caesium carbonate; triphenylphosphine Reagent/catalyst;62%
With ethylene glycol; zinc(II) chloride In neat (no solvent) at 120℃; for 6h; Green chemistry;62%
benzo[d]oxazole-2-(3H)-thione
2382-96-9

benzo[d]oxazole-2-(3H)-thione

2-amino-phenol
95-55-6

2-amino-phenol

Conditions
ConditionsYield
With 3-azapentane-1,5-diamine at 130℃; for 2h; Sealed tube;98%
With ammonium bromide; ethylenediamine at 80℃; for 5h; Microwave irradiation;91%
2-azidophenol
24541-44-4

2-azidophenol

2-amino-phenol
95-55-6

2-amino-phenol

Conditions
ConditionsYield
With hydrazinium monoformate; zinc In methanol at 20℃; for 0.166667h;96%
With zinc In methanol at 20℃; for 4h;96%
With aluminium(III) iodide In benzene for 0.25h; Reduction; Heating;95%
With ammonium formate; zinc In methanol at 20℃; for 0.3h;85%
2-iodophenylamine
615-43-0

2-iodophenylamine

2-amino-phenol
95-55-6

2-amino-phenol

Conditions
ConditionsYield
Stage #1: 2-iodophenylamine With copper(l) iodide; 8-Hydroxyquinoline-N-oxide In dimethyl sulfoxide at 20℃; for 0.166667h; Inert atmosphere;
Stage #2: With cesiumhydroxide monohydrate In water; dimethyl sulfoxide at 100℃; for 36h; Inert atmosphere;
84%
With copper(l) iodide; lithium pipecolinate; tetrabutyl ammonium fluoride; sodium hydroxide In water at 130℃; for 24h;74%
2-methoxy-phenylamine
90-04-0

2-methoxy-phenylamine

2-amino-phenol
95-55-6

2-amino-phenol

Conditions
ConditionsYield
With 1-methyl-pyrrolidin-2-one; potassium carbonate at 190℃; for 0.5h;80%
With 1-methyl-pyrrolidin-2-one; potassium carbonate; thiophenol for 0.5h; Heating;80%
With water; hydrogen bromide; Aliquat 336 at 105℃; for 6.5h; Catalytic behavior;72%
With aluminium trichloride In various solvent(s) for 0.5h; Heating;
With aluminium trichloride
2-hydroxynitrobenzene
88-75-5

2-hydroxynitrobenzene

A

quinoneimine
3009-34-5

quinoneimine

B

2-amino-phenol
95-55-6

2-amino-phenol

Conditions
ConditionsYield
With potassium fluoride; polymethylhydrosiloxane; palladium diacetate In tetrahydrofuran at 20℃; for 0.5h;A 4%
B 94%
benzoxazole
273-53-0

benzoxazole

benzyl-methyl-amine
103-67-3

benzyl-methyl-amine

A

N-benzyl-N-methylbenzo[d]oxazol-2-amine

N-benzyl-N-methylbenzo[d]oxazol-2-amine

B

2-amino-phenol
95-55-6

2-amino-phenol

Conditions
ConditionsYield
With dipotassium peroxodisulfate; acetic acid; triphenylphosphine; copper(ll) bromide In water at 40℃; for 6h;A 15%
B n/a
2-monochlorophenol
95-57-8

2-monochlorophenol

2-amino-phenol
95-55-6

2-amino-phenol

Conditions
ConditionsYield
With ammonium hydroxide; potassium phosphate; Cu0.18Bi0.88O0.88I1.06 In ethanol; water at 80℃; for 20h; Inert atmosphere; Green chemistry;76 %Chromat.
2-hydroxynitrobenzene
88-75-5

2-hydroxynitrobenzene

benzyl alcohol
100-51-6

benzyl alcohol

A

2-amino-phenol
95-55-6

2-amino-phenol

B

benzoic acid
65-85-0

benzoic acid

Conditions
ConditionsYield
With potassium hydroxide In 1,3,5-trimethyl-benzene at 160℃; for 24h; Inert atmosphere; Overall yield = 85 percent;
1-azido-2-(Wang resin-CH2O)-benzene

1-azido-2-(Wang resin-CH2O)-benzene

2-amino-phenol
95-55-6

2-amino-phenol

Conditions
ConditionsYield
With boron trifluoride diethyl etherate; ethanethiol In dichloromethane at 20℃; for 2h;90%
2,6-Dichloro-3,5-difluoro-4-nitro-phenol
121555-67-7

2,6-Dichloro-3,5-difluoro-4-nitro-phenol

A

2,6-Dichloro-3,5-difluoro-4-amino-phenol

2,6-Dichloro-3,5-difluoro-4-amino-phenol

B

2-amino-phenol
95-55-6

2-amino-phenol

Conditions
ConditionsYield
With hydrogen In methanol; aluminum nickel
With hydrogen In methanol; aluminum nickel
With hydrogen In methanol; aluminum nickel
aniline
62-53-3

aniline

A

4-amino-phenol
123-30-8

4-amino-phenol

B

2-amino-phenol
95-55-6

2-amino-phenol

Conditions
ConditionsYield
With hydrogenchloride; sodium acetate; hemin; rac-cysteine In water; acetone at 40℃; for 2h; Mechanism; pH=3; pH and reaction time dependency, various catalysts and inhibitors;
With dihydrogen peroxide; FePp In ethanol at 38℃; for 0.166667h; Product distribution; borate buffer, pH 9; further educts;
With oxygen; titanium(IV) oxide In water at 26.84℃; for 1.5h; pH=6.5; Irradiation; Title compound not separated from byproducts.;
With dihydrogen peroxide; bis(triphenyl)oxodiphosphonium trifluoromethanesulfonate salt In ethanol; water at 20℃; for 0.666667h; Overall yield = 80 %; Overall yield = 0.087 g;
2-((tert-butyldimethylsilyl)oxy)aniline
69589-21-5

2-((tert-butyldimethylsilyl)oxy)aniline

2-amino-phenol
95-55-6

2-amino-phenol

Conditions
ConditionsYield
With tin(ll) chloride In ethanol at 20℃; for 5h;88%
(E)-2-(phenyldiazenyl)phenyl benzoate
116296-18-5

(E)-2-(phenyldiazenyl)phenyl benzoate

A

N-phenyl benzoyl amide
93-98-1

N-phenyl benzoyl amide

B

2-amino-phenol
95-55-6

2-amino-phenol

Conditions
ConditionsYield
With ammonium chloride; zinc In methanol at 80℃; for 6h; Inert atmosphere;A 71%
B 64%
2-Nitroanisole
91-23-6

2-Nitroanisole

2-amino-phenol
95-55-6

2-amino-phenol

Conditions
ConditionsYield
With 1,3-dimethyl-2-imidazolidinone; sodium trimethylsilanethiolate at 185℃; for 24h;96%
2-chloro-3,5,6-trifluoro-4-nitrophenol
121555-68-8

2-chloro-3,5,6-trifluoro-4-nitrophenol

A

2-Chloro-3,5,6-trifluoro-4-amino-phenol

2-Chloro-3,5,6-trifluoro-4-amino-phenol

B

2-amino-phenol
95-55-6

2-amino-phenol

Conditions
ConditionsYield
aluminum nickel In methanol
ethylene glycol
107-21-1

ethylene glycol

phenol
108-95-2

phenol

2-amino-phenol
95-55-6

2-amino-phenol

Conditions
ConditionsYield
With hydrogenchloride; paraformaldehyde In water
2-oxo-propionic acid
127-17-3

2-oxo-propionic acid

2-hydroxynitrobenzene
88-75-5

2-hydroxynitrobenzene

A

3-methyl-3,4-dihydro-2H-benzo[b][1,4]oxazin-2-one
84529-13-5

3-methyl-3,4-dihydro-2H-benzo[b][1,4]oxazin-2-one

B

2-amino-phenol
95-55-6

2-amino-phenol

Conditions
ConditionsYield
With palladium 10% on activated carbon; hydrogen In water; isopropyl alcohol at 30℃; under 7500.75 Torr; for 10h; Autoclave;A 28%
B n/a
2-hydroxyphenyl boronic acid
89466-08-0

2-hydroxyphenyl boronic acid

2-amino-phenol
95-55-6

2-amino-phenol

Conditions
ConditionsYield
With sodium hydroxide; hydroxylamine-O-sulfonic acid In acetonitrile at 20℃; for 16h;80%
(E)-1-(2-hydroxyphenyl)-3-(3-(thiophen-2-yl)acryloyl)thiourea

(E)-1-(2-hydroxyphenyl)-3-(3-(thiophen-2-yl)acryloyl)thiourea

A

3-(2-thienyl)-2-propenoic acid
1124-65-8, 15690-25-2, 51019-83-1

3-(2-thienyl)-2-propenoic acid

B

2-amino-phenol
95-55-6

2-amino-phenol

Conditions
ConditionsYield
With sodium hydroxide In ethanol for 1h; Reflux;
2-(pyrimidin-2-ylamino)phenyl 4-chlorobenzoate

2-(pyrimidin-2-ylamino)phenyl 4-chlorobenzoate

2-amino-phenol
95-55-6

2-amino-phenol

Conditions
ConditionsYield
With hydrogenchloride In water at 150℃; for 3h; Microwave irradiation; Sealed tube;71%
2-(acetylamino)phenol
614-80-2

2-(acetylamino)phenol

A

2-amino-phenol
95-55-6

2-amino-phenol

B

2-ethylaminophenol
614-70-0

2-ethylaminophenol

Conditions
ConditionsYield
With [bis(2-methylallyl)cycloocta-1,5-diene]ruthenium(II); formic acid; bis(trifluoromethanesulfonyl)amide; triethylamine; [2-((diphenylphospino)methyl)-2-methyl-1,3-propanediyl]bis[diphenylphosphine] In dibutyl ether at 130℃; for 24h;A 83%
B n/a
benzaldehyde
100-52-7

benzaldehyde

2-amino-phenol
95-55-6

2-amino-phenol

2-phenylbenzo[d]oxazole
833-50-1

2-phenylbenzo[d]oxazole

Conditions
ConditionsYield
With Au NCs/TiO2 In toluene at 130℃; Inert atmosphere;100%
With ISO-PECH polyamine catalyst In methanol at 20℃; for 0.0666667h; Green chemistry;99%
With Co-doped NiFe2O4 nanoparticle In neat (no solvent) at 70℃; for 2h;97%
2-amino-phenol
95-55-6

2-amino-phenol

dimethyl acetylenedicarboxylate
762-42-5

dimethyl acetylenedicarboxylate

(2Z)-[2-oxo-2H-1,4-benzoxazine-3(4H)-ylidene]acetic acid methyl ester
66628-73-7

(2Z)-[2-oxo-2H-1,4-benzoxazine-3(4H)-ylidene]acetic acid methyl ester

Conditions
ConditionsYield
at 20℃; for 0.0666667h; Michael addition;100%
In neat (no solvent) at 20℃; for 0.166667h; regioselective reaction;98%
In ethanol at 0℃; for 3h;94%
benzaldehyde
100-52-7

benzaldehyde

2-amino-phenol
95-55-6

2-amino-phenol

(E)-N-benzylidene-2-hydroxyaniline
3230-45-3

(E)-N-benzylidene-2-hydroxyaniline

Conditions
ConditionsYield
With magnesium sulfate In tetrahydrofuran at 0 - 20℃; for 8h;100%
In ethanol at 25℃; for 24h;91%
In ethanol for 2h; Reflux;85%
3,4-dimethoxy-benzaldehyde
120-14-9

3,4-dimethoxy-benzaldehyde

2-amino-phenol
95-55-6

2-amino-phenol

2-(3,4-dimethoxyphenylmethyleneimino)phenol
80241-83-4

2-(3,4-dimethoxyphenylmethyleneimino)phenol

Conditions
ConditionsYield
In toluene Heating;100%
In ethanol for 3h; Reflux;75%
chloro-trimethyl-silane
75-77-4

chloro-trimethyl-silane

2-amino-phenol
95-55-6

2-amino-phenol

2-((trimethylsilyl)oxy)aniline
36309-44-1

2-((trimethylsilyl)oxy)aniline

Conditions
ConditionsYield
With triethylamine In dichloromethane at 27℃; for 24h; Inert atmosphere; Glovebox;100%
With triethylamine In dichloromethane at 20℃; for 18h;80.5%
76%
2-chloro-3-quinoline carboxaldehyde
73568-25-9

2-chloro-3-quinoline carboxaldehyde

2-amino-phenol
95-55-6

2-amino-phenol

2-((2-chloroquinolin-3-yl)methyleneamino)phenol
112697-88-8

2-((2-chloroquinolin-3-yl)methyleneamino)phenol

Conditions
ConditionsYield
In tetrahydrofuran for 2h; Ambient temperature;100%
In ethanol at 20℃; for 0.333333h; Sonication;78%
With acetic acid In ethanol at 20℃;
dimethylmonochlorosilane
1066-35-9

dimethylmonochlorosilane

2-amino-phenol
95-55-6

2-amino-phenol

2,2-dimethyl-2,3-dihydro-benzo[1,3,2]oxazasilole
18245-89-1

2,2-dimethyl-2,3-dihydro-benzo[1,3,2]oxazasilole

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran for 6h; Heating;100%
trimethylsilyl isocyanate
1118-02-1

trimethylsilyl isocyanate

2-amino-phenol
95-55-6

2-amino-phenol

(2-Trimethylsilanyloxy-phenyl)-urea
75226-86-7

(2-Trimethylsilanyloxy-phenyl)-urea

Conditions
ConditionsYield
In tetrahydrofuran at 60 - 65℃; for 5h;100%
2-amino-phenol
95-55-6

2-amino-phenol

1,1,1,3,3,3-hexamethyl-disilazane
999-97-3

1,1,1,3,3,3-hexamethyl-disilazane

2-((trimethylsilyl)oxy)aniline
36309-44-1

2-((trimethylsilyl)oxy)aniline

Conditions
ConditionsYield
With 1,3-disulfonic acid imidazolium hydrogen sulfate In neat (no solvent) at 20℃; for 0.0166667h; Green chemistry;100%
With poly(4-vinylpyridine) In acetonitrile at 20℃; for 0.5h; chemoselective reaction;98%
With 3-methyl-1-sulfonic acid imidazolium hydrogen sulfate at 20℃; for 0.0833333h; Neat (no solvent); chemoselective reaction;95%
2-amino-phenol
95-55-6

2-amino-phenol

Acetic formic anhydride
2258-42-6

Acetic formic anhydride

N-(2-hydroxyphenyl)formamide
2843-27-8

N-(2-hydroxyphenyl)formamide

Conditions
ConditionsYield
In tetrahydrofuran at -20℃; for 0.25h;100%
2-amino-phenol
95-55-6

2-amino-phenol

1,1-dichloro-5-aza-2,8-dioxa-1-phosphaV-dibenzo<9,9',11,11'-tetra-tert-butyl>-bicyclo<3.3.0>octadiene
161868-74-2

1,1-dichloro-5-aza-2,8-dioxa-1-phosphaV-dibenzo<9,9',11,11'-tetra-tert-butyl>-bicyclo<3.3.0>octadiene

C34H45N2O3P

C34H45N2O3P

Conditions
ConditionsYield
In benzene for 24h; Ambient temperature;100%
triisopropylsilyl chloride
13154-24-0

triisopropylsilyl chloride

2-amino-phenol
95-55-6

2-amino-phenol

2-((triisopropylsilyl)oxy)aniline
194869-04-0

2-((triisopropylsilyl)oxy)aniline

Conditions
ConditionsYield
With 1H-imidazole In N,N-dimethyl-formamide at 20℃; for 14h; Inert atmosphere;100%
With 1H-imidazole In dichloromethane at 20℃; for 20h;99%
With 1H-imidazole In dichloromethane for 33h; Ambient temperature;84%
With 1H-imidazole; triethylamine In dichloromethane at 20℃; Inert atmosphere;
di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

2-amino-phenol
95-55-6

2-amino-phenol

tert-butyl (2-hydroxyphenyl)carbamate
186663-74-1

tert-butyl (2-hydroxyphenyl)carbamate

Conditions
ConditionsYield
copper(II) bis(tetrafluoroborate) at 30 - 33℃; for 1h;100%
In dichloromethane at 23℃; for 22h; Inert atmosphere;100%
With Amberlyst-15 In ethanol at 20℃;100%
N-tert-butyloxycarbonylpiperidin-4-one
79099-07-3

N-tert-butyloxycarbonylpiperidin-4-one

2-amino-phenol
95-55-6

2-amino-phenol

1-(tert-butoxycarbonyl)-4-[(2-hydroxyphenyl)amino]piperidine
162045-48-9

1-(tert-butoxycarbonyl)-4-[(2-hydroxyphenyl)amino]piperidine

Conditions
ConditionsYield
100%
Stage #1: N-tert-butyloxycarbonylpiperidin-4-one; 2-amino-phenol With sodium tris(acetoxy)borohydride In 1,2-dichloro-ethane at 120℃; for 0.0833333h; Microwave irradiation;
Stage #2: With water; sodium hydrogencarbonate
75%
With sodium tris(acetoxy)borohydride
4-bromo-benzaldehyde
1122-91-4

4-bromo-benzaldehyde

2-amino-phenol
95-55-6

2-amino-phenol

2-(4-bromo-benzylidenamino)-phenol
117649-27-1, 3230-46-4

2-(4-bromo-benzylidenamino)-phenol

Conditions
ConditionsYield
In methanol at 20℃; for 1h;100%
In methanol at 20℃; for 1h;100%
In ethanol Heating;96%
2-amino-phenol
95-55-6

2-amino-phenol

1-bromo-2-[4-(N-piperidinosulfonyl)phenyl]ethanedione 1-phenylhydrazone

1-bromo-2-[4-(N-piperidinosulfonyl)phenyl]ethanedione 1-phenylhydrazone

2-phenylhydrazono-3-[4-(N-piperidinosulfonyl)phenyl]-1,4-benzoxazine

2-phenylhydrazono-3-[4-(N-piperidinosulfonyl)phenyl]-1,4-benzoxazine

Conditions
ConditionsYield
With triethylamine In ethanol for 2h; Cyclization; Heating;100%
3-methoxy-4-hydroxybenzoic acid
121-34-6

3-methoxy-4-hydroxybenzoic acid

2-amino-phenol
95-55-6

2-amino-phenol

4-(benzo[d]oxazol-2ʹ-yl)-2-methoxyphenol
3164-07-6

4-(benzo[d]oxazol-2ʹ-yl)-2-methoxyphenol

Conditions
ConditionsYield
With trimethylsilylphosphate at 180℃; for 0.5h;100%
With Trimethylsilyl polyphosphate at 180℃; for 16.75h; Cooling with ice;10.63 g
3-methoxy-4-methylbenzoyl chloride
87808-44-4

3-methoxy-4-methylbenzoyl chloride

2-amino-phenol
95-55-6

2-amino-phenol

N-(2-hydroxyphenyl)-3-methoxy-4-methylbenzamide
669091-09-2

N-(2-hydroxyphenyl)-3-methoxy-4-methylbenzamide

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 0 - 20℃;100%
3-vinyl-cyclohex-2-enone
40996-91-6

3-vinyl-cyclohex-2-enone

2-amino-phenol
95-55-6

2-amino-phenol

3-[2-(2-aminophenylsulfanyl)ethyl]cyclohex-2-enone
906078-77-1

3-[2-(2-aminophenylsulfanyl)ethyl]cyclohex-2-enone

Conditions
ConditionsYield
With triethylamine In benzene at 0 - 25℃; for 7h;100%
1,2-bis(2,4,5-trimethylthiophene-3-yl)maleic anhydride
112440-47-8

1,2-bis(2,4,5-trimethylthiophene-3-yl)maleic anhydride

2-amino-phenol
95-55-6

2-amino-phenol

N-(2-hydroxyphenyl)-2,3-bis(2,4,5-trimethyl-3-thienyl)maleimide
155876-10-1

N-(2-hydroxyphenyl)-2,3-bis(2,4,5-trimethyl-3-thienyl)maleimide

Conditions
ConditionsYield
With triethylamine In toluene for 24h; Heating;100%
pyridine-2-carbaldehyde
1121-60-4

pyridine-2-carbaldehyde

2-amino-phenol
95-55-6

2-amino-phenol

(E)-2-((pyridin-2-yl)methyleneamino)phenol

(E)-2-((pyridin-2-yl)methyleneamino)phenol

Conditions
ConditionsYield
acetic acid In ethanol for 12h;100%
With air In methanol at 60℃; for 1h;90.9%
In methanol at 20℃;87%
2-amino-phenol
95-55-6

2-amino-phenol

4-amino-3-nitrophenylimidic acid ethyl ester hydrochloride

4-amino-3-nitrophenylimidic acid ethyl ester hydrochloride

4-(benzo[d]oxazol-2-yl)-2-nitrobenzeneamine
132064-15-4

4-(benzo[d]oxazol-2-yl)-2-nitrobenzeneamine

Conditions
ConditionsYield
In ethanol at 95℃; for 5h;100%
ethyl 2-chloro-6-(2-methoxyphenylamino)-5-nitropyrimidine-4-carboxylate
1022157-41-0

ethyl 2-chloro-6-(2-methoxyphenylamino)-5-nitropyrimidine-4-carboxylate

2-amino-phenol
95-55-6

2-amino-phenol

ethyl 2-(2-hydroxyphenylamino)-6-(2-methoxyphenylamino)-5-nitropyrimidine-4-carboxylate
1022157-68-1

ethyl 2-(2-hydroxyphenylamino)-6-(2-methoxyphenylamino)-5-nitropyrimidine-4-carboxylate

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃;100%
C17H21NO4

C17H21NO4

2-amino-phenol
95-55-6

2-amino-phenol

C23H26N2O4

C23H26N2O4

Conditions
ConditionsYield
Stage #1: C17H21NO4 With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dimethyl sulfoxide at 20℃; for 18h;
Stage #2: 2-amino-phenol In dimethyl sulfoxide; N,N-dimethyl-formamide at 20℃; for 3h;
100%
4-Hexylresorcinol
136-77-6

4-Hexylresorcinol

2-amino-phenol
95-55-6

2-amino-phenol

5-N-hexyl-2,2',4-trihydroxyazobenzene
18102-12-0

5-N-hexyl-2,2',4-trihydroxyazobenzene

Conditions
ConditionsYield
Stage #1: 2-amino-phenol With hydrogenchloride; sodium nitrite In water at 5℃; for 0.166667h;
Stage #2: 4-Hexylresorcinol With sodium hydroxide In water at 5℃; Cooling with ice;
Stage #3: With hydrogenchloride In water
100%
2-amino-phenol
95-55-6

2-amino-phenol

acetylenedicarboxylic acid diethyl ester
762-21-0

acetylenedicarboxylic acid diethyl ester

(2Z)-[2-oxo-2H-1,4-benzoxazine-3(4H)-ylidene]acetic acid ethyl ester
942199-20-4

(2Z)-[2-oxo-2H-1,4-benzoxazine-3(4H)-ylidene]acetic acid ethyl ester

Conditions
ConditionsYield
at 20℃; for 0.0833333h; Michael addition;100%
at 20℃; for 0.0833333h;
With sodium chloride Milling;> 95 %Chromat.
1-Methyl-4-piperidone
1445-73-4

1-Methyl-4-piperidone

p-methoxyphenylisocyanide
10349-38-9

p-methoxyphenylisocyanide

2-amino-phenol
95-55-6

2-amino-phenol

2-(4-(benzo[d]oxazol-2-yl)-1-methylpiperidin-4-ylamino)phenol
1572383-01-7

2-(4-(benzo[d]oxazol-2-yl)-1-methylpiperidin-4-ylamino)phenol

Conditions
ConditionsYield
With trifluorormethanesulfonic acid In 2,2,2-trifluoroethanol at 55℃; for 24h; Reagent/catalyst; Solvent; Temperature; Inert atmosphere;100%
benzaldehyde
100-52-7

benzaldehyde

nitrobenzene
98-95-3

nitrobenzene

2-amino-phenol
95-55-6

2-amino-phenol

A

2-phenylbenzo[d]oxazole
833-50-1

2-phenylbenzo[d]oxazole

B

benzylidene phenylamine
538-51-2

benzylidene phenylamine

Conditions
ConditionsYield
With Au NCs/TiO2 In toluene at 130℃; Inert atmosphere;A 100%
B 28%
2-(2,4,6-trimethylphenylamino)-2-oxoacetic acid ethyl ester
79354-30-6

2-(2,4,6-trimethylphenylamino)-2-oxoacetic acid ethyl ester

2-amino-phenol
95-55-6

2-amino-phenol

N-2-hydroxyphenyl-N'-mesityloxalamide
724794-61-0

N-2-hydroxyphenyl-N'-mesityloxalamide

Conditions
ConditionsYield
With triethylamine In toluene Reflux;100%
With boric acid for 1h; Heating;70%

2-Aminophenol Specification

2-Aminophenol is an organic compound with the formula C6H4(OH)NH2. Along with its isomer 4-aminophenol, it is an amphoteric molecule and a reducing agent. It is a useful reagent for the synthesis of dyes and heterocyclic compounds. Reflecting its slight hydrophilic character, white powder is moderately soluble in alcohols and can be recrystallised from hot water. O-Aminophenol should avoid the condition like incompatible materials,light. It is incompatibilities with  other materials light, acids, acid chlorides, acid anhydrides, chloroformates. Its hazardous decomposition products are nitrogen oxides, carbon monoxide, carbon dioxide. Its hazardous polymerization has not been reported.

Physical properties about 2-Aminophenol are: (1)ACD/LogP: 0.497; (2)ACD/LogD (pH 5.5): 0.43; (3)ACD/LogD (pH 7.4): 0.49; (4)ACD/BCF (pH 5.5): 1.21; (5)ACD/BCF (pH 7.4): 1.39; (6)ACD/KOC (pH 5.5): 38.36; (7)ACD/KOC (pH 7.4): 44.05; (8)#H bond acceptors: 2; (9)#H bond donors: 3; (10)#Freely Rotating Bonds: 2; (11)Index of Refraction: 1.637; (12)Molar Refractivity: 32.371 cm3; (13)Molar Volume: 90.144 cm3; (14)Polarizability: 12.833 10-24cm3; (15)Surface Tension: 57.4010009765625 dyne/cm; (16)Density: 1.211 g/cm3; (17)Flash Point: 95.62 °C; (18)Enthalpy of Vaporization: 49.037 kJ/mol; (19)Boiling Point: 234.496 °C at 760 mmHg; (20)Vapour Pressure: 0.0350000001490116 mmHg at 25°C

Uses of 2-Aminophenol: 2-Aminophenol has a variety of uses. As a reducing agent, it is marketed under the names of Atomal and Ortol to develop black and white photographs. 2-Aminophenol is an intermediate in the synthesis of dyes. It is particularly useful in yielding tridentate ligands for metal-complex dyes when diazotized and coupled to a phenol, naphthol, or other aromatic or resonant dye species. Metal complex dyes using copper or chromium are commonly used for producing dull colors. Tridentate ligand dyes are particularly useful, since they are more stable than their bi- or mono-dentate counterparts.

When you are using this chemical, please be cautious about it as the following:
1. After contact with skin, wash immediately with plenty of ... (to be specified by the manufacturer);
2. Wear suitable protective clothing and gloves;
3. In case of accident or if you feel unwell, seek medical advice immediately (show label where possible);
4. Wear suitable protective clothing, gloves and eye/face protection;
5. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice;

You can still convert the following datas into molecular structure:
(1)InChI=1S/C6H7NO/c7-5-3-1-2-4-6(5)8/h1-4,8H,7H2;
(2)InChIKey=CDAWCLOXVUBKRW-UHFFFAOYSA-N;
(3)Smilesc1(c(cccc1)O)N;

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
cat LDLo subcutaneous 37mg/kg (37mg/kg) LUNGS, THORAX, OR RESPIRATION: CYANOSIS

LUNGS, THORAX, OR RESPIRATION: DYSPNEA

BEHAVIORAL: GENERAL ANESTHETIC
Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 72, Pg. 241, 1913.
guinea pig LD50 skin > 1gm/kg (1000mg/kg)   National Technical Information Service. Vol. OTS0555965,
mouse LD50 intraperitoneal 200mg/kg (200mg/kg)   National Technical Information Service. Vol. AD691-490,
mouse LD50 oral 800mg/kg (800mg/kg) LUNGS, THORAX, OR RESPIRATION: CYANOSIS

BEHAVIORAL: TREMOR
National Technical Information Service. Vol. OTS0555965,
mouse LD50 unreported 675mg/kg (675mg/kg)   Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 50(3), Pg. 4, 1985.
quail LD50 oral 316mg/kg (316mg/kg)   Archives of Environmental Contamination and Toxicology. Vol. 12, Pg. 355, 1983.
rat LD50 oral 951mg/kg (951mg/kg) BEHAVIORAL: TREMOR

LUNGS, THORAX, OR RESPIRATION: CYANOSIS
National Technical Information Service. Vol. OTS0555965,
rat LD50 subcutaneous 37mg/kg (37mg/kg)   Yakkyoku. Pharmacy. Vol. 32, Pg. 1093, 1981.
rat LD50 unreported 1406mg/kg (1406mg/kg)   Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 50(3), Pg. 4, 1985.
rat LDLo intraperitoneal 300mg/kg (300mg/kg)   Archives Internationales de Pharmacodynamie et de Therapie. Vol. 131, Pg. 151, 1961.

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