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88-75-5

Basic Information
CAS No.: 88-75-5
Name: Phenol,2-nitro-
Molecular Structure:
Molecular Structure of 88-75-5 (Phenol,2-nitro-)
Formula: C6H5NO3
Molecular Weight: 139.11
Synonyms: Phenol,o-nitro- (8CI);2-Hydroxynitrobenzene;NSC 1552;o-Hydroxynitrobenzene;o-Nitrophenol;CCRIS 2314;CHEBI:16260;NSC 1552;Ortho-nitrophenol;
EINECS: 201-857-5
Density: 1.395 g/cm3
Melting Point: 43-47 °C
Boiling Point: 215.8 °C at 760 mmHg
Flash Point: 97.1 °C
Solubility: 2 g/L (25 °C) in water
Appearance: yellow crystalline solid
Hazard Symbols: HarmfulXn, ToxicT, FlammableF
Risk Codes: 22-36/37/38-52/53-33-20/21/22-39/23/24/25-23/24/25-11
Safety: 26-61-45-36/37-16-7-36-28
Transport Information: UN 1663 6.1/PG 3
PSA: 66.05000
LogP: 1.82360
Synthetic route
4560-41-2

2-benzyloxynitrobenzene

A

100-44-7

benzyl chloride

B

88-75-5

2-hydroxynitrobenzene

Conditions
ConditionsYield
With lithium chloride In N,N-dimethyl-formamide for 22h; Heating;A 100%
B 98%
25458-47-3

methoxy-(2-nitro-phenoxy)-methane

88-75-5

2-hydroxynitrobenzene

Conditions
ConditionsYield
sodium hydrogen sulfate; silica gel In dichloromethane at 20℃; for 1h;100%
With Montmorillonite K 10 In benzene at 25℃; for 5h;93%
4560-41-2

2-benzyloxynitrobenzene

88-75-5

2-hydroxynitrobenzene

Conditions
ConditionsYield
With pentamethylbenzene,; boron trichloride In dichloromethane at -78℃; for 0.333333h;100%
With methyl-phenyl-thioether; trifluoroacetic acid In toluene at 20℃; for 3h;97%
With thiophene; sodium hydrogen sulfate; silica gel for 4.5h; Heating;94%
With palladium diacetate; sodium hydride In N,N-dimethyl acetamide at 25℃; for 3h; Inert atmosphere;78%
With sulfosuccinic acid functionalized mesoporous silica In ethanol at 100℃;
98-95-3

nitrobenzene

88-75-5

2-hydroxynitrobenzene

Conditions
ConditionsYield
With [CuII2(μ-OH)(1,2-bis(2-(bis(2-pyridylmethyl)aminomethyl)-6-pyridyl)ethane)](ClO4)3 ; dihydrogen peroxide; triethylamine In water; acetonitrile at 50℃; for 40h; Catalytic behavior; Inert atmosphere;99%
bei der Einw. von Radiumstrahlen;
With H5PV2Mo10O40(1,11); oxygen at 140℃; under 1500.12 Torr; Kinetics; Further Variations:; Pressures; reagent concentration;
108-95-2

phenol

88-75-5

2-hydroxynitrobenzene

Conditions
ConditionsYield
With 1-methyl-2-pyridone; dinitrogen tetroxide; Nitrogen dioxide In acetonitrile98%
With nitric acid In 1,2-dichloro-ethane at 25℃; for 3h; Catalytic behavior; Kinetics; Reagent/catalyst; Solvent; Temperature; Time; regioselective reaction;98.3%
With ammonium cerium(IV) nitrate for 0.0333333h; microwave irradiation;95%
91-23-6

2-Nitroanisole

88-75-5

2-hydroxynitrobenzene

Conditions
ConditionsYield
With lithium chloride In N,N-dimethyl-formamide for 6h; Heating;98%
With water; hydrogen bromide; Aliquat 336 at 105℃; for 4.5h; Catalytic behavior;92%
With copper(I) oxide; sodium methylate In methanol at 185℃; for 12h; Autoclave;87%
With pyridine hydrochloride for 0.266667h; demethylation; microwave irradiation;65%
158813-51-5

tert-butyldimethyl(2-nitrophenoxy)silane

88-75-5

2-hydroxynitrobenzene

Conditions
ConditionsYield
With lithium acetate In water; N,N-dimethyl-formamide at 25℃; for 1.5h; Inert atmosphere;98%
sulfated SnO2 In methanol at 20℃; for 0.166667h;96%
With potassium-exchanged zirconium hydrogen phosphate In water; acetone at 60℃; for 3.5h; desilylation;76%
602-00-6

3-hydroxy-2-nitrobenzoic acid

88-75-5

2-hydroxynitrobenzene

Conditions
ConditionsYield
With copper In 1-methyl-pyrrolidin-2-one at 250℃; for 0.5h;98%
91493-71-9

benzenesulfonic acid-(2-nitro-phenyl ester)

88-75-5

2-hydroxynitrobenzene

Conditions
ConditionsYield
With potassium hydroxide In toluene; tert-butyl alcohol at 100℃; for 0.5h; Inert atmosphere;97%
55339-51-0

2-allyloxy-1-nitrobenzene

88-75-5

2-hydroxynitrobenzene

Conditions
ConditionsYield
With potassium hydroxide In methanol at 20℃; for 8h;96%
With palladium diacetate; sodium hydride In N,N-dimethyl acetamide; mineral oil at 10℃; for 8h; Inert atmosphere;92%
With palladium diacetate; sodium hydride In N,N-dimethyl acetamide at 20℃; for 4h; Inert atmosphere;72%
108-95-2

phenol

A

100-02-7

4-nitro-phenol

B

88-75-5

2-hydroxynitrobenzene

Conditions
ConditionsYield
With silica supported Al(NO3)3*9H2O In acetone at 20℃; for 0.25h; Reagent/catalyst; Solvent; regioselective reaction;A 3%
B 95%
With nitro acetate; silica gel In chloroform at -20 - 20℃; Nitration;A 7%
B 93%
With nitrate of N-dodecyl-pyridinium 3-carboxylate In acetonitrile Product distribution; Mechanism; investigation of nitration of several phenols with NO2-N2O4 in presence of pyridine derivatives in var. solvents;A 5%
B 92%
5570-19-4

2-nitrophenylboronic acid

7722-84-1

dihydrogen peroxide

88-75-5

2-hydroxynitrobenzene

Conditions
ConditionsYield
With ammonium bicarbonate In water at 20℃; for 2h; Schlenk technique;95%
1493-27-2

ortho-nitrofluorobenzene

88-75-5

2-hydroxynitrobenzene

Conditions
ConditionsYield
With 2-(methylsulfonyl)ethyl alcohol; sodium hydride In N,N-dimethyl-formamide at 0 - 20℃;94%
With sodium trimethylsilanolate In tetrahydrofuran Substitution; addition under a nitrogen atmosphere, then reflux for 36 h;75%
With methyl propargyl alcohol; potassium tert-butylate In dimethyl sulfoxide at 125℃; for 0.0333333h; microwave irradiation;72%
5570-19-4

2-nitrophenylboronic acid

88-75-5

2-hydroxynitrobenzene

Conditions
ConditionsYield
With iron(III) oxide; oxygen In tetrahydrofuran Irradiation;94%
With iron(III) oxide; oxygen In tetrahydrofuran at 20℃; Irradiation;94%
With C18H28Cl2CuN2O4 In water at 26℃; for 0.333333h;93%
1198597-44-2

2-O2NC6H4OTIPS

88-75-5

2-hydroxynitrobenzene

Conditions
ConditionsYield
With potassium acetate In water; N,N-dimethyl-formamide at 25℃; for 1h;92%

2-<(nitrophenyl)oxy>pyridine

88-75-5

2-hydroxynitrobenzene

Conditions
ConditionsYield
Stage #1: 2-<(nitrophenyl)oxy>pyridine With methyl trifluoromethanesulfonate In toluene at 100℃; for 2h; Inert atmosphere;
Stage #2: With methanol; sodium for 0.25h; Concentration; Reflux; Inert atmosphere;
92%
Stage #1: 2-<(nitrophenyl)oxy>pyridine With methyl trifluoromethanesulfonate In toluene at 90℃; for 2h; Inert atmosphere;
Stage #2: With sodium In methanol; toluene at 80℃; for 0.5h; Temperature; Inert atmosphere;
88%
Stage #1: 2-<(nitrophenyl)oxy>pyridine With methyl trifluoromethanesulfonate In toluene at 90℃; for 3h; Inert atmosphere;
Stage #2: With sodium In methanol at 70℃; for 1h; Temperature; Inert atmosphere;
88%
88-73-3

2-Chloronitrobenzene

88-75-5

2-hydroxynitrobenzene

Conditions
ConditionsYield
With potassium phosphate; tri-tert-butyl phosphine; tris-(dibenzylideneacetone)dipalladium(0) In toluene at 20 - 110℃; for 20h;91%
With potassium hydroxide In tert-butyl alcohol for 10h; Heating;70%
Stage #1: 2-Chloronitrobenzene With copper(ll) sulfate pentahydrate; water; sodium L-ascorbate; potassium hydroxide In dimethyl sulfoxide at 120℃; for 24h; Schlenk technique; Green chemistry;
Stage #2: With hydrogenchloride In water; dimethyl sulfoxide at 20℃; for 0.5h; pH=2 - 3; Catalytic behavior; Schlenk technique; Green chemistry;
63%
With sodium hydroxide; sodium carbonate at 130℃;
With sodium hydroxide at 140℃;
616-82-0

3-nitro-4-hydroxybenzoic acid

88-75-5

2-hydroxynitrobenzene

Conditions
ConditionsYield
With sulfolane; sodium hydrogencarbonate at 200℃; for 2h;91%
610-67-3

1-ethoxy-2-nitrobenzene

88-75-5

2-hydroxynitrobenzene

Conditions
ConditionsYield
With lithium chloride In N,N-dimethyl-formamide for 22h; Heating;90%
71-43-2

benzene

A

100-02-7

4-nitro-phenol

B

88-75-5

2-hydroxynitrobenzene

C

108-95-2

phenol

Conditions
ConditionsYield
With oxygen; nitric acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone In water; acetonitrile at 30℃; for 24h; Reagent/catalyst; Temperature; Irradiation; Large scale;A n/a
B n/a
C 90%
95-55-6

2-amino-phenol

88-75-5

2-hydroxynitrobenzene

Conditions
ConditionsYield
With 1,9-diperoxynonanedioic acid In acetonitrile at 50℃; for 0.5h;89%
With caro's acid; diethyl ether
With sodium peroxide; water
With AcONa buffer; chloroperoxidase (EC 1.11.1.10) from Serratia marcescens; dihydrogen peroxide In water at 30℃; for 20h;5 % Chromat.
With 1-butyl-3-methylimidazolium phosphotungstate; 3-chloro-benzenecarboperoxoic acid In acetonitrile at 85℃; for 2h;
98-54-4

para-tert-butylphenol

132993-22-7

2-nitrophenyl trifluoromethanesulfonate

A

154318-75-9

4-tert-butylphenyl triflate

B

88-75-5

2-hydroxynitrobenzene

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide for 10h; Ambient temperature;A 89%
B n/a
609-73-4

o-nitroiodobenzene

88-75-5

2-hydroxynitrobenzene

Conditions
ConditionsYield
With copper(I) oxide; 1-D-O-Methyl-chiro-inositol; sodium hydroxide In ethanol; water at 100℃; for 12h;88%
With copper(l) iodide; lithium pipecolinate; tetrabutyl ammonium fluoride; sodium hydroxide In water at 130℃; for 24h;85%
With lithium salt of proline; tetrabutylammomium bromide; potassium hydroxide; copper dichloride In water at 120℃; for 0.666667h; Microwave irradiation; Green chemistry;84%
89466-08-0

2-hydroxyphenyl boronic acid

88-75-5

2-hydroxynitrobenzene

Conditions
ConditionsYield
With Iron(III) nitrate nonahydrate In toluene at 80℃; for 18h; Inert atmosphere;88%
With 1,1,1,3',3',3'-hexafluoro-propanol; N–nitrosaccharin at 60℃; for 19h; Inert atmosphere; Schlenk technique;70%
16947-69-6

2,4,5-Trichlorophenyl chloroformate

460-08-2

2-fluoroethylamine hydrochloride

A

81420-42-0

mononitrophenyl carbonate

B

N,N-bis(2-fluoroethyl)urea

C

91390-34-0

2,4,5-trichlorophenyl (2-fluoroethyl)carbamate

D

88-75-5

2-hydroxynitrobenzene

Conditions
ConditionsYield
With potassium hydroxide In diethyl ether for 0.75h;A n/a
B n/a
C 85%
D n/a
577-19-5

2-nitrophenyl bromide

88-75-5

2-hydroxynitrobenzene

Conditions
ConditionsYield
Stage #1: 2-nitrophenyl bromide With copper(l) iodide; tetra(n-butyl)ammonium hydroxide In water at 60℃; for 24h; Inert atmosphere; Sealed tube;
Stage #2: With hydrogenchloride In water; ethyl acetate at 20℃; for 2h; Inert atmosphere; chemoselective reaction;
84%
With potassium phosphate; tri-tert-butyl phosphine; tris-(dibenzylideneacetone)dipalladium(0) In toluene at 20℃; for 20h;83%
With potassium hydroxide im Druckrohr;
100-66-3

methoxybenzene

A

100-17-4

para-methoxynitrobenzene

B

91-23-6

2-Nitroanisole

C

88-75-5

2-hydroxynitrobenzene

Conditions
ConditionsYield
With dinitrogen tetraoxide In dichloromethane at -30℃; for 1h; Nitration; demethylation;A n/a
B 81%
C 7%
610-69-5

2-nitrophenyl acetate

88-75-5

2-hydroxynitrobenzene

Conditions
ConditionsYield
silica gel; toluene-4-sulfonic acid In water; toluene at 80℃; for 22h;80%
With lithium aluminium tetrahydride In diethyl ether for 2h; Heating;70%
With potassium chloride; poly(ethyleneimine) In water at 25℃; Rate constant; Mechanism; Product distribution; various pH, aminolysis;
With Cu(N,N,N'-trimethyl-N'-tetradecylethylenediamine)Cl2 In acetonitrile at 31℃; Rate constant; also in pure water, var. concentration of reagent, pH 7.0;
17258-49-0

1-(3'-methylbut-2'-enyloxy)-2-nitrobenzene

88-75-5

2-hydroxynitrobenzene

Conditions
ConditionsYield
With cerium(III) chloride; sodium iodide In acetonitrile for 3h; dealkylation; Heating;80%
With ytterbium(III) triflate In nitromethane for 12h; Ambient temperature;72%
106-95-6

allyl bromide

88-75-5

2-hydroxynitrobenzene

55339-51-0

2-allyloxy-1-nitrobenzene

Conditions
ConditionsYield
With potassium carbonate In acetone Reflux;100%
With potassium carbonate In acetonitrile at 70℃; for 24h; Schlenk technique;99%
With potassium carbonate In acetone at 56 - 57℃; for 4h;99.5%
88-75-5

2-hydroxynitrobenzene

7693-52-9

4-bromo-2-nitrophenol

Conditions
ConditionsYield
With sulfuric acid; C18H16Br4N2O3V; dihydrogen peroxide; potassium bromide In methanol; water at 20℃; for 0.333333h; Catalytic behavior; Reagent/catalyst;100%
With sulfuric acid; C20H22Br2N2O5V; dihydrogen peroxide In methanol; water at 20℃; for 0.583333h; Catalytic behavior; Reagent/catalyst; Solvent;100%
With N-bromosaccharin In tetrahydrofuran at 0℃; for 0.166667h; regioselective reaction;95%
88-75-5

2-hydroxynitrobenzene

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%
105-36-2

ethyl bromoacetate

88-75-5

2-hydroxynitrobenzene

37682-31-8

ethyl o-nitrophenoxyacetate

Conditions
ConditionsYield
Stage #1: 2-hydroxynitrobenzene With potassium hydroxide In ethanol for 1h;
Stage #2: ethyl bromoacetate In N,N-dimethyl-formamide for 24h;
100%
Stage #1: 2-hydroxynitrobenzene With potassium hydroxide In methanol
Stage #2: ethyl bromoacetate In methanol; N,N-dimethyl-formamide
99%
Stage #1: 2-hydroxynitrobenzene With potassium hydroxide In ethanol for 1h;
Stage #2: ethyl bromoacetate In N,N-dimethyl-formamide for 24h; Further stages.;
99%
112-89-0

1-Bromooctadecane

88-75-5

2-hydroxynitrobenzene

86996-83-0

1-nitro-2-octadecyloxy-benzene

Conditions
ConditionsYield
With 18-crown-6 ether; tetra-(n-butyl)ammonium iodide; potassium carbonate In acetonitrile at 20 - 80℃; Inert atmosphere;100%
With 18-crown-6 ether; tetra-(n-butyl)ammonium iodide; potassium carbonate In acetonitrile at 20 - 80℃; Inert atmosphere;100%
With sodium hydride In N,N-dimethyl-formamide 1.) 0 deg C, 1 h, 2.) reflux, 24 h;60%
With potassium carbonate In acetone
358-23-6

trifluoromethylsulfonic anhydride

88-75-5

2-hydroxynitrobenzene

132993-22-7

2-nitrophenyl trifluoromethanesulfonate

Conditions
ConditionsYield
With pyridine In dichloromethane at 20℃; for 0.5h;100%
With pyridine In dichloromethane at 0 - 25℃; Inert atmosphere;97%
With triethylamine In dichloromethane at 0 - 25℃; for 5h; Inert atmosphere;92%
56512-49-3

dabsyl chloride

88-75-5

2-hydroxynitrobenzene

146303-70-0

4-(4-Dimethylamino-phenylazo)-benzenesulfonic acid 2-nitro-phenyl ester

Conditions
ConditionsYield
With carbonate-bicarbonate buffer In acetone; acetonitrile 1.) 15 min, 2.) reflux;100%
With carbonate-bicarbonate buffer In acetone for 0.5h; Heating;
106-96-7

propargyl bromide

88-75-5

2-hydroxynitrobenzene

13350-09-9

1-nitro-2-(prop-2-yn-1-yloxy)benzene

Conditions
ConditionsYield
With potassium carbonate In tetrahydrofuran100%
With caesium carbonate In acetonitrile at 20℃; for 24h;100%
In N,N-dimethyl-formamide at 20℃; for 18h;99%
18162-48-6

tert-butyldimethylsilyl chloride

88-75-5

2-hydroxynitrobenzene

158813-51-5

tert-butyldimethyl(2-nitrophenoxy)silane

Conditions
ConditionsYield
With pyridine for 24h;100%
With pyridine99%
With pyridine at 20℃; Inert atmosphere;94%
With pyridine at 20℃; Inert atmosphere;94%
With sodium hydroxide; Amberlite IRA-400 (chloride form) 2.) CH2Cl2, from 0 deg C to RT, 36 h; Yield given. Multistep reaction;
931-53-3

Cyclohexyl isocyanide

123-38-6

propionaldehyde

104-86-9

4-chlorobenzylamine

88-75-5

2-hydroxynitrobenzene

2-[(4-chlorobenzyl)-(2-nitrophenyl)amino]-N-cyclohexylbutyramide

Conditions
ConditionsYield
In methanol microwave irradiation;100%
In toluene at 60℃; for 20h; Ugi-Smiles coupling;90%
In methanol at 40℃; for 20h; Ugi reaction;74%
88-75-5

2-hydroxynitrobenzene

1969-73-9

(2-nitrophenyl)acetaldehyde

Conditions
ConditionsYield
With Dess-Martin periodane In dichloromethane at 20℃; for 1h;100%
24424-99-5

di-tert-butyl dicarbonate

88-75-5

2-hydroxynitrobenzene

1040380-21-9

1-(tert-butoxycarbonyloxy)-2-nitrobenzene

Conditions
ConditionsYield
With 6,7-dimethoxyisoquinoline In dichloromethane at 20℃; for 5h; Inert atmosphere; chemoselective reaction;100%
triphenylphosphine at 65℃; for 2h;98%
With carbon tetrabromide at 65℃; for 12h; Neat (no solvent); chemoselective reaction;88%
With MgO-ZrO2 nanoparticle at 60℃; for 2h; neat (no solvent); chemoselective reaction;82%
181289-33-8

(3R)‐3‐(carbamoylmethyl)‐5‐methylhexanoic acid

88-75-5

2-hydroxynitrobenzene

1237492-12-4

C15H20N2O5

Conditions
ConditionsYield
With dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 12h; Inert atmosphere;100%
501-53-1

benzyl chloroformate

88-75-5

2-hydroxynitrobenzene

6132-44-1

carbonic acid benzyl ester-(2-nitro-phenyl ester)

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In ethyl acetate at 0 - 20℃; for 1.25h;100%
17392-83-5

(R)-Methyl lactate

88-75-5

2-hydroxynitrobenzene

methyl (R)-2-(2-nitrophenoxy)propanoate

Conditions
ConditionsYield
Stage #1: (R)-Methyl lactate; 2-hydroxynitrobenzene With triphenylphosphine In dichloromethane at 0℃; for 0.166667h; Mitsunobu Displacement;
Stage #2: With diethylazodicarboxylate In dichloromethane at 0 - 20℃; for 8h; Mitsunobu Displacement;
100%
27871-49-4

(S)-Methyl lactate

88-75-5

2-hydroxynitrobenzene

methyl (S)-2-(2-nitrophenoxy)propanoate

Conditions
ConditionsYield
Stage #1: (S)-Methyl lactate; 2-hydroxynitrobenzene With triphenylphosphine In dichloromethane at 0℃; for 0.166667h; Mitsunobu Displacement;
Stage #2: With diethylazodicarboxylate In dichloromethane at 0 - 20℃; for 8h; Mitsunobu Displacement;
100%
108-24-7

acetic anhydride

88-75-5

2-hydroxynitrobenzene

610-69-5

2-nitrophenyl acetate

Conditions
ConditionsYield
With 4-(N,N-dimethylamino)pyridine based 1,3,5,7-tetraphenyladamantane polymer In neat (no solvent) at 25℃; for 2.5h; Schlenk technique;99%
With 4-(dimethylamino)pyridine hydrochloride In toluene at 60℃; for 4h;98%
With carbon-silica composite from starch (7.5 molpercent SO3H) at 60℃; for 4h; solvent-free conditions;96%
65-85-0

benzoic acid

88-75-5

2-hydroxynitrobenzene

1523-12-2

2-nitrophenyl benzoate

Conditions
ConditionsYield
With iodine; triethylamine; triphenylphosphine In dichloromethane at 0 - 20℃; for 0.333333h;99%
With triphenylphosphine In acetonitrile for 5h; Heating;81%
With 1H-imidazole; iodine; chloro-diphenylphosphine In acetonitrile for 5h; Reflux;75%
Reaktion ueber mehrere Stufen;
With 5,5'-dimethyl-3,3′-azoisooxazole; triphenylphosphine In acetonitrile at 80℃; Mitsunobu reaction;
88-75-5

2-hydroxynitrobenzene

74-88-4

methyl iodide

91-23-6

2-Nitroanisole

Conditions
ConditionsYield
With potassium hydroxide; Aliquat 336 1.) 120 deg C, 5 min; 2.) 85 deg C, 2h;99%
With sodium hydroxide In N,N-dimethyl acetamide at 65℃; Rate constant; also in KF-cryptand 222 system;
With sodium hydroxide In N,N-dimethyl acetamide at 25℃; Rate constant;
With methanol; potassium hydroxide under 200 Torr;
With aluminum oxide; potassium fluoride In acetonitrile for 20h;8 % Chromat.
104-87-0

4-methyl-benzaldehyde

88-75-5

2-hydroxynitrobenzene

835-71-2

2-(4-methylphenyl)-1,3-benzoxazole

Conditions
ConditionsYield
With formic acid In 1,4-dioxane; water at 80℃; for 8h; Sealed tube; Green chemistry;99%
Stage #1: 4-methyl-benzaldehyde; 2-hydroxynitrobenzene In 1,4-dioxane; water at 80℃; for 0.0833333h;
Stage #2: With formic acid In 1,4-dioxane; water at 80℃; for 8h; Sealed tube;
99%
With 1,4-diaza-bicyclo[2.2.2]octane; sulfur at 130℃; for 2h;87%
In tetralin
123-11-5

4-methoxy-benzaldehyde

88-75-5

2-hydroxynitrobenzene

838-34-6

2-(p-methoxyphenyl)benzoxazole

Conditions
ConditionsYield
With formic acid In 1,4-dioxane; water at 80℃; for 8h; Sealed tube; Green chemistry;99%
Stage #1: 4-methoxy-benzaldehyde; 2-hydroxynitrobenzene In 1,4-dioxane; water at 80℃; for 0.0833333h;
Stage #2: With formic acid In 1,4-dioxane; water at 80℃; for 8h; Sealed tube;
99%
With poly(ethylene glycol)-bound sulphonic acid In chloroform at 50 - 60℃;95%
With 1,4-diaza-bicyclo[2.2.2]octane; sulfur at 130℃; for 2h;82%
In tetralin
540-54-5

1-Chloropropane

88-75-5

2-hydroxynitrobenzene

3079-53-6

1-nitro-2-propoxybenzene

Conditions
ConditionsYield
With potassium carbonate; potassium iodide In acetone a) RT, 24 h, b) reflux, 120 h;99%
16695-22-0

N,N-bis(tosyloxyethyl)-p-toluenesulfonamide

88-75-5

2-hydroxynitrobenzene

54533-67-4

1,5-bis(2-nitrophenoxy)-3-(4-toluenesulfonyl)-3-azapentane

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 100℃; for 8h;99%
With potassium carbonate In N,N-dimethyl-formamide
With potassium carbonate In N,N-dimethyl-formamide for 2h; Heating;
29263-94-3

diethyl bromomethylmalonate

88-75-5

2-hydroxynitrobenzene

188407-70-7

diethyl 2-methyl-2-(2'-nitrophenoxy)malonate

Conditions
ConditionsYield
Stage #1: 2-hydroxynitrobenzene With potassium hydroxide In ethanol for 0.5h;
Stage #2: diethyl bromomethylmalonate In N,N-dimethyl-formamide for 16h; Inert atmosphere;
99%
With potassium fluoride 1.) DMF, RT, 15 min, 2.) DMF, 60 deg C, 6 h; Yield given. Multistep reaction;
5292-43-3

bromoacetic acid tert-butyl ester

88-75-5

2-hydroxynitrobenzene

207444-89-1

(2-nitrophenoxy)-acetic acid tert-butyl ester

Conditions
ConditionsYield
Stage #1: 2-hydroxynitrobenzene With sodium hydride In tetrahydrofuran at 20℃; for 0.5h; Inert atmosphere;
Stage #2: bromoacetic acid tert-butyl ester In tetrahydrofuran at 20℃; for 23h; Reflux;
99%
With sodium hydride 1.) THF, RT, 0.5, 2.) THF, reflux, 7 d; Yield given. Multistep reaction;
With caesium carbonate In acetone for 48h; Heating / reflux;
685-87-0

Diethyl 2-bromomalonate

88-75-5

2-hydroxynitrobenzene

32539-24-5

diethyl 2-(2'-nitrophenoxy)malonate

Conditions
ConditionsYield
Stage #1: 2-hydroxynitrobenzene With potassium hydroxide In ethanol for 0.5h;
Stage #2: Diethyl 2-bromomalonate In N,N-dimethyl-formamide for 16h; Inert atmosphere;
99%
With potassium fluoride In N,N-dimethyl-formamide at 60℃; for 6h; Substitution;70%
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Specification

The 2-Nitrophenol with CAS registry number of 88-75-5 is also known as Phenol, 2-nitro-. The IUPAC name and product name are the same. It belongs to product categories of Intermediates of Dyes and Pigments; Organics; Phenoles and thiophenoles; Analytical Chemistry; Indicator (pH); pH Indicators; Indicators; PH Indicators - Solids; Titration; Organic Building Blocks; Oxygen Compounds; Phenols; Alpha Sort; N; NA - NI; N-OAlphabetic; Volatiles/ Semivolatiles; N-PAlphabetic; Pesticides&Metabolites; Dye Intermediates. Its EINECS registry number is 201-857-5. In addition, the formula is C6H5NO3 and the molecular weight is 139.11.

Physical properties about 2-Nitrophenol are: (1)ACD/LogP: 1.71; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.7; (4)ACD/LogD (pH 7.4): 1.26; (5)ACD/BCF (pH 5.5): 11.45; (6)ACD/BCF (pH 7.4): 4.15; (7)ACD/KOC (pH 5.5): 198.06; (8)ACD/KOC (pH 7.4): 71.84; (9)#H bond acceptors: 4; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 2; (12)Index of Refraction: 1.612; (13)Molar Refractivity: 34.67 cm3; (14)Molar Volume: 99.7 cm3; (15)Surface Tension: 60.2 dyne/cm; (16)Density: 1.395 g/cm3; (17)Flash Point: 97.1 °C; (18)Enthalpy of Vaporization: 47.06 kJ/mol; (19)Boiling Point: 215.8 °C at 760 mmHg; (20)Vapour Pressure: 0.0987 mmHg at 25 °C.

Preparation of 2-Nitrophenol: it is prepared by reaction of nitrochlorobenzene with sodium hydroxide and sulfuric acid. The reaction has two steps of hydrolysis and acidification.

2-Nitrophenol is prepared by reaction of nitrochlorobenzene with sodium hydroxide and sulfuric acid.

Uses of 2-Nitrophenol: it is used to produce 3-(2-nitro-phenoxy)-propionic acid by reaction with oxetan-2-one. The reaction occurs with reagent NaOH and other condition of heating for 40 minutes. The yield is about 37%. This chemical is used as organic synthesis intermediate of medicine, dyes, rubber chemicals, photographic materials and also can be used as color pH indicator.

2-Nitrophenol is used to produce 3-(2-nitro-phenoxy)-propionic acid by reaction with oxetan-2-one.

When you are using this chemical, please be cautious about it. As a chemical, it is irritating to eyes, respiratory system and skin. It's harmful and has danger of very serious irreversible effects by inhalation, in contact with skin and if swallowed. Besides, it is highly flammable and harmful to aquatic organisms that may cause long-term adverse effects in the aquatic environment. During using it, wear suitable protective clothing, gloves and eye/face protection. Keep away from sources of ignition and avoid release to the environment. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If accident happens or you feel unwell seek medical advice immediately. After using it, keep container tightly closed. After contact with skin, wash immediately.

You can still convert the following datas into molecular structure:
1. Canonical SMILES: C1=CC=C(C(=C1)[N+](=O)[O-])O
2. InChI: InChI=1S/C6H5NO3/c8-6-4-2-1-3-5(6)7(9)10/h1-4,8H
3. InChIKey: IQUPABOKLQSFBK-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
cat LDLo subcutaneous 600mg/kg (600mg/kg)   "Handbook of Toxicology," 4 vols., Philadelphia, W.B. Saunders Co., 1956-59Vol. 5, Pg. 120, 1959.
dog LD50 intravenous 100mg/kg (100mg/kg)   "Prehled Prumyslove Toxikologie; Organicke Latky," Marhold, J., Prague, Czechoslovakia, Avicenum, 1986Vol. -, Pg. 675, 1986.
frog LDLo subcutaneous 300mg/kg (300mg/kg)   "Handbook of Toxicology," 4 vols., Philadelphia, W.B. Saunders Co., 1956-59Vol. 5, Pg. 120, 1959.
guinea pig LDLo subcutaneous 900mg/kg (900mg/kg) BEHAVIORAL: MUSCLE WEAKNESS

BEHAVIORAL: COMA
Revue Medicale de la Suisse Romande. Vol. 16, Pg. 449, 1896.
mouse LD50 intraperitoneal 378mg/kg (378mg/kg)   Journal of Medicinal Chemistry. Vol. 18, Pg. 868, 1975.
mouse LD50 oral 1297mg/kg (1297mg/kg)   Aerospace Medical Research Laboratory Report. Vol. TR-72-62, Pg. 1972,
mouse LDLo intramuscular 600mg/kg (600mg/kg)   "Handbook of Toxicology," 4 vols., Philadelphia, W.B. Saunders Co., 1956-59Vol. 5, Pg. 120, 1959.
rabbit LD50 skin > 7940mg/kg (7940mg/kg) BEHAVIORAL: FOOD INTAKE (ANIMAL)

BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)
Acute Toxicity Data. Journal of the American College of Toxicology, Part B. Vol. 1, Pg. 74, 1990.
rabbit LDLo subcutaneous 1700mg/kg (1700mg/kg)   "Handbook of Toxicology," 4 vols., Philadelphia, W.B. Saunders Co., 1956-59Vol. 5, Pg. 120, 1959.
rat LD50 intraperitoneal 840mg/kg (840mg/kg) BEHAVIORAL: COMA

LUNGS, THORAX, OR RESPIRATION: DYSPNEA

KIDNEY, URETER, AND BLADDER: STRUCTURAL OR FUNCTIONAL CHANGES IN URETER
National Technical Information Service. Vol. OTS0545982,
rat LD50 oral 334mg/kg (334mg/kg)   Gigiena Truda i Professional'naya Patologiya v Estonskoi SSR. Labor Hygiene and Occupational Pathology in the Estonian SSR. Vol. 8, Pg. 145, 1972.
rat LDLo subcutaneous 1100mg/kg (1100mg/kg) BEHAVIORAL: MUSCLE WEAKNESS

BEHAVIORAL: COMA
Revue Medicale de la Suisse Romande. Vol. 16, Pg. 449, 1896.