Product Name

  • Name

    2-Nitro-p-cresol

  • EINECS 204-315-6
  • CAS No. 119-33-5
  • Article Data170
  • CAS DataBase
  • Density 1.32 g/cm3
  • Solubility slightly soluble in water
  • Melting Point 32-35 °C(lit.)
  • Formula C7H7NO3
  • Boiling Point 231.1 °C at 760 mmHg
  • Molecular Weight 153.137
  • Flash Point 108.3 °C
  • Transport Information UN 2446 6.1/PG 3
  • Appearance yellow to brownish low melting crystalline mass
  • Safety 26-36-45-28A
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 119-33-5 (2-Nitro-p-cresol)
  • Hazard Symbols IrritantXi
  • Synonyms NSC 5387;NSC 66511;o-Nitro-p-methylphenol;p-Cresol,2-nitro- (7CI,8CI);2-Nitro-4-methylphenol;2-Nitro-p-cresol;4-Hydroxy-3-nitrotoluene;
  • PSA 66.05000
  • LogP 2.13200

Synthetic route

p-cresol
106-44-5

p-cresol

4-methyl-2-nitrophenol
119-33-5

4-methyl-2-nitrophenol

Conditions
ConditionsYield
With (NH4)2Ce(NO3)6 on Ca-bentonite In chloroform at 25℃; for 48h;98.5%
With toluene-4-sulfonic acid; nickel(II) nitrate In acetone at 20℃; for 0.0166667h;98%
With dimethylbromosulphonium bromide; tetrabutylammonium nitrite In acetonitrile at 20℃; for 1h; regioselective reaction;96%
p-cresol
106-44-5

p-cresol

cuprous nitrate
3251-29-4

cuprous nitrate

4-methyl-2-nitrophenol
119-33-5

4-methyl-2-nitrophenol

Conditions
ConditionsYield
With acetic anhydride In tetrachloromethane; nitric acid98%
p-cresol
106-44-5

p-cresol

A

4-methyl-2-nitrophenol
119-33-5

4-methyl-2-nitrophenol

B

4-methyl-5-nitrophenol
2042-14-0

4-methyl-5-nitrophenol

Conditions
ConditionsYield
With nitro acetate; silica gel In chloroform at -20 - 20℃; Nitration;A 93%
B 6%
With copper(II) nitrate/zeolite H-Y for 0.0166667h; Product distribution; Further Variations:; heating mode; times; microwave irradiation;A 88%
B n/a
With tert.-butylnitrite In acetonitrile at 29.84℃; Kinetics; Solvent; Temperature;A 85%
B n/a
4-methoxy-3-nitrotoluene
119-10-8

4-methoxy-3-nitrotoluene

4-methyl-2-nitrophenol
119-33-5

4-methyl-2-nitrophenol

Conditions
ConditionsYield
With aluminum (III) chloride In dichloromethane at -5 - 25℃;93%
p-cresol
106-44-5

p-cresol

A

4-methyl-2-nitrophenol
119-33-5

4-methyl-2-nitrophenol

B

2,6-dinitro-p-cresol
609-93-8

2,6-dinitro-p-cresol

Conditions
ConditionsYield
With Yb-Mo-modified montmorillonite HKSF; nitric acid In tetrahydrofuran at 20℃; for 12h;A 88%
B 3%
With Montmorillonite KSF; nitric acid; hafnium oxychloride In tetrahydrofuran at 20℃; for 16h;A 81%
B 6%
With 3-(ethoxycarbonyl)-1-(5-methyl-5-(nitrosooxy)hexyl)pyridin-1-ium bis(trifluoromethanesulfonyl)imide at 20℃; for 6h; Ionic liquid;A 78%
B 16%
(E)-methyl 2-((4-methyl-2-nitrophenoxy)methyl)-3-(4-nitrophenyl)acrylate

(E)-methyl 2-((4-methyl-2-nitrophenoxy)methyl)-3-(4-nitrophenyl)acrylate

4-methyl-2-nitrophenol
119-33-5

4-methyl-2-nitrophenol

Conditions
ConditionsYield
With GLUTATHIONE In aq. phosphate buffer; acetonitrile at 37℃; for 4h; pH=7.4; Kinetics;88%
(E)-methyl 3-(4-fluorophenyl)-2-((4-methyl-2-nitrophenoxy)methyl)acrylate
1151899-38-5

(E)-methyl 3-(4-fluorophenyl)-2-((4-methyl-2-nitrophenoxy)methyl)acrylate

4-methyl-2-nitrophenol
119-33-5

4-methyl-2-nitrophenol

Conditions
ConditionsYield
With GLUTATHIONE In aq. phosphate buffer; acetonitrile at 37℃; for 4h; pH=7.4; Kinetics;84%
tert.-butylnitrite
540-80-7

tert.-butylnitrite

p-cresol
106-44-5

p-cresol

4-methyl-2-nitrophenol
119-33-5

4-methyl-2-nitrophenol

Conditions
ConditionsYield
With water In tetrahydrofuran at 25℃; for 2.5h; Schlenk technique;82%
(E)-methyl 3-(4-methoxyphenyl)-2-((4-methyl-2-nitrophenoxy)methyl)acrylate
1151899-28-3

(E)-methyl 3-(4-methoxyphenyl)-2-((4-methyl-2-nitrophenoxy)methyl)acrylate

4-methyl-2-nitrophenol
119-33-5

4-methyl-2-nitrophenol

Conditions
ConditionsYield
With GLUTATHIONE In aq. phosphate buffer; acetonitrile at 37℃; for 4h; pH=7.4; Kinetics;79%
(E)-methyl 3-(4-cyanophenyl)-2-((4-methyl-2-nitrophenoxy)methyl)acrylate

(E)-methyl 3-(4-cyanophenyl)-2-((4-methyl-2-nitrophenoxy)methyl)acrylate

4-methyl-2-nitrophenol
119-33-5

4-methyl-2-nitrophenol

Conditions
ConditionsYield
With GLUTATHIONE In aq. phosphate buffer; acetonitrile at 37℃; for 4h; pH=7.4; Kinetics;79%
(E)-methyl 2-((4-methyl-2-nitrophenoxy)methyl)-3-phenylacrylate
1151898-86-0

(E)-methyl 2-((4-methyl-2-nitrophenoxy)methyl)-3-phenylacrylate

4-methyl-2-nitrophenol
119-33-5

4-methyl-2-nitrophenol

Conditions
ConditionsYield
With GLUTATHIONE In aq. phosphate buffer; acetonitrile at 37℃; for 4h; pH=7.4; Kinetics;78%
p-cresol
106-44-5

p-cresol

A

1,4-dimethyl-8-oxatricyclo[7.3.1.02,7]trideca-2(7),3,5,11-tetraen-10-one

1,4-dimethyl-8-oxatricyclo[7.3.1.02,7]trideca-2(7),3,5,11-tetraen-10-one

B

4-methyl-2-nitrophenol
119-33-5

4-methyl-2-nitrophenol

C

2-(2-hydroxy-5-methyl-3-nitrophenyl)-4-methyl-6-nitrophenol
32039-28-4

2-(2-hydroxy-5-methyl-3-nitrophenyl)-4-methyl-6-nitrophenol

Conditions
ConditionsYield
With ammonium cerium(IV) nitrate In acetonitrile at 20℃; for 12h;A 10%
B 77%
C 12%
4-Methylanisole
104-93-8

4-Methylanisole

A

p-cresol
106-44-5

p-cresol

B

4-methyl-2-nitrophenol
119-33-5

4-methyl-2-nitrophenol

C

4-methoxy-3-nitrotoluene
119-10-8

4-methoxy-3-nitrotoluene

Conditions
ConditionsYield
With nitric acid In sulfuric acid at 25℃;A 7.3%
B 28.4%
C 73%
With nitric acid In sulfuric acid at 25℃;A 8.25%
B 32.5%
C 67.8%
With nitric acid In sulfuric acid at 25℃;A 8.2%
B 32.5%
C 67.8%
With nitric acid In sulfuric acid at 25℃; Rate constant; Product distribution; various acid concentrations and molar ratios;A 8.1%
B 31.2%
C 64.5%
(E)-methyl 3-(4-bromophenyl)-2-((4-methyl-2-nitrophenoxy)methyl)acrylate

(E)-methyl 3-(4-bromophenyl)-2-((4-methyl-2-nitrophenoxy)methyl)acrylate

4-methyl-2-nitrophenol
119-33-5

4-methyl-2-nitrophenol

Conditions
ConditionsYield
With GLUTATHIONE In aq. phosphate buffer; acetonitrile at 37℃; for 4h; pH=7.4; Kinetics;73%
p-cresol
106-44-5

p-cresol

nitro acetate
591-09-3

nitro acetate

A

4-methyl-2-nitrophenol
119-33-5

4-methyl-2-nitrophenol

B

4-methyl-4-nitrocyclohexa-2,5-dien-1-one
62622-59-7

4-methyl-4-nitrocyclohexa-2,5-dien-1-one

Conditions
ConditionsYield
In acetic anhydride at 22℃; Mechanism; NMR-investigation, also with AcO(15)NO2;A 70%
B n/a
2-(4-fluorophenoxy)-4-fluorophenol

2-(4-fluorophenoxy)-4-fluorophenol

A

p-cresol
106-44-5

p-cresol

B

4-methyl-2-nitrophenol
119-33-5

4-methyl-2-nitrophenol

C

4-methoxy-3-nitrotoluene
119-10-8

4-methoxy-3-nitrotoluene

Conditions
ConditionsYield
With nitric acid In sulfuric acid at 25℃; Product distribution; various acid concentration;A 8.1%
B 31.2%
C 68.8%
4-Methylanisole
104-93-8

4-Methylanisole

A

4-methyl-2-nitrophenol
119-33-5

4-methyl-2-nitrophenol

B

4-methoxy-3-nitrotoluene
119-10-8

4-methoxy-3-nitrotoluene

C

2,6-dinitro-p-cresol
609-93-8

2,6-dinitro-p-cresol

Conditions
ConditionsYield
With dinitrogen tetraoxide In dichloromethane at -30℃; for 1h; Nitration; demethylation;A 11%
B 61%
C 24%
With tetranitromethane; tetrabutylammonium perchlorate In acetonitrile at 25 - 30℃; for 6h; Irradiation; Title compound not separated from byproducts;A 6 % Spectr.
B 55 % Spectr.
C 39 % Spectr.
p-cresol
106-44-5

p-cresol

A

4-methyl-2-nitrophenol
119-33-5

4-methyl-2-nitrophenol

B

2,6-dinitro-p-cresol
609-93-8

2,6-dinitro-p-cresol

C

4-methyl-4-nitrocyclohexa-2,5-dien-1-one
62622-59-7

4-methyl-4-nitrocyclohexa-2,5-dien-1-one

Conditions
ConditionsYield
With Nitrogen dioxide In dichloromethane at -23℃; for 1h;A 8%
B 60%
C 32%
4-Methylanisole
104-93-8

4-Methylanisole

A

4-methyl-2-nitrophenol
119-33-5

4-methyl-2-nitrophenol

B

4-methoxy-3-nitrotoluene
119-10-8

4-methoxy-3-nitrotoluene

Conditions
ConditionsYield
With air; nitrogen(II) oxide In acetonitrile for 2h; Ambient temperature;A 16%
B 58%
With nitric acid; hydrazine at 25℃; Rate constant;A 42%
B 49%
With tetranitromethane; tetrabutylammonium perchlorate In dichloromethane at 25 - 30℃; for 6h; Irradiation; Title compound not separated from byproducts;A 39 % Spectr.
B 61 % Spectr.
With nitric acid; acetic acid
para-chlorotoluene
106-43-4

para-chlorotoluene

A

4-methyl-2-nitrophenol
119-33-5

4-methyl-2-nitrophenol

B

4-chloro-2-nitrotoluene
89-59-8

4-chloro-2-nitrotoluene

C

1-chloro-4-methyl-2-nitro-benzene
89-60-1

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

Conditions
ConditionsYield
With sulfuric acid; nitric acid In water at 25℃; for 3.83333h;A 9.3%
B 39.1%
C 31%
With sulfuric acid; nitric acid In water at 25℃; for 3.83333h; Title compound not separated from byproducts;A 9.3 % Chromat.
B 39.1 % Chromat.
C 31.0 % Chromat.
p-cresol
106-44-5

p-cresol

A

4-methyl-2-nitrophenol
119-33-5

4-methyl-2-nitrophenol

B

2-bromo-4-methyl-6-nitrophenol
20039-91-2

2-bromo-4-methyl-6-nitrophenol

Conditions
ConditionsYield
With bromine; silver nitrate In acetonitrile for 2h; Ambient temperature;A 23%
B 39%
p-cresol
106-44-5

p-cresol

A

4-methyl-2-nitrophenol
119-33-5

4-methyl-2-nitrophenol

B

2-iodo-4-methyl-6-nitrophenol
69492-91-7

2-iodo-4-methyl-6-nitrophenol

Conditions
ConditionsYield
With iodine; silver nitrate In acetonitrile for 2h; Ambient temperature;A 25%
B 37%
p-cresol
106-44-5

p-cresol

A

4-methyl resorcinol
496-73-1

4-methyl resorcinol

B

4-methyl-2-nitrophenol
119-33-5

4-methyl-2-nitrophenol

C

4-methyl-1,2-dihydroxybenzene
452-86-8

4-methyl-1,2-dihydroxybenzene

Conditions
ConditionsYield
With ammonium cerium(IV) nitrate; dihydrogen peroxide; sodium dodecyl-sulfate In acetic acid for 48h; Ambient temperature;A 22%
B 12%
C 30%
copper(II) bis(4-methyl-2-nitrosophenolato)

copper(II) bis(4-methyl-2-nitrosophenolato)

4-methyl-2-nitrophenol
119-33-5

4-methyl-2-nitrophenol

Conditions
ConditionsYield
With polymer-supported thiourea In acetone at 21℃; for 24h; Molecular sieve; Inert atmosphere;14%
piperidine
110-89-4

piperidine

(4-methyl-2-nitro-phenyl)-(2-nitro-phenyl)-ether
60671-88-7

(4-methyl-2-nitro-phenyl)-(2-nitro-phenyl)-ether

A

1-(2-nitrophenyl)piperidine
15822-77-2

1-(2-nitrophenyl)piperidine

B

4-methyl-2-nitrophenol
119-33-5

4-methyl-2-nitrophenol

piperidine
110-89-4

piperidine

(2,4-dinitro-phenyl)-(4-methyl-2-nitro-phenyl)-ether
6282-16-2

(2,4-dinitro-phenyl)-(4-methyl-2-nitro-phenyl)-ether

A

4-methyl-2-nitrophenol
119-33-5

4-methyl-2-nitrophenol

B

1-(2,4-dinitrophenyl)piperidine
839-93-0

1-(2,4-dinitrophenyl)piperidine

pyridine
110-86-1

pyridine

p-cresol
106-44-5

p-cresol

diethyl ether
60-29-7

diethyl ether

ethanol
64-17-5

ethanol

hexanitroethane
918-37-6

hexanitroethane

4-methyl-2-nitrophenol
119-33-5

4-methyl-2-nitrophenol

Conditions
ConditionsYield
at 0℃;
methanol
67-56-1

methanol

toluene-4-diazonium ; nitrate

toluene-4-diazonium ; nitrate

4-methyl-2-nitrophenol
119-33-5

4-methyl-2-nitrophenol

Conditions
ConditionsYield
unter vermindertem Druck;
p-cresol
106-44-5

p-cresol

tetranitromethane
509-14-8

tetranitromethane

4-methyl-2-nitrophenol
119-33-5

4-methyl-2-nitrophenol

Conditions
ConditionsYield
With pyridine; ethanol at 0℃;
p-cresol
106-44-5

p-cresol

hexanitroethane
918-37-6

hexanitroethane

4-methyl-2-nitrophenol
119-33-5

4-methyl-2-nitrophenol

Conditions
ConditionsYield
With pyridine; ethanol
4-methyl-2-nitrophenol
119-33-5

4-methyl-2-nitrophenol

3-amino-4-hydroxytoluene
95-84-1

3-amino-4-hydroxytoluene

Conditions
ConditionsYield
With hydrogen; palladium 10% on activated carbon In methanol at 23℃; for 5h;100%
Stage #1: 4-methyl-2-nitrophenol With sodium dithionite In aq. phosphate buffer; acetone at 37℃; for 0.5h; pH=7.4;
Stage #2: With disodium hydrogenphosphate; sodium dihydrogenphosphate
95%
With palladium 10% on activated carbon; hydrogen In methanol at 20℃; for 16h; Inert atmosphere;93%
4-methyl-2-nitrophenol
119-33-5

4-methyl-2-nitrophenol

2-bromoethanol
540-51-2

2-bromoethanol

2-(4-methyl-2-nitro-phenoxy)-ethanol
857070-70-3

2-(4-methyl-2-nitro-phenoxy)-ethanol

Conditions
ConditionsYield
With potassium carbonate In acetonitrile for 6h; Heating / reflux;100%
trifluoromethylsulfonic anhydride
358-23-6

trifluoromethylsulfonic anhydride

4-methyl-2-nitrophenol
119-33-5

4-methyl-2-nitrophenol

trifluoromethanesulfonic acid 4-methyl-2-nitrophenyl ester
195455-54-0

trifluoromethanesulfonic acid 4-methyl-2-nitrophenyl ester

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0℃; for 0.5h;100%
With triethylamine In dichloromethane at 0℃; for 2h;
4-methyl-2-nitrophenol
119-33-5

4-methyl-2-nitrophenol

2-bromo-4-methyl-6-nitrophenol
20039-91-2

2-bromo-4-methyl-6-nitrophenol

Conditions
ConditionsYield
With benzyltrimethylammonium tribromide; calcium carbonate In methanol; dichloromethane99%
With bromine; acetic acid95%
With aluminium trichloride; bromine In dichloromethane at 20℃;91%
4-methyl-2-nitrophenol
119-33-5

4-methyl-2-nitrophenol

acetic anhydride
108-24-7

acetic anhydride

4-methyl-2-nitrophenyl acetate
54646-55-8

4-methyl-2-nitrophenyl acetate

Conditions
ConditionsYield
With Zn(N4,N4'-di(pyridin-4-yl)biphenyl-4,4'-dicarboxamide)(5-aminoisophthalate) In dichloromethane at 20℃; for 8h;99%
With bismuth oxide perchlorate at 20℃; for 1h;82%
With magnesium(II) perchlorate at 80℃; for 0.5h;70%
4-methyl-2-nitrophenol
119-33-5

4-methyl-2-nitrophenol

methyl (Z)-2-(bromomethyl)-3-(4-nitrophenyl)-2-propenoate
137104-37-1

methyl (Z)-2-(bromomethyl)-3-(4-nitrophenyl)-2-propenoate

(E)-methyl 2-((4-methyl-2-nitrophenoxy)methyl)-3-(4-nitrophenyl)acrylate

(E)-methyl 2-((4-methyl-2-nitrophenoxy)methyl)-3-(4-nitrophenyl)acrylate

Conditions
ConditionsYield
With caesium carbonate In acetonitrile at 20℃; Inert atmosphere;99%
4-methyl-2-nitrophenol
119-33-5

4-methyl-2-nitrophenol

4-methoxy-benzoyl chloride
100-07-2

4-methoxy-benzoyl chloride

C15H13NO5
1290636-80-4

C15H13NO5

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃; for 1h;98%
4-methyl-2-nitrophenol
119-33-5

4-methyl-2-nitrophenol

(Z)-methyl 2-(bromomethyl)-3-phenylacrylate
103669-71-2

(Z)-methyl 2-(bromomethyl)-3-phenylacrylate

(E)-methyl 2-((4-methyl-2-nitrophenoxy)methyl)-3-phenylacrylate
1151898-86-0

(E)-methyl 2-((4-methyl-2-nitrophenoxy)methyl)-3-phenylacrylate

Conditions
ConditionsYield
With caesium carbonate In acetonitrile at 20℃; Inert atmosphere;97%
With potassium carbonate In acetonitrile at 20℃; for 1h;95%
4-methyl-2-nitrophenol
119-33-5

4-methyl-2-nitrophenol

2,6-dinitro-p-cresol
609-93-8

2,6-dinitro-p-cresol

Conditions
ConditionsYield
With Nitrogen dioxide In dichloromethane at -23℃; for 1h;96%
formaldehyd
50-00-0

formaldehyd

4-methyl-2-nitrophenol
119-33-5

4-methyl-2-nitrophenol

6-bromomethyl-4-methyl-2-nitrophenol
185062-86-6

6-bromomethyl-4-methyl-2-nitrophenol

Conditions
ConditionsYield
With hydrogen bromide; acetic anhydride; acetic acid at 80℃; for 24h;96%
Cyclohexyl isocyanide
931-53-3

Cyclohexyl isocyanide

4-methyl-2-nitrophenol
119-33-5

4-methyl-2-nitrophenol

propionaldehyde
123-38-6

propionaldehyde

4-chlorobenzylamine
104-86-9

4-chlorobenzylamine

2-(N-(4-chlorobenzyl)-N-(4-methyl-2-nitrophenyl)amino)-N-cyclohexylbutanamide

2-(N-(4-chlorobenzyl)-N-(4-methyl-2-nitrophenyl)amino)-N-cyclohexylbutanamide

Conditions
ConditionsYield
In methanol at 60℃; for 72h;96%
In methanol at 60℃; Ugi-Smiles coupling;96%
methyl (Z)-4-(bromomethyl)-3-(4-fluorophenyl)-2-propenoate
1010396-60-7

methyl (Z)-4-(bromomethyl)-3-(4-fluorophenyl)-2-propenoate

4-methyl-2-nitrophenol
119-33-5

4-methyl-2-nitrophenol

(E)-methyl 3-(4-fluorophenyl)-2-((4-methyl-2-nitrophenoxy)methyl)acrylate
1151899-38-5

(E)-methyl 3-(4-fluorophenyl)-2-((4-methyl-2-nitrophenoxy)methyl)acrylate

Conditions
ConditionsYield
With caesium carbonate In acetonitrile at 20℃; Inert atmosphere;96%
With potassium carbonate In acetonitrile at 20℃; for 1h;90%
4-methyl-2-nitrophenol
119-33-5

4-methyl-2-nitrophenol

methyl (2Z)-2-(bromomethyl)-3-(4-methoxyphenyl)prop-2-enoate
213999-88-3

methyl (2Z)-2-(bromomethyl)-3-(4-methoxyphenyl)prop-2-enoate

(E)-methyl 3-(4-methoxyphenyl)-2-((4-methyl-2-nitrophenoxy)methyl)acrylate
1151899-28-3

(E)-methyl 3-(4-methoxyphenyl)-2-((4-methyl-2-nitrophenoxy)methyl)acrylate

Conditions
ConditionsYield
With caesium carbonate In acetonitrile at 20℃; Inert atmosphere;96%
With potassium carbonate In acetonitrile at 20℃; for 1h;92%
4-methyl-2-nitrophenol
119-33-5

4-methyl-2-nitrophenol

1-Bromo-2-chloroethane
107-04-0

1-Bromo-2-chloroethane

1-(2-chloro-ethoxy)-4-methyl-2-nitro-benzene
1070770-78-3

1-(2-chloro-ethoxy)-4-methyl-2-nitro-benzene

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 120℃; for 5h;96%
With potassium carbonate In N,N-dimethyl-formamide at 20℃;
4-methyl-2-nitrophenol
119-33-5

4-methyl-2-nitrophenol

benzyl alcohol
100-51-6

benzyl alcohol

5-methyl-2-phenyl-1,3-benzoxazole
7420-86-2

5-methyl-2-phenyl-1,3-benzoxazole

Conditions
ConditionsYield
With Au NCs/TiO2 In toluene at 130℃; for 24h; Inert atmosphere;96%
With triscarbonyl‐(η4–3,4‐bis(4‐methoxyphenyl)‐2,5‐diphenylcyclopenta‐2,4‐dienone)iron; trimethylamine-N-oxide In o-xylene at 150℃; for 24h; Solvent; Sealed tube; Inert atmosphere;89%
With 1,1'-bis-(diphenylphosphino)ferrocene In toluene at 150℃; for 24h; Inert atmosphere;79%
4-methyl-2-nitrophenol
119-33-5

4-methyl-2-nitrophenol

2-iodo-4-methyl-6-nitrophenol
69492-91-7

2-iodo-4-methyl-6-nitrophenol

Conditions
ConditionsYield
With sodium hydrogencarbonate; N,N,N-trimethylbenzenemethanaminium dichloroiodate In methanol; dichloromethane for 6h; Ambient temperature;95%
With iodine; sodium hydrogencarbonate In water at 95℃; for 2.5h;88%
With Iodine monochloride; acetic acid
4-methyl-2-nitrophenol
119-33-5

4-methyl-2-nitrophenol

benzoyl chloride
98-88-4

benzoyl chloride

4-benzoyloxy-3-nitrotoluene
177179-93-0

4-benzoyloxy-3-nitrotoluene

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃; for 1h;95%
With pyridine
With pyridine at 20℃; for 4h;
4-methyl-2-nitrophenol
119-33-5

4-methyl-2-nitrophenol

prenyl bromide
870-63-3

prenyl bromide

4-methyl-1-[(3-methylbut-2-en-1-yl)oxy]-2-nitrobenzene

4-methyl-1-[(3-methylbut-2-en-1-yl)oxy]-2-nitrobenzene

Conditions
ConditionsYield
With potassium carbonate In acetone Heating;95%
4-methyl-2-nitrophenol
119-33-5

4-methyl-2-nitrophenol

methyl (2Z)-2-(bromomethyl)-3-(2-chlorophenyl)prop-2-enoate
330442-80-3

methyl (2Z)-2-(bromomethyl)-3-(2-chlorophenyl)prop-2-enoate

C18H16ClNO5
1151899-32-9

C18H16ClNO5

Conditions
ConditionsYield
With potassium carbonate In acetonitrile at 20℃; for 1h;93%
methyl (2Z)-2-(bromomethyl)-3-(4-bromophenyl)prop-2-enoate

methyl (2Z)-2-(bromomethyl)-3-(4-bromophenyl)prop-2-enoate

4-methyl-2-nitrophenol
119-33-5

4-methyl-2-nitrophenol

(E)-methyl 3-(4-bromophenyl)-2-((4-methyl-2-nitrophenoxy)methyl)acrylate

(E)-methyl 3-(4-bromophenyl)-2-((4-methyl-2-nitrophenoxy)methyl)acrylate

Conditions
ConditionsYield
With caesium carbonate In acetonitrile at 20℃; Inert atmosphere;93%
4-methyl-2-nitrophenol
119-33-5

4-methyl-2-nitrophenol

benzyl bromide
100-39-0

benzyl bromide

1-(benzyloxy)-4-methyl-2-nitrobenzene
100866-84-0

1-(benzyloxy)-4-methyl-2-nitrobenzene

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 2h;93%
4-bromoethylbutanoate
2969-81-5

4-bromoethylbutanoate

4-methyl-2-nitrophenol
119-33-5

4-methyl-2-nitrophenol

4-(4-methyl-2-nitrophenoxy)butyric acid ethyl ester
874210-51-2

4-(4-methyl-2-nitrophenoxy)butyric acid ethyl ester

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide for 24h; Heating;92.3%
4-methyl-2-nitrophenol
119-33-5

4-methyl-2-nitrophenol

methyl (Z)-2-(bromomethyl)-3-(4-cyanophenyl)prop-2-enoate

methyl (Z)-2-(bromomethyl)-3-(4-cyanophenyl)prop-2-enoate

(E)-methyl 3-(4-cyanophenyl)-2-((4-methyl-2-nitrophenoxy)methyl)acrylate

(E)-methyl 3-(4-cyanophenyl)-2-((4-methyl-2-nitrophenoxy)methyl)acrylate

Conditions
ConditionsYield
With caesium carbonate In acetonitrile at 20℃; Inert atmosphere;92%
1-bromo-octane
111-83-1

1-bromo-octane

4-methyl-2-nitrophenol
119-33-5

4-methyl-2-nitrophenol

4-methyl-2-nitro-1-octyloxybenzene
874210-47-6

4-methyl-2-nitro-1-octyloxybenzene

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide; acetone at 90℃; for 72h;91%
4-methyl-2-nitrophenol
119-33-5

4-methyl-2-nitrophenol

methyl (2Z)-2-(bromomethyl)-3-(4-methylphenyl)prop-2-enoate
139413-76-6

methyl (2Z)-2-(bromomethyl)-3-(4-methylphenyl)prop-2-enoate

C19H19NO5
1151899-26-1

C19H19NO5

Conditions
ConditionsYield
With potassium carbonate In acetonitrile at 20℃; for 1h;91%
4-methyl-2-nitrophenol
119-33-5

4-methyl-2-nitrophenol

methyl (2Z)-2-(bromomethyl)-3-(4-chlorophenyl)prop-2-enoate
139413-75-5

methyl (2Z)-2-(bromomethyl)-3-(4-chlorophenyl)prop-2-enoate

C18H16ClNO5
1151899-36-3

C18H16ClNO5

Conditions
ConditionsYield
With potassium carbonate In acetonitrile at 20℃; for 1h;91%

4-Methyl-2-nitrophenol Chemical Properties

2-NITRO-p-CRESOL's MF: C7H7NO3
2-NITRO-p-CRESOL's MW: 153.14
mp: 32-35 °C(lit.)
Fp: 227 °F
bp: 234 °C
EINECS: 204-315-6
density: 1.24 g/mL at 25 °C(lit.)
solubility: SLIGHTLY SOLUBLE
Water Solubility: SLIGHTLY SOLUBLE 
Synonyms: 2-Nitro-4-cresol;2-nitro-p-creso;4-methyl-2-nitro-pheno;4-Metyl-2-mitrophenol;o-Nitro-p-methylphenol;p-Cresol, 2-nitro-;Phenol,4-methyl-2-nitro-;O-NITRO-P-CRESOL

4-Methyl-2-nitrophenol Uses

2-NITRO-p-CRESOL is used as dye intermediates and producing dacron whitening agent intermediates.

4-Methyl-2-nitrophenol Toxicity Data With Reference

1.   

orl-rat LD50:3360 mg/kg

   HURC**    Huntingdon Research Center Reports .(Brooklandville, MD.: )1972.
2.   RTECS  GP2800000

4-Methyl-2-nitrophenol Consensus Reports

Reported in EPA TSCA Inventory.

4-Methyl-2-nitrophenol Safety Profile

Moderately toxic by ingestion. Potentially explosive reaction with sodium hydroxide + sodium carbonate + methanol. When heated to decomposition it emits toxic fumes of NOx. See also NITRO COMPOUNDS of AROMATIC HYDROCARBONS.
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26-36-45-28A
RIDADR  UN 2446 6.1/PG 3
WGK Germany  2
Hazard Note  Irritant
HazardClass  6.1
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