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119-33-5

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Basic Information
CAS No.: 119-33-5
Name: 2-Nitro-p-cresol
Article Data: 170
Molecular Structure:
Molecular Structure of 119-33-5 (2-Nitro-p-cresol)
Formula: C7H7NO3
Molecular Weight: 153.137
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;
EINECS: 204-315-6
Density: 1.32 g/cm3
Melting Point: 32-35 °C(lit.)
Boiling Point: 231.1 °C at 760 mmHg
Flash Point: 108.3 °C
Solubility: slightly soluble in water
Appearance: yellow to brownish low melting crystalline mass
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38
Safety: 26-36-45-28A
Transport Information: UN 2446 6.1/PG 3
PSA: 66.05000
LogP: 2.13200
Synthetic route
106-44-5

p-cresol

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%
106-44-5

p-cresol

3251-29-4

cuprous nitrate

119-33-5

4-methyl-2-nitrophenol

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

p-cresol

A

119-33-5

4-methyl-2-nitrophenol

B

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
119-10-8

4-methoxy-3-nitrotoluene

119-33-5

4-methyl-2-nitrophenol

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

p-cresol

A

119-33-5

4-methyl-2-nitrophenol

B

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

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%
1151899-38-5

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

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%
540-80-7

tert.-butylnitrite

106-44-5

p-cresol

119-33-5

4-methyl-2-nitrophenol

Conditions
ConditionsYield
With water In tetrahydrofuran at 25℃; for 2.5h; Schlenk technique;82%
1151899-28-3

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

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

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%
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Chemistry

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

Uses

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

Toxicity Data With Reference

1.   

orl-rat LD50:3360 mg/kg

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

Consensus Reports

Reported in EPA TSCA Inventory.

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