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3-Nitrophenol
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Name

3-Nitrophenol

 EINECS 209-073-5
CAS No. 554-84-7 Density 1.49 g/cm3
PSA 66.05000 LogP 1.82360
Solubility 13.5 g/L (25 °C) in water Melting Point 89-95 °C
Formula C6H5NO3 Boiling Point 277.6 °C at 760 mmHg
Molecular Weight 139.111 Flash Point 126.9 °C
Transport Information UN 1663 6.1/PG 3 Appearance yellow to brown crystalline powder
Safety 26-36/37-45-36/37/39-22-28 Risk Codes 22-38-41-36/37/38-33-20/21/22
Molecular Structure Molecular Structure of 554-84-7 (3-Nitrophenol) Hazard Symbols HarmfulXn,IrritantXi
Synonyms

Phenol,m-nitro- (8CI);1-Hydroxy-3-nitrobenzene;3-Hydroxynitrobenzene;m-Hydroxynitrobenzene;m-Nitrophenol;

Article Data 277

3-Nitrophenol Synthetic route

13331-27-6

m-nitrobenzene boronic acid

554-84-7

meta-nitrophenol

Conditions
ConditionsYield
With dihydrogen peroxide In water at 30℃; Green chemistry;99%
With 2,5-dimethylfuran; zinc(II) phthalocyanine; oxygen In tetrahydrofuran at 25℃; under 760.051 Torr; for 1.5h; Irradiation; Sealed tube; Schlenk technique;98%
With water; 3-chloro-benzenecarboperoxoic acid In ethanol at 20℃; for 6h;97%
32578-25-9

trifluoromethanesulfonic acid 3-nitrophenyl ester

554-84-7

meta-nitrophenol

Conditions
ConditionsYield
With tetraethylammonium hydroxide In 1,4-dioxane at 20℃; for 1h;99%
With caesium carbonate In toluene at 80℃; for 15h;85%
645-00-1

m-iodonitrobenzene

554-84-7

meta-nitrophenol

Conditions
ConditionsYield
Stage #1: m-iodonitrobenzene With copper(l) iodide; 2-methyl-8-quinolinol; tetra(n-butyl)ammonium hydroxide In water; dimethyl sulfoxide at 70℃; for 5h;
Stage #2: With hydrogenchloride In water; N,N-dimethyl-formamide at 20℃;		98%
With glycolic Acid; copper hydroxide; sodium hydroxide In water; dimethyl sulfoxide at 120℃; for 6h; Inert atmosphere; Schlenk technique;97%
Stage #1: m-iodonitrobenzene 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 15h; Inert atmosphere;		88%

potassium 3-nitrophenyltrifluoroborate

554-84-7

meta-nitrophenol

Conditions
ConditionsYield
With Oxone; water In acetone at 20℃; for 0.0333333h;98%
58621-55-9

1-allyloxy-3-nitro-benzene

554-84-7

meta-nitrophenol

Conditions
ConditionsYield
With potassium hydroxide In methanol at 20℃; for 9h;97%
With bis(benzonitrile)palladium(II) dichloride In benzene for 20h; Heating;90%
28659-20-3

3-(2-tetrahydropyranyloxy)nitrobenzene

554-84-7

meta-nitrophenol

Conditions
ConditionsYield
With acid-washed bentonite In acetone at 40 - 50℃; for 0.833333h;97%
With montmorillonite K-10 In methanol at 40 - 50℃; for 0.4h;96%
1523-06-4

3-nitrophenyl acetate

554-84-7

meta-nitrophenol

Conditions
ConditionsYield
silica gel; toluene-4-sulfonic acid In water; toluene at 80℃; for 8h;96%
With lithium aluminium tetrahydride In diethyl ether for 2h; Heating;70%
With water In acetonitrile for 3h; Irradiation;
1441-07-2

p-Nitrophenylvinylether

554-84-7

meta-nitrophenol

Conditions
ConditionsYield
With acetic acid; trifluoroacetic acid In water for 0.75h; Reflux;95%
24318-00-1

3-(benzyloxy)nitrobenzol

554-84-7

meta-nitrophenol

Conditions
ConditionsYield
With thiophene; sodium hydrogen sulfate; silica gel for 5h; Heating;94%
With methyl-phenyl-thioether; trifluoroacetic acid In toluene at 20℃; for 36h;75%
With sulfosuccinic acid functionalized mesoporous silica In ethanol at 100℃;
621-52-3

1-ethoxy-3-nitrobenzene

554-84-7

meta-nitrophenol

Conditions
ConditionsYield
With 1-n-butyl-3-methylimidazolim bromide at 200 - 220℃; for 0.416667h; Microwave irradiation; Inert atmosphere;94%

3-Nitrophenol Chemical Properties

Molecular Structure of 3-Nitrophenol (CAS NO.554-84-7):

IUPAC Name: 3-nitrophenol 
Empirical Formula: C6H5NO3
Molecular Weight: 139.1088
EINECS: 209-073-5
Boiling Point: 277.6 °C at 760 mmHg 
Flash Point: 126.9 °C 
Index of Refraction: 1.612 
Molar Refractivity: 34.67 cm3 
Molar Volume: 99.7 cm3 
Surface Tension: 60.2 dyne/cm 
Density: 1.395 g/cm3 
Enthalpy of Vaporization: 53.69 kJ/mol 
Vapour Pressure: 0.00266 mmHg at 25°C 
Water Solubility: 13.5 g/L (25°C )
Merck: 14,6619
BRN: 1907946
Melting point: 89-95 °C
Product Categories: Aromatic Phenols; Phenoles and thiophenoles; Analytical Chemistry; Indicator (pH); pH Indicators; Organic Building Blocks; Oxygen Compounds; Phenols; Essential Chemicals; Reagent Plus; Routine Reagents

3-Nitrophenol Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD50 intravenous 83mg/kg (83mg/kg)   "Prehled Prumyslove Toxikologie; Organicke Latky," Marhold, J., Prague, Czechoslovakia, Avicenum, 1986Vol. -, Pg. 675, 1986.
frog LDLo subcutaneous 160mg/kg (160mg/kg) BEHAVIORAL: TREMOR

BEHAVIORAL: MUSCLE WEAKNESS

BEHAVIORAL: ATAXIA		 Revue Medicale de la Suisse Romande. Vol. 16, Pg. 449, 1896.
guinea pig LDLo subcutaneous 500mg/kg (500mg/kg) BEHAVIORAL: MUSCLE WEAKNESS

BEHAVIORAL: COMA		 Revue Medicale de la Suisse Romande. Vol. 16, Pg. 449, 1896.
mammal (species unspecified) LD50 oral 250mg/kg (250mg/kg)   Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 45(10), Pg. 16, 1980.
mammal (species unspecified) LD50 skin 543mg/kg (543mg/kg)   Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 45(10), Pg. 16, 1980.
mouse LD50 oral 1070mg/kg (1070mg/kg)   Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 25(8), Pg. 50, 1981.
mouse LDLo intraperitoneal 70mg/kg (70mg/kg)   Revue Belge de Pathologie et de Medecine Experimentale. Vol. 22, Pg. 1, 1952.
rat LD50 oral 328mg/kg (328mg/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 500mg/kg (500mg/kg) BEHAVIORAL: MUSCLE WEAKNESS

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

3-Nitrophenol Consensus Reports

EPA Genetic Toxicology Program. Reported in EPA TSCA Inventory.

3-Nitrophenol Safety Profile

Poison by ingestion, subcutaneous, and intraperitoneal routes. Moderately toxic by skin contact. A skin and severe eye irritant. When heated to decomposition it emits toxic fumes of NOx.
The Hazard Codes of  3-Nitrophenol (CAS NO.554-84-7): HarmfulXn,IrritantXi
Hazard Note: Harmful/Irritant
HazardClass: 6.1
The Risk Statements information:
22:  Harmful if swallowed 
33:  Danger of cumulative effects  
38:  Irritating to the skin 
41:  Risk of serious damage to eyes 
20/21/22:  Harmful by inhalation, in contact with skin and if swallowed 
36/37/38:  Irritating to eyes, respiratory system and skin 
The Safety Statements information:
22:  Do not breathe dust 
26:  In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 
28:  After contact with skin, wash immediately with plenty of ... (to be specified by the manufacturer) 
45:  In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) 
36/37:  Wear suitable protective clothing and gloves 
36/37/39:  Wear suitable protective clothing, gloves and eye/face protection 
RIDADR: UN 1663 6.1/PG 3
WGK Germany: 3
RTECS: SM1925000
F: 8
PackingGroup: III
HS Code: 29089000

3-Nitrophenol Standards and Recommendations

DOT Classification:  6.1; Label: KEEP AWAY FROM FOOD

3-Nitrophenol Specification

  3-Nitrophenol , with CAS number of 554-84-7, can be called Phenol,m-nitro- (8CI) ; 1-Hydroxy-3-nitrobenzene ; 3-Hydroxynitrobenzene ; m-Hydroxynitrobenzene ; m-Nitrophenol . It is a yellow to brown crystalline powder, 3-Nitrophenol (CAS NO.554-84-7) is used as a medicine, dyes intermediates.

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