3-Nitrophenol

3-Nitrophenol Basic information
Product Name:3-Nitrophenol
Synonyms:3-Hydroxy-1-nitrobenzene;3-NITROPHENOL;M-NITROPHENOL;M-NITROPHENOL INDICATOR;1-Hydroxy-3-nitrobenzene;3-Hydroxynitrobenzene;m-nitrophenol[qr];Phenol, m-nitro-
CAS:554-84-7
MF:C6H5NO3
MW:139.11
EINECS:209-073-5
Product Categories:Nitro;Pharmaceutical Intermediates;Aromatic Phenols;Phenoles and thiophenoles;Analytical Chemistry;Indicator (pH);pH Indicators;Organic Building Blocks;Oxygen Compounds;Phenols;Essential Chemicals;Reagent Plus;Routine Reagents
Mol File:554-84-7.mol
3-Nitrophenol Structure
3-Nitrophenol Chemical Properties
Melting point 96-98 °C (lit.)
Boiling point 194 °C/70 mmHg (lit.)
density 1,49 g/cm3
refractive index 1.5723 (estimate)
Fp 102°C
storage temp. Store at +5°C to +30°C.
solubility 13.5g/l insoluble
pka8.28(at 25℃)
form Crystalline Powder
color Yellow to brown
PH6.6-8.6 (H2O, 20℃)
PH Range6.6(colourless)-8.6(yellow/orange)
Water Solubility 13.5 g/L (25 ºC)
λmax570nm
Merck 14,6618
BRN 1907946
Major ApplicationDisplay device, semiconductor device, sensors, high voltage capacitors, energetic materials, electrolyte batteries, inks, correction fluid, detergent, leak detection method, lubricants, insecticide, food storage, inhibition of amyloidoses, detect bacterialinfection, drugs, material for evaluating dental caries activity
InChIKeyRTZZCYNQPHTPPL-UHFFFAOYSA-N
CAS DataBase Reference554-84-7(CAS DataBase Reference)
NIST Chemistry ReferencePhenol, 3-nitro-(554-84-7)
EPA Substance Registry Systemm-Nitrophenol (554-84-7)
Safety Information
Hazard Codes Xn,Xi
Risk Statements 22-38-41-36/37/38-33-20/21/22
Safety Statements 26-36/37-45-36/37/39-22-28
RIDADR UN 1663 6.1/PG 3
WGK Germany 3
RTECS SM1925000
8
Autoignition Temperature400 °C
Hazard Note Harmful/Irritant
TSCA Yes
HazardClass 6.1
PackingGroup III
HS Code 29089000
Hazardous Substances Data554-84-7(Hazardous Substances Data)
ToxicityLD50 orally in mice, rats: 1414, 933 mg/kg, K. C. Back et al., Reclassification of Materials Listed as Transportation Health Hazards (TSA-20-72-3; PB214-270, 1972)
MSDS Information
ProviderLanguage
3-Hydroxy-1-nitrobenzene English
SigmaAldrich English
ACROS English
ALFA English
3-Nitrophenol Usage And Synthesis
Chemical Propertiesyellow to brown crystalline powder
Uses3-Nitrophenol is a chemical reagent used in various organic syntheses. Used in the synthesis of RAGE inhibitors via the etherification of phenols. Also used in the synthesis of kinase inhibitors again st epidermal growth factor receptor T790M mutation.
UsesAs indicator in 0.3% solution in 50% alcohol. pH: 6.8 colorless, 8.6 yellow.
Uses3-Nitrophenol is a chemical reagent used in various organic syntheses. Used in the synthesis of RAGE inhibitors via the etherification of phenols. Also used in the synthesis of kinase inhibitors against epidermal growth factor receptor T790M mutation.
DefinitionChEBI: A member of the class of 3-nitrophenols that is phenol in which one of the hydrogens that is meta to the hydroxy group has been replaced by a nitro group.
Synthesis Reference(s)Tetrahedron Letters, 36, p. 5117, 1995 DOI: 10.1016/0040-4039(95)00963-D
General DescriptionColorless to pale yellow crystalline solid. Sinks in and mixes with water.
Air & Water ReactionsWater insoluble.
Reactivity Profile3-Nitrophenol is a light-yellow, crystalline material, toxic and irritant. When heated to decomposition 3-Nitrophenol emits toxic fumes of oxides of nitrogen [Lewis, 3rd ed., 1993, p. 941]. Phenols do not behave as organic alcohols, as one might guess from the presence of a hydroxyl (-OH) group in their structure. Instead, they react as weak organic acids. Phenols and cresols are much weaker as acids than common carboxylic acids (phenol has Ka = 1.3 x 10^[-10]). These materials are incompatible with strong reducing substances such as hydrides, nitrides, alkali metals, and sulfides. Flammable gas (H2) is often generated, and the heat of the reaction may ignite the gas. Heat is also generated by the acid-base reaction between phenols and bases.
HazardToxic by ingestion.
Health HazardINHALATION: Inhalation or ingestion causes headaches, drowsiness, nausea, and blue color in lips, ears, and finger nails (cyanosis). EYES: Contact with eyes causes irritation. SKIN: Can be absorbed through intact skin to give same symptoms as for inhalation.
Fire HazardSpecial Hazards of Combustion Products: Dangerous toxic fumes of NO x
Safety ProfilePoison 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. See also other nitrophenol entries.
Purification MethodsCrystallise 3-nitrophenol from water, CHCl3, CS2, EtOH or pet ether (b 80-100o), and dry it under vacuum over P2O5 at room temperature. It can also be distilled at low pressure. The 4-nitrobenzoate had m 174o (from EtOH). [Beilstein 6 IV 1269.]
PICRIC ACID 4-NITROPHENOL 3-Nitrobenzonitrile 2-Amino-3-nitrophenol 3-Nitrophenol Nitrophenol Sodium 3-nitrobenzenesulphonate 3-Nitroacetophenone 2,4-Dinitrophenol 4-CHLORO-3-NITROPHENOL 4-Nitrophenol Nitrobenzene 3-Nitrotoluene 4-METHYL-3-NITROPHENOL CHLOROPHOSPHONAZO III 4-tert-Butyl-2-nitrophenol 2-Methyl-3-nitrophenol 1,3-Dinitrobenzene

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