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3-Nitrophenol

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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
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3-Nitrophenol Chemical Properties

Melting point:
89-95 °C
Boiling point:
194 °C70 mm Hg(lit.)
Density 
1,49 g/cm3
refractive index 
1.5723 (estimate)
Flash point:
102°C
storage temp. 
Store at +5°C to +30°C.
solubility 
13.5g/l insoluble
pka
8.28(at 25℃)
form 
Crystalline Powder
color 
Yellow to brown
PH
6.6-8.6 (H2O, 20℃)
PH Range
6.6(colourless)-8.6(yellow/orange)
Water Solubility 
13.5 g/L (25 ºC)
λmax
570nm
Merck 
14,6618
BRN 
1907946
Major Application
Display 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
InChIKey
RTZZCYNQPHTPPL-UHFFFAOYSA-N
CAS DataBase Reference
554-84-7(CAS DataBase Reference)
NIST Chemistry Reference
Phenol, 3-nitro-(554-84-7)
EPA Substance Registry System
m-Nitrophenol (554-84-7)
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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 Temperature
400 °C
Hazard Note 
Harmful/Irritant
TSCA 
Yes
HazardClass 
6.1
PackingGroup 
III
HS Code 
29089000
Hazardous Substances Data
554-84-7(Hazardous Substances Data)
Toxicity
LD50 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

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3-Nitrophenol Usage And Synthesis

Chemical Properties

yellow to brown crystalline powder

Uses

3-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.

Uses

As indicator in 0.3% solution in 50% alcohol. pH: 6.8 colorless, 8.6 yellow.

Definition

ChEBI: 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 Description

Colorless to pale yellow crystalline solid. Sinks in and mixes with water.

Air & Water Reactions

Water insoluble.

Reactivity Profile

3-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.

Hazard

Toxic by ingestion.

Health Hazard

INHALATION: 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 Hazard

Special Hazards of Combustion Products: Dangerous toxic fumes of NO x

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. See also other nitrophenol entries.

Purification Methods

Crystallise 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.]

3-Nitrophenol Preparation Products And Raw materials

Preparation Products

Raw materials

3-NitrophenolSupplier