Home Categories Organic Chemistry p-Nitrophenol
A6168012

p-Nitrophenol , AR,98% , 100-02-7

Synonym(s):
p-Nitrophenol;p-Nitrophenol solution;4-Nitrophenol;Paracetamol Impurity F;p-Nitrophenol, 1-Hydroxy-4-nitrobenzol

CAS NO.:100-02-7

Empirical Formula: C6H5NO3

Molecular Weight: 139.11

MDL number: MFCD00007331

EINECS: 202-811-7

Update time: 2022-07-08

PRODUCT Properties

Melting point: 112 °C
Boiling point: 279 °C(lit.)
Density  1,27 g/cm3
vapor pressure  0.6 mm Hg ( 120 °C)
refractive index  1.5723 (estimate)
Flash point: 169 °C
storage temp.  2-8°C
solubility  ethanol: soluble95%, clear, dark yellow (100 mg/mL)
form  Crystalline Powder, Crystals and/or Chunks
pka 7.15(at 25℃)
color  Yellow to brown
Specific Gravity 1.479
Odor Odorless
PH Range 5.3(colorless)-7.6(Yellow)
PH 4.4 (5g/l, H2O, 24℃)(anhydrous substance)
Water Solubility  1.6 g/100 mL (25 ºC)
Sensitive  Light Sensitive
λmax 320nm, 405nm
Merck  14,6620
BRN  1281877
Henry's Law Constant 1.63 x 10-7 at 5 °C (average derived from six field experiments, Lüttke and Levsen, 1997)
Stability: Stable. Incompatible with strong oxidizing agents, strong bases, organics, combustible material, reducing agents. Combustible.
Major Application Display device, solar cells, nanoparticles, electrolytic capacitors, lithographic printing plate, leak detection method, falsification-proof security paper, correction fluid, detergent, fertilizer, identifying fresh and stale rice, diapers, detecting lactic acid bacteria, drug delivery, evaluating dental caries activity
CAS DataBase Reference 100-02-7(CAS DataBase Reference)
NIST Chemistry Reference Phenol, 4-nitro-(100-02-7)
EPA Substance Registry System p-Nitrophenol (100-02-7)

Description and Uses

4-Nitrophenol (also called p-nitrophenol or 4-hydroxynitrobenzene) is a phenolic compound that has a nitro group at the opposite position of hydroxyl group on the benzene ring. 4-Nitrophenol shows two polymorphs in the crystalline state. The alpha form is colorless pillars, unstable at room temperature, and stable toward sunlight. The beta form is yellow pillars, stable at room temperature, and gradually turns red upon irradiation of sunlight. Usually 4-nitrophenol exists as a mixture of these two forms. Generally, 4-nitrophenol is used in manufacturing of drugs (e.g., acetaminophen), fungicides, methyl and ethyl parathion insecticides, and dyes, and to darken leather.

4-Nitrophenol is used in dyestuff and pesticide synthesis, as a fungicide, bactericide, and wood preservative, as a chemical indicator, and as a substrate for experiments on cytochrome P450 2E1.
4-Nitrophenol is used as a precursor to prepare phenetidine, acetophenetidne and pH indicator. Its carboxylate ester derivatives are involved as an active component for the construction of amide moieties in peptide synthesis. It is used as an intermediate in the synthesis of paracetamol and N-acetyl-p-aminophenol dyestuffs.

Safety

Symbol(GHS) 
GHS07,GHS08
Signal word  Warning
Hazard statements  H302+H312+H332-H373
Precautionary statements  P260-P280-P301+P312-P302+P352+P312-P304+P340+P312-P314
Hazard Codes  Xn,T,F
Risk Statements  20/21/22-33-39/23/24/25-23/24/25-11
Safety Statements  28-28A-45-36/37-16-7
RIDADR  UN 1663 6.1/PG 3
WGK Germany  2
RTECS  SM2275000
8
Autoignition Temperature 541 °F
TSCA  Yes
HazardClass  6.1
PackingGroup  III
HS Code  29089000
Hazardous Substances Data 100-02-7(Hazardous Substances Data)
Toxicity LD50 orally in mice, rats: 467, 616 mg/kg, K.C. Back et al., Reclassification of Materials Listed as Transportation Health Hazards (TSA-20-72-3; PB214-270, 1972)

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