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139815

Sigma-Aldrich

4-Methyl-3-nitrophenol

98%

Synonym(s):

3-Nitro-4-methylphenol, 3-Nitro-p-cresol, 4-Hydroxy-2-nitrotoluene, 4-Methyl-5-nitrophenol, NSC 41205

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About This Item

Linear Formula:
CH3C6H3(NO2)OH
CAS Number:
Molecular Weight:
153.14
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

98%

mp

78-81 °C (lit.)

SMILES string

Cc1ccc(O)cc1[N+]([O-])=O

InChI

1S/C7H7NO3/c1-5-2-3-6(9)4-7(5)8(10)11/h2-4,9H,1H3

InChI key

BQEXDUKMTVYBRK-UHFFFAOYSA-N

Application

4-Methyl-3-nitrophenol was used as standard during the determination of nitrophenols. It was used as starting reagent during the synthesis of 1-methyl-2-nitro-4-(tetrahydropyranyloxy)benzene.
Reactant for:
  • Protein micro- and nanopatterning
  • Preparation of biologically and pharmacologically active molecules
  • Selective tetrahydropyranylation under non-acidic Mitsunobu conditions

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Determination of nitrophenols in rain and snow.
Alber M, et al.
Fresenius' Zeitschrift fur Analytische Chemie, 334(6), 540-545 (1989)
Synthesis of arcyriarubin B and related bisindolylmaleimides.
Brenner M, et al.
Tetrahedron, 44(10), 2887-2892 (1988)
Belinda Huerta et al.
Aquatic toxicology (Amsterdam, Netherlands), 219, 105380-105380 (2019-12-20)
Population control of invasive sea lamprey relies heavily on lampricide treatment of infested streams. The lampricide 3-trifluoromethyl-4-nitrophenol (TFM) is thought to impair mitochondrial ATP production through uncoupling oxidative phosphorylation. However, the effect of TFM on the entire electron transport chain

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