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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)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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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