4-Nitrophenol, 99%
4-Nitrophenol, 99%
4-Nitrophenol, 99%
Thermo Scientific Chemicals

4-Nitrophenol, 99%

CAS: 100-02-7 | C6H5NO3 | 139.11 g/mol
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Catalog number A14376.0B
also known as A14376-0B
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Price (EUR)
79,65
Online Exclusive
88,70
Save 9,05 (10%)
Each
Chemical Identifiers
CAS100-02-7
IUPAC Name4-nitrophenol
Molecular FormulaC6H5NO3
InChI KeyBTJIUGUIPKRLHP-UHFFFAOYSA-N
SMILESOC1=CC=C(C=C1)[N+]([O-])=O
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SpecificationsSpecification SheetSpecification Sheet
Appearance (Color)White to cream to yellow to brown
Assay (GC)≥98.5%
FormCrystals, crystalline/granular powder and/or chunks
Identification (FTIR)Conforms
Melting Point (clear melt)108-116?C
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.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Applications
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.

Solubility
Freely soluble in alcohol, chloroform, ether. Freely soluble in acetone. Slightly soluble in water.

Notes
Incompatible with strong oxidizing agents and strong bases.
RUO – Research Use Only

General References:

  1. Acid-base indicator: pH 5.6 - 7.6.
  2. Forms active esters with N-protected amino acids, useful in peptide synthesis; see, for example: J. Org. Chem., 62, 1356 (1997). For peptide reagents, see Appendix 6.
  3. Suzuki-type coupling of the triflate with various arylboronic acids gives biaryl derivatives: Tetrahedron, 45, 6679 (1984). For an example of Stille coupling of the triflate with an arylstannane, catalyzed by trans-Dichlorobis(triphenyl phosphine) palladium(II) , 10491, see: Org. Synth. Coll., 9, 553 (1998).
  4. Ye, W.; Yu, J.; Zhou, Y.; Gao, D.; Wang, D.; Wang, C.; Xue, D. Green synthesis of Pt-Au dendrimer-like nanoparticles supported on polydopamine-functionalized graphene and their high performance toward 4- nitrophenol reduction. Appl. Catal., B 2015, 181, 371-378.
  5. Chaudhary, S.; Kumar, S.; Mehta, S. K. Glycol modified gadolinium oxide nanoparticles as a potential template for selective and sensitive detection of 4-nitrophenol. J. Mater. Chem. C 2015, 3 (34), 8824-8833.