4-Nitrophenol
A phenol with hydroxyl and nitro groups opposite one another on the ring.
- Formula
- C6H5NO3
- Functional group
- Phenols; Nitroarenes
- Molar mass
- 139.11 g/mol
- Also known as
- p-Nitrophenol, 4-Hydroxynitrobenzene, 4-硝基苯酚, 对硝基苯酚
Overview
A phenol with hydroxyl and nitro groups opposite one another on the ring.
The para nitro group influences the stability of the phenoxide conjugate base through electron withdrawal and conjugation. Its OH and nitro groups are too far apart for the adjacent-group intramolecular hydrogen bond available to 2-nitrophenol. Substituent position therefore matters as well as functional-group identity.
Identifiers
- Formula
- C6H5NO3
- Functional group
- Phenols; Nitroarenes
- Molar mass
- 139.11 g/mol
- Also known as
- p-Nitrophenol, 4-Hydroxynitrobenzene, 4-硝基苯酚, 对硝基苯酚
Chemical identifiers
- SMILES
- C1=CC(=CC=C1[N+](=O)[O-])O
- InChI
- InChI=1S/C6H5NO3/c8-6-3-1-5(2-4-6)7(9)10/h1-4,8H
- PubChem CID
- 980
Related compounds
- Phenols
A phenol with hydroxyl and nitro groups opposite one another on the ring.
- Nitroarenes
A phenol with hydroxyl and nitro groups opposite one another on the ring.
References
- PubChem Compound Summary: 4-Nitrophenol (CID 980)National Center for Biotechnology Information · PubChem
Identity, molecular formula, molecular weight and selected English aliases retrieved via PUG REST on 2026-09-16. Chinese search names are curated nomenclature translations. Unspecified stereochemistry remains unspecified.
- OpenStax Organic Chemistry: Properties of alcohols and phenolsJohn McMurry · OpenStax · 2023
Supports the qualitative structural interpretation of the recorded molecular structure; no new physical measurement or verified preparative yield is claimed.
- OpenStax Organic Chemistry: Substituent effects in electrophilic substitutionsJohn McMurry · OpenStax · 2023
Supports the qualitative structure and reactivity context; identity and numerical measurements retain their original references.