2-Nitrophenol
A phenol with a nitro group adjacent to the hydroxyl-bearing carbon.
- Formula
- C6H5NO3
- Functional group
- Phenols; Nitroarenes
- Molar mass
- 139.11 g/mol
- Also known as
- o-Nitrophenol, 2-Hydroxynitrobenzene, 2-硝基苯酚, 邻硝基苯酚
Overview
A phenol with a nitro group adjacent to the hydroxyl-bearing carbon.
The ortho arrangement allows the phenolic hydrogen to interact with a neighbouring nitro oxygen within the molecule. The nitro group also influences phenolic acidity through electron withdrawal. Its position distinguishes 2-nitrophenol from the para isomer despite their identical formulae.
Identifiers
- Formula
- C6H5NO3
- Functional group
- Phenols; Nitroarenes
- Molar mass
- 139.11 g/mol
- Also known as
- o-Nitrophenol, 2-Hydroxynitrobenzene, 2-硝基苯酚, 邻硝基苯酚
Chemical identifiers
- SMILES
- C1=CC=C(C(=C1)[N+](=O)[O-])O
- InChI
- InChI=1S/C6H5NO3/c8-6-4-2-1-3-5(6)7(9)10/h1-4,8H
- PubChem CID
- 6947
Related compounds
- Phenols
A phenol with a nitro group adjacent to the hydroxyl-bearing carbon.
- Nitroarenes
A phenol with a nitro group adjacent to the hydroxyl-bearing carbon.
References
- PubChem Compound Summary: 2-Nitrophenol (CID 6947)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.