2,4-dinitrochlorobenzene

Also known as 1-Chloro-2,4-dinitrobenzene, DNCB, Cdnb, Chlorodinitrobenzene, 6-Chloro-1,3-dinitrobenzene, 4-Chloro-1,3-dinitrobenzene, 2,4-Dinitrophenyl chloride

2,4-Dinitrochlorobenzene (DNCB) is an organic compound with the chemical formula (O2N)2C6H3Cl. It is a yellow solid that is soluble in organic solvents. It is an intermediate for the industrial production of other compounds.

In the Vinony graph

Within Vinony's link graph, 2,4-dinitrochlorobenzene is referenced by 22 other articles, and connects out to International Standard Book Number, mass density and digital object identifier.

It sits within the topics Chembox image size set, Chlorobenzene derivatives and ECHA InfoCard ID from Wikidata.

Its subject is documented across 16 Wikipedia language editions.

Chemical data

Formula: C6H3ClN2O4
Molecular weight: 202.55 g/mol
IUPAC name: 1-chloro-2,4-dinitrobenzene
SMILES: C1=CC(=C(C=C1[N+](=O)[O-])[N+](=O)[O-])Cl
InChIKey: VYZAHLCBVHPDDF-UHFFFAOYSA-N
XLogP: 2.3
Polar surface area: 91.6 Å²
H-bond donors: 0
H-bond acceptors: 4
Formal charge: 0

via PubChem

Drug data · ChEMBL

Max clinical phase: Phase 1
Molecule type: Small molecule
Indications: HIV infection

via ChEMBL · EBI

Research

3,457 papers

TRPA1 Mediates Contact Hypersensitivity Induced by 2,4-Dinitrochlorobenzene.The Journal of investigative dermatology · 2023
Inhibitory Effect of Centella asiatica Extract on DNCB-Induced Atopic Dermatitis in HaCaT Cells and BALB/c Mice.Nutrients · 2020
Vasicine alleviates 2,4-dinitrochlorobenzene-induced atopic dermatitis and passive cutaneous anaphylaxis in BALB/c mice.Clinical immunology (Orlando, Fla.) · 2022
Polynucleotides Enhance Skin Barrier Function and Reduce Inflammation in a 2,4-Dinitrochlorobenzene-Induced Mouse Model of Atopic Dermatitis.Skin research and technology : official journal of International Society for Bioengineering and the Skin (ISBS) [and] International Society for Digital Imaging of Skin (ISDIS) [and] International Society for Skin Imaging (ISSI) · 2025
Protective Effect of Camellia japonica Extract on 2,4-Dinitrochlorobenzene (DNCB)-Induced Atopic Dermatitis in an SKH-1 Mouse Model.International journal of molecular sciences · 2025

via PubMed

Wikidata facts

Subclass of: chemical compound
Has part: chlorine
Mass: 201.978

Show 8 more facts

melting point: 50
chemical formula: C₆H₃ClN₂O₄
canonical SMILES: C1=CC(=C(C=C1[N+](=O)[O-])[N+](=O)[O-])Cl
Commons category: 1-Chloro-2,4-dinitrobenzene
density: 1.7
boiling point: 315
flash point: 186
refractive index: 1.5857

Sources (3)

via Wikidata · CC0

~1 min read

Encyclopedic overview

3 sections

Contents

Preparation and reactions
Safety
References

==Preparation and reactions== DNCB is produced commercially by the nitration of p-nitrochlorobenzene with a mixture of nitric and sulfuric acids. Other methods afford the compound less efficiently include the chlorination of 1,3-dinitrobenzene, nitration of o-nitrochlorobenzene and the dinitration of chlorobenzene.

Excerpted from Wikipedia’s “2,4-dinitrochlorobenzene” article, available under the CC BY-SA 4.0 licence.