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.

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.