431974
2,5-Dichloro-1,4-benzoquinone
98%
Synonym(s):
2,5-Dichloro-2,5-cyclohexadiene-1,4-dione, 2,5-Dichloro-p-benzoquinone
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About This Item
Empirical Formula (Hill Notation):
C6H2Cl2O2
CAS Number:
Molecular Weight:
176.98
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
EC Number:
210-453-8
MDL number:
Assay:
98%
Quality Level
assay
98%
mp
160-163 °C (lit.)
functional group
chloro, ketone
SMILES string
ClC1=CC(=O)C(Cl)=CC1=O
InChI
1S/C6H2Cl2O2/c7-3-1-5(9)4(8)2-6(3)10/h1-2H
InChI key
LNXVNZRYYHFMEY-UHFFFAOYSA-N
General description
2,5-Dichloro-1,4-benzoquinone (DCBQ) is a halogenated quinone. DCBQs are carcinogenic intermediates.They have benn identified as chlorination disinfection byproducts in drinking water. DCBQ has been reported to increse the decomposition of a model ROOH tert-butylhydroperoxide, via formation of t-butoxyl radicals. The isomers of the DCBQ dimer have been investigated for the non-covalent interactions (NCIs) by quantum chemical calculations. Halogen bond present in 2,5-dichloro-1,4-benzoquinone have been investigated by experimental as well as theoretical charge density analysis. Its reaction with pyrrolidine has been investigated.
Application
2,5-Dichloro-1,4-benzoquinone may be used in the following processes:
- As a starting material in the synthesis of asterriquinone D.
- As a model to study the utility of a novel photoreactor with LED (light-emitting diode) light source and a fibre-optic CCD (charge-coupled device) spectrophotometer.
- 2,5-dichloro-3,6-bi(3-indolyl)-1,4-hydroquinone synthesis by palladium catalyzed reaction with indole.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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A facile synthesis of asterriquinone D.
Tanoue Y, et al.
Journal of Heterocyclic Chemistry, 45(5), 1509-1509 (2008)
Unexpected Reaction of 2,5-Dichloro-1,4-benzoquinone with Pyrrolidine.
Chapyshev SV and Ibata T.
Mendeleev Communications, 4(4), 150-152 (1994)
Halogen bonding in 2, 5-Dichloro-1, 4-benzoquinone: Insights from experimental and theoretical charge density analysis.
Hathwar VR, et al.
Crystal Growth & Design, 11(5), 1855-1862 (2011)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 431974-1G | 04061825585215 |
| 431974-10G | 04061831810936 |