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Chloranil

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Identification
Molecular formula
C6H2Cl2O2
CAS number
118-75-2
IUPAC name
2,6-dichloro-1,4-benzoquinone
State
State

At room temperature, chloranil exists as a solid. It is stable and can be readily handled under normal conditions.

Melting point (Celsius)
293.00
Melting point (Kelvin)
566.00
Boiling point (Celsius)
350.00
Boiling point (Kelvin)
623.00
General information
Molecular weight
245.00g/mol
Molar mass
245.0040g/mol
Density
1.4550g/cm3
Appearence

Chloranil appears as a bright yellow to green crystalline solid. It has a distinctive coloration that can be used for identification. Under different lighting, it may show variations in hue from yellow to green.

Comment on solubility

Solubility of 2,6-dichloro-1,4-benzoquinone

2,6-dichloro-1,4-benzoquinone, a chlorinated aromatic compound, exhibits interesting solubility characteristics. It is known to be slightly soluble in water, which may be attributed to its nonpolar nature and the aromatic ring structure that stabilizes the compound.

When exploring its solubility in various solvents, a few key points emerge:

  • Organic Solvents: This compound displays better solubility in organic solvents such as ethanol, acetone, and chloroform.
  • Low Affinity for Water: Due to the presence of chlorine substituents, the molecule's polarity does not significantly increase its interaction with water molecules.
  • Thermal Stability: Its solubility does not appear to increase significantly with temperature, indicating a level of thermal stability.

The solubility features of 2,6-dichloro-1,4-benzoquinone underscore its propensity for organizing in nonpolar environments rather than polar ones. As a result, it serves as a valuable compound in organic synthesis and other chemical applications where its solubility characteristics can be effectively utilized.

Interesting facts

Interesting Facts About 2,6-Dichloro-1,4-benzoquinone

2,6-Dichloro-1,4-benzoquinone is a fascinating compound that belongs to the class of quinones, which are ubiquitous in nature and play crucial roles in various biological processes. Here are some highlights that showcase the importance and intrigue surrounding this compound:

  • Structure and Reactivity: The compound features a bicyclic structure, known for its unique reactivity. The presence of two chlorine atoms enhances its electrophilic character, allowing it to participate in various chemical reactions, including nucleophilic substitutions and redox reactions.
  • Biochemical Role: Quinones, in general, are involved in electron transport in biological systems. 2,6-Dichloro-1,4-benzoquinone is known to inhibit specific enzymes such as cytochrome P450, implicating it in research concerning drug metabolism and toxicity.
  • Industrial Application: This compound serves as an important intermediate in the synthesis of dyes and other organic compounds. Its chlorinated structure lends valuable properties that are exploited in the pharmaceutical and agricultural industries.
  • Toxicity Consideration: It’s crucial to handle this compound with care, as it is considered to have potential toxic effects. Understanding its toxicity mechanisms has implications for safety and environmental health.
  • Aromaticity: The aromatic structure of 2,6-Dichloro-1,4-benzoquinone contributes to its stability and unique properties, making it an interesting subject for studies in aromatic compounds and their derivatives.

In summary, 2,6-Dichloro-1,4-benzoquinone is not just a simple compound; its complex behavior, applications, and interactions in biological systems mark it as a relevant and significant substance in both academic research and industrial applications. This compound is a prime example of how understanding chemistry can lead to advancements in diverse fields ranging from pharmacology to materials science.

Synonyms
2,6-Dichloro-1,4-benzoquinone
697-91-6
2,6-Dichloro-p-benzoquinone
2,6-Dichlorobenzoquinone
2,6-dichlorocyclohexa-2,5-diene-1,4-dione
2,6-Dichloquinone
2,5-Cyclohexadiene-1,4-dione, 2,6-dichloro-
p-Quinone, 2,6-dichloro-
NSC 6211
p-BENZOQUINONE, 2,6-DICHLORO-
EINECS 211-810-0
2,6-Dichloro-2,5-cyclohexadiene-1,4-dione
2,6-DCBQ
DTXSID7061019
2,6-Dichlorobenzo-1,4-quinone
CHEBI:147298
2,6Dichloquinone
2,6Dichloroquinone
pQuinone, 2,6dichloro
2,6Dichloropbenzoquinone
pBenzoquinone, 2,6dichloro
2,6Dichloro1,4benzoquinone
DTXCID2046549
2,6Dichloro2,5cyclohexadiene1,4dione
2,5Cyclohexadiene1,4dione, 2,6dichloro
211-810-0
inchi=1/c6h2cl2o2/c7-4-1-3(9)2-5(8)6(4)10/h1-2
2,6-Dichloroquinone
2,6-Dichloro-p-quinone
MFCD00037159
2,6-Dichloro-2,5-cyclohexa-diene-1,4-dione
2,6-bis(chloranyl)cyclohexa-2,5-diene-1,4-dione
DCBQ
NSC6211
2,6-Dichloro-2,5-cyclohexadiene-1,4-dione; 2,6-Dichloro-p-benzoquinone; 2,6-Dichlorobenzoquinone; 2,6-Dichloroquinone; NSC 6211;
p-Quinone,6-dichloro-
p-Benzoquinone,6-dichloro-
SCHEMBL57203
benzoquinone, 2,6-dichloro-
WLN: L6V DVJ BG FG
2,4-dione, 2,6-dichloro-
2,6-DICHLORO-PARA-QUINONE
2,6-Dichlorobenzo-1,4-quinone #
NSC-6211
AKOS005146277
2,6-Dichloro-1,4-benzoquinone, 98%
AC-26558
DA-17714
SY028186
CS-0132340
D0344
NS00036953
C21103
EN300-216283
H11787
Q63409002
F9995-1273