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118-75-2 - p-Chloranil, 97% - Tetrachloro-p-benzoquinone - A13495 - Alfa Aesar

A13495 p-Chloranil, 97%

CAS Number
118-75-2
Synonyms
Tetrachloro-p-benzoquinone

Size Price ($) Quantity Availability
25g 30.80
100g 85.60
500g 330.00
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p-Chloranil, 97%

MDL
MFCD00001594
EINECS
204-274-4

Chemical Properties

Formula
C6Cl4O2
Formula Weight
245.88
Melting point
ca 290° subl.
Density
1.970
Solubility
Soluble in ether and acetone. Slightly soluble in chloroform, dimethylformamide, solvent naphtha, benzene, carbon disulfide and carbon tetrachloride. Insoluble in water, cold petroleum ether, methanol, dibutyl phthalate and cold alcohol.

Applications

p-Chloranil is used as a dye intermediate, oxidizing agent, vulcanizing agent and dehydrogenation reagent. It is also used to make chloranil electrodes for pH measurements. Further, it serves as a hydrogen acceptor and used for the aromatization reactions such as conversion of cyclohexadienes to the benzene derivatives. It is used to test the secondary amine. In addition to this, it is employed as a precursor to prepare diaziquone, which is used as a cancer chemotherapeutic agent.

Notes

Incompatible with strong oxidizing agents and strong bases.

Literature References

High potential quinones dehydrogenate many hydroaromatic systems by hydride abstraction.

Reviews: Adv. Org. Chem., 2, 329 (1960); Chem. Rev., 67, 153 (1967); 78, 317 (1978).

Forms complexes with many non-aromatic electron-donors, e.g. carbonyl compounds, esters, amides, lactones, lactams and alkyl iodides: J. Org. Chem., 53, 2163 (1988).

Liu, B.; Li, X.; Stępień, M.; Chmielewski, P. J. Towards Norcorrin: Hydrogenation Chemistry and the Heterodimerization of Nickel(II) Norcorrole. Chem. Eur. J. 2015, 21 (21), 7790-7797.

Paddy, V.; van Tonder, J. J.; Steenkamp, V. In vitro Antioxidant Activity and Polyphenolic Content of a Polyherbal Tea and Its Constituents. European J. Med. Plants 2015, 7 (4), 215-226.

GHS Hazard and Precautionary Statements

Hazard Statements: H303-H315-H319

May be harmful if swallowed. Causes skin irritation. Causes serious eye irritation.

Precautionary Statements: P280a-P305+P351+P338-P312a-P321-P332+P313-P337+P313

Wear protective gloves and eye/face protection. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Specific treatment (see label). If skin irritation occurs: Get medical advice/attention. If eye irritation persists:

Other References

Merck
14,2078
Beilstein
393006
Hazard Class
9
Packing Group
III
Harmonized Tariff Code
2914.79
TSCA
Yes
RTECS
DK6825000

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