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A13495 p-Chloranil, 97%

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

Stock No. Size Price ($) Quantity Availability
A13495-14 25g 32.70
A13495-22 100g 89.90
A13495-36 500g 347.00
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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
Storage & Sensitivity
Ambient temperatures.
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: H315-H319-H331

Causes skin irritation. Causes serious eye irritation. Toxic if inhaled.

Precautionary Statements: P261-P264b-P271-P280-P302+P352-P304+P340-P305+P351+P338-P311-P332+P313-P337+P313-P362-P501c

Avoid breathing dust/fume/gas/mist/vapours/spray. Wash face, hands and any exposed skin thoroughly after handling Use only outdoors or in a well-ventilated area. Wear protective gloves/protective clothing/eye protection/face protection. IF ON SKIN: Wash with plenty of soap and water. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Call a POISON CENTER or doctor/physician. If skin irritation occurs: Get medical advice/attention. If eye irritation persists: Take off contaminated clothing and wash before reuse. Dispose of contents/ container to an approved waste disposal plant

Other References

Merck
14,2078
Beilstein
393006
Hazard Class
6.1
Packing Group
III
Harmonized Tariff Code
2914.79
TSCA
Yes
RTECS
DK6825000

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