Cookies disclaimer

I agree Our site saves small pieces of text information (cookies) on your device in order to deliver better content and for statistical purposes. You can disable the usage of cookies by changing the settings of your browser. By browsing our website without changing the browser settings you grant us permission to store that information on your device.

A13774 1-Chloro-2,4-dinitrobenzene, 98%

CAS Number
97-00-7
Synonyms
2,4-Dinitrochlorobenzene

Stock No. Size Price ($) Quantity Availability
A13774-22 100g 25.80
A13774-36 500g 75.00
A13774-0E 2500g 285.00
Add to Cart Add to Quote Request View Item

1-Chloro-2,4-dinitrobenzene, 98%

MDL
MFCD00007075
EINECS
202-551-4

Chemical Properties

Formula
C6H3ClN2O4
Formula Weight
202.55
Melting point
48-52°
Boiling Point
314-316°
Flash Point
186°(366°F)
Density
1.700
Storage & Sensitivity
Ambient temperatures.
Solubility
Soluble in chloroform, ether, hot alcohol, and benzene. Insoluble in water.

Applications

1-Chloro-2,4-dinitrobenzene is used as a reagent for the detection and determination of pyridine compounds. It has been used as alkylating agent to evaluate the depletion of intracellular erythrocyte glutathione (GSH). It is an irreversible inhibitor of human thioredoxin reductase.

Notes

Incompatible with strong oxidizing agents, ammonia. Reacts with hydrazine hydrate.

Literature References

Elias S. J. Arner; Mikael Bjornstedt and Arne Holmgren. 1-Chloro-2,4-dinitrobenzene Is an Irreversible Inhibitor of Human Thioredoxin Reductase. Loss of thioredoxin disulfide reductase activity is accompanied by a large increase in nadph oxidase activity.Journal of Biological Chemistry.1995, 270 3479-3482.

YC Awasthi; HS Garg; DD Dao; CA Partridge and SK Srivastava. Enzymatic conjugation of erythrocyte glutathione with 1-chloro-2,4-dinitrobenzene: the fate of glutathione conjugate in erythrocytes and the effect of glutathione depletion on hemoglobin. bloodjournal.hematologylibrary.1981, 58 733-738.

The doubly-activated chloro-substituent is readily displaced by nucleophiles, e.g.:

Ammonia/ ammonium acetate to give 2,4-dinitroaniline: Org. Synth. Coll., 2, 221 (1943); or with ammonia gas in toluene in the presence of TBAB which improves the solubility of ammonia in the organic medium and accelerates the reaction: J. Chem. Soc., Chem. Commun., 1267 (1987). Benzyl mercaptan to give the thioether: Org. Synth. Coll., 5, 474 (1973). Iodide ion to give 2,4-dinitro-1-iodobenzene: Org. Synth. Coll., 5, 478 (1973). Nitrite in toluene (phase-transfer) to give 1,2,4-trinitrobenzene (caution!): J. Org. Chem., 56, 4967 (1991).

GHS Hazard and Precautionary Statements

Hazard Statements: H302-H310-H315-H317-H318

Harmful if swallowed. Fatal in contact with skin. Causes skin irritation. May cause an allergic skin reaction. Causes serious eye damage.

Precautionary Statements: P261-P262-P264b-P270-P272-P280-P301+P312-P302+P350-P305+P351+P338-P310-P330-P333+P313-P361-P363-P501c

Avoid breathing dust/fume/gas/mist/vapours/spray. Do not get in eyes, on skin, or on clothing. Wash face, hands and any exposed skin thoroughly after handling Do not eat, drink or smoke when using this product. Contaminated work clothing should not be allowed out of the workplace. Wear protective gloves/protective clothing/eye protection/face protection. IF SWALLOWED: Call a POISON CENTER or doctor/physician if you feel unwell. IF ON SKIN: Gently wash with plenty of soap and water. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Immediately call a POISON CENTER or doctor/physician. Rinse mouth. If skin irritation or rash occurs: Get medical advice/attention. Remove/Take off immediately all contaminated clothing. Wash contaminated clothing before reuse. Dispose of contents/ container to an approved waste disposal plant

Other References

Merck
14,2136
Beilstein
613161
Hazard Class
6.1
Packing Group
II
Harmonized Tariff Code
2904.99
TSCA
Yes
RTECS
CZ0525000

Recommended

Recently Viewed

Chemicals

Life Science

Metals & Materials

Catalysts

Analytical & Labware