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97-00-7 - 1-Chloro-2,4-dinitrobenzene, 98% - 2,4-Dinitrochlorobenzene - A13774 - Alfa Aesar

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

Numéro CAS
97-00-7
Synonymes
2,4-Dinitrochlorobenzene

Dimensions Prix ($) Quantité Disponibilité
100g 25,80
500g 71,40
2500g 272,00
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1-Chloro-2,4-dinitrobenzene, 98%

MDL
MFCD00007075
EINECS
202-551-4

Propriétés chimiques

Formule
C6H3ClN2O4
Poids formulaire
202.55
Point de fusion
48-52°
Point d'ébullition
314-316°
Point d'éclair
186°(366°F)
Densité
1.700
Solubilité
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.

Références bibliographiques

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).

Mentions de danger et de prudence du SGH

Mentions de danger (UE): H310-H331-H302-H373-H400-H410

Fatal in contact with skin. Toxic if inhaled. Harmful if swallowed. May cause damage to organs through prolonged or repeated exposure. Very toxic to aquatic life. Very toxic to aquatic life with long lasting effects.

Mentions de prudence: P260-P261-P262-P273-P280-P361-P302+P350-P304+P340-P405-P501a

Do not breathe dust/fume/gas/mist/vapours/spray. Avoid breathing dust/fume/gas/mist/vapours/spray. Do not get in eyes, on skin, or on clothing. Avoid release to the environment. Wear protective gloves/protective clothing/eye protection/face protection. Remove/Take off immediately all contaminated clothing. IF ON SKIN: Gently wash with plenty of soap and water. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Autres références

Merck
14,2136
Beilstein
613161
Classe de danger
6.1
Groupe d'emballage
II
Code tarifaire harmonisé
2904.90
TSCA
Yes
RTECS
CZ0525000

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