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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%

CAS-Nummer
97-00-7
Synonyme
2,4-Dinitrochlorobenzene

Größe Preis ($) Menge Verfügbarkeit
100g 23,20
500g 72,10
2500g 230,58
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1-Chloro-2,4-dinitrobenzene, 98%

MDL
MFCD00007075
EINECS
202-551-4

Chemische Eigenschaften

Formel
C6H3ClN2O4
Molmasse
202.55
Schmelzpunkt
48-52°
Siedepunkt
314-316°
Flammpunkt
186°(366°F)
Dichte
1.700
Löslichkeit
Soluble in chloroform, ether, hot alcohol, and benzene. Insoluble in water.

Anwendungen

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.

Bemerkungen

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

Literaturverweise

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 Gefahren- und Sicherheitshinweise

Gefahrenhinweise (EU): 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.

Sicherheitshinweise: 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.

Weitere Referenzen

Merck
14,2136
Beilstein
613161
Gefahrenklasse
6.1
Verpackungsgruppe
II
Harmonized Tariff Code
2904.90
TSCA
Yes
RTECS
CZ0525000

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