1-クロロ-2,4-ジニトロベンゼン 化学特性,用途語,生産方法
外観
白色~赤黄色, 結晶~結晶性粉末
溶解性
エタノール及びジエチルエーテルにやや溶けやすく、水にほとんど溶けない。
解説
C6H3ClN2O4(202.55).クロロベンゼンあるいはo-ニトロクロロベンゼンをニトロ化することによって得られる."黄色の結晶(安定型).融点51 ℃.融点の低い(43 ℃,27 ℃)二つの不安定型結晶も存在する.沸点315 ℃.d221.697.熱エタノール,エーテル,ベンゼンに可溶,水に不溶.ニコチン酸,ニコチン酸アミド,そのほかのピリジン誘導体の検出に用いられる.皮膚刺激性がある.[CAS 97-00-7]
森北出版「化学辞典(第2版)
用途
染料?医薬中間体
化学的特性
yellow crystals with an almond odour
使用
1-Chloro-2,4-dinitrobenzene is a benzene derivative and is used in biochemical research as a substrate for glutathione S-transferase.
定義
ChEBI: 2,4-Dinitrochlorobenzene is a C-nitro compound that is chlorobenzene carrying a nitro substituent at each of the 2- and 4-positions. It has a role as an epitope, an allergen and a sensitiser. It is a C-nitro compound and a member of monochlorobenzenes.
調製方法
Although chlorobenzene can be dinitrated directly, this results in unnecessary isomer problems. 4-Chloronitrobenzene is usually nitrated with mixed acid (35/65) at 60 ℃ to give the pure dinitro isomer. However, 2- chloronitrobenzene can be nitrated to produce 2,4-Dinitrochlorobenzene, together with ca. 10 wt % of the isomeric 2- chloro- 1,3-dinitrobenzene. This may be separated for disposal, but the mixed isomers are preferably used directly if tolerated by the end product (e.g., sulfur dyes).
一般的な説明
Pale yellow needles, almond odor.
反応プロフィール
Self-reactive, [Halpern, Chem. and Eng. News, 29:2666(1951)]. The mixture of 2,4-Dinitrochlorobenzene with hydrazine hydrate caused a violent reaction.
危険性
Toxic by ingestion, inhalation, and skin
absorption. Combustible. Upper explosive limit
22%. A skin irritant.
健康ハザード
TOXIC; inhalation, ingestion or skin contact with material may cause severe injury or death. Contact with molten substance may cause severe burns to skin and eyes. Avoid any skin contact. Effects of contact or inhalation may be delayed. Fire may produce irritating, corrosive and/or toxic gases. Runoff from fire control or dilution water may be corrosive and/or toxic and cause pollution.
火災危険
Combustible material: may burn but does not ignite readily. When heated, vapors may form explosive mixtures with air: indoors, outdoors and sewers explosion hazards. Contact with metals may evolve flammable hydrogen gas. Containers may explode when heated. Runoff may pollute waterways. Substance may be transported in a molten form.
接触アレルゲン
This substance is one of the strongest primary skin irritants known, and a universal contact allergen. Occupational dermatitis has been reported, but current use is decreasing or performed with completely closed systems. DNCB is sometimes used for topical treatment of alopecia areata, severe warts, and cutaneous metastasis of malignant melanoma
安全性プロファイル
Poison by skin contact
and intraperitoneal routes. Moderately toxic
by ingestion. A severe human skin and eye
irritant. Acts as a primary irritant as well as a
sensitizer of skin. An allergen. Mutation data
reported. Combustible when exposed to
heat or flame. A moderate explosion hazard
when exposed to flame, sparks, heated to
1 50°, or when shocked in a sealed container.
Explosive reaction with ammonia at
17O℃/40 bar. To fight fire, use CO2, dry
chemical. Reacts violently with hydrazine
sulfate or hydrazine hydrate. See also
NITRO COMPOUNDS of AROMATIC
HYDROCARBONS.
純化方法
Usually it is recrystallised from EtOH or MeOH. It has also been crystallised from Et2O, *C6H6, *C6H6/pet ether or isopropyl alcohol. A preliminary purification step is to pass its solution in *benzene through an alumina column. It has also been purified by zone refining. It exists in three forms: one stable and two unstable. The stable form crystallises as yellow needles from Et2O, m 51o, b 315o/760mm with some decomposition, and is soluble in EtOH. A labile form also crystallises from Et2O, m 43o, and is more soluble in organic solvents. The second labile form has m 27o. [Hoffman & Dame, J Am Chem Soc 41 1015 1919, Welsh J Am Chem Soc 63 3276 1941, J Chem Soc 2476 1957, Beilstein 5 IV 744.]
1-クロロ-2,4-ジニトロベンゼン 上流と下流の製品情報
原材料
準備製品
ジベンゾ[b,def]クリセン-7,14-ジオン
2'-(アセチルアミノ)-4'-[ビス(2-アセトキシエチル)アミノ]-6-ブロモ-2,4-ジニトロ-5'-エトキシアゾベンゼン
ピクリン酸
1,3-フェニレンジアミン-4-スルホン酸
C.I.サルファーイエロー9
N,N-ジプロピル-2,6-ジニトロ-4-(トリフルオロメチル)アニリン
2,4-ジニトロアニリン
Disperse Blue 301
2,4-ジニトロベンゼンスルホン酸水和物
2-メトキシ-5-ニトロベンゼンジアゾニウム
2,4-ジニトロフェニルヒドラジン
サルファーブラックG
2-(2,4-ジニトロフェノキシ)エタノール
2,4-ジニトロアニソール
2-アミノ-4-ニトロフェノール ナトリウム
2,4-ジニトロジフェニルアミン
2,4-ジニトロフェノール (約20%水湿潤品)
2-メトキシ-5-ニトロアニリン
Sulphur Dark Blue 3R
2-アミノ-4-ニトロフェノール
2,4-ジニトロフルオロベンゼン
2-アニリノ-5-(2,4-ジニトロアニリノ)ベンゼンスルホン酸ナトリウム