2,4-ジニトロフルオロベンゼン
2,4-ジニトロフルオロベンゼン · 2,4-ジニトロフェニルフルオリド · 1-フルオロ2,4-ジニトロベンゼン · 1-フルオロ-2,4-ジニトロベンゼン · 1,3-ジニトロ-4-フルオロベンゼン · 2,4-ジニトロ-1-フルオロベンゼン · サンガー試薬 · ２，４－ジニトロフルオルベンゼン
識別子と物理属性
| CAS No. | 70-34-8 |
|---|---|
| 分子式 | C6H3FN2O4 |
| 平均分子量 | 186.1 g/mol |
| 単同位体質量 | 186.0076848 g/mol |
| SMILES | O=[N+]([O-])c1ccc(F)c([N+](=O)[O-])c1 |
| InChIKey | LOTKRQAVGJMPNV-UHFFFAOYSA-N |
| PubChem CID | 6264 |
| ChEMBL | CHEMBL167423 |
| ChEBI | CHEBI:53049 |
| EC No. | 200-734-3 |
| DTXSID | DTXSID8025331 |
| 現地名 | 2,4-ジニトロフルオロベンゼン |
化学・物理的性質
| XLogP | 1.6 |
|---|---|
| 極性表面積 | 91.6 |
| 水素結合供与体数 | 0 |
| 水素結合受容体数 | 5 |
| 回転可能結合数 | 0 |
| 重原子数 | 13 |
| 形式電荷 | 0 |
| 複雑度 | 224 |
| 物質分類 | Nitrogen Compounds -> Nitros, Aromatic |
| SpringerMaterials Properties | Chemical shift |
| 密度 | 1.482 at 68 °F (NTP, 1992) - Denser than waterwill sinkDensity: 1.4718 g/cu cm at 54 °C1.482 g/mL at 25 °C (lit.) |
| Color/Form | Pale yellow crystals from ether |
| 溶解度 | 0.1 to 1.0 mg/mL at 67.5 °F (NTP, 1992)Soluble in benzene, ether, propylene glycolSoluble in ethanolslightly soluble in chloroformIn water, 400 mg/L at 25 °Cクロロホルム: 0.1 g/mL、透明400mg/L（25℃） |
| 引火点 | greater than 235 °F (NTP, 1992)Flash point > 113 °C>230 °F |
| 沸点 | 565 °F at 760 mmHg352 °F at 25 mmHg271 °F at 2 mmHg (NTP, 1992)296 °C178 °C/25 mmHg (lit.) |
| Decomposition | When heated to decomposition it emits toxic fumes of /nitrogen oxides/ & /fluorine/. |
| 融点 | 81.5 to 86.0 °F (NTP, 1992)25.8 °C25-27 °C (lit.) |
| 蒸気圧 | 0.0024 [mmHg] |
| 屈折率 | Index of refraction: 1.5690 at 20 °Cn20/D 1.569(lit.) |
| Physical Description | 2,4-dinitrofluorobenzene appears as clear yellow crystals or yellow crystalline solid. (NTP, 1992)Pale yellow solid[Merck Index] Yellow low melting crystalline solidmp = 23-26 deg C[MSDSonline] |
| 貯蔵条件 | 2-8°C |
| 外観・状態 | 液体または低融点結晶 |
| 比重 | 1.482 |
| 色 | 黄色から茶色がかった |
| Merck | 14,4172 |
| BRN | 398632 |
| ヘンリー定数 | 1.0×102 mol/(m3Pa) at 25℃, HSDB (2015) |
| 安定性 | 安定。可燃性。強酸化剤、強塩基とは相容れない。 |
| InChI | 1S/C6H3FN2O4/c7-5-2-1-4(8(10)11)3-6(5)9(12)13/h1-3H |
| InChIKey | LOTKRQAVGJMPNV-UHFFFAOYSA-N |
| SMILES | [O-][N+](=O)c1ccc(F)c(c1)[N+]([O-])=O |
| CAS データベース | 70-34-8(CAS DataBase Reference) |
| NISTの化学物質情報 | Benzene, 1-fluoro-2,4-dinitro-(70-34-8) |
| EPAの化学物質情報 | 2,4-Dinitrofluorobenzene (70-34-8) |
化学的特性
Yellow solid
安全性と法規制
| GHS 分類 | DangerH301 (12%): Toxic if swallowed [Danger Acute toxicity, oral]P260, P261, P262, P264, P264+P265, P270, P271, P272, P280, P284, P301+P316, P301+P317, P302+P352, P304+P340, P305+P351+P338, P305+P354+P338, P316, P317, P319, P320, P321, P330, P332+P317, P333+P317, P337+P317, P361+P364, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 50 reports by companies from 10 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.WarningH315: Causes skin irritation [Warning Skin corrosion/irritation] |
|---|---|
| 規制情報 | Chemical: Benzene, 1-fluoro-2,4-dinitro-1-Fluoro-2,4-dinitrobenzene: Does not have an individual approval but may be used under an appropriate group standard |
| 輸送ラベル（DOT） | Poison |
| 火災危険 | This chemical is probably combustible. (NTP, 1992) |
| 健康有害性 | SYMPTOMS: Symptoms of exposure to this compound may include irritation to the eyes, skin and mucous membranes. |
| 有害性の概要 | A mutagen and sensitizer[RTECS] Emergency treatment: Methemoglobinemia[HSDB] A strong irritant and vesicant[HSDB] A skin, eye, and mucous membrane irritantThis chemical is highly toxic, a powerful irritant, and causes blistering. It caused allergic reactions and dermatitis by skin contact or inhalation. It can be absorbed through the skin. [CAMEO] A powerful irritant and vesicantMay be absorbed through skinMay cause skin and respiratory sensitization after prolonged contact[MSDSonline] |
| 反応性グループ | Nitro, Nitroso, Nitrate, and Nitrite Compounds, Organic |
| Special Reports | REVIEW WITH 19 REFERENCES. DNFB IS WIDELY USED IN BIOCHEM RESEARCH & TEACHING FOR CHARACTERIZATION OF AMINES, ESP AMINO ACIDS, & FOR EXPTL IMMUNIZATION. EXPTL OBSERVATIONS & CLINICAL REPORTS ARE REVIEWED & FACTORS INFLUENCING (HUMAN) SENSITIZATION ARE DISCUSSED. RECOMMENDATIONS ARE GIVEN FOR PROPER USE OF PROTECTIVE GLOVES & AVOIDANCE OF SPRAY INHALATION.[THOMPSON JSEDMONDS OP |
用途
解説
C6H3FN2O4(186.0)．2,4-ジニトロフルオロベンゼン, 略称FDNBまたはDNFB．サンガー試薬(Sanger reagent)ともいう．1-クロロ-2,4-ジニトロベンゼンにフッ化カリウムを作用させて合成する．淡黄色の結晶．融点26 ℃，沸点178 ℃(3.3 kPa)．密度1.4718 g cm－3．n20D 1.5690．有機溶媒に可溶．ペプチドの末端アミノ基の修飾やフェノールのヒドロキシ基の確認に用いられる．森北出版「化学辞典（第2版）
用途
アミノ酸分析、アミノ基保護試薬、アミノ酸誘導体合成。
用途
タンパク質あるいはペプチドのアミノ基の修飾 (2,4-ジニトロフェニル化)試薬.
使用
A substituted benzene use in polypeptide sequencing (also referred to as Sanger’s reagent). Used in the derivitization of primary amines. Shown to inhibit the reductase activity of mitochondrial b-c1 complex isolated from beef heart mitochondria.
一般的な説明
Clear yellow crystals or yellow crystalline solid.
製法・合成法
純化方法
Crystallise the reagent from Et2O or EtOH. Distil it in a vacuum through a Todd Column (p 11). If it is to be purified by distillation in vacuo, the distillation unit must be allowed to cool before air is allowed into the apparatus; otherwise the residue carbonises spontaneously and an EXPLOSION may occur. The material is a skin irritant and may cause serious dermatitis. [Beilstein 5 IV 742.]