4'-ニトロアセトフェノン
4'-ニトロアセトフェノン · 4-アセチル-1-ニトロベンゼン · p-ニトロアセトフェノン · メチル(4-ニトロフェニル)ケトン · 1-[4-ニトロフェニル]エタノン · 1-ニトロ-4-アセチルベンゼン · メチル(p-ニトロフェニル)ケトン · 1-アセチル-4-ニトロベンゼン
識別子と物理属性
| CAS No. | 100-19-6 |
|---|---|
| 分子式 | C8H7NO3 |
| 平均分子量 | 165.15 g/mol |
| 単同位体質量 | 165.04259309 g/mol |
| SMILES | CC(=O)c1ccc([N+](=O)[O-])cc1 |
| InChIKey | YQYGPGKTNQNXMH-UHFFFAOYSA-N |
| PubChem CID | 7487 |
| ChEMBL | CHEMBL167997 |
| ChEBI | CHEBI:28735 |
| EC No. | 202-827-4 |
| DTXSID | DTXSID1025724 |
| 現地名 | 4'-ニトロアセトフェノン |
化学・物理的性質
| XLogP | 1.5 |
|---|---|
| 極性表面積 | 62.9 |
| 水素結合供与体数 | 0 |
| 水素結合受容体数 | 3 |
| 回転可能結合数 | 1 |
| 重原子数 | 12 |
| 形式電荷 | 0 |
| 複雑度 | 189 |
| 沸点 | 396 °F at 760 mmHg (NTP, 1992)202 °C(lit.) |
| 融点 | 176 to 180 °F (NTP, 1992)75-78 °C(lit.) |
| 蒸気圧 | 0.0024 [mmHg] |
| Physical Description | P-nitroacetophenone appears as yellow prisms or bright yellow powder. (NTP, 1992)Yellow solid[CAMEO] Yellow chips or crystals[Alfa Aesar MSDS] |
| 密度 | 1.3450 (rough estimate) |
| 屈折率 | 1.5468 (estimate) |
| 引火点 | 201-202°C |
| 貯蔵条件 | Sealed in dry,Room Temperature |
| 外観・状態 | 結晶性粉末 |
| 色 | 黄色 |
| 溶解度 | 水に不溶。 |
| BRN | 607777 |
| InChI | InChI=1S/C8H7NO3/c1-6(10)7-2-4-8(5-3-7)9(11)12/h2-5H,1H3 |
| InChIKey | YQYGPGKTNQNXMH-UHFFFAOYSA-N |
| SMILES | C(=O)(C1=CC=C([N+]([O-])=O)C=C1)C |
| CAS データベース | 100-19-6(CAS DataBase Reference) |
| NISTの化学物質情報 | Acetophenone, 4'-nitro-(100-19-6) |
| EPAの化学物質情報 | 4-Nitroacetophenone (100-19-6) |
化学的特性
The pure product is pale yellow crystal or needle crystal. Soluble in hot ethanol, ether and benzene, insoluble in water. 4-Nitroacetophenone is the raw material for the manufacture of synthomycin and chloramphenicol.
安全性と法規制
| GHS 分類 | WarningH302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]H315 (12.5%): Causes skin irritation [Warning Skin corrosion/irritation]H319 (25%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]H335 (12.5%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposureRespiratory tract irritation]P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 8 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website. |
|---|---|
| 規制情報 | 4'-Nitroacetophenone: 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 | Flash point data for this chemical are not available. It is probably combustible. (NTP, 1992) |
| 健康有害性 | Excerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]:TOXIC and/or CORROSIVEinhalation, 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. Fire may produce irritating, corrosive and/or toxic gases. Runoff from fire control or dilution water may be corrosive and/or toxic and cause environmental contamination. (ERG, 2024) |
| 有害性の概要 | An irritantHarmful by ingestion[Alfa Aesar MSDS] See Acetophenone (causes acute solvent syndrome) and Nitrobenzene (causes primary methemoglobinemia). |
| 反応性グループ | KetonesNitro, Nitroso, Nitrate, and Nitrite Compounds, Organic |
| Reactivity Profile |
用途
使用
4''-Nitroacetophenone is used as a reagent in the synthesis of 4-Nitroacetophenone thiosemicarbazone derivatives and their copper(II) complexes which have potential anti-trypanosomal activity in vitro. Also used as a reagent in the synthesis of (R)-(4-Nitrophenyl)oxirane (N504430) and (S)-(4-Nitrophenyl)oxirane (N504435).
一般的な説明
P-nitroacetophenone appears as yellow prisms or bright yellow powder. (NTP, 1992)
製法・合成法
製造方法
In the presence of catalyst cobalt stearate, p-nitroethylbenzene is oxidized to synthesize 4-nitroacetophenone with air at 140-150°C and 0.2MPa pressure. The reaction product is washed with water, neutralized, centrifugally dehydrated, and dried to obtain a finished product.
純化方法
Crystallise the ketone from EtOH or aqueous EtOH. [Beilstein 7 IV 657.]