N-メチルフタルイミド
N-メチルフタルイミド · 2-メチル-1H-イソインドール-1,3(2H)-ジオン · 2-メチルイソインドリン-1,3-ジオン · 2-メチル-2H-イソインドール-1,3-ジオン · 2-メチル-1,3-ジヒドロ-2H-イソインドール-1,3-ジオン · 2-メチル-2,3-ジヒドロ-1H-イソインドール-1,3-ジオン · 2-Methylisoindoline-1,3-dione · METHYL PHTHALIMIDE
識別子と物理属性
| CAS No. | 550-44-7 |
|---|---|
| 分子式 | C9H7NO2 |
| 平均分子量 | 161.16 g/mol |
| 単同位体質量 | 161.04767846 g/mol |
| SMILES | CN1C(=O)c2ccccc2C1=O |
| InChIKey | ZXLYYQUMYFHCLQ-UHFFFAOYSA-N |
| PubChem CID | 11074 |
| ChEMBL | CHEMBL172614 |
| EC No. | 208-982-4 |
| DTXSID | DTXSID5027198 |
| 現地名 | N-メチルフタルイミド |
化学・物理的性質
| XLogP | 1.3 |
|---|---|
| 極性表面積 | 37.4 |
| 水素結合供与体数 | 0 |
| 水素結合受容体数 | 2 |
| 回転可能結合数 | 0 |
| 重原子数 | 12 |
| 形式電荷 | 0 |
| 複雑度 | 213 |
| SpringerMaterials Properties | Chemical shift |
| LogP（分配係数） | 1.31 |
| Physical Description | Dry Powder |
| Collision Cross Section | 129.0 Ų [M+H]+ [CCS Type: DTBuffer gas: N2Ionization: APCI+Dataset: TOXCASTSource Identifier: DTXSID5027198] |
| 融点 | 129-132 °C (lit.) |
| 沸点 | 286.05°C |
| 密度 | 1.2443 (rough estimate) |
| 屈折率 | 1.4500 (estimate) |
| 貯蔵条件 | Sealed in dry,Room Temperature |
| 溶解度 | DMSO（微量）、メタノール（微量） |
| pKa（酸解離定数） | -2.09±0.20(Predicted) |
| 外観・状態 | 個体 |
| 色 | ホワイトからオフホワイト |
| BRN | 124428 |
| InChI | InChI=1S/C9H7NO2/c1-10-8(11)6-4-2-3-5-7(6)9(10)12/h2-5H,1H3 |
| InChIKey | ZXLYYQUMYFHCLQ-UHFFFAOYSA-N |
| SMILES | C1(=O)C2=C(C=CC=C2)C(=O)N1C |
| CAS データベース | 550-44-7(CAS DataBase Reference) |
| NISTの化学物質情報 | 1H-Isoindole-1,3(2H)-dione, 2-methyl-(550-44-7) |
| EPAの化学物質情報 | 1H-Isoindole-1,3(2H)-dione, 2-methyl- (550-44-7) |
化学的特性
White powder
安全性と法規制
| GHS 分類 | WarningH315 (98.6%): Causes skin irritation [Warning Skin corrosion/irritation]P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 71 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| 規制情報 | 1H-Isoindole-1,3(2H)-dione, 2-methyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 1H-Isoindole-1,3(2H)-dione, 2-methyl- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711) |
| Hazard Classes and Categories | Skin Irrit. 2 (98.6%) |
| 水環境危害等級（WGK） | 1 |
| TSCA 収載状態 | TSCA listed |
| RTECS 番号 | TI5602700 |
| 税関コード | 29251900 |
| 危険文句（R） | 36/37/38 |
| 危険表示 | Xi |
| 安全措置（S） | 26-36 |
| 危険等級 | IRRITANT |
| 貯蔵分類 | 11 - Combustible Solids |
用途
用途
有機合成原料。
使用
Photoreduction of N-methylphthalimide (NMP) with 2,3-dimethyl-2-butene h and the selective electroreduction of N-methylphthalimide to 3-hydroxy-2-methyl-isoindolin-1-one have been studied.
一般的な説明
Photoreduction of N-methylphthalimide (NMP) with 2,3-dimethyl-2-butene has been studied. The selective electroreduction of N-methylphthalimide to 3-hydroxy-2-methyl-isoindolin-1-one in ionic liquids and phenol as a proton donor under silent and ultrasonic conditions has been reported. Single electron transfer (SET)-induced photochemical reaction of NMP with silyl enol ether has been investigated. Nitration of NMP is reported to afford “exclusively” 3-nitro-derivative.
製法・合成法
純化方法
Recrystallise the imide from absolute EtOH or AcOH (m 134o). The IR has max at 1780 and 1380cm -1. [Beilstein 21 H 461, 21 III/IV 5030.]