2-(phenylselanyl)-2,3-dihydro-1H-isoindole-1,3-dione

• ChemBase编号: 145763
• 分子式: C14H9NO2Se
• 平均质量: 302.18676
• 单一同位素质量: 302.97984953
• SMILES: c1ccc(cc1)[Se]N1C(=O)c2ccccc2C1=O
• Canonical SMILES: O=C1N([Se]c2ccccc2)C(=O)c2c1cccc2
• InChI: InChI=1S/C14H9NO2Se/c16-13-11-8-4-5-9-12(11)14(17)15(13)18-10-6-2-1-3-7-10/h1-9H
• InChIKey: TYZFQSLJTWPSDS-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 2-(phenylselanyl)-2,3-dihydro-1H-isoindole-1,3-dione
• IUPAC传统名: 2-(phenylselanyl)isoindole-1,3-dione
• 别名: N-苯硒基邻苯二甲酰胺; N-(苯硒基)邻苯二甲酰亚胺; N-(Phenylseleno)phthalimide

登记号

• CAS号: 71098-88-9
• MDL号: MFCD00010406
• Beilstein号: 1468701
• PubChem SID: 24855397; 162239965
• PubChem CID: 590397

理论计算性质

• 质子受体: 3
• 质子供体: 0
• LogD (pH = 5.5): 2.4551
• LogD (pH = 7.4): 2.4551
• Log P: 2.4551
• 摩尔折射率: 77.104 cm^3
• 极化性: 23.55366 Å^3
• 极化表面积: 37.38 Å^2
• 可自由旋转的化学键: 2
• 里宾斯基五规则: true

分子性质

理化性质

• 熔点: 181-184 °C(lit.); ca 180°C

安全信息

• 保存注意事项: Moisture Sensitive
• 欧盟危险性物质标志: 环境危害性(Nature polluting) (N); 有毒(Toxic) (T)
• 联合国危险货物编号: 3283; UN3283
• 德国WGK号: 3
• 联合国危险货物等级: 6.1
• 联合国危险货物包装类别(PG): 2; II
• 危险公开号: 23/25-33-50/53
• 安全公开号: 20/21-28-45-60-61
• TSCA收录: 否
• GHS危险品标识: GHS06; GHS08; GHS09
• GHS警示词: Danger
• GHS危险声明: H301-H331-H373-H400-H410; H301-H331-H373-H410
• GHS警示性声明: P260-P261-P301+P310-P321-P405-P501A; P261-P273-P301 + P310-P311-P501
• 个人保护装置: dust mask type N95 (US), Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
• RID/ADR: UN 3283 6.1/PG 2
• 保存温度: -20°C

产品相关信息

• 纯度: tech. 85%
• 级别: technical grade
• Empirical Formula (Hill Notation): C14H9NO2Se

详细说明

Sigma Aldrich - 254614

包装
1, 5 g in glass bottle
Application
多功能试剂，用于将 PhSe 引入受保护的烯糖、1酮、2醛、2锡烷3以及环外烯烃。4

参考文献

• Reagent for the oxy-selenation of alkenes in the presence of 2-3 equivalents of water and an acid catalyst: J. Am. Chem. Soc., 101, 3704 (1979). The trans-?-hydroxy selenide products are useful intermediates, e.g. in the synthesis of allylic alcohols by selenoxide elimination. In general, the reagent is superior to the corresponding halides in intramolecular cyclization reactions with unsaturated acids, urethanes, etc. Even suitably disposed ketones may undergo cyclization of the enol form, in the presence of SnCl₄: J. Chem. Soc., Chem. Commun., 1251, 1252 (1982):