dibromane tris(pyrrolidin-2-one) hydrobromide

• ChemBase编号: 301839
• 分子式: C12H22Br3N3O3
• 平均质量: 496.03338
• 单一同位素质量: 492.92112758
• SMILES: C1CC(=O)NC1.C1CC(=O)NC1.C1CC(=O)NC1.Br.BrBr
• Canonical SMILES: O=C1CCCN1.O=C1CCCN1.O=C1CCCN1.BrBr.Br
• InChI: InChI=1S/3C4H7NO.Br2.BrH/c3*6-4-2-1-3-5-4;1-2;/h3*1-3H2,(H,5,6);;1H
• InChIKey: KEWCNOMRTUONNX-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: dibromane tris(pyrrolidin-2-one) hydrobromide
• IUPAC传统名: Brom tris(pyrrolidone) hydrobromide
• 别名: 2-吡咯烷酮 氢三溴化物; PHT; Pyrrolidone hydrotribromide; 2-Pyrrolidinone hydrotribromide

登记号

• CAS号: 22580-55-8
• EC号: 245-100-7
• MDL号: MFCD00082241

理论计算性质

• Acid pKa: 14.745904
• 质子受体: 1
• 质子供体: 1
• LogD (pH = 5.5): -0.57960933
• LogD (pH = 7.4): -0.57960933
• Log P: -0.5796093
• 摩尔折射率: 22.2579 cm^3
• 极化性: 8.598534 Å^3
• 极化表面积: 29.1 Å^2
• 可自由旋转的化学键: 0
• 里宾斯基五规则: true

分子性质

理化性质

• 熔点: 88-90°C

安全信息

• 保存注意事项: Moisture Sensitive
• 欧盟危险性物质标志: 刺激性(Irritant) (Xi)
• 危险公开号: 36/37/38
• 安全公开号: 26-37
• TSCA收录: 否
• GHS危险品标识: GHS07
• GHS危险声明: H315-H319-H335
• GHS警示性声明: P261-P305+P351+P338-P302+P352-P321-P405-P501A

产品相关信息

• 纯度: 97%

参考文献

• See also (2-Carboxyethyl)triphenylphosphonium tribromide, L00553, for alternative reagent.
• Mild, highly selective brominating agent. Ketones can be ɑ-brominated in the presence of a double bond: the low concentration of enol form consumes the bromine as it is slowly liberated: Can. J. Chem., 47, 706 (1969). Acid sensitive substrates can be brominated with PHT with excess pyrrolidinone: Synthesis, 59 (1990). Bromination with PHT is facilitated by the presence of free radicals or trace peroxides (as in THF or dioxane). In DMSO, dehydrobromination may occur: J. Org. Chem., 55, 6161 (1990):