环丁砜

• 产品号: A13466
• CAS号: 126-33-0
• 分子式: C4H8O2S
• 分子量: 120.17012
• 纯 度: 99%

产品别名

• 标题: Sulfolane
• IUPAC标准名: 1λ^6-thiolane-1,1-dione
• IUPAC传统名: sulfolane
• 别名: tetramethylene sulfone; Tetrahydrothiophene 1,1-dioxide

产品登记号

• 默克索引号: 148955
• Beilstein号: 107765
• CAS号: 126-33-0
• EC号: 204-783-1
• MDL号: MFCD00005484

产品性质

• 纯度: 99%
• 沸点: 285°C
• 密度: 1.261
• 闪点: 166°C(330°F)
• 熔点: 25-28°C
• 折射率: 1.4825
• GHS危险声明: H302
• 欧盟危险性物质标志: X
• GHS警示性声明: P262-P308+P313-P330
• 危险公开号: 22
• RTECS编号: XN0700000
• 安全公开号: 25
• 保存注意事项: Hygroscopic
• TSCA收录: 是

参考文献

• Solvent for nitrations using Nitronium tetrafluoroborate, B20167.
• Solvent for the Baylis-Hillman reaction, using 1,4-Diazabicyclo[2.2.2]octane, A14003, which enables short reaction times at room temperature: Tetrahedron Lett., 45, 1183 (2004).
• High-boiling dipolar aprotic solvent. Compare Dimethyl sulfoxide, A13280, N,N-Dimethylacetamide, A10924 and 1-Methyl-2-pyrrolidinone, A12260.
• Widely used as solvent in the nucleophilic displacement of chloroaromatics with F^- (Halex fluorination). For example, chlorinated benzaldehydes were converted to their fluoro-analogues by heating with KF in tetramethylene sulfone at 220^o: J. Fluorine Chem., 46, 529 (1990). Nitro groups have also been displaced by F^- by heating in the presence of tetramethylammonium chloride and phthaloyl chloride as a nitrite trap: J. Org. Chem., 56, 6406 (1991). See, however, Tetrahydrothiophene 1-oxide, A17502 and Potassium fluoride, 14130.
• Can be doubly metallated at the ɑ-positions with strong bases such as NaNH₂, LiNH₂ or n-BuLi, and the resulting dianion reacted with one or two equivalents of benzophenone to give the mono- or bis-adduct respectively: J. Org. Chem., 35, 1834 (1970); J. Organomet. Chem., 59, 53 (1973). For alkylation of the monolithio-derivative, see: Synth. Commun., 18, 583 (1988).
• Use of this solvent makes possible the reduction of alkyl bromides to alkanes by NaBH₄: Tetrahedron Lett., 3495 (1969).