物质信息
ID:716363
名称和标识
IUPAC传统名
sulfolane
别名
Sulfolanetetramethylene sulfone环丁砜Tetrahydrothiophene 1,1-dioxide
IUPAC标准名
1λ6-thiolane-1,1-dione
化合物性质
安全信息
欧盟危险性物质标志
有害性 (X)GHS危险品标识
急性毒性（口服，皮肤接触，吸入），类别4
皮肤刺激，类别2
眼刺激，类别2
皮肤过敏，类别1
特定目标器官毒性 -一次接触，类别3
GHS警示性声明
P262-P308+P313-P330
危险公开号
22
GHS危险声明
H302
保存注意事项
Hygroscopic
安全公开号
25
RTECS编号
XN0700000
TSCA收录
是
产品相关信息
纯度
99%
理化性质
沸点
285°C
闪点
166°C(330°F)
熔点
25-28°C
折射率
1.4825
密度
1.261
描述信息
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分子图谱
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参考文献
• Solvent for nitrations using Nitronium tetrafluoroborate, B20167.
• 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 220o: 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.
• 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).
• 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).