CAS 126-33-0|SULFOLANE|sulfolane|1$l^{6}-thiolane-1,1-dione|四氢噻吩-1,1-二氧化物|tetramethylene sulfone|四亚甲基砜|环丁砜|Sulfolane|Tetrahydrothiophene 1,1-dioxide|Sulpholane|Thiolane 1,1-dioxide|T...

基本信息

化学结构

分子式

C₄H₈O₂S

分子量

120.17012

精确质量

120.0245005

电荷

InChI

InChI=1S/C4H8O2S/c5-7(6)3-1-2-4-7/h1-4H2

InChIKey

HXJUTPCZVOIRIF-UHFFFAOYSA-N

Canonic Smiles

O=S1(=O)CCCC1

Isomeric Smiles

S1(=O)(=O)CCCC1

计算属性

JChem

LogD (pH = 7.4)

-0.59

LogD (pH = 5.5)

-0.59

Log P

-0.59

可自由旋转的化学键

质子供体

质子受体

里宾斯基五规则

true

极化表面积

34.14

极化性

11.48

摩尔折射率

27.91

LOG S

-0.44

数据来源

名称和标识

别名

SULFOLANE四氢噻吩-1,1-二氧化物tetramethylene sulfone四亚甲基砜环丁砜SulfolaneTetrahydrothiophene 1,1-dioxideSulpholaneThiolane 1,1-dioxideTetrahydrothiophene 1,1-dioxidesulfolanesulfolanetetrahydrothiophene 1-dioxidetetramethylene sulfonedioxothiolanthiophane dioxide2,3,4,5-tetrahydrothiophene-1,1-dioxidethiolane-1,1-dioxide1,1-dioxothiolanthiophan sulfonesulfolancyclotetramethylene sulfone1,1-dioxidetetrahydrothiofuran(CH2)4SO2cyclic tetramethylene sulfonethiacyclopentane dioxide1,1-dioxidetetrahydrothiophene

IUPAC传统名

sulfolane 1-oxo-1λ⁴-thiolan-1-ium-1-olate 1lambda6-thiolane-1,1-dione

IUPAC标准名

1$l^{6}-thiolane-1,1-dione 1λ⁶-thiolane-1,1-dione 1-oxo-1λ⁴-thiolan-1-ium-1-olate 1λ⁶-thiolane-1,1-dione

名称和标识

数据登录号

CAS号

126-33-0

MDL号

MFCD00005484

PubChem SID

2490002316207642524889157163725547

Beilstein号

EC号

默克索引号

PubChem CID

维基百科标题

Chemspider ID

美国药典/FDA物质标识码

PubMed文献链接

4071560370950222219044229185361187859622936336

SureChEMBL数据库

CompTox数据库

CHEMBL

专利号

NMRShiftDB数据库

PDB数据库

Reaxys Registry

MetaCyc数据库

ACToR数据库

CHEBI ID

数据登录号

化合物性质

分子相关蛋白质

PDB Bank

7A3X

分子相关蛋白质

分子图谱

暂无数据

点击上传数据

描述信息

Wikipedia

Sulfolane

Sigma Aldrich

T22209

包装
5, 100, 500 g in glass bottle

ChEBI

CHEBI:74794

A member of the class of tetrahydrothiophenes that is tetrahydrothiophene in which the sulfur has been oxidised to give the corresponding sulfone. A colourless, high-boiling (285degreeC) liquid that is miscible with both water and hydrocarbons, it is used as an industrial solvent, particularly for the purification of hydrocarbon mixtures by liquid-vapour extraction.

描述信息

参考文献

PubChem文献

数据源提供

• 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 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.

• 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).

参考文献

生物活性

PubChem BioAssay

生物活性

名称和标识

别名

IUPAC传统名

sulfolane 1-oxo-1λ⁴-thiolan-1-ium-1-olate 1lambda6-thiolane-1,1-dione

IUPAC标准名

1$l^{6}-thiolane-1,1-dione 1λ⁶-thiolane-1,1-dione 1-oxo-1λ⁴-thiolan-1-ium-1-olate 1λ⁶-thiolane-1,1-dione

数据登录号

CAS号

126-33-0

MDL号

MFCD00005484

PubChem SID

2490002316207642524889157163725547

Beilstein号

EC号

默克索引号

PubChem CID

维基百科标题

Chemspider ID

美国药典/FDA物质标识码

PubMed文献链接

4071560370950222219044229185361187859622936336

SureChEMBL数据库

CompTox数据库

CHEMBL

专利号

NMRShiftDB数据库

PDB数据库

Reaxys Registry

MetaCyc数据库

ACToR数据库

CHEBI ID

分子相关蛋白质

描述信息

T22209

包装
5, 100, 500 g in glass bottle

ChEBI

CHEBI:74794

参考文献

PubChem文献

数据源提供

• 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.

• 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).

• Use of this solvent makes possible the reduction of alkyl bromides to alkanes by NaBH₄: Tetrahedron Lett., 3495 (1969).

生物活性

PubChem BioAssay

化合物性质

化合物信息

ID:89548