CAS 6160-65-2|1,1'-Thiocarbonyldiimidazole|1-(1H-imidazole-1-carbothioyl)-1H-imidazole|1-(imidazole-1-carbothioyl)imidazole|Di(1H-imidazol-1-yl)methanethione|1,1'-Thiocarbonyldi(1H-imidazole) 90%|N,N...

基本信息

化学结构

分子式

C₇H₆N₄S

分子量

178.21434

精确质量

178.03131721

电荷

InChI

InChI=1S/C7H6N4S/c12-7(10-3-1-8-5-10)11-4-2-9-6-11/h1-6H

InChIKey

RAFNCPHFRHZCPS-UHFFFAOYSA-N

Canonic Smiles

S=C(n1cncc1)n1cncc1

Isomeric Smiles

C(=S)(n1cncc1)n1cncc1

计算属性

JChem

质子受体

质子供体

LogD (pH = 5.5)

-0.0659748

LogD (pH = 7.4)

-0.06423997

Log P

-0.06421781

摩尔折射率

48.7679

极化性

18.80097

极化表面积

35.64

可自由旋转的化学键

里宾斯基五规则

true

数据来源

名称和标识

别名

1,1'-ThiocarbonyldiimidazoleDi(1H-imidazol-1-yl)methanethione1,1'-Thiocarbonyldi(1H-imidazole) 90%N,N′-硫羰基二咪唑1,1′-Thiocarbonyldiimidazole1,1'-(Thiocarbonyl)bis[imidazole]di-1H-Imidazol-1-ylmethanethione1,1'-Carbonothioylbis-1H-imidazoleN,N'-Thiocarbonyldiimidazole1-[(1H-imidazol-1-yl)carbothioyl]-1H-imidazole1,1'-(Thiocarbonyl)diimidazoleDiimidazol-1-ylmethanthione1-(1H-Imidazol-1-ylcarbothioyl)-1H-imidazole, 1,1'-(Thiocarbonyl)diimidazoleNSC 141692ThiocarbonyldiimidazoleThiocarbonylbisimidazole1,1'-硫代碳酰基二咪唑1,1'-Thiocarbonyldiimidazole

IUPAC标准名

1-(1H-imidazole-1-carbothioyl)-1H-imidazole

IUPAC传统名

1-(imidazole-1-carbothioyl)imidazole

名称和标识

数据登录号

CAS号

6160-65-2

MDL号

MFCD00005289

PubChem SID

248891112484958916203321824889110

Beilstein号

609349

EC号

228-183-4

PubChem CID

80264

数据登录号

化合物性质

分子相关蛋白质

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分子图谱

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描述信息

Sigma Aldrich

156051

Application
本品可用于醇与三丁基氢化锡以及二醇与氢化铝锂发生脱氧反应。
生化合成中的有用试剂。
包装
5, 10 g in glass bottle

88545

Other Notes
用于合成硫酰胺1；用于改进的 Corey-Winter 烯烃合成2；通过醇与 Bu3SnH-AIBN 发生自由基反应制备硫代氨基甲酸酯3,4
包装
1, 5, 25 g in glass bottle

TRC

T344410

1,1’-Thiocarbonyldiimidazole can be used to deoxygenate carboxylic monosaccharide analogues.

描述信息

参考文献

PubChem文献

数据源提供

• Loke, I., et al.: Tetrahedron, 68, 697 (2012)

• Reacts with diols to give cyclic thionocarbonates which are desulfurized by trialkyl phosphites to give alkenes by cis-elimination of CO₂ from the intermediate carbene (Corey-Winter olefination): J. Am. Chem. Soc., 85, 2677 (1963); Angew. Chem. Int. Ed., 14, 753 (1975). For a modified procedure involving ring-opening of the thionocarbonate intermediate with an alkyl iodide, followed by Zn reduction of the resulting iodo ester, see: Tetrahedron Lett., 3793 (1973). Alternatively, the thionocarbonate of a 1,2-diol can be selectively reduced to the methylenedioxy group with Triphenyltin hydride, L00163, under free-radical conditions: J. Org. Chem., 62, 4159 (1997).

• Can be used to deoxygenate carbocyclic monosaccharide analogues: Tetrahedron., 48, 2349 (1992).

参考文献

生物活性

PubChem BioAssay

生物活性