135926-91-9

Basic information

• Product Name: 2,2'-Bithiophene, 3,3'-dibutyl-
• CAS NO: 135926-91-9
• Molecular Formula: C16H22S2
• Mol File: 135926-91-9.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 2,2'-Bithiophene, 3,3'-dibutyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2'-Bithiophene, 3,3'-dibutyl-(135926-91-9)
• EPA Substance Registry System: 2,2'-Bithiophene, 3,3'-dibutyl-(135926-91-9)

Safety Data

• Hazardous Substances Data: 135926-91-9(Hazardous Substances Data)

Upstream product

• 34722-01-5 3-butylthiophene 
• 145543-82-4 2-bromo-3-(n-butyl)thiophene 
• 125143-53-5 3,3',5,5'-tetrabromo-2,2'-bithiophene 
• 492-97-7 2,2'-Bithiophene 
• 109-65-9 1-bromo-butane 
• 51751-44-1 3,3'dibromo-2,2'-bithiophene 

Relevant articles and documents

Oligothiophene-Bridged Conjugated Covalent Organic Frameworks

Two-dimensional covalent organic frameworks (2D-COFs) are crystalline, porous materials comprising aligned columns of π-stacked building blocks. With a view toward the application of these materials in organic electronics and optoelectronics, the construction of oligothiophene-based COFs would be highly desirable. The realization of such materials, however, has remained a challenge, in particular with respect to laterally conjugated imine-linked COFs. We have developed a new building block design employing an asymmetric modification on an otherwise symmetric backbone that allows us to construct a series of highly crystalline quaterthiophene-derived COFs with tunable electronic properties. Studying the optical response of these materials, we have observed for the first time the formation of a charge transfer state between the COF subunits across the imine bond. We believe that our new building block design provides a general strategy for the construction of well-ordered COFs from various extended building blocks, thus greatly expanding the range of applicable molecules.

The synthesis of head-to-tail (H-T) dimers of 3-substituted thiophenes by the hypervalent iodine(III)-induced oxidative biaryl coupling reaction

The head-to-tail (H-T) dimers could be obtained selectively by the oxidative coupling reaction of 3-substituted thiophenes using a combination of hypervalent iodine(III) reagents and trimethylsilyl trifluoromethanesulfonate. The Roval Society of Chemistry 2005.

SELECTIVE FUNCTIONALIZATION OF 2,2'-BITHIOPHENES

The selective functionalization of the 2,2'-bithiophene molecule is described.Selective alkyl substitution at the 3,3'-positions was achieved by sequential bromination of the 3,3' and 5,5' positions followed by debromination at the 5,5'-positions.The resultant 3,3'-dibromo-2,2'-bithiophene was transformed via a Grignard reaction to give a series of 3,3'-dialkyl-2,2'-bithiophenes.Finally, nitration of the active 5,5'positions gave the corresponding 3,3'-dialkyl-5,5'-dinitro-2,2'-bithiophenes.