1223560-07-3

Basic information

• Product Name: 2,6-bis(trimethylsilyl)-4-(3,4,5-tris(dodecyloxy)phenyl)-4H-diselenopheno[3,2-b:2',3'-d]pyrrole
• Synonyms: 2,6-bis(trimethylsilyl)-4-(3,4,5-tris(dodecyloxy)phenyl)-4H-diselenopheno[3,2-b:2',3'-d]pyrrole
• CAS NO: 1223560-07-3
• Molecular Weight: 1046.48
• Mol File: 1223560-07-3.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: 2,6-bis(trimethylsilyl)-4-(3,4,5-tris(dodecyloxy)phenyl)-4H-diselenopheno[3,2-b:2',3'-d]pyrrole(CAS DataBase Reference)
• NIST Chemistry Reference: 2,6-bis(trimethylsilyl)-4-(3,4,5-tris(dodecyloxy)phenyl)-4H-diselenopheno[3,2-b:2',3'-d]pyrrole(1223560-07-3)
• EPA Substance Registry System: 2,6-bis(trimethylsilyl)-4-(3,4,5-tris(dodecyloxy)phenyl)-4H-diselenopheno[3,2-b:2',3'-d]pyrrole(1223560-07-3)

Safety Data

• Hazardous Substances Data: 1223560-07-3(Hazardous Substances Data)

Upstream product

• 1223559-94-1 (5-bromoselenophen-2-yl)trimethylsilane 
• 1223559-96-3 3,3′-dibromo-5,5′-di(trimethylsilanyl)-2,2′-diselenophene 
• 151237-05-7 3,4,5-tris(dodec-1-yloxy)aniline 

Downstream Products

• 1413923-04-2 C₆₀H₇₉N₇O₃Se₂ 
• 1413923-06-4 C₅₆H₇₉N₅O₃Se₂ 
• 1413923-00-8 4-(3,4,5-tris(dodecyloxy)phenyl)-4H-diselenopheno[3,2-b:2',3'-d]pyrrole 

Relevant articles and documents

COUPLED HETEROARYL COMPOUNDS VIA REARRANGEMENT OF HALOGENATED HETEROAROMATICS FOLLOWED BY OXIDATIVE COUPLING (HETEROARYLENE SPACER MOIETY)

The inventions disclosed and described herein relate to new and efficient generic methods for making a wide variety of compounds having HAr - Z - Har tricyclic cores, wherein HAr is an optionally substituted five or six membered heteroaryl ring, and Hal is a halogen, and Z is a bridging radical, such as S, Sc, NR5, C(O), C(O)C(O), Si(R5)2, SO, S02, PR5, BR5, C(R5)2 or P(O)Rs and both HAr are covalently bound to one another. The synthetic methods employ a "Base-Catalyzed Halogen Dance" reaction to prepare a metallated compound comprising a five or six membered heteroaryl ring comprising a halogen atom, and then oxidatively coupling the reactive intermediate compound. The compounds of Formula (II) and/or oligomer or polymers comprising repeat units having Formula (II) can be useful for making semi-conducting materials, and/or electronic devices comprising those materials. Acyl compounds can be prepared. Heteroarylene substituents can be used. The core tricyclic core can be coupled to itself. The Z group also can be strong electron-withdrawing groups such as C=C(CN)2 or [C=C(CN)212. Organic electronic devices can be made including field-effect transistors. Formula (II).

COUPLED HETEROARYL COMPOUNDS VIA REARRANGEMENT OF HALOGENATED HETEROAROMATICS FOLLOWED BY OXIDATIVE COUPLING (ELECTRON WITHDRAWING GROUPS)

The inventions disclosed and described herein relate to new and efficient generic methods for making a wide variety of compounds having HAr - Z - Har tricyclic cores, wherein HAr is an optionally substituted five or six membered heteroaryl ring, and Hal is a halogen, and Z is a bridging radical, such as S, Sc, NR5, C(O), C(O)C(O), Si(R5)2, SO, SO2, PR5, BR5, C(R5)2 or P(O)R5 and both HAr are covalently bound to one another. The synthetic methods employ a "Base-Catalyzed Halogen Dance" reaction to prepare a metallated compound comprising a five or six membered heteroaryl ring comprising a halogen atom, and then oxidatively coupling the reactive intermediate compound. The compounds of Formula (II) and/or oligomer or polymers comprising repeat units having Formula (II) can be useful for making semi-conducting materials, and/or electronic devices comprising those materials. Acyl compounds can be prepared. Heteroarylene substituents can be used. The core tricyclic core can be coupled to itself. The Z group also can be strong electron-withdrawing groups such as C=C(CN)2 or [C=C(CN)2]2. Organic electronic devices can be made including field-effect transistors. Formula (II).

METHOD OF MAKING COUPLED HETEROARYL COMPOUNDS VIA REARRANGEMENT OF HALOGENATED HETEROAROMATICS FOLLOWED BY OXIDATIVE COUPLING

The inventions disclosed and described herein relate to new and efficient generic methods for making a wide variety of compounds having Formulas (I) and (II) as shown below (Formulas (I) and (II)) wherein HAr is an optionally substituted five or six membered heteroaryl ring, and Hal is a halogen, and Y is a bridging radical, such as S, Se, NR5 C(O), C(O)C(O),Si(R5)2, SO, SO2, PR5, BR5, C(R5)2 or P(O)R5. The synthetic methods employ a "Base-Catalyzed Halogen Dance" reaction to prepare a metallated compound comprising a five or six membered heteroaryl ring comprising a halogen atom, and then oxidatively coupling the reactive intermediate compound. The compounds of Formula (II) and/or oligomer or polymers comprising repeat units having Formula (II) can be useful for making semi-conducting materials, and/or electronic devices comprising those materials.