3,6-Bis(5-bromothiophen-2-yl)-2,5-bis(2-octyldodecyl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione

Name: 3,6-Bis(5-bromothiophen-2-yl)-2,5-bis(2-octyldodecyl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 1260685-63-9
Cat. No. CS-0196638
Molecule weight1019.21
Purity≥95%
MDL No.None

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3,6-Bis(5-bromothiophen-2-yl)-2,5-bis(2-octyldodecyl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione|CS-0196638

Structure of 1260685-63-9

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General Information

CAS No. 1260685-63-9
Cat. No. CS-0196638
Purity ≥95%
MDL No. None
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅₄H₈₆Br₂N₂O₂S₂
Molecular Weight 1019.21
Synonym(s) None
SMILES CCCCCCCCCCC(CCCCCCCC)CN1C(=C2C(=C(C3=CC=C(Br)S3)N(CC(CCCCCCCC)CCCCCCCCCC)C2=O)C1=O)C4=CC=C(Br)S4

Description

This pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione features two 5-bromothiophene units and two long alkyl chains that enhance solubility and film-forming properties. The electron-deficient core enables strong charge transport, making it ideal for organic semiconductors in high-performance devices.

Application

3,6-Bis(5-bromothiophen-2-yl)-2,5-bis(2-octyldodecyl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione serves as a high-performance building block for conjugated polymers and organic semiconductors. Its brominated thiophene units enable efficient Pd-catalyzed cross-coupling reactions, while the long alkyl chains enhance solubility and film-forming properties. This structure facilitates solution-processable fabrication of high-mobility devices, offering excellent stability and reproducibility in bench-scale synthesis.

Synthesis

Route1
- In-stock
  
  1267540-02-2
- ~92%
- In-stock
  
  1260685-63-9
References
- Li, Hui; Liu, Fangbin; Wang, Xuedong; Gu, Chunling; Wang, Ping; Fu, Hongbing Macromolecules, 2013 , vol. 46, # 23 p. 9211 - 9219
Route2
- 1003-31-2
- ~%
- In-stock
  
  1260685-63-9
References
- Lee, Joong Suk; Son, Seon Kyoung; Song, Sanghoon; Kim, Hyunjung; Lee, Dong Ryoul; Kim, Kyungkon; Ko, Min Jae; Choi, Dong Hoon; Kim, Bong Soo; Cho, Jeong Ho Chemistry of Materials, 2012 , vol. 24, # 7 p. 1316 - 1323
Route3
- In-stock
  
  5333-42-6
- ~%
- In-stock
  
  1260685-63-9
References
- Chen, Shaoyun; Sun, Bin; Hong, Wei; Aziz, Hany; Meng, Yuezhong; Li, Yuning Journal of Materials Chemistry C, 2014 , vol. 2, # 12 p. 2183 - 2190

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 40.62
LogP 18.9366
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 38

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Thiophene compounds

Building Blocks Skeleton Aliphatic heterocycle compounds Pyrroline compounds

Material Science Solar Cell Materials Receptor Intermediate AI

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3,6-Bis(5-bromothiophen-2-yl)-2,5-bis(2-octyldodecyl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione

CAS No. 1260685-63-9

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