Lot numbers can be found on the outside label of a product:
3,6-Bis(5-bromothiophen-2-yl)-2,5-bis(2-ethylhexyl)-2,5-dihydropyrrolo[3,4-c]pyrrole-1,4-dione
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CAS No. 1000623-95-9
- Cat. No. CS-0110864
- Purity≥97%
- MDL No.None
*For research and further manufacturing use only, not for direct human use.
![3,6-Bis(5-bromothiophen-2-yl)-2,5-bis(2-ethylhexyl)-2,5-dihydropyrrolo[3,4-c]pyrrole-1,4-dione|CS-0110864](https://file.chemscene.com/productPIC/CS-0110864.gif)
Structure of 1000623-95-9
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General Information
- CAS No. 1000623-95-9
- Cat. No. CS-0110864
- Purity ≥97%
- MDL No. None
- Storage 4°C, stored under nitrogen
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₃₀H₃₈Br₂N₂O₂S₂
- Molecular Weight 682.57
- Synonym(s) 3,6-Bis(5-bromothiophen-2-yl)-2,5-bis(2-ethylhexyl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione
- SMILES O=C1N(C(C2=CC=C(S2)Br)=C3C1=C(N(C3=O)CC(CCCC)CC)C4=CC=C(S4)Br)CC(CCCC)CC
Description
This dihydropyrrolopyrrole-dione features two bromothiophene units flanking a central electron-deficient core, paired with bulky 2-ethylhexyl substituents that enhance solubility and processability. The structure enables efficient charge transport in organic semiconductors, particularly in solution-processed photovoltaic devices.
Application
3,6-Bis(5-bromothiophen-2-yl)-2,5-bis(2-ethylhexyl)-2,5-dihydropyrrolo[3,4-c]pyrrole-1,4-dione serves as a versatile building block for conjugated polymers and small-molecule semiconductors. The brominated thiophene groups enable efficient Stille or Suzuki coupling reactions, while the 2,5-dihydropyrrolo[3,4-c]pyrrole-1,4-dione core provides excellent planarity and electron-deficient character. Its alkylated side chains enhance solubility and processability, facilitating solution-phase synthesis and film formation in organic electronic applications.
Synthesis
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Route1
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In-stock
![2,5-Bis(2-ethylhexyl)-3,6-di(thiophen-2-yl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione|CS-0152380](https://file.chemscene.com/productPIC/CS-0152380.gif)
1185885-86-2 - ~84%
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In-stock
1000623-95-9
References
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Woo, Claire H.; Beaujuge, Pierre M.; Holcombe, Thomas W.; Lee, Olivia P.; Frechet, Jean M. J. Journal of the American Chemical Society, 2010 , vol. 132, # 44 p. 15547 - 15549
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Route2
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In-stock
18908-66-2 - ~%
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In-stock
1000623-95-9
References
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Hablot, Delphine; Islam, Ashraful; Han, Liyuan; Ziessel, Raymond Collection of Czechoslovak Chemical Communications, 2012 , vol. 77, # 6 p. 462 - 469
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Route3
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1003-31-2 - ~%
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In-stock
1000623-95-9
References
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Ripaud, Emilie; Demeter, Dora; Rousseau, Theodulf; Boucard-Cetol, Emmanuel; Allain, Magali; Po, Riccardo; Leriche, Philippe; Roncali, Jean Dyes and Pigments, 2012 , vol. 95, # 1 p. 126 - 133
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS07
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Signal Word : Warning
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UN#: N/A
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Class : N/A
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Packing Group : N/A
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Hazard Statements : H315-H319
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Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 40.62
- LogP 9.5742
- H_Acceptors 4
- H_Donors 0
- Rotatable_Bonds 14
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Key Words
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