Lot numbers can be found on the outside label of a product:
3,3-Dibromo-5,5-bis(trimethylsilyl)-2,2-bithiophene
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CAS No. 207742-50-5
- Cat. No. CS-0158142
- Purity≥98%
- MDL No.MFCD16621088
*For research and further manufacturing use only, not for direct human use.
Structure of 207742-50-5
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General Information
- CAS No. 207742-50-5
- Cat. No. CS-0158142
- Purity ≥98%
- MDL No. MFCD16621088
- Storage 4°C, stored under nitrogen
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₄H₂₀Br₂S₂Si₂
- Molecular Weight 468.42
- Synonym(s) 3,3'-Dibromo-5,5'-bis(trimethylsilyl)-2,2'-bithiophene
- SMILES C[Si](C)(C)C1=CC(=C(C2=C(C=C(S2)[Si](C)(C)C)Br)S1)Br
Description
3,3-Dibromo-5,5-bis(trimethylsilyl)-2,2-bithiophene features a sterically shielded bithiophene core with bromine substituents at the 3-position and bulky trimethylsilyl groups at the 5-positions. This combination imparts enhanced stability and solubility, enabling efficient coupling reactions in cross-coupling protocols. The molecule serves as a robust building block for conjugated polymers and functional organic materials.
Application
3,3-Dibromo-5,5-bis(trimethylsilyl)-2,2-bithiophene serves as a versatile building block for the synthesis of functionalized bithiophene derivatives via palladium-catalyzed cross-coupling reactions. The bromo groups enable efficient coupling with boronic acids or stannanes, while the trimethylsilyl groups provide enhanced stability and ease of purification. This compound facilitates the construction of conjugated oligomers and materials for organic electronics.
Synthesis
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Route1
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In-stock
18246-28-1 - ~86%
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In-stock
207742-50-5
References
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Organic Letters, , vol. 12, # 9 p. 2136 - 2139
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Route2
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75-77-4 -
In-stock
51751-44-1 - ~94%
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In-stock
207742-50-5
References
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US8436208 B2, ; Page/Page column 38 ;
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Route3
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75-77-4
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In-stock
125143-53-5 - ~80%
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In-stock
207742-50-5
References
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Organic and Biomolecular Chemistry, , vol. 12, # 15 p. 2474 - 2478
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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 : H302-H315-H319-H335
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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 0
- LogP 6.092
- H_Acceptors 2
- H_Donors 0
- Rotatable_Bonds 3
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Key Words
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