Lot numbers can be found on the outside label of a product:
2,2'-Dibromo-9,9'-spirobi[fluorene]
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CAS No. 67665-47-8
- Cat. No. CS-W014439
- Purity≥97%
- MDL No.MFCD08704219
*For research and further manufacturing use only, not for direct human use.
![2,2'-Dibromo-9,9'-spirobi[fluorene]|CS-W014439](https://file.chemscene.com/productPIC/CS-W014439.gif)
Structure of 67665-47-8
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General Information
- CAS No. 67665-47-8
- Cat. No. CS-W014439
- Purity ≥97%
- MDL No. MFCD08704219
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₂₅H₁₄Br₂
- Molecular Weight 474.19
- Synonym(s) L B656 HXJ EE H-& HL B656 HXJ EE
- SMILES BrC1=CC(C23C4=C(C5=C2C=CC=C5)C=CC(Br)=C4)=C(C6=C3C=CC=C6)C=C1
Description
2,2'-Dibromo-9,9'-spirobi[fluorene] features a rigid spirocyclic fluorene core with bromine substituents at the 2 and 2′ positions, delivering enhanced stability and defined electronic properties. This configuration enables efficient coupling in cross-coupling reactions, particularly in the synthesis of conjugated polymers and advanced organic semiconductors. The molecule’s sterically constrained geometry promotes controlled molecular architecture development.
Application
2,2'-Dibromo-9,9'-spirobi[fluorene] serves as a versatile dibrominated building block for the synthesis of functionalized fluorene-based scaffolds. Its spirocyclic architecture and ortho-bromine substituents enable efficient palladium-catalyzed cross-coupling reactions, facilitating the construction of biaryl and polycyclic systems with high regiocontrol. The compound exhibits excellent bench stability and facilitates straightforward purification, making it well-suited for iterative synthetic sequences in materials science and medicinal chemistry applications.
Synthesis
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Route1
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In-stock
![9,9'-Spirobi[fluorene]|CS-W014521](https://file.chemscene.com/productPIC/CS-W014521.gif)
159-66-0 - ~88%
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In-stock
67665-47-8
References
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Pei, Jian; Ni, Jing; Zhou, Xing-Hua; Cao, Xiao-Yu; Lai, Yee-Hing Journal of Organic Chemistry, 2002 , vol. 67, # 14 p. 4924 - 4936
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Route2
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864957-74-4 - ~79%
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In-stock
67665-47-8
References
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Chiang, Chih-Long; Shu, Ching-Fong; Chen, Chin-Ti Organic Letters, 2005 , vol. 7, # 17 p. 3717 - 3720
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Route3
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In-stock
![9,9'-Spirobi[fluorene]-2,2'-diamine|CS-0155955](https://file.chemscene.com/productPIC/CS-0155955.gif)
67665-45-6 - ~59%
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In-stock
67665-47-8
References
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Wu, Fang-Iy; Dodda, Rajasekhar; Reddy, D. Sahadeva; Shu, Ching-Fong Journal of Materials Chemistry, 2002 , vol. 12, # 10 p. 2893 - 2897
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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 7.5551
- H_Acceptors 0
- H_Donors 0
- Rotatable_Bonds 0
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Key Words
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