Lot numbers can be found on the outside label of a product:
2-Bromo-5-iodothiophene
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CAS No. 29504-81-2
- Cat. No. CS-0120050
- Purity≥95%
- MDL No.MFCD08695058
*For research and further manufacturing use only, not for direct human use.
Structure of 29504-81-2
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General Information
- CAS No. 29504-81-2
- Cat. No. CS-0120050
- Purity ≥95%
- MDL No. MFCD08695058
- Storage 4°C, protect from light, stored under nitrogen
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₄H₂BrIS
- Molecular Weight None
- Synonym(s) 2-IODO-5-BROMO-THIOPHENE
- SMILES IC1=CC=C(Br)S1
Description
2-Bromo-5-iodothiophene is a halogenated thiophene derivative featuring complementary reactive sites for cross-coupling. The bromine and iodine substituents enable sequential functionalization under palladium catalysis, offering precise control in constructing complex heterocyclic architectures. This compound serves as a key building block in the synthesis of advanced materials and pharmaceutical intermediates.
Application
2-Bromo-5-iodothiophene serves as a versatile halogenated building block for cross-coupling reactions, enabling the construction of biaryl and heteroaryl scaffolds under palladium-catalyzed conditions. The complementary reactivity of bromo and iodo groups allows for sequential functionalization, while its bench-stable nature and compatibility with standard coupling protocols facilitate efficient synthesis of complex molecular architectures in medicinal chemistry and materials science applications.
Synthesis
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Route1
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1003-09-4 - ~89%
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In-stock
29504-81-2
References
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Holmes, Brian T.; Pennington, William T.; Hanks Molecules, 2002 , vol. 7, # 5 p. 447 - 455
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Route2
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3141-27-3
- ~%
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In-stock
29504-81-2
References
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F. HOFFMANN-LA ROCHE AG Patent: EP510473 A1, 1992 ;
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Route3
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In-stock
3437-95-4 - ~70%
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In-stock
29504-81-2
References
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Goldberg, Yuri; Alper, Howard Journal of Organic Chemistry, 1993 , vol. 58, # 11 p. 3072 - 3075
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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-H312-H315-H319-H332-H335
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Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 0
- LogP 3.1152
- H_Acceptors 1
- H_Donors 0
- Rotatable_Bonds 0
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Key Words
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