Lot numbers can be found on the outside label of a product:
2,4-Dibromothiazole-5-carbaldehyde
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CAS No. 139669-95-7
- Cat. No. CS-W021501
- Purity≥97%
- MDL No.MFCD04117944
*For research and further manufacturing use only, not for direct human use.
Structure of 139669-95-7
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General Information
- CAS No. 139669-95-7
- Cat. No. CS-W021501
- Purity ≥97%
- MDL No. MFCD04117944
- Storage -20°C, sealed storage, away from moisture
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₄HBr₂NOS
- Molecular Weight 270.93
- Synonym(s) 2,4-Dibromothiazole-5-carboxaldehyde
- SMILES BrC1=NC(=C(S1)C=O)Br
Description
2,4-Dibromothiazole-5-carbaldehyde features a brominated thiazole core with an aldehyde handle at the 5-position, enabling direct functionalization in cross-coupling and heterocycle construction. The electron-deficient aromatic system enhances reactivity in nucleophilic substitution, while the bench-stable carbonyl group facilitates downstream derivatization under standard conditions.
Application
2,4-Dibromothiazole-5-carbaldehyde serves as a versatile building block in heterocyclic synthesis, enabling direct functionalization at the 5-position via nucleophilic substitution or transition-metal-catalyzed coupling. The aldehyde group facilitates efficient derivatization through oxidation, reduction, or condensation reactions, while the bromine substituents offer orthogonal reactivity for cross-coupling protocols. Its bench-stable nature and compatibility with standard purification methods make it well-suited for iterative synthesis workflows in medicinal chemistry and materials science.
Synthesis
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Route1
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In-stock
2295-31-0 -
68-12-2 - ~70%
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In-stock
139669-95-7
References
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Pereira, Raquel; Gaudon, Claudine; Iglesias, Beatriz; Germain, Pierre; Gronemeyer, Hinrich; De Lera, Angel R. Bioorganic and Medicinal Chemistry Letters, 2006 , vol. 16, # 1 p. 49 - 54
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Route2
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In-stock
4175-77-3 -
68-12-2
- ~35%
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In-stock
139669-95-7
References
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PHENEX PHARMACEUTICALS AG; GEGE, Christian; STEENECK, Christoph; KINZEL, Olaf; KLEYMANN, Gerald; HOFFMANN, Thomas Patent: WO2013/178362 A1, 2013 ; Location in patent: Page/Page column 156 ;
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Route3
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In-stock
2295-31-0
- ~%
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In-stock
139669-95-7
References
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US2006/166906 A1, ; Page/Page column 26 ;
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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 29.96
- LogP 2.4806
- H_Acceptors 3
- H_Donors 0
- Rotatable_Bonds 1
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Key Words
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