Lot numbers can be found on the outside label of a product:
(4-Bromophenyl)hydrazine
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CAS No. 589-21-9
- Cat. No. CS-0060253
- Purity≥95%
- MDL No.MFCD01935685
*For research and further manufacturing use only, not for direct human use.
Structure of 589-21-9
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General Information
- CAS No. 589-21-9
- Cat. No. CS-0060253
- Purity ≥95%
- MDL No. MFCD01935685
- Storage -20°C, stored under nitrogen
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₆H₇BrN₂
- Molecular Weight 187.04
- Synonym(s) p-Bromophenylhydrazine
- SMILES C1=C(C=CC(=C1)NN)Br
Description
(4-Bromophenyl)hydrazine features a brominated aromatic ring linked to a hydrazine functional group, enabling direct integration into azo dye synthesis and heterocyclic scaffold construction. This bench-stable reagent facilitates efficient coupling reactions under standard conditions, offering reliable access to diverse nitrogen-rich architectures in medicinal chemistry and materials science applications.
Application
(4-Bromophenyl)hydrazine serves as a versatile building block in the synthesis of heterocyclic scaffolds, particularly azo dyes and triazoles. Its hydrazine functionality enables straightforward coupling reactions with carbonyl compounds, aldehydes, and activated esters, facilitating efficient access to biologically relevant architectures. The bromine substituent provides a handle for subsequent cross-coupling transformations, enhancing synthetic versatility in medicinal chemistry and materials science applications.
Synthesis
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Route1
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106-40-1 - ~82%
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In-stock
589-21-9
References
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Bruel, Amelie; Loge, Cedric; Tauzia, Marie-Ludivine De; Ravache, Myriam; Le Guevel, Remy; Guillouzo, Christiane; Lohier, Jean-Francois; Oliveira Santos, Jana Sopkova-De; Lozach, Olivier; Meijer, Laurent; Ruchaud, Sandrine; Benedetti, Helene; Robert, Jean-Michel European Journal of Medicinal Chemistry, 2012 , vol. 57, p. 225 - 233
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Route2
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412328-47-3
- ~83%
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In-stock
589-21-9
References
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Yang, Yan-Fang; Li, Lian-Hua; He, Yu-Tao; Luo, Jian-Yi; Liang, Yong-Min Tetrahedron, 2014 , vol. 70, # 3 p. 702 - 707
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Route3
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In-stock
622-88-8 - ~%
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In-stock
589-21-9
References
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WO2005/85226 A1, ; Page/Page column 25 ;
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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 38.05
- LogP 1.7347
- H_Acceptors 2
- H_Donors 2
- Rotatable_Bonds 1
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Key Words
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