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CS-W001157 4
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3-Bromobenzene-1,2-diamine

  • CAS No. 1575-36-6

  • Cat. No. CS-W019000
  • Purity≥97%
  • MDL No.MFCD09842434

*For research and further manufacturing use only, not for direct human use.

3-Bromobenzene-1,2-diamine|CS-W019000

Structure of 1575-36-6

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General Information

  • CAS No. 1575-36-6
  • Cat. No. CS-W019000
  • Purity ≥97%
  • MDL No. MFCD09842434
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₇BrN₂
  • Molecular Weight 187.04
  • Synonym(s) None
  • SMILES BrC1=CC=CC(=C1N)N

Description

3-Bromobenzene-1,2-diamine features a brominated aromatic core with adjacent primary amine groups, enabling direct coupling in cross-coupling and heterocycle synthesis. The para-bromo substituent offers regioselective functionalization potential, while the diamine moiety provides dual coordination sites for metal complexation or polymer integration. This compound serves as a key intermediate in pharmaceutical and agrochemical development, particularly in constructing nitrogen-rich scaffolds under standard conditions.

Application

3-Bromobenzene-1,2-diamine serves as a versatile building block for the synthesis of functionalized heterocycles and pharmaceutical intermediates. Its ortho-diamine motif enables efficient coordination in transition metal-catalyzed couplings, while the bromine substituent provides a reliable handle for further diversification via cross-coupling reactions. The compound exhibits good bench stability and facilitates straightforward purification, making it well-suited for iterative synthetic sequences in medicinal chemistry and materials science applications.

Synthesis

  • Route1

    References

    • F. HOFFMANN-LA ROCHE AG; ALIAGAS-MARTIN, Ignacio; CRAWFORD, James; LEE, Wendy; MATHIEU, Simon; RUDOLPH, Joachim Patent: WO2013/26914 A1, 2013 ; Location in patent: Page/Page column 108 ; WO 2013/026914 A1
  • Route2

    References

    • Wasik, Romualda; Winska, Patrycja; Poznanski, Jaroslaw; Shugar, David Journal of Physical Chemistry B, 2012 , vol. 116, # 24 p. 7259 - 7268
  • Route3

    References

    • Journal of Physical Chemistry B, , vol. 116, # 24 p. 7259 - 7268

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H302-H315-H319-H335
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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Computational Chemistry Data

  • TPSA   52.04
  • LogP   1.6135
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   0

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