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CS-W001157 4
Total: USD 88.00

5-Bromo-3-methylbenzene-1,2-diamine

  • CAS No. 76153-06-5

  • Cat. No. CS-W022322
  • Purity≥97%
  • MDL No.MFCD06411036

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

5-Bromo-3-methylbenzene-1,2-diamine|CS-W022322

Structure of 76153-06-5

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General Information

  • CAS No. 76153-06-5
  • Cat. No. CS-W022322
  • Purity ≥97%
  • MDL No. MFCD06411036
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₉BrN₂
  • Molecular Weight 201.07
  • Synonym(s) 5-BROMO-3-METHYL-1,2-BENZENEDIAMINE
  • SMILES NC1=CC(Br)=CC(C)=C1N

Description

5-Bromo-3-methylbenzene-1,2-diamine features a brominated benzene core with adjacent amino groups and a methyl substituent at the meta position. This electron-rich scaffold enables direct coupling in cross-coupling reactions and serves as a building block for functionalized heterocycles. The ortho-diamine moiety facilitates metal coordination and enhances reactivity in ligand synthesis.

Application

5-Bromo-3-methylbenzene-1,2-diamine serves as a versatile building block for the synthesis of heterocyclic scaffolds and functionalized aromatic compounds. The ortho-diamine motif enables efficient cyclization reactions, while the bromo and methyl groups provide sites for subsequent cross-coupling and derivatization. Its bench-stable nature and compatibility with palladium-catalyzed transformations make it well-suited for medicinal chemistry and process development workflows.

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 130 ; WO 2013/026914 A1
  • Route2

    References

    • Organic Process Research and Development, , vol. 7, # 3 p. 318 - 323
  • Route3

    References

    • Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, , vol. 19, # 12 p. 1035 - 1037

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H312-H315-H319-H332-H335
Precautionary Statements : P260-P261-P264-P270-P271-P280-P301+P310-P302+P352-P304+P340-P304+P341-P305+P351+P338-P312-P330-P332+P313-P337+P313-P362+P364-P363-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   52.04
  • LogP   1.92192
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   0

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