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CS-W001157 4
Total: USD 88.00

1,3-Dibromo-5-(bromomethyl)benzene

  • CAS No. 56908-88-4

  • Cat. No. CS-W007944
  • Purity≥97%
  • MDL No.MFCD00052415

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

1,3-Dibromo-5-(bromomethyl)benzene|CS-W007944

Structure of 56908-88-4

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General Information

  • CAS No. 56908-88-4
  • Cat. No. CS-W007944
  • Purity ≥97%
  • MDL No. MFCD00052415
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₅Br₃
  • Molecular Weight 328.83
  • Synonym(s) α,3,5-Tribromotoluene
  • SMILES BrCC1=CC(Br)=CC(Br)=C1

Description

1,3-Dibromo-5-(bromomethyl)benzene features a benzene core bearing two bromo substituents at meta positions and a pendant bromomethyl group at the para position relative to one bromine. This tri-functional halogenated aromatic integrates readily into cross-coupling cascades, enabling efficient construction of complex molecular architectures under standard conditions.

Application

1,3-Dibromo-5-(bromomethyl)benzene serves as a versatile polybrominated aromatic building block for the synthesis of complex heterocycles and functionalized aryl scaffolds. Its orthogonal bromination sites enable sequential cross-coupling reactions, while the benzylic bromide facilitates nucleophilic substitution or metal-mediated functionalization. Bench-stable and compatible with standard Pd-catalyzed coupling protocols, it offers predictable reactivity in multistep synthetic sequences.

Synthesis

  • Route1

    References

    • Urbani, Maxence; Ohkubo, Kei; Islam, D. M. Shafiqul; Fukuzumi, Shunichi; Langa, Fernando Chemistry - A European Journal, 2012 , vol. 18, # 24 p. 7473 - 7485
  • Route2

    References

    • Pola Chemical Industries, Inc. Patent: US6586633 B1, 2003 ;
  • Route3

    References

    • Liu, Simin; Whisenhunt-Ioup, Sarah E.; Gibb, Corinne L. D.; Gibb, Bruce C. Supramolecular Chemistry, 2011 , vol. 23, # 6 p. 480 - 485

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS02,GHS05
Signal Word : Danger
UN#: 2921
Class : 8 (4.1)
Packing Group : Ⅱ
Hazard Statements : H228-H314
Precautionary Statements : P210-P240-P241-P280-P370+P378

Quality Control

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Computational Chemistry Data

  • TPSA   0
  • LogP   4.1065
  • H_Acceptors   0
  • H_Donors   0
  • Rotatable_Bonds   1

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