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CS-W001157 4
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1-(2-bromoethyl)-4-methylbenzene

  • CAS No. 6529-51-7

  • Cat. No. CS-0067768
  • Purity≥97%
  • MDL No.MFCD00050368

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

1-(2-bromoethyl)-4-methylbenzene|CS-0067768

Structure of 6529-51-7

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General Information

  • CAS No. 6529-51-7
  • Cat. No. CS-0067768
  • Purity ≥97%
  • MDL No. MFCD00050368
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₁Br
  • Molecular Weight 199.09
  • Synonym(s) 4-Methylphenethyl bromide
  • SMILES CC1=CC=C(CCBr)C=C1

Description

1-(2-bromoethyl)-4-methylbenzene features a bromoethyl chain appended to a para-methyl-substituted benzene ring, enabling direct functionalization in cross-coupling and nucleophilic substitution reactions. The benzylic bromide moiety offers high reactivity under mild conditions, while the methyl group imparts steric and electronic stabilization. This compound serves as a robust scaffold for synthesizing complex aromatic architectures in medicinal chemistry and materials science.

Application

1-(2-Bromoethyl)-4-methylbenzene serves as a versatile alkylating agent in synthetic organic chemistry, enabling efficient introduction of the 2-bromoethyl motif into target molecules. Its bench-stable nature and compatibility with nucleophiles such as amines and thiols facilitate straightforward functionalization. The para-methyl group enhances electronic stability and aids in purification via chromatography, making it a practical choice for constructing heterocyclic scaffolds and bioactive intermediates in medicinal chemistry workflows.

Synthesis

  • Route1

    References

    • Burke, Christopher P.; Shi, Yian Organic Letters, 2009 , vol. 11, # 22 p. 5150 - 5153
  • Route2

    References

    • Tetrahedron Asymmetry, , vol. 9, # 15 p. 2725 - 2737
  • Route3

    References

    • Journal of the American Chemical Society, , vol. 99, # 9 p. 3059 - 3067

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS07
Signal Word : Danger
UN#: 3082
Class : 9
Packing Group : Ⅲ
Hazard Statements : H302-H315-H318-H335
Precautionary Statements : P261-P264-P280-P302+P352

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Computational Chemistry Data

  • TPSA   0
  • LogP   2.93242
  • H_Acceptors   0
  • H_Donors   0
  • Rotatable_Bonds   2

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