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CS-W001157 4
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5-(Bromomethyl)thiophene-2-carbonitrile

  • CAS No. 134135-41-4

  • Cat. No. CS-W022255
  • Molecule weight202.07
  • Purity≥98%
  • MDL No.MFCD08236857

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

5-(Bromomethyl)thiophene-2-carbonitrile|CS-W022255

Structure of 134135-41-4

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General Information

  • CAS No. 134135-41-4
  • Cat. No. CS-W022255
  • Purity ≥98%
  • MDL No. MFCD08236857
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₄BrNS
  • Molecular Weight 202.07
  • Synonym(s) 5-(Bromomethyl)-2-thiophenecarbonitrile
  • SMILES BrCC1=CC=C(S1)C#N

Description

5-(Bromomethyl)thiophene-2-carbonitrile features a bromomethyl group flanked by a thiophene ring and a nitrile moiety, enabling direct functionalization in cross-coupling and nucleophilic substitution reactions. This bench-stable derivative integrates readily into complex molecular architectures requiring orthogonal reactivity.

Application

5-(Bromomethyl)thiophene-2-carbonitrile serves as a versatile building block for the synthesis of functionalized thiophene derivatives. The bromomethyl group enables efficient nucleophilic substitution and cross-coupling reactions, while the pendant nitrile functions as a handle for further transformation into carboxylic acids, amides, or heterocycles. Its bench-stable nature and compatibility with standard synthetic protocols make it ideal for medicinal chemistry and materials science applications.

Synthesis

  • Route1

    References

    • Ho, Jonathan Z.; Gibson, Tony S.; Semple Bioorganic and Medicinal Chemistry Letters, 2002 , vol. 12, # 5 p. 743 - 748
  • Route2
    • In-stock
      5-Methylthiophene-2-carbonitrile|CS-0050425
      72835-25-7
    • null|null
      34241-39-9
    • ~93%
    • In-stock
      5-(Bromomethyl)thiophene-2-carbonitrile|CS-W022255
      134135-41-4

    References

    • Corvas International, Inc. Patent: US2002/37857 A1, 2002 ; Title/Abstract Full Text Show Details Corvas International, Inc. Patent: US6586405 B2, 2003 ;
  • Route3
    • In-stock
      5-Methylthiophene-2-carbonitrile|CS-0050425
      72835-25-7
    • null|null
      94-36-0
    • ~88%
    • In-stock
      5-(Bromomethyl)thiophene-2-carbonitrile|CS-W022255
      134135-41-4

    References

    • LG Life Sciences, Ltd. Patent: US6492402 B1, 2002 ; US 6492402 B1

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS07
Signal Word : Danger
UN#: 3261
Class : 8
Packing Group : Ⅲ
Hazard Statements : H302+H312+H332-H314
Precautionary Statements : P260-P264-P270-P271-P280-P301+P330+P331-P302+P352-P304+P340-P363-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   23.79
  • LogP   2.51468
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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