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CS-W001157 4
Total: USD 88.00

1,1-Bis(bromomethyl)cyclopropane

  • CAS No. 29086-41-7

  • Cat. No. CS-0088398
  • Purity≥96%
  • MDL No.MFCD18836655

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

1,1-Bis(bromomethyl)cyclopropane|CS-0088398

Structure of 29086-41-7

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General Information

  • CAS No. 29086-41-7
  • Cat. No. CS-0088398
  • Purity ≥96%
  • MDL No. MFCD18836655
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₈Br₂
  • Molecular Weight 227.93
  • Synonym(s) 1,1-bis-(Bromomethyl)-cyclopropane
  • SMILES BrCC1(CBr)CC1

Description

1,1-Bis(bromomethyl)cyclopropane features a strained cyclopropane ring flanked by two bromomethyl groups, enabling efficient coupling in nucleophilic substitution reactions. This high-reactivity scaffold integrates readily into complex molecular architectures under mild conditions.

Application

1,1-Bis(bromomethyl)cyclopropane serves as a versatile difunctional building block for constructing strained cyclic architectures. Its geminal dibromomethyl groups enable efficient alkylation and cross-coupling reactions, facilitating the synthesis of substituted cyclopropanes and polycyclic systems. The compound exhibits sufficient bench stability and compatibility with standard synthetic protocols, making it valuable for medicinal chemistry and process development workflows requiring controlled carbon-carbon bond formation.

Synthesis

  • Route1

    References

    • Evans, D. A.; Mitch, C. H. Tetrahedron Letters, 1982 , vol. 23, # 3 p. 285 - 288
  • Route2
    • null|null
      35634-10-7
    • ~21%
    • In-stock
      1,1-Bis(bromomethyl)cyclopropane|CS-0088398
      29086-41-7
    • null|null
      53968-66-4

    References

    • Zefirov, N. S.; Surmina, L. S.; Sadovaya, N. K.; Blokhin, A. V.; Tyurekhodzhayeva, M. A.; et al. Journal of Organic Chemistry USSR (English Translation), 1990 , vol. 26, # 11 p. 2002 - 2014 Zhurnal Organicheskoi Khimii, 1990 , vol. 26, # 11 p. 2317 - 2333
  • Route3
    • null|null
      1120-56-5
    • ~%
    • In-stock
      1,1-Bis(bromomethyl)cyclopropane|CS-0088398
      29086-41-7

    References

    • Applequist; Roberts Journal of the American Chemical Society, 1956 , vol. 78, p. 874

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-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   0
  • LogP   2.5564
  • H_Acceptors   0
  • H_Donors   0
  • Rotatable_Bonds   2

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