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CS-W001157 4
Total: USD 88.00

2-Bromoethyl 2-methylprop-2-enoate,95% (stabilized with MEHQ)

  • CAS No. 4513-56-8

  • Cat. No. CS-0216227
  • Purity97% (stabilized with MEHQ)
  • MDL No.None

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

2-Bromoethyl 2-methylprop-2-enoate,95% (stabilized with MEHQ)|CS-0216227

Structure of 4513-56-8

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General Information

  • CAS No. 4513-56-8
  • Cat. No. CS-0216227
  • Purity 97% (stabilized with MEHQ)
  • MDL No. None
  • Storage -20°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₉BrO₂
  • Molecular Weight 193.04
  • Synonym(s) 2-Bromoethyl methacrylate
  • SMILES C=C(C)C(OCCBr)=O

Description

2-Bromoethyl 2-methylprop-2-enoate, stabilized with MEHQ, features a reactive bromoethyl handle paired with an electron-deficient enoate moiety. This combination enables efficient conjugation in synthetic transformations, particularly in nucleophilic substitution and polymer functionalization workflows. The stabilizing MEHQ prevents premature polymerization while maintaining shelf stability under standard laboratory conditions.

Application

2-Bromoethyl 2-methylprop-2-enoate, stabilized with MEHQ, serves as a versatile alkylating agent and key building block in synthetic organic chemistry. Its α,β-unsaturated ester functionality enables efficient Michael additions and conjugate functionalizations, while the bromoethyl group facilitates nucleophilic substitution reactions under mild conditions. The compound exhibits enhanced bench stability due to MEHQ stabilization, simplifying handling and purification in multi-step syntheses.

Synthesis

  • Route1
    • null|null
      540-51-2
    • null|null
      920-46-7
    • ~87%
    • In-stock
      2-Bromoethyl 2-methylprop-2-enoate,95% (stabilized with MEHQ)|CS-0216227
      4513-56-8

    References

    • JSR Corporation Patent: US2012/82934 A1, 2012 ;
  • Route2
    • null|null
      79-41-4
    • null|null
      540-51-2
    • ~54%
    • In-stock
      2-Bromoethyl 2-methylprop-2-enoate,95% (stabilized with MEHQ)|CS-0216227
      4513-56-8

    References

    • Chan, Grace Y.N.; Looney, Mark G.; Solomon, David H.; Veluayitham, Sheela Australian Journal of Chemistry, 1998 , vol. 51, # 1 p. 31 - 35
  • Route3
    • 2-Chloroethyl acrylate|CS-W013365
      2206-89-5
    • ~86%
    • In-stock
      2-Bromoethyl 2-methylprop-2-enoate,95% (stabilized with MEHQ)|CS-0216227
      4513-56-8

    References

    • Berthe; Fort; Caubere Synthetic Communications, 1992 , vol. 22, # 4 p. 617 - 628

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H227-H315-H319
Precautionary Statements : P210-P264-P280-P302+P352-P362+P364-P370+P378-P403-P501

Quality Control

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Computational Chemistry Data

  • TPSA   26.3
  • LogP   1.5006
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   3

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