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CS-W001157 4
Total: USD 88.00

2-Bromo-2-methylpropanenitrile

  • CAS No. 41658-69-9

  • Cat. No. CS-0100471
  • Purity≥97%
  • MDL No.MFCD25984182

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

2-Bromo-2-methylpropanenitrile|CS-0100471

Structure of 41658-69-9

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General Information

  • CAS No. 41658-69-9
  • Cat. No. CS-0100471
  • Purity ≥97%
  • MDL No. MFCD25984182
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₆BrN
  • Molecular Weight 148.00
  • Synonym(s) None
  • SMILES CC(C)(Br)C#N

Description

2-Bromo-2-methylpropanenitrile is a sterically hindered nitrile bearing a pendant bromide, enabling selective alkylation reactions under mild conditions. This bench-stable reagent integrates readily into synthetic sequences requiring controlled carbon–carbon bond formation.

Application

2-Bromo-2-methylpropanenitrile serves as a versatile building block in synthetic organic chemistry, enabling efficient access to quaternary carbon centers via nucleophilic substitution. Its tertiary bromide functionality reacts readily with amines, thiols, and stabilized carbanions under mild conditions, offering high chemoselectivity and excellent functional group tolerance. The nitrile group provides additional handles for downstream transformations, including hydrolysis to carboxylic acids or reduction to aldehydes. Bench-stable and easily purified by distillation, it facilitates reliable scale-up in process development and API intermediate synthesis.

Synthesis

  • Route1
    • null|null
      78-82-0
    • ~76%
    • In-stock
      2-Bromo-2-methylpropanenitrile|CS-0100471
      41658-69-9

    References

    • Takolpuckdee, Pittaya; Mars, Craig A.; Perrier, Sebastien Organic Letters, 2005 , vol. 7, # 16 p. 3449 - 3452
  • Route2
    • null|null
      91390-84-0
    • ~96%
    • null|null
      2857-97-8
    • In-stock
      2-Bromo-2-methylpropanenitrile|CS-0100471
      41658-69-9

    References

    • Picard, J. P.; Aizpurua, J. M.; Elyusufi, A.; Kowalski, P. Journal of Organometallic Chemistry, 1990 , vol. 391, # 1 p. 13 - 18
  • Route3

    References

    • Stevens Journal of the American Chemical Society, 1948 , vol. 70, p. 165,167

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS02,GHS06
Signal Word : Danger
UN#: 1992
Class : 3,6.1
Packing Group : Ⅲ
Hazard Statements : H225-H301-H312-H315-H319-H332-H335
Precautionary Statements : P210-P240-P241-P242-P243-P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362-P370+P378-P405-P501

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Computational Chemistry Data

  • TPSA   23.79
  • LogP   1.68348
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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