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CS-W001157 4
Total: USD 88.00

2-(Chloromethyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

  • CAS No. 83622-42-8

  • Cat. No. CS-W006387
  • Purity≥97%
  • MDL No.MFCD12405514

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

2-(Chloromethyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane|CS-W006387

Structure of 83622-42-8

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General Information

  • CAS No. 83622-42-8
  • Cat. No. CS-W006387
  • Purity ≥97%
  • MDL No. MFCD12405514
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₁₄BClO₂
  • Molecular Weight 176.45
  • Synonym(s) Pinacol (Chloromethyl)boronate
  • SMILES CC1(C)C(C)(C)OB(CCl)O1

Description

2-(Chloromethyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane features a reactive chloromethyl group appended to a stable boronate ester scaffold. This combination enables direct functionalization in Suzuki-Miyaura coupling reactions without requiring prior activation. The sterically protected dioxaborolane ring ensures excellent shelf stability and moisture tolerance under standard handling conditions.

Application

2-(Chloromethyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane serves as a versatile boron-containing building block for Suzuki-Miyaura cross-coupling reactions. Its chloromethyl group enables direct functionalization and downstream derivatization, while the stable dioxaborolane moiety offers excellent bench stability and compatibility with diverse reaction conditions. Functions effectively in both small-molecule synthesis and heterocycle construction.

Synthesis

  • Route1

    References

    • Eisai RandD Management Co., Ltd. Patent: US2008/15351 A1, 2008 ; Location in patent: Page/Page column 11 ;
  • Route2

    References

    • Eisai RandD Management Co., Ltd. Patent: EP2062901 A1, 2009 ; Location in patent: Page/Page column 12 ;
  • Route3

    References

    • Eisai RandD Management Co., Ltd. Patent: EP1867650 A1, 2007 ; Location in patent: Page/Page column 41 ;

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS07
Signal Word : Danger
UN#: 1760
Class : 8
Packing Group : Ⅲ
Hazard Statements : H302-H314
Precautionary Statements : P260-P264-P270-P280-P301+P330+P331-P303+P361+P353-P304+P340-P305+P351+P338-P330-P363-P405-P501

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Computational Chemistry Data

  • TPSA   18.46
  • LogP   1.8566
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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