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Methyl 2,4-dichloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate

  • CAS No. 1052647-70-7

  • Cat. No. CS-0654594
  • Purity≥98%
  • MDL No.None

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

Methyl 2,4-dichloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate|CS-0654594

Structure of 1052647-70-7

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General Information

  • CAS No. 1052647-70-7
  • Cat. No. CS-0654594
  • Purity ≥98%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₁₇BCl₂O₄
  • Molecular Weight 331.00
  • Synonym(s) None
  • SMILES O=C(C1=CC(B2OC(C)(C(C)(C)O2)C)=C(C=C1Cl)Cl)OC

Description

Methyl 2,4-dichloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate features a boronate ester handle enabling efficient Suzuki-Miyaura cross-coupling. The electron-deficient aryl core and methyl ester group support downstream derivatization in medicinal chemistry. This bench-stable reagent integrates readily into complex molecule synthesis workflows.

Application

Methyl 2,4-dichloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate serves as a versatile boron building block for Suzuki-Miyaura cross-coupling reactions. The boronate ester functionality enables reliable coupling with aryl and heteroaryl halides under mild conditions, while the methyl ester and two chloro substituents provide orthogonal handles for further functionalization. Bench-stable and compatible with diverse reaction setups, it facilitates efficient construction of complex biaryl and heterocyclic scaffolds in medicinal chemistry and materials synthesis.

Safety Information

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GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H312-H332
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P363-P501

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Computational Chemistry Data

  • TPSA   44.76
  • LogP   3.0792
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   2

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