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CS-W001157 4
Total: USD 88.00

(Z)-Methyl 3-iodoacrylate

  • CAS No. 6214-23-9

  • Cat. No. CS-0150951
  • Purity≥98%
  • MDL No.MFCD09265518

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

(Z)-Methyl 3-iodoacrylate|CS-0150951

Structure of 6214-23-9

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General Information

  • CAS No. 6214-23-9
  • Cat. No. CS-0150951
  • Purity ≥98%
  • MDL No. MFCD09265518
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₅IO₂
  • Molecular Weight 211.99
  • Synonym(s) (Z)-3-Iodopropenoic acid methyl ester
  • SMILES COC(=O)/C=C\I

Description

(Z)-Methyl 3-iodoacrylate is a stereodefined vinyl iodide featuring a reactive acrylate ester moiety. This compound enables direct functionalization in cross-coupling reactions, offering high chemoselectivity and compatibility with palladium catalysis. The (Z)-configuration ensures predictable stereochemical outcomes in downstream transformations.

Application

(Z)-Methyl 3-iodoacrylate serves as a versatile vinyl halide building block in transition-metal-catalyzed cross-coupling reactions, enabling efficient access to functionalized alkenes. Its (Z)-configuration provides stereocontrol in subsequent transformations, while the iodide group offers high reactivity in palladium-catalyzed coupling processes. The methyl ester functionality supports further derivatization, and the compound exhibits sufficient bench stability for routine handling in synthetic workflows.

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
Precautionary Statements : P264-P270-P501

Quality Control

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Computational Chemistry Data

  • TPSA   26.3
  • LogP   1.1081
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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