Ethyl 2-iodo-2-methylpropanoate

Name: Ethyl 2-iodo-2-methylpropanoate
Brand: ChemScene
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CAS No. 7425-55-0
Cat. No. CS-0435500
Purity≥95%
MDL No.MFCD29089363

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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Ethyl 2-iodo-2-methylpropanoate|CS-0435500

Structure of 7425-55-0

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General Information

CAS No. 7425-55-0
Cat. No. CS-0435500
Purity ≥95%
MDL No. MFCD29089363
Storage -20°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₁₁IO₂
Molecular Weight 242.05
Synonym(s) Ethyl 2-iodo-2-methylpropionate
SMILES CC(C)(I)C(OCC)=O

Description

Ethyl 2-iodo-2-methylpropanoate features a sterically hindered α-iodo ester core that enables direct C–C bond formation via Negishi or Stille coupling protocols. This bench-stable reagent integrates readily into complex molecule assembly, offering high functional group tolerance and predictable regiochemistry in palladium-catalyzed transformations.

Application

Ethyl 2-iodo-2-methylpropanoate serves as a robust alkylating agent in synthetic organic chemistry, enabling efficient C–C bond formation via nucleophilic substitution. Its tertiary iodide functionality exhibits high reactivity under mild conditions while maintaining bench stability and ease of purification. The molecule functions effectively in the synthesis of quaternary carbon centers and serves as a key building block for heterocyclic scaffolds and complex molecular architectures in medicinal chemistry workflows.

Synthesis

Route1
- 600-00-0
- ~93%
- In-stock
  
  7425-55-0
References
- Curran, Dennis P.; Bosch, Eric; Kaplan, Jere; Newcomb, Martin Journal of Organic Chemistry, 1989 , vol. 54, # 8 p. 1826 - 1831
Route2
- 97-62-1
- ~%
- In-stock
  
  7425-55-0
References
- Rathke,M.W.; Lindert,A. Tetrahedron Letters, 1971 , p. 3995 - 3998

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

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Computational Chemistry Data

TPSA 26.3
LogP 1.7631
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Iodide

Building Blocks Functional Group Ester

Material Science Polymer Materials Polymerization Functional Reagents

Material Science Biomaterials/Biocompatible Materials Research Reagents Polymerization Reagents (Initiators, Catalysts, Ligands) Organocatalyzed Living Radical Polymerization Reagents

Material Science Polymer/Macromolecule Reagents Polymerization Reagents Controlled Radical Polymerization Reagents

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Ethyl 2-iodo-2-methylpropanoate

CAS No. 7425-55-0

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