Ethyl 2-[(Ethoxycarbonothioyl)thio]propionate

Name: Ethyl 2-[(Ethoxycarbonothioyl)thio]propionate
Brand: ChemScene
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CAS No. 73232-07-2
Cat. No. CS-0379880
Purity≥97%
MDL No.None

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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-[(Ethoxycarbonothioyl)thio]propionate|CS-0379880

Structure of 73232-07-2

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General Information

CAS No. 73232-07-2
Cat. No. CS-0379880
Purity ≥97%
MDL No. None
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₁₄O₃S₂
Molecular Weight 222.32
Synonym(s) Propanoic acid, 2-[(ethoxythioxomethyl)thio]-, ethyl ester
SMILES O=C(C(C)SC(OCC)=S)OCC

Description

Ethyl 2-[(ethoxycarbonothioyl)thio]propionate features a unique thioester-thiolate motif enabling direct incorporation into sulfur-rich scaffolds. This bench-stable reagent facilitates efficient coupling reactions under mild conditions, delivering high functional group tolerance and clean reaction profiles in synthetic workflows.

Application

Ethyl 2-[(ethoxycarbonothioyl)thio]propionate serves as a versatile building block in sulfur-containing heterocycle synthesis, enabling efficient access to thiazole and thiazoline scaffolds via cyclization protocols. Its dual thioester and ester functionalities offer orthogonal reactivity, facilitating sequential transformations with high functional group tolerance. The compound exhibits excellent bench stability and simplifies purification due to its crystalline nature, making it well-suited for iterative synthetic campaigns in medicinal chemistry and process development.

Synthesis

Route1
- 140-89-6
- 535-11-5
- ~99%
- In-stock
  
  73232-07-2
References
- Reyes-Gutierrez, Paul E.; Torres-Ochoa, Ruben O.; Martinez, Robertoz; Miranda, Luis D. Organic and Biomolecular Chemistry, 2009 , vol. 7, # 7 p. 1388 - 1396
Route2
- 151-01-9
- 535-11-5
- ~%
- In-stock
  
  73232-07-2
References
- Skey, Jared; O'Reilly, Rachel K. Chemical Communications, 2008 , # 35 p. 4183 - 4185

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 35.53
LogP 1.9926
H_Acceptors 5
H_Donors 0
Rotatable_Bonds 4

Other Classifications

Building Blocks Functional Group Ether

Building Blocks Functional Group Ester

Building Blocks Skeleton Fatty chain compounds

Material Science Polymer Materials Macromolecular Monomer

Material Science Biomaterials/Biocompatible Materials Research Reagents Polymerization Reagents (Initiators, Catalysts, Ligands) Reversible Addition Fragmentation Chain Transfer (RAFT) Polymerization Reagents

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

Key Words

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Ethyl 2-[(Ethoxycarbonothioyl)thio]propionate

CAS No. 73232-07-2

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