tert-Butyl ethyl oxalate

Name: tert-Butyl ethyl oxalate
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CAS No. 50624-94-7
Cat. No. CS-0048102
Purity≥98%
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+
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General Information

CAS No. 50624-94-7
Cat. No. CS-0048102
Purity ≥98%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₁₄O₄
Molecular Weight 174.19
Synonym(s) tert-butyl ethyl ethanedioate
SMILES CCOC(=O)C(=O)OC(C)(C)C

Description

tert-Butyl ethyl oxalate serves as a stable, bench-ready synthon for oxalate-based transformations. Featuring a sterically hindered tert-butyl ester and an ethyl ester moiety, it enables selective functionalization under mild conditions. The molecule integrates cleanly into synthetic sequences requiring controlled release of oxalate equivalents, offering predictable reactivity with minimal side pathways.

Application

tert-Butyl ethyl oxalate serves as a stable, bench-friendly diester building block for the synthesis of α-hydroxy and α-amino carboxylic acid derivatives. Its orthogonal reactivity enables selective hydrolysis under mild conditions, facilitating the preparation of key intermediates in medicinal chemistry and peptide synthesis. The molecule exhibits excellent functional group tolerance and simplifies purification due to its low polarity and crystalline nature.

Synthesis

Route1
- 4755-77-5
- 75-65-0
- ~96%
- In-stock
  
  50624-94-7
References
- Xu, Yingju; McLaughlin, Mark; Bolton, Emily N.; Reamer, Robert A. Journal of Organic Chemistry, 2010 , vol. 75, # 24 p. 8666 - 8669
Route2
- 79-37-8
- 64-17-5
- 75-65-0
- ~%
- In-stock
  
  50624-94-7
References
- Crandall,J.K. et al. Journal of Organic Chemistry, 1974 , vol. 39, # 15 p. 2172 - 2175

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS05
Signal Word : Danger	UN#: 3265
Class : 8	Packing Group : Ⅲ
Hazard Statements : H302-H315-H318-H335
Precautionary Statements : P260-P264-P280-P301+P330+P331-P303+P361+P353-P304+P340-P305+P351+P338-P363-P405-P501

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Computational Chemistry Data

TPSA 52.6
LogP 0.8912
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Fatty chain compounds

Key Words

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tert-Butyl ethyl oxalate

CAS No. 50624-94-7

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