2,5-Dioxopyrrolidin-1-yl 2,2,2-trifluoroacetate

Name: 2,5-Dioxopyrrolidin-1-yl 2,2,2-trifluoroacetate
Brand: ChemScene
Availability: InStock
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CAS No. 5672-89-9
Cat. No. CS-0187840
Purity≥95%
MDL No.MFCD00595252

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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2,5-Dioxopyrrolidin-1-yl 2,2,2-trifluoroacetate|CS-0187840

Structure of 5672-89-9

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General Information

CAS No. 5672-89-9
Cat. No. CS-0187840
Purity ≥95%
MDL No. MFCD00595252
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₄F₃NO₄
Molecular Weight 211.10
Synonym(s) Trifluoroacetic Acid N-Succinimidyl Ester
SMILES C1CC(=O)N(C1=O)OC(=O)C(F)(F)F

Description

This trifluoromethyl ester derivative serves as a highly effective acylating agent in peptide synthesis, featuring a reactive dioxopyrrolidinyl leaving group paired with a strongly electron-withdrawing trifluoroacetyl moiety. The combination enhances reactivity while maintaining stability under standard bench conditions.

Application

2,5-Dioxopyrrolidin-1-yl 2,2,2-trifluoroacetate serves as a highly effective trifluoromethylating agent in synthetic organic chemistry. It facilitates the transfer of the CF₃ group under mild conditions, demonstrating excellent functional group tolerance and stability during storage. The reagent enables efficient incorporation of trifluoromethyl motifs into diverse substrates, including heterocycles and carbonyl derivatives, making it a practical choice for medicinal chemistry applications. Its bench-stable nature and ease of handling enhance utility in routine laboratory workflows.

Synthesis

Route1
- In-stock
  
  6066-82-6
- 407-25-0
- ~99%
- In-stock
  
  5672-89-9
References
- Applera Corporation. Patent: US2005/148774 A1, 2005 ; Location in patent: Page/Page column 14-15 ;
Route2
- In-stock
  
  6066-82-6
- 76-05-1
- ~%
- In-stock
  
  5672-89-9
References
- Chen, Xiaoqiang; Yoon, Juyoung Dyes and Pigments, 2011 , vol. 89, # 3 p. 194 - 198
Route3
- 39651-54-2
- 67007-51-6
- ~%
- In-stock
  
  5672-89-9
- 100-15-2
References
- Shinkai, Seiji; Nakashima, Naotoshi; Kunitake, Toyoki Bulletin of the Chemical Society of Japan, 1981 , vol. 54, # 3 p. 840 - 845

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H315-H319
Precautionary Statements : P264-P280-P302+P352-P305+P351+P338-P332+P313-P337+P313-P362+P364

Quality Control

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Computational Chemistry Data

TPSA 63.68
LogP 0.1559
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Fluoride

Building Blocks Functional Group Ester

Building Blocks Skeleton Aliphatic heterocycle compounds Pyrrolidine compounds

Biochemistry Biochemicals and Reagents Bioconjugation Zero-length Crosslinkers

Chemical Biology Pharmaceutical Development and Drug Discovery Research Bioconjugation Zero-length Crosslinkers

Chemical Synthesis Synthetic Reagents Protection, Deprotection, Derivatization Protecting and Derivatizing Reagents

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2,5-Dioxopyrrolidin-1-yl 2,2,2-trifluoroacetate

CAS No. 5672-89-9

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