Lot numbers can be found on the outside label of a product:
Dibenzyl oxalate
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CAS No. 7579-36-4
- Cat. No. CS-0156259
- Purity≥98%
- MDL No.MFCD00426620
*For research and further manufacturing use only, not for direct human use.
Structure of 7579-36-4
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General Information
- CAS No. 7579-36-4
- Cat. No. CS-0156259
- Purity ≥98%
- MDL No. MFCD00426620
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₆H₁₄O₄
- Molecular Weight 270.28
- Synonym(s) oxalic acid dibenzyl ester
- SMILES C1=CC=C(C=C1)COC(=O)C(=O)OCC2=CC=CC=C2
Description
Dibenzyl oxalate serves as a robust, bench-stable diester reagent for C–C bond formation via decarboxylative coupling. Featuring two benzyl ester moieties flanked by a central oxalate unit, it enables efficient incorporation of benzyl groups under mild conditions. The molecule's stability and clean reaction profile streamline synthetic workflows in organic and medicinal chemistry applications.
Application
Dibenzyl oxalate serves as a reliable benzyl protecting group for carboxylic acids, enabling selective esterification and subsequent deprotection under mild hydrogenolysis conditions. Its bench-stable nature and compatibility with diverse functional groups facilitate efficient synthesis of complex intermediates. The compound functions effectively in multistep sequences, particularly in the construction of heterocyclic scaffolds and pharmaceutical building blocks where orthogonal protection is required.
Synthesis
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Route1
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79-37-8 -
In-stock
100-51-6 - ~80%
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In-stock
7579-36-4
References
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Denton, Ross M.; An, Jie; Adeniran, Beatrice; Blake, Alexander J.; Lewis, William; Poulton, Andrew M. Journal of Organic Chemistry, 2011 , vol. 76, # 16 p. 6749 - 6767
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Route2
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79-37-8
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In-stock
100-51-6
- ~%
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In-stock
7579-36-4
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35249-73-1
References
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Beilstein Journal of Organic Chemistry, , vol. 10, p. 332 - 343
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Route3
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553-90-2
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100-44-7
- ~%
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In-stock
7579-36-4
References
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US2612514 , ;
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS07
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Signal Word : Warning
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UN#: N/A
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Class : N/A
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Packing Group : N/A
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Hazard Statements : H302-H315-H319-H335
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Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 52.6
- LogP 2.4732
- H_Acceptors 4
- H_Donors 0
- Rotatable_Bonds 4
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