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Tetramethylsuccinic anhydride
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CAS No. 35046-68-5
- Cat. No. CS-B0970
- Purity≥95%
- MDL No.MFCD00829208
*For research and further manufacturing use only, not for direct human use.
Structure of 35046-68-5
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General Information
- CAS No. 35046-68-5
- Cat. No. CS-B0970
- Purity ≥95%
- MDL No. MFCD00829208
- Storage -20°C, sealed storage, away from moisture
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₈H₁₂O₃
- Molecular Weight 156.18
- Synonym(s) 3,3,4,4-tetramethyloxolane-2,5-dione
- SMILES O=C(C(C)(C)C1(C)C)OC1=O
Description
Tetramethylsuccinic anhydride features a sterically hindered anhydride core that enhances hydrolytic stability and enables selective acylation under mild conditions. This bench-stable reagent integrates efficiently into synthetic workflows requiring controlled functionalization of nucleophiles, particularly in peptide modification and polymer chemistry.
Application
Tetramethylsuccinic anhydride serves as a sterically hindered acylating agent, enabling efficient amidation and esterification under mild conditions. Its four methyl groups confer enhanced stability and solubility in organic solvents, facilitating clean reactions with amines and alcohols. The resulting derivatives are readily purified by chromatography or crystallization, making it a practical choice for synthesizing protected amino acids, peptide analogs, and functionalized building blocks in medicinal chemistry workflows.
Synthesis
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Route1
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630-51-3 - ~%
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In-stock
35046-68-5
References
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Auwers Justus Liebigs Annalen der Chemie, 1896 , vol. 292, p. 170
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Route2
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In-stock
3566-61-8 - ~52%
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In-stock
35046-68-5
References
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Bizilj, Snezna; Kelly, David P.; Serelis, Algirdas K.; Solomon, David H.; White, Kathleen E. Australian Journal of Chemistry, 1985 , vol. 38, # 11 p. 1657 - 1673
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Route3
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In-stock
3333-52-6 - ~%
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In-stock
35046-68-5
References
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Bizilj, Snezna; Kelly, David P.; Serelis, Algirdas K.; Solomon, David H.; White, Kathleen E. Australian Journal of Chemistry, 1985 , vol. 38, # 11 p. 1657 - 1673
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS05,GHS07,GHS08
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Signal Word : Danger
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UN#: 3261
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Class : 8
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Packing Group : Ⅱ
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Hazard Statements : H302-H314-H317-H334-H335
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Precautionary Statements : P260-P261-P264-P270-P271-P272-P280-P284-P301+P330+P331-P302+P352-P304+P340-P330-P362+P364-P363-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 43.37
- LogP 1.1222
- H_Acceptors 3
- H_Donors 0
- Rotatable_Bonds 0
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