Lot numbers can be found on the outside label of a product:
Triphenylacetic acid
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CAS No. 595-91-5
- Cat. No. CS-W023181
- Purity≥98%
- MDL No.MFCD00004185
*For research and further manufacturing use only, not for direct human use.
Structure of 595-91-5
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General Information
- CAS No. 595-91-5
- Cat. No. CS-W023181
- Purity ≥98%
- MDL No. MFCD00004185
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₂₀H₁₆O₂
- Molecular Weight 288.34
- Synonym(s) triphenylacetate
- SMILES O=C(O)C(C1=CC=CC=C1)(C2=CC=CC=C2)C3=CC=CC=C3
Description
Triphenylacetic acid features a rigid, electron-rich triphenylmethyl scaffold that enhances its utility in solid-phase synthesis and as a protecting group. This bench-stable carboxylic acid integrates readily into peptide and organic frameworks, offering high functional group tolerance and efficient removal under mild conditions.
Application
Triphenylacetic acid serves as a robust chiral auxiliary and versatile building block in synthetic organic chemistry. Its three phenyl groups confer exceptional steric bulk and thermal stability, enabling high diastereoselective transformations. The carboxylic acid functionality facilitates straightforward derivatization and purification via crystallization or standard chromatography. Widely employed in asymmetric synthesis and peptide coupling protocols, it functions reliably in bench-scale applications requiring functional group tolerance and reproducible reactivity.
Synthesis
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Route1
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In-stock
596-43-0 -
124-38-9 - ~56%
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In-stock
595-91-5
References
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Leon, Thierry; Correa, Arkaitz; Martin, Ruben Journal of the American Chemical Society, 2013 , vol. 135, # 4 p. 1221 - 1224
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Route2
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In-stock
519-73-3 - ~%
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In-stock
595-91-5
References
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US2171867 , ;
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Route3
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76-83-5
- ~%
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In-stock
595-91-5
References
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Chemische Berichte, , vol. 40, p. 3968,3970 Chemische Berichte, , vol. 42, p. 3472,3479 Chemische Berichte, , vol. 41, p. 428 Chemische Berichte, , vol. 41, p. 446 Chemische Berichte, , vol. 39, p. 634,4191
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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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 37.3
- LogP 4.1056
- H_Acceptors 1
- H_Donors 1
- Rotatable_Bonds 4
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Key Words
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