Lot numbers can be found on the outside label of a product:
Tributylphosphine oxide
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CAS No. 814-29-9
- Cat. No. CS-0085583
- Purity≥98%
- MDL No.MFCD00002082
*For research and further manufacturing use only, not for direct human use.
Structure of 814-29-9
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General Information
- CAS No. 814-29-9
- Cat. No. CS-0085583
- Purity ≥98%
- MDL No. MFCD00002082
- Storage 4°C, protect from light, stored under nitrogen
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₂H₂₇OP
- Molecular Weight 218.32
- Synonym(s) None
- SMILES O=P(CCCC)(CCCC)CCCC
Description
HCTU [1] is a novel aminium-based coupling reagent, analogous to HBTU, which in comparative studies was found to give superiort results to TBTU in the synthesis of difficult peptides [2], in hindered couplings [3], and cyclizations [4].Associated Protocols and Technical ArticlesGuide to Selection of Coupling ReagentsLiterature references[1] O. Marder, et al. (2002) Chimica Oggi, 37. [2] G. Sabatino, et al. in Peptides 2002, Proceedings of the 27th European Peptide Symposium, E. Benedetti & C. Pedone (Eds), Naples, Edizioni Ziino, 2002, pp. 272. [3] M. Gude & S. Barthlmy in Peptides 2002, Proceedings of the 27th European Peptide Symposium, E. Benedetti & C. Pedone (Eds), Naples, Edizioni Ziino, 2002, pp. 122. [4] G. Sabatino, et al. in Peptide Revolution: Genomics, Proteomics & Therapeutics, , Proc. 18th American Peptide Symposium, M. Chrev & T. K. Sawyer (Eds), Cardiff, American Peptide Society, 2003, pp. 49.
Application
Tributylphosphine oxide serves as a stable, bench-ready byproduct in phosphine-mediated cross-coupling reactions. It functions as a reliable stoichiometric partner in Staudinger reductions and Wittig-type transformations, offering predictable reactivity and straightforward purification due to its low volatility and high solubility in common organic solvents.
Synthesis
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Route1
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998-40-3 - ~10%
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In-stock
814-29-9
References
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Tamami, Bahman; Yeganeh, Hamid Tetrahedron, 1997 , vol. 53, # 23 p. 7889 - 7896
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Route2
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3084-50-2 - ~99%
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In-stock
814-29-9
References
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Helinski, Jan; Skrzypczynski, Zbigniew; Wasiak, Jacek; Michalski, Jan Tetrahedron Letters, 1990 , vol. 31, # 28 p. 4081 - 4084
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Route3
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39181-26-5
- ~99%
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In-stock
814-29-9
References
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Helinski, Jan; Skrzypczynski, Zbigniew; Wasiak, Jacek; Michalski, Jan Tetrahedron Letters, 1990 , vol. 31, # 28 p. 4081 - 4084
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS05,GHS07
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Signal Word : Danger
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UN#: 1759
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Class : 8
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Packing Group : Ⅱ
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Hazard Statements : H302+H312+H332-H314-H318
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Precautionary Statements : P260-P261-P264-P270-P271-P280-P301+P330+P331-P302+P352-P304+P340-P330-P362+P364-P363-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 17.07
- LogP 4.7498
- H_Acceptors 1
- H_Donors 0
- Rotatable_Bonds 9
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Key Words
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