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E50604 Sigma-Aldrich

Ethyltriphenylphosphonium bromide

99%

Synonym: TEP

  • CAS Number 1530-32-1

  • Linear Formula [(C6H5)3P+C2H5]Br-

  • Molecular Weight 371.25

  •  Beilstein/REAXYS Number 3599630

  •  EC Number 216-223-3

  •  MDL number MFCD00011838

  •  PubChem Substance ID 24894599

  •  NACRES NA.22

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Properties

Related Categories C-C Bond Formation, Chemical Synthesis, Olefination, Synthetic Reagents, Wittig Reagents More...
Quality Level   200
assay   99%
mp   203-205 °C (lit.)
SMILES string   [Br-].CC[P+](c1ccccc1)(c2ccccc2)c3ccccc3
InChI   1S/C20H20P.BrH/c1-2-21(18-12-6-3-7-13-18,19-14-8-4-9-15-19)20-16-10-5-11-17-20;/h3-17H,2H2,1H3;1H/q+1;/p-1
InChI key   JHYNXXDQQHTCHJ-UHFFFAOYSA-M

Description

Application

Reactant for synthesis of:
• D-amino acids from L-cysteine-derived thiazolidines
• Leiodolide A via aldol reactions and Horner-Wadsworth-Emmons olefination
• Cycloalkanoindolines via diastereoselective intramolecular inimo-ene reactions
• WXYZA′ domain of maitotoxin using the coupling of key building blocks

Reactant for:
• Solid-state metathesis polycondensation to form alkyl-dipropenylthiophene monomers
• Mizoroki-Heck cyclization and cascading Tsuji-Trost cyclization / lactonization cyclization reactions for synthesis of an ABC ring system

Packaging

25, 100 g in poly bottle

Safety & Documentation

Safety Information

Symbol 
Signal word 
Danger
Hazard statements 
Personal Protective Equipment 
RIDADR 
UN 3077 9 / PGIII
WGK Germany 
WGK 2
Flash Point(F) 
401.0 °F
Flash Point(C) 
205 °C

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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