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Butyltriphenylphosphonium bromide

purum, ≥98.0% (AT)

Synonym: NSC 59684, TBP

  • CAS Number 1779-51-7

  • Linear Formula (C6H5)3P(Br)CH2CH2CH2CH3

  • Molecular Weight 399.30

  •  Beilstein Registry Number 3580224

  •  EC Number 217-219-4

  •  MDL number MFCD00011855

  • Popular Documents:  FTNMR (PDF)  

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Properties

grade   purum
assay   ≥98.0% (AT)
mp   240-242 °C
  240-243 °C(lit.)

Description

Application

Reactant for:
• Free radical 5-exo-dig cyclization1
• Intramolecular hydroacylalkoxylation2
• Wittig reactions for stereoselective synthesis of alkenes3
• Dimerization of α-olefins4
• Alkylidenation of hydrazides for synthesis of indoles5
• Tandem cyclization and 1,2-thiolate shift of nitrogen ylides6

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Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
Hazard Codes (Europe) 
Xn
Risk Statements (Europe) 
Safety Statements (Europe) 
36/37
WGK Germany 
3

Protocols & Articles

Peer-Reviewed Papers

References

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1. Free radical 5-exo-dig cyclization as the key step in the synthesis of bis-butyrolactone natural products: experimental and theoretical studies. G. V. M. Sharma, et al., Org. Biomol. Chem. 9, 4079-4084, (2011)

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2. L. A. Adrio and K. K. Hii, European J. Org. Chem. 10, 1852-1857, (2011)

3. N. Shimojuh, et al., Tetrahedron 67, 951-957, (2011)

4. Selective dimerisation of alpha-olefins using tungsten-based initiators. M. J. Hanton, et al., Dalton Trans. 39, 7025-7037, (2010)

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5. K. Hisler, et al., Tetrahedron Lett. 50, 3290-3293, (2009)

6. S. Voltrova and J. Srogl, European J. Org. Chem. 10, 1677-1679, (2008)

Beil. 16,IV,982

Aldrich MSDS 1, 333:B / Corp MSDS 1 (1), 650:C / FT-IR 2 (2), 3327:D / FT-IR 1 (2), 545:A / FT-NMR 1 (2), 1667:A / IR-Spectra (3), 1183:D / IR-Spectra (2), 1030:H / NMR-Reference 2 (2), 881:C / RegBook 1 (2), 2271:N / Structure Index 1, 355:C:7

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B102806 Butyltriphenylphosphonium bromide, 99%

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