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272132

Sigma-Aldrich

(4-Bromobutyl)triphenylphosphonium bromide

98%

Synonym(s):
NSC 84071
Linear Formula:
Br(CH2)4P(C6H5)3Br
CAS Number:
Molecular Weight:
478.20
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

98%

form

powder

reaction suitability

reaction type: C-C Bond Formation

mp

210-213 °C (lit.)

SMILES string

[Br-].BrCCCC[P+](c1ccccc1)(c2ccccc2)c3ccccc3

InChI

1S/C22H23BrP.BrH/c23-18-10-11-19-24(20-12-4-1-5-13-20,21-14-6-2-7-15-21)22-16-8-3-9-17-22;/h1-9,12-17H,10-11,18-19H2;1H/q+1;/p-1

InChI key

BJDNCJGRAMGIRU-UHFFFAOYSA-M

Application

Reactant involved in:
  • Azidification
  • C-H activation and β -elimination to product an eight-membered ring system
  • 1,3-Dipolar cycloaddition of azides onto alkenes
  • Stereoselective SmI2-mediated coupling of unsaturated carbonyl compounds and aldehydes
  • Synthesis of D-labeled methylenecyclobutane
  • Coupling reactions

Packaging

25 g in glass bottle

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificate of Analysis

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Certificate of Origin

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