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377538

Heptyltriphenylphosphonium bromide

97%

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About This Item

Linear Formula:
CH3(CH2)6P(C6H5)3Br
CAS Number:
13423-48-8
Molecular Weight:
441.38
NACRES:
NA.22
PubChem Substance ID:
24863510
UNSPSC Code:
12352002
EC Number:
236-539-5
MDL number:
MFCD00050249
Assay:
97%
Form:
powder
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Quality Level

100

assay

97%

form

powder

reaction suitability

core: phosphonium, reaction type: C-C Bond Formation

mp

173-176 °C (lit.)

functional group

phosphine

SMILES string

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

InChI

1S/C25H30P.BrH/c1-2-3-4-5-15-22-26(23-16-9-6-10-17-23,24-18-11-7-12-19-24)25-20-13-8-14-21-25;/h6-14,16-21H,2-5,15,22H2,1H3;1H/q+1;/p-1

InChI key

WCZSOHSGMBVYFW-UHFFFAOYSA-M

Application

Reactant for:
  • Stereospecific rearrangement of epoxides to quaternary carbaldehydes
  • Synthesis of the male pheromone of two species of termite Zootermopsis
  • Regio- and stereoselective TEMPO oxidation
  • Diastereoselective synthesis of climacostol for antitumor activity
  • Enantioselective synthesis of chiral vinylphosphonate and phosphonate analogs of immunosuppressive agent FTY720
  • Preparation of embelin derivatives with XIAP inhibitory and anticancer activity

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
MKCZ7084
06904PG

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Tejia Zhang et al.
Journal of lipid research, 56(8), 1501-1510 (2015-06-11)
Apoptosis is an intricately regulated cellular process that proceeds through different cell type- and signal-dependent pathways. In the mitochondrial apoptotic program, mitochondrial outer membrane permeabilization by BCL-2 proteins leads to the release of apoptogenic factors, caspase activation, and cell death.

Global Trade Item Number

SKUGTIN
377538-50G04061833547175