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349720

Sigma-Aldrich

(3-Carboxypropyl)triphenylphosphonium bromide

98%

Synonym(s):

(4-Hydroxy-4-oxobutyl)triphenylphosphonium bromide

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25 G
$99.30
100 G
$307.00

About This Item

Linear Formula:
HO2C(CH2)3P(C6H5)3Br
CAS Number:
Molecular Weight:
429.29
MDL number:
UNSPSC Code:
12352002
PubChem Substance ID:
NACRES:
NA.22

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Quality Level

assay

98%

reaction suitability

reaction type: C-C Bond Formation

mp

244-247 °C (lit.)

functional group

carboxylic acid
phosphine

SMILES string

[Br-].OC(=O)CCC[P+](c1ccccc1)(c2ccccc2)c3ccccc3

InChI

1S/C22H21O2P.BrH/c23-22(24)17-10-18-25(19-11-4-1-5-12-19,20-13-6-2-7-14-20)21-15-8-3-9-16-21;/h1-9,11-16H,10,17-18H2;1H

InChI key

NKVJKVMGJABKHV-UHFFFAOYSA-N

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This Item
347779412252157945
assay

98%

assay

98%

assay

98%

assay

98%

reaction suitability

reaction type: C-C Bond Formation

reaction suitability

reaction type: C-C Bond Formation

reaction suitability

reaction type: C-C Bond Formation

reaction suitability

reaction type: C-C Bond Formation

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

200

mp

244-247 °C (lit.)

mp

157-159 °C (lit.)

mp

145-150 °C (dec.) (lit.)

mp

204-207 °C (lit.)

functional group

carboxylic acid

functional group

phosphine

functional group

ester, phosphine

functional group

carboxylic acid, phosphine

Application

Reactant for preparation of:
  • Piperamide analogs as histone deacetylase (HDAC) inhibitors with antitumor activity
  • Boron-containing benzoxaboroles as antimalarial agents
  • Methyl alkenyl quinolones as antimycobacterial agents
  • Solandelactone E via Sharpless epoxidation, Taber cyclopropanation, chemoselective reductions and lithiation-borylation-allylation sequence
  • Organotin compounds as antifungal agents
  • Oleanolic acid derivatives as inhibitors of protein tyrosine phosphatase 1B for negative regulation of insulin pathway (a promising target for treatment of diabetes and obesity)
  • 11-oxa prostaglandin analogs with ocular hypotensive activity

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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