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259063

Sigma-Aldrich

(Methoxycarbonylmethyl)triphenylphosphonium bromide

98%

Synonym(s):

(Carbomethoxymethyl)triphenylphosphonium bromide, NSC 136109

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About This Item

Linear Formula:
CH3OCOCH2P(Br)(C6H5)3
CAS Number:
Molecular Weight:
415.26
Beilstein/REAXYS Number:
3812975
EC Number:
MDL number:
UNSPSC Code:
12352108
PubChem Substance ID:
NACRES:
NA.22

assay

98%

reaction suitability

reaction type: C-C Bond Formation

mp

165-170 °C (dec.) (lit.)

SMILES string

[Br-].COC(=O)C[P+](c1ccccc1)(c2ccccc2)c3ccccc3

InChI

1S/C21H20O2P.BrH/c1-23-21(22)17-24(18-11-5-2-6-12-18,19-13-7-3-8-14-19)20-15-9-4-10-16-20;/h2-16H,17H2,1H3;1H/q+1;/p-1

InChI key

VCWBQLMDSMSVRL-UHFFFAOYSA-M

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Application

Reactant for synthesis of:
  • GSK-3 inhibitors using theWittig reaction
  • Substituted furanones for antifungal and cytostatic activities
  • Photochromic dithienylethene derivatives
  • Gem-diiodoalkanes containing allylic alcohols
  • Highly substituted cyclopentenes and brazilanes via Au-catalyzed deoxygenative Nazarov cyclization

Reactant for:
  • Asymmetric hydrogenation of α,β-unsaturated ester-phosphonates
  • Studies of thermal decomposition of phosphonium alkyl ester salts

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


Certificates of Analysis (COA)

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