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(Carbomethoxymethyl)triphenylphosphonium bromide
PRICE INQUIRYCatalog Number
ACM1779584-2
Product Name
(Carbomethoxymethyl)triphenylphosphonium bromide
Structure
![{[CurrentData.Name]}](https://resource.alfachemic.com/structure/1779-58-4.gif)
CAS
1779-58-4
Synonyms
TR-008145; AX8046481; NSC-136109; C21H20BrO2P; NSC136109; ACM1779584; (methoxycarbonyl methyl)triphenylphosphonium bromide; MFCD00011801; RTR-008145; ACMC-209edx;
IUPAC Name
(2-methoxy-2-oxoethyl)-triphenylphosphanium;bromide;
Molecular Weight
415.267g/mol
Molecular Formula
C21H20BrO2P;
Canonical SMILES
COC(=O)C[P+](C1=CC=CC=C1)(C2=CC=CC=C2)C3=CC=CC=C3.[Br-];
InChI
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;
Complexity
345
Covalently-Bonded Unit Count
2
EC Number
217-222-0
Exact Mass
414.038g/mol
H-Bond Acceptor
3
Heavy Atom Count
25
Monoisotopic Mass
414.038g/mol
NSC Number
136109
Rotatable Bond Count
6
Topological Polar Surface Area
26.3A^2
Application
(Carbomethoxymethyl)triphenylphosphonium bromide serves as a versatile reactant used in various chemical syntheses and reactions. This white powder is instrumental in the creation of GSK-3 inhibitors through the Wittig reaction, the development of substituted furanones with antifungal and cytostatic properties, and the preparation of photochromic dithienylethene derivatives. It is also essential for synthesizing gem-diiodoalkanes that incorporate allylic alcohols, as well as in the production of highly substituted cyclopentenes and brazilanes via Au-catalyzed deoxygenative Nazarov cyclization. Additionally, it plays a role in the asymmetric hydrogenation of α,β-unsaturated ester-phosphonates and is involved in studies concerning the thermal decomposition of phosphonium alkyl ester salts.
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