(1,3-Dioxolan-2-ylmethyl)triphenylphosphonium bromide, 98%
(1,3-Dioxolan-2-ylmethyl)triphenylphosphonium bromide, 98%
(1,3-Dioxolan-2-ylmethyl)triphenylphosphonium bromide, 98%
Thermo Scientific Chemicals

(1,3-Dioxolan-2-ylmethyl)triphenylphosphonium bromide, 98%

CAS: 52509-14-5 | C22H22BrO2P | 429.29 g/mol
Quantity:
10 g
50 g
250 g
Catalog number A18882.30
also known as A18882-30
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Quantity:
250 g
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Chemical Identifiers
CAS52509-14-5
IUPAC Name[(1,3-dioxolan-2-yl)methyl]triphenylphosphanium bromide
Molecular FormulaC22H22BrO2P
InChI KeyFRHRVQQUICVJDG-UHFFFAOYSA-M
SMILES[Br-].C(C1OCCO1)[P+](C1=CC=CC=C1)(C1=CC=CC=C1)C1=CC=CC=C1
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SpecificationsSpecification SheetSpecification Sheet
Appearance (Color)White to cream
Assay (Titration ex Bromide)≥97.5 to ≤102.5%
FormCrystals or powder or crystalline powder
Melting Point (clear melt)186.0-195.0?C
Water Content (Karl Fischer Titration)≤2.0%
It finds its applications as a reagent for Wittig olefinations with introduction of a 1,3-dioxolane moiety. It is applied as a reactant for the preparation of a ratiometric fluorescent probe for specific detection of cysteine over homocysteine and glutathione, for microwave-assisted synthesis of KN-93 as inhibitor of calmodulin kinase II, for the preparation of fluorinated spirobenzofuran piperidines as s1 receptor ligands, in the synthesis and antitumor agents, in regio-selective preparation of indole derivatives via rhodium-catalyzed domino hydroformylation/indolization.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Applications
It finds its applications as a reagent for Wittig olefinations with introduction of a 1,3-dioxolane moiety. It is applied as a reactant for the preparation of a ratiometric fluorescent probe for specific detection of cysteine over homocysteine and glutathione, for microwave-assisted synthesis of KN-93 as inhibitor of calmodulin kinase II, for the preparation of fluorinated spirobenzofuran piperidines as s1 receptor ligands, in the synthesis and antitumor agents, in regio-selective preparation of indole derivatives via rhodium-catalyzed domino hydroformylation/indolization.

Solubility
Soluble in water (20°C).

Notes
Hygroscopic. Store away from water/moisture and oxidizing agents. Store under inert gas. Keep the container tightly closed and place it in a cool, dry and well ventilated condition.
RUO – Research Use Only

General References:

  1. Lin Yuan.; Weiying Lin.; Yueting Yang. A ratiometric fluorescent probe for specific detection of cysteine over homocysteine and glutathione based on the drastic distinction in the kinetic profiles.Chem. Commun. (Camb).2011,47(22), 6275-6277.
  2. Eva Große Maestrup.; Christian Wiese.; Dirk Schepmann.; Peter Brust.; Bernhard Wünsch. Synthesis, pharmacological activity and structure affinity relationships of spirocyclic σ1 receptor ligands with a (2-fluoroethyl) residue in 3-position.Bioorg Med Chem.2011,19(1), 393-405.