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

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(1,3-Dioxolan-2-ylmethyl)triphenylphosphonium bromide Basic information

Product Name:
(1,3-Dioxolan-2-ylmethyl)triphenylphosphonium bromide
Synonyms:
  • LABOTEST-BB LT00233112
  • (1,3-DIOXOLAN-2-YLMETHYL)TRIPHENYLPHOSPHONIUM BROMIDE
  • (1,3-DIOXOLANE-2-YL METHYL) TRIPHENYL PHOSPHONIUM BROMIDE
  • TRIPHENYL-1,3-DIOXOLAN-2-YLMETHYL-PHOSPHONIUM BROMIDE
  • 2-(1,3)-DIOXOLANE-2-YL-METHYLTRIPHENYLPHOSPHONIUM BROMIDE
  • (1,3-DIOXOLAN-2-YLMETHYL)TRIPHENYLPHOSPHONIUM BROMIDE 98%
  • (1,3-Dioxolan-2-ylmethyl)triphenylphosphonium bromide, 98 %
  • Phosphonium, (1,3-dioxolan-2-ylmethyl)triphenyl-, bromide
CAS:
52509-14-5
MF:
C22H22BrO2P
MW:
429.29
EINECS:
257-977-3
Product Categories:
  • Dioxanes & Dioxolanes
  • Dioxolanes
  • Phosphonium Compounds
  • Synthetic Organic Chemistry
  • Wittig & Horner-Emmons Reaction
  • Wittig Reaction
  • C-C Bond Formation
  • Olefination
  • Wittig Reagents
Mol File:
52509-14-5.mol
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(1,3-Dioxolan-2-ylmethyl)triphenylphosphonium bromide Chemical Properties

Melting point:
193-195 °C(lit.)
storage temp. 
Store below +30°C.
solubility 
Chloroform (Slightly), Methanol (Slightly)
form 
Powder or Crystals
color 
White to light brown
Water Solubility 
Soluble in water (20°C).
Sensitive 
Hygroscopic
InChIKey
FRHRVQQUICVJDG-UHFFFAOYSA-M
CAS DataBase Reference
52509-14-5(CAS DataBase Reference)
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Safety Information

Hazard Codes 
Xn
Risk Statements 
20/21/22-36/37/38
Safety Statements 
26-37/39
WGK Germany 
3
HS Code 
29329970

MSDS

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(1,3-Dioxolan-2-ylmethyl)triphenylphosphonium bromide Usage And Synthesis

Chemical Properties

white to light brown granular powder

Uses

(1,3-Dioxolan-2-ylmethyl)triphenylphosphonium Bromide is used as a reactant in the synthesis of ketolides methyloxoerythromycins with antibacterial activity as highly potent against macrolide-resistant and susceptible respiratory pathogens.

Uses

Reactant for:

  • Preparation of a ratiometric fluorescent probe for specific detection of cysteine over homocysteine and glutathione
  • Microwave-assisted synthesis of KN-93 as inhibitor of calmodulin kinase II
  • Preparation of fluorinated spirobenzofuran piperidines as s1 receptor ligands
  • Synthesis and antitumor agents
  • Regio-selective preparation of indole derivatives via rhodium-catalyzed domino hydroformylation/indolization

Purification Methods

Wash the crystals with Et2O, dry them in a vacuum and recrystallise them from CH2Cl2/dry Et2O to give prisms m 172-174o, which is raised to 191.5-193o on drying at 56o/0.5mm. [Cresp et al. J Chem Soc, Perkin Trans 1 37 1974.]

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