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

Synonym(s):(1,3-Dioxolan-2-yl)-methyltriphenylphosphonium bromide;Triphenyl-1,3-dioxolan-2-ylmethylphosphonium bromide

CAS NO.：52509-14-5
Empirical Formula: C22H22BrO2P
Molecular Weight: 429.29
MDL number: MFCD00011966
EINECS: 257-977-3
SAFETY DATA SHEET (SDS)
Update Date: 2025-01-27 09:38:02

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

What is (1,3-Dioxolan-2-ylmethyl)triphenylphosphonium bromide?

Chemical properties

white to light brown granular powder

The Uses of (1,3-Dioxolan-2-ylmethyl)triphenylphosphonium bromide

(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.

The Uses of (1,3-Dioxolan-2-ylmethyl)triphenylphosphonium bromide

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

What are the applications of Application

(1,3-Dioxolan-2-ylmethyl)triphenylphosphonium bromide is a Wittig ylide reagent

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.]

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

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
CAS DataBase Reference	52509-14-5(CAS DataBase Reference)

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

Signal word	Warning
Pictogram(s)	Exclamation Mark Irritant GHS07
GHS Hazard Statements	H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes	P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P280:Wear protective gloves/protective clothing/eye protection/face protection. P301+P312:IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.