CAS 52509-14-5

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

Description:

(1,3-Dioxolan-2-ylmethyl)triphenylphosphonium bromide is a quaternary ammonium salt characterized by its triphenylphosphonium cation and a dioxolane moiety. This compound typically appears as a white to off-white solid and is soluble in polar organic solvents, which facilitates its use in various chemical reactions. The presence of the dioxolane ring contributes to its stability and reactivity, making it a useful intermediate in organic synthesis, particularly in the formation of carbon-carbon bonds. The triphenylphosphonium group enhances lipophilicity, allowing for better membrane permeability in biological systems. Additionally, the bromide anion serves as a counterion, which can influence the compound's reactivity and solubility. This substance is often utilized in synthetic organic chemistry, including applications in the synthesis of phosphonium ylides and other derivatives. Safety precautions should be observed when handling this compound, as with many organophosphorus compounds, due to potential toxicity and reactivity.

Formula: C₂₂H₂₂BrO₂P

InChI: InChI=1/C22H22O2P.BrH/c1-4-10-19(11-5-1)25(18-22-23-16-17-24-22,20-12-6-2-7-13-20)21-14-8-3-9-15-21;/h1-15,22H,16-18H2;1H/q+1;/p-1

InChI key: InChIKey=FRHRVQQUICVJDG-UHFFFAOYSA-M

SMILES: [P+](CC1OCCO1)(C2=CC=CC=C2)(C3=CC=CC=C3)C4=CC=CC=C4.[Br-]

Synonyms:

• (1,3-Dioxolane-2-Yl Methyl) Triphenyl Phosphonium Bromide
• 1,3-Dioxylany-2-yl)triphenylphosphonium bromide
• 2-[(1,3)-Dioxolane-2-Yl]-Methyltriphenylphosphonium Bromide
• Labotest-Bb Lt00233112
• Phosphonium, (1,3-Dioxolan-2-Ylmethyl)Triphenyl-, Bromide
• Phosphonium, (1,3-dioxolan-2-ylmethyl)triphenyl-, bromide (1:1)
• Triphenyl-1,3-Dioxolan-2-Ylmethyl-Phosphonium Bromide
• [(1,3-Dioxolan-2-yl)methyl]triphenylphosphanium bromide
• (1,3-Dioxolan-2-ylmethyl)triphenylphosphonium bromide
• (1,3-Dioxolan-2-ylmethyl)triphenylphosphonium bromide, 98 %
• 1,3-Dioxolan-2-ylmethyl-triphenylphosphanium bromide
• (1,3-DIOXOLAN-2-YLMETHYL)TRIPHENYLPHOSPHONIUM BROMIDE 98%

(1,3-Dioxolan-2-yl)methyltriphenylphosphonium Bromide

CAS: 52509-14-5

Formula: C₂₂H₂₂BrO₂P

Purity: >97.0%(T)

Color and Shape: White to Light yellow to Light orange powder to crystal

Molecular weight: 429.29

Ref: 3B-D2164

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

CAS: 52509-14-5

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-

Formula: C₂₂H₂₂BrO₂P

Purity: 98%

Color and Shape: White to cream, Crystals or powder or crystalline powder

Molecular weight: 429.29

Ref: 02-A18882

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

CAS: 52509-14-5

Formula: C₂₂H₂₂BrO₂P

Purity: 98%

Color and Shape: Solid

Molecular weight: 429.2866

Ref: IN-DA0032B6

(1,3-Dioxolan-2-ylmethyl)(triphenyl)phosphonium bromide

CAS: 52509-14-5

(1,3-Dioxolan-2-ylmethyl)(triphenyl)phosphonium bromide

Formula: C₂₂H₂₂O₂P·Br

Purity: >98%

Color and Shape: Solid

Molecular weight: 429.28664

Ref: 54-OR24913

(1,3-Dioxolan-2-yl)methyltriphenylphosphonium Bromide

CAS: 52509-14-5

(1,3-Dioxolan-2-yl)methyltriphenylphosphonium Bromide is a synthetic reagent that is used in the Wittig reaction. It is prepared by reacting p-toluenesulfonic acid with methylene chloride and methoxybenzene. This reagent can be used to synthesize β-unsaturated aldehydes from alkenes and hydroxylamine. The preparation of this reagent involves recrystallizing it from ethanol or ethyl acetate and then hydrogenating it to give (1,3-dioxolan-2-yl)methyl triphenylphosphonium bromide.

Formula: C₂₂H₂₂BrO₂P

Purity: Min. 95%

Color and Shape: Powder

Molecular weight: 429.29 g/mol

Ref: 3D-FD59861

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

CAS: 52509-14-5

Formula: C₂₂H₂₂BrO₂P

Purity: 97%

Color and Shape: Solid, Powder

Molecular weight: 429.294

Ref: 10-F067257

((1,3-Dioxolan-2-yl)methyl)triphenylphosphonium bromide

CAS: 52509-14-5

((1,3-Dioxolan-2-yl)methyl)triphenylphosphonium bromide

Formula: C₂₂H₂₂BrO₂P

Purity: 97%

Molecular weight: 429.29

Ref: IN-DG1480

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

Controlled Product

CAS: 52509-14-5

Applications (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.
References Agouridas, C., et al.: J. Med. Chem., 41, 4080 (1998);

Formula: C₂₂H₂₂O₂P·Br

Color and Shape: Neat

Molecular weight: 429.3

Ref: TR-D487065