Description

(1,3-Dioxolan-2-ylmethyl)triphenylphosphonium bromide (CAS No. 52509-14-5) is a highly versatile phosphonium salt with the molecular formula C₂₂H₂₂BrO₂P. This crystalline compound is widely utilized in organic synthesis, particularly as a key intermediate in the preparation of ylides for Wittig reactions. Its unique structure, featuring a 1,3-dioxolane moiety and a triphenylphosphonium group, makes it invaluable for the selective formation of alkenes and other complex organic frameworks. With a purity of ≥95%, this reagent is rigorously tested to ensure consistent performance in sensitive applications. Suitable for use in anhydrous conditions, it is packaged under inert gas to maintain stability and shelf life. Researchers can rely on this high-quality compound for reproducible results in synthetic chemistry, catalysis, and material science.

Properties

• CAS Number: 52509-14-5
• Complexity: 343
• IUPAC Name: 1,3-dioxolan-2-ylmethyl(triphenyl)phosphonium;bromide
• InChI: InChI=1S/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: FRHRVQQUICVJDG-UHFFFAOYSA-M
• Exact Mass: 428.05408
• Molecular Formula: C22H22BrO2P
• Molecular Weight: 429.3
• SMILES: C1COC(O1)C[P+](C2=CC=CC=C2)(C3=CC=CC=C3)C4=CC=CC=C4.[Br-]
• Topological: 18.5
• Monoisotopic Mass: 428.05408
• Synonyms: 52509-14-5, (1,3-Dioxolan-2-ylmethyl)triphenylphosphonium bromide, EINECS 257-977-3, DHX-1, 257-977-3, ((1,3-Dioxolan-2-yl)methyl)triphenylphosphonium bromide, [(1,3-dioxolan-2-yl)methyl]triphenylphosphonium bromide, (1,3-Dioxolan-2-yl)methyltriphenylphosphonium Bromide, MFCD00011966, 1,3-dioxolan-2-ylmethyl(triphenyl)phosphanium;bromide, 1,3-dioxolan-2-ylmethyl(triphenyl)phosphonium bromide, (1,3-Dioxolan-2-ylmethyl)triphenyl-phosphonium bromide, (1,3-dioxolan-2-ylmethyl)triphenylphosphine, bromide, Phosphonium, (1,3-dioxolan-2-ylmethyl)triphenyl-, bromide, SCHEMBL510812, DTXSID00966950, AC1008, SBB056502, AKOS005216543, CS-W008414, FD59861, AS-15774, SY032677, DB-017878, D2164, NS00057946, ST50406476, EN300-170136, 1,3-dioxolan-2-ylmethyl triphenylphosphonium bromide, 1,3-dioxolan-2-ylmethyltriphenylphosphonium bromide, triphenyl-1,3-dioxolan-2-ylmethylphosphonium bromide, (1,3-dioxolan-2-yl)methyltriphenyl phosphonium bromide, (1,3-dioxolan-2-yl-methyl)triphenylphosphonium bromide, (1,3-dioxolane-2-yl-methyl)triphenylphosphonium bromide, [(1,3-dioxolan-2-yl)methyl]triphenylphosphanium bromide, (1,3-dioxolan-2-yl-methyl)-triphenyl phosphonium bromide, (1,3-Dioxolan-2-ylmethyl)triphenylphosphonium bromide, 98%, [(1,3-Dioxolan-2-yl)methyl](triphenyl)phosphanium bromide

Application

(1,3-Dioxolan-2-ylmethyl)triphenylphosphonium bromide is primarily employed as a precursor for stabilized ylides in Wittig olefination reactions, enabling the synthesis of alkenes with high stereoselectivity. It is also used in the preparation of functionalized polymers and advanced materials due to its ability to act as a phase-transfer catalyst. Additionally, this compound finds applications in medicinal chemistry for the construction of bioactive molecules and heterocycles.

Safety and Hazards

GHS Hazard Statements

• H302 (91.5%): Harmful if swallowed [Warning Acute toxicity, oral]
• H312 (89.4%): Harmful in contact with skin [Warning Acute toxicity, dermal]
• H315 (97.9%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (97.9%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H332 (89.4%): Harmful if inhaled [Warning Acute toxicity, inhalation]
• H335 (95.7%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

• P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

• Acute Tox. 4 (91.5%)
• Acute Tox. 4 (89.4%)
• Skin Irrit. 2 (97.9%)
• Eye Irrit. 2 (97.9%)
• Acute Tox. 4 (89.4%)
• STOT SE 3 (95.7%)

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