56506-90-2

Basic information

• Product Name: (dibromomethyl)(triphenyl)phosphonium
• CAS NO: 56506-90-2
• Molecular Formula: Br*C₁₉H₁₆Br₂P
• Molecular Weight: 435.1116
• Mol File: 56506-90-2.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: (dibromomethyl)(triphenyl)phosphonium(CAS DataBase Reference)
• NIST Chemistry Reference: (dibromomethyl)(triphenyl)phosphonium(56506-90-2)
• EPA Substance Registry System: (dibromomethyl)(triphenyl)phosphonium(56506-90-2)

Safety Data

• Hazardous Substances Data: 56506-90-2(Hazardous Substances Data)

Usage

General Description

The chemical compound (dibromomethyl)(triphenyl)phosphonium is a quaternary phosphonium salt that contains both a dibromomethyl group and a triphenylphosphonium group. It is commonly used as a reactant in organic synthesis and serves as a source of the dibromomethyl cation. The dibromomethyl group can undergo various reactions in organic synthesis, including nucleophilic substitution and addition reactions. The triphenylphosphonium group enhances the reactivity of the compound and can participate in nucleophilic substitution reactions. Overall, this compound is used as a versatile reagent in organic chemistry for the preparation of various organic compounds.

Upstream product

• 13504-77-3 methyl 2-bromo-2-(triphenylphosphanylidene)acetate 
• 1779-58-4 (methyloxycarbonylmethyl)triphenylphosphonium bromide 
• 558-13-4 carbon tetrabromide 
• 603-35-0 triphenylphosphine 
• 19493-09-5 Methylenetriphenylphosphorane 
• 75-25-2 Bromoform 

Downstream Products

• 7533-73-5 triphenyl(triphenylphosphoranylidenemethyl)phosphonium bromide 
• 66482-30-2 (Z)-1-bromo-2-(4-chlorophenyl)ethylene 
• 588-73-8 (Z)-β-bromostyrene 
• 6303-59-9 (Z)-1-bromo-2-(4-methoxyphenyl)ethene 
• 81520-06-1 ((R)-4,4-Dibromo-2-methyl-but-3-enyloxymethyl)-benzene 
• 1339110-40-5 (E)-1-(but-1-en-3-ynyl)-2-trifluoromethylbenzene 
• 23517-05-7 (E)-1-(but-1-en-3-yn-1-yl)-2-methylbenzene 
• 1339110-32-5 (E)-1-(but-1-en-3-yn-1-yl)-2-chlorobenzene 

Relevant articles and documents

Synthesis of 1,1-dibromo-1-alkenes from partially and unprotected aldoses

Partially and unprotected aldoses react with dibromomethylenetriphenylphosphorane, generated in situ from dibromomethyltriphenylphosphonium bromide in the presence of zinc, to give corresponding unsaturated Wittig adducts in good yields.

Stereoselective Total Synthesis of Atractylodemayne A, a Conjugated 2(E),8(Z),10(E)-Triene-4,6-diyne

The first total synthesis of the polyacetylene natural product atractylodemayne A is reported. Stereoselective construction of the conjugated 8(Z),10(E)-diene moiety was achieved through a tethered ring-closing metathesis approach, comprising a Ru-catalyz

New photochromic dithienylethenes through a click chemistry approach

Symmetric dithienylethenes 9-12 bearing a variety of substituents were synthesized by a click chemistry approach. The starting material, diacetylene 4, was obtained through Wittig reaction of dialdehyde 1 with dibromomethyltriphenylphosphonium bromide (2) and subsequent treatment with a lithium base (Corey-Fuchs reaction). Triazoles 11 and 12 with covalently linked fluorophore moieties show reversible quenching of fluorescence in solution. A series of functional photochromic compounds based on dithienylethenes has been synthesized by utilizing a copper-catalyzed azide-alkyne click chemistry approach. Dithienylethenes substituted with fluorophores show reversible photoswitching of fluorescence upon irradiation with UV/Vis light. Copyright