912-13-0

Basic information

• Product Name: tetrabenzyl phosphonium bromide
• Synonyms: tetrabenzyl phosphonium bromide
• CAS NO: 912-13-0
• Molecular Weight: 475.408
• Mol File: 912-13-0.mol

Chemical Properties

• CAS DataBase Reference: tetrabenzyl phosphonium bromide(CAS DataBase Reference)
• NIST Chemistry Reference: tetrabenzyl phosphonium bromide(912-13-0)
• EPA Substance Registry System: tetrabenzyl phosphonium bromide(912-13-0)

Safety Data

• Hazardous Substances Data: 912-13-0(Hazardous Substances Data)

Upstream product

• 100-39-0 benzyl bromide 

Downstream Products

• 54098-14-5 Tribenzylbenzylidenphosphoran 
• 645-49-8 cis-stilben 
• 103-30-0 (E)-1,2-diphenyl-ethene 

Relevant articles and documents

Synthesis of monophosphines directly from white phosphorus

Monophosphorus compounds are of enormous industrial importance due to the crucial roles they play in applications such as pharmaceuticals, photoinitiators and ligands for catalysis, among many others. White phosphorus (P4) is the key starting material for the preparation of all such chemicals. However, current production depends on indirect and inefficient, multi-step procedures. Here, we report a simple, effective ‘one-pot’ synthesis of a wide range of organic and inorganic monophosphorus species directly from P4. Reduction of P4 using tri-n-butyltin hydride and subsequent treatment with various electrophiles affords compounds that are of key importance for the chemical industry, and it requires only mild conditions and inexpensive, easily handled reagents. Crucially, we also demonstrate facile and efficient recycling and ultimately catalytic use of the tributyltin reagent, thereby avoiding the formation of substantial Sn-containing waste. Accessible, industrially relevant products include the fumigant PH3, the reducing agent hypophosphorous acid and the flame-retardant precursor tetrakis(hydroxymethyl)phosphonium chloride. [Figure not available: see fulltext.]

Phosphine Carboxylate—Probing the Edge of Stability of a Carbon Dioxide Adduct with Dihydrogenphosphide

We present a new adduct of carbon dioxide with dihydrogenphosphide, that may be prepared either by direct reaction of NaPH2 with carbon dioxide or by hydrolysis of the phosphaethynolate ion (PCO?). In this hydrolysis transformation, a new mechanism is proposed for the electrophilic reactivity of the phosphaethynolate ion. Protonation to form phosphine carboxylic acid (PH2COOH) and functionalization to form esters is shown to increase the strength of the P–C interaction, allowing for comparisons to be drawn between this species and the analogous carbamic (NH2COOH) and carbonic acids (H2CO3). Functionalization of the oxygen atom is found to stabilize the phosphine carboxylate while also allowing solubility in organic solvents whereas phosphorus functionalization is shown to facilitate decarboxylation. Substituent migration occurs in some cases.