18255-62-4

Basic information

• Product Name: Dibenzylphosphinsaeure-chlorid
• Synonyms: Dibenzylphosphinsaeure-chlorid
• CAS NO: 18255-62-4
• Molecular Weight: 264.691
• Mol File: 18255-62-4.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: Dibenzylphosphinsaeure-chlorid(CAS DataBase Reference)
• NIST Chemistry Reference: Dibenzylphosphinsaeure-chlorid(18255-62-4)
• EPA Substance Registry System: Dibenzylphosphinsaeure-chlorid(18255-62-4)

Safety Data

• Hazardous Substances Data: 18255-62-4(Hazardous Substances Data)

Upstream product

• 100-39-0 benzyl bromide 
• 13238-16-9 dibenzylphosphine oxide 
• 217199-46-7 diphenylmethyl dibenzylphosphinothioate 
• 7369-51-9 dibenzylphosphinic acid 

Downstream Products

• 80919-10-4 C₂₇H₃₀NO₅P 
• 38827-92-8 Bis(bromphenylmethyl)phenylphosphanoxid 
• 84184-99-6 Benzyl(bromphenylmethyl)phenylphosphanoxid 
• 38827-92-8 meso-Bis(bromphenylmethyl)phenylphosphanoxid 
• 80918-95-2 N-(2-phenylethyl)-P,P-dibenzylphosphinamide 
• 24442-45-3 dibenzylphenylphosphane oxide 
• 27286-15-3 dibenzyl-tert-butylphosphine oxide 
• 21713-63-3 methyl dibenzylphosphinate 

Relevant articles and documents

Golden Face of Phosphine: Cascade Reaction to Bridgehead Methanophosphocines by Intramolecular Double Hydroarylation

Reported herein is the first example of a gold-catalyzed cyclization of bis(arylmethyl)ethynylphosphine oxides. This represents an original approach to bridgehead methanophosphocines 1, eight-membered heterocycles. Gold catalyst in combination with triflic acid activates alkyne and induces a double hydroarylation. Mechanistic studies suggest that the reaction proceeds stepwise, forming first the 1H-isophosphinoline 2-oxide 5. Reduction and protection of the corresponding phosphine oxides 1 described herein also highlight the effectiveness of our approach to this new class of electron-rich ligands.

Synthesis and enzymic evaluation of 4-mercapto-6-oxo-1,4- azaphosphinane-2-carboxylic acid 4-oxide as an inhibitor of mammalian dihydroorotase

The design, synthesis, and enzymic evaluation of cis- and trans-4- mercapto-6-oxo-1,4-azaphosphinane-2-carboxylic acid 4-oxide 5 against mammalian dihydroorotase is presented. The design strategy for 5 was based on the strong affinity of phosphinothioic a

Three-membered Ring Heterocycles, 14. α-Halogenation of Tertiary Phosphane Oxides

The symmetrically substituted tertiary phosphane oxides 5 were obtained from phosphorus halides 4 and 6 using organometallic reagents.Dibenzylphenylphosphane oxide (5c) reacted with bromine at 150 deg C to give all three possible diastereomeric α,α'-dibromophosphane oxides. e.g. (R,R/S,S)-2c, (r)-2c, and (s)-2c, and one α-bromophosphane oxide 8.The phosphane oxides 5a, b, d were lithiated once or twice in the α-positions by means of butyllithium.The α,α'-dilithiophoasphane oxides -5 reacted with tetrachloromethane below -80 deg C to yield the α-chlorophosphane oxides 1c - e whose diastereomeric ratios were controlled kinetically.The thermodynamically controlled ratios were adjusted with bases.While the α-lithiated dineopentyl phosphane oxides -5a and -5d also afforded the α-chlorophosphane oxides 1c and 1d, respectively, with an excess of tetrachloromethane, the α,α-dichlorophosphane oxide 9 was formed from the α-lithiobenzylphosphane oxide 5b.This difference is attributed to the acidity of the α-protons and steric factors.The configurations and preferred conformations of the α,α'-dibromophosphane oxides 2c and the α-chlorophosphane oxides 1c - e were determined on the basis of the 1H-31P coupling of the methine protons.