7162-15-4

Basic information

• Product Name: Phosphinic acid, phenyl-, methyl ester
• CAS NO: 7162-15-4
• Molecular Weight: 156.121
• Mol File: 7162-15-4.mol
• Article Data: 30

Chemical Properties

• CAS DataBase Reference: Phosphinic acid, phenyl-, methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Phosphinic acid, phenyl-, methyl ester(7162-15-4)
• EPA Substance Registry System: Phosphinic acid, phenyl-, methyl ester(7162-15-4)

Safety Data

• Hazardous Substances Data: 7162-15-4(Hazardous Substances Data)

Upstream product

• 1779-48-2 phenylphosphinic acid 
• 67-56-1 methanol 
• 109011-51-0 6,6-dichloro-1-methyl-3-phenyl-3-phosphabicyclo<3.1.0>hexane 3-oxide 
• 109891-12-5 3-methyl-4-chloro-1,2-dihydro-1-phenylphosphorin 1-oxide 
• 872514-92-6 2-methyl-1-phenyl-2,3,4,5-tetrahydro-1H-phosphole 1-oxide 
• 1162-70-5 1,2,5-triphenyl-1H-phosphole 
• 644-97-3 Dichlorophenylphosphine 
• 23588-02-5 ethyl phenylphosphonochloridothioite 
• 15450-91-6 2-methyl-1-phenyl-2,5-dihydro-1H-phosphole oxide 
• 882185-79-7 3,4-dibromo-2-methyl-1-phenyl-2,3,4,5-tetrahydro-1H-phosphole 1-oxide 
• 79-22-1 methyl chloroformate 
• 681-84-5 tetramethylorthosilicate 
• 3376-52-1 pentaphenylcyclopentaphosphane 
• 591-50-4 iodobenzene 

Downstream Products

• 80953-49-7 phenyl-2-tolylphosphinic acid methyl ester 
• 88794-05-2 5-deoxy-1,2-O-isopropylidene-5-C-(phenylphosphinyl)-3-O-methyl-α-D-ribofuranose 
• 88852-16-8 5-deoxy-1,2-O-isopropylidene-5-C-(methoxyphenylphosphinyl)-3-O-methyl-α-D-ribofuranose 
• 88794-06-3 5-C-((S)-phenylphosphinyl)-β-D-ribopyranose 
• 88794-07-4 5-C-((R)-phenylphosphinyl)-β-D-ribopyranose 
• 88054-72-2 1,2-O-isopropylidene-5-C-(methoxyphenylphosphinyl)-3-O-methyl-5-O-(imidazol-1-yl-thiocarbonyl)-α-D-ribofuranose 
• 85357-60-4 isopropylphenylphosphinic acid methyl ester 
• 6829-76-1 ethylphenylphosphinic acid methyl ester 
• 104144-54-9 Phenyl-propyl-phosphinic acid methyl ester 
• 104144-53-8 sec-Butyl-phenyl-phosphinic acid methyl ester 
• 88044-05-7 phenyl-thiophosphonigsaeure-O-methylester 
• 38938-31-7 methyl N,P-diphenylphosphonamidate 
• 1262801-03-5 methyl N-9H-fluoren-2-yl-P-phenylphosphonamidate 
• 1262801-00-2 methyl N-benzyl-P-phenylphosphonamidate 

Relevant articles and documents

Asymmetric synthesis of stereogenic phosphorus P(V) centers using chiral nucleophilic catalysis

Organophosphates have been widely used in agrochemistry, as reagents for organic synthesis, and in biochemistry. Phosphate mimics possessing four unique substituents, and thereby a chirality center, are useful in transition metal catalysis and as nucleotide therapeutics. The catalytic, stereocontrolled synthesis of phosphorus‐stereogenic centers is challenging and traditionally depends on a resolution or use of stochiometric auxiliaries. Herein, enantioenriched phosphorus centers have been synthesized using chiral nucleophilic catalysis. Racemic H‐phosphinate species were coupled with nucleophilic alcohols under halogenating conditions. Chiral phosphonate products were synthesized in acceptable yields (33–95%) and modest enantioselectivity (up to 62% ee) was observed after identification of an appropriate chiral catalyst and optimization of the solvent, base, and temperature. Nucleophilic catalysis has a tremendous potential to produce enantioenriched phosphate mimics that could be used as prodrugs or chemical biology probes.

Nickel-Catalyzed Electrosynthesis of Aryl and Vinyl Phosphinates

A mild and useful nickel-catalyzed electrochemical phosphonylation of aryl and vinyl bromides is described. We show that alkyl H-phenylphosphinates can be coupled electrochemically with functionalized aryl and vinyl bromides using very simple conditions (Fe/Ni anode, bench-stable nickel pre-catalyst, undivided cell, galvanostatic electrolysis) to furnish the corresponding aryl and vinyl phosphinates in satisfactory to good yields. Couplings can also be applied to heteroaromatic bromides with some limitations like increased propensity to hydro-dehalogenation.

Selective P?C(sp3) Bond Cleavage and Radical Alkynylation of α-Phosphorus Alcohols by Photoredox Catalysis

Herein the first P?C(sp3) bond cleavage and radical alkynylation of α-phosphorus alcohols to construct phosphonoalkynes is reported. The phosphorus radical is generated upon P?C bond cleavage reaction via the alkoxyl radical through photoredox catalysis with cyclic iodine(III) reagents. Various arylphosphinoyl-, alkylphosphinoyl-, phosphonate-, and phosphonic amide alcohols serve as radical phosphorus precursors to construct phosphonoalkynes for the first time.