151484-28-5

Basic information

• Product Name: Phosphinous acid, diphenyl-, 1,1-dimethylethyl ester
• CAS NO: 151484-28-5
• Molecular Formula: C16H19OP
• Molecular Weight: 258.3
• Mol File: 151484-28-5.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: Phosphinous acid, diphenyl-, 1,1-dimethylethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Phosphinous acid, diphenyl-, 1,1-dimethylethyl ester(151484-28-5)
• EPA Substance Registry System: Phosphinous acid, diphenyl-, 1,1-dimethylethyl ester(151484-28-5)

Safety Data

• Hazardous Substances Data: 151484-28-5(Hazardous Substances Data)

Upstream product

• 865-47-4 potassium tert-butylate 
• 1079-66-9 chloro-diphenylphosphine 
• 75-65-0 tert-butyl alcohol 

Downstream Products

• 6669-13-2 t-butyl phenyl ether 
• 22233-90-5 tert-butyl phenyl selenide 
• 1706-92-9 O-tert-butyl phenylphenylphosphinate 
• 371228-66-9 trans-PdCl₂[PPh₂(O-t-Bu)]2 
• 145995-55-7 (9,10-dihydro-10-methyl-9-acridinyl)diphenylphosphine oxide 
• 39543-16-3 2-(tert-butylthio)benzo[d]thiazole 
• 56636-80-7 tert-butyl p-methoxybenzyl ether 
• 774-65-2 benzoic acid tert-butyl ester 
• 2109-72-0 4-tert-butoxy-1-nitrobenzene 

Relevant articles and documents

Silver-Catalyzed Regioselective Phosphorylation of para-Quinone Methides with P(III)-Nucleophiles

A simple and efficient method for the silver-catalyzed regioselective phosphorylation of para-quinone methides (p-QMs) with P(III)-nucleophiles (P(OR)3, ArP(OR)2, Ar2P-OR) has been established via Michaelis-Arbuzov-type reaction. A broad range of P(III)-nucleophiles and para-quinone methides are well tolerated under the mild conditions, giving the expected diarylmethyl-substituted organophosphorus compounds with good to excellent yields. Moreover, a series of corresponding enantiomers can be obtained by employing dialkyl arylphosphonite (ArP(OR)2) as substrates. The control experiments and 31P NMR tracking experiments were also performed to gain insights for the plausible reaction mechanism. This protocol may have significant implications for the formation of C(sp3)-P bonds in Michaelis-Arbuzov-type reactions.

Efficient method for the preparation of inverted alkyl carboxylates and phenyl carboxylates via oxidation-reduction condensation using 2,6-dimethyl-1,4-benzoquinone or simple 1,4-benzoquinone

Oxidation-reduction condensation using in situ formed alkoxydiphenylphosphines, 2,6-dimethy-1,4-benzoquinone, and carboxylic acids provides a useful method for the preparation of inverted tertiary alkyl carboxylates from the corresponding chiral tertiary alcohols under mild and neutral conditions. Similarly, it has afforded alkyl carboxylates successfully in good-to-high yields by the combined use of alkoxydiphenylphosphines having primary, secondary, or tertiary alkoxy groups, carboxylic acids, and simple 1,4-benzoquinone. When chiral secondary or tertiary alcohols are used, the corresponding inverted secondary or tertiary alkyl carboxylates are also obtained in good-to-high yields. In addition, a convenient method for the preparation of phenyl carboxylates in high yields has been established by utilizing oxidation-reduction condensation in toluene at 110 °C using phenoxydiphenylphosphines in situ-formed from phenols and chlorodiphenylphosphine, 2,6-dimethyl-1,4-benzoquinone, and carboxylic acids.

Efficient Method for the Preparation of Primary, Inverted Secondary and Tertiary Alkyl Carboxylates from Alcohols and Carboxylic Acids by a New Type of Oxidation-Reduction Condensation Using Simple 1,4-Benzoquinone

A new type of oxidation-reduction condensation using in situ formed alkoxydiphenylphosphines (i.e., diphenylphosphinite esters), easily available 1,4-benzoquionone and carboxylic acids provides a new and efficient method for the preparation of alkyl carboxylates from the corresponding alcohols under mild and neutral conditions. Further, the yields of the corresponding inverted carboxylates were equally high in the case of chiral secondary or tertiary alcohols.