16352-18-4

Usage

Uses

Used in Organic Synthesis:
4,4,5,5-Tetramethyl-1,3,2-dioxaphospholan-2-ol, 95% is used as a reagent in organic synthesis for the production of various organic compounds. Its versatility as a reagent makes it a valuable component in chemical research.
Used as a Solvent:
In the chemical industry, 4,4,5,5-Tetramethyl-1,3,2-dioxaphospholan-2-ol, 95% is used as a solvent due to its ability to dissolve a wide range of substances, facilitating various chemical reactions.
Used as a Catalyst:
4,4,5,5-TETRAMETHYL-1,3,2-DIOXAPHOSPHOLAN-2-OL, 95% also serves as a catalyst in certain chemical reactions, enhancing the rate of these processes and improving overall efficiency.
Used as an Intermediate:
4,4,5,5-Tetramethyl-1,3,2-dioxaphospholan-2-ol, 95% is utilized as an intermediate in the synthesis of more complex organic compounds, playing a crucial role in multi-step chemical processes.
Used in Asymmetric Catalysis:
As a chiral ligand, 4,4,5,5-Tetramethyl-1,3,2-dioxaphospholan-2-ol, 95% is used in asymmetric catalysis to produce enantiomerically pure compounds, which are essential in various applications, including pharmaceuticals.
Used in Pharmaceutical Industry:
In the pharmaceutical sector, 4,4,5,5-Tetramethyl-1,3,2-dioxaphospholan-2-ol, 95% is used for the synthesis of biologically active molecules, contributing to the development of new drugs and therapies.
Used in Agrochemical Industry:
Similarly, in the agrochemical industry, 4,4,5,5-TETRAMETHYL-1,3,2-DIOXAPHOSPHOLAN-2-OL, 95% is employed for the synthesis of biologically active molecules, which can be used in the development of pesticides, herbicides, and other agricultural chemicals.

InChI:InChI=1/C6H13O3P/c1-5(2)6(3,4)9-10(7)8-5/h10H,1-4H3

Upstream product

• 28950-18-7 2-butoxy-4,4,5,5-tetramethyl-[1,3,2]dioxaphospholane 
• 14812-59-0 2-chloro-4,4,5,5-tetramethyl-1,3,2-dioxaphospholane 
• 76-09-5 2,3-dimethyl-2,3-butane diol 
• 18389-61-2 2,2,3,3,7,7,8,8-octamethyl-1,4,6,9-tetraoxa-5λ⁵-phospha-spiro[4.4]nonane 
• 39869-67-5 2-benzoyloxy-4,4,5,5-tetramethyl-[1,3,2]dioxaphospholane 
• 14274-42-1 dimethyl-(4,4,5,5-tetramethyl-[1,3,2]dioxaphospholan-2-yl)-amine 
• 5843-26-5 tetramethylphosphorodiamidous acid 
• 14812-60-3 2-methoxy-4,4,5,5-tetramethyl-1,3,2-dioxaphospholane 
• 102969-35-7 3-(2,2-Dimethoxy-4,4,5,5-tetramethyl-2λ⁵-[1,3,2]dioxaphospholan-2-yl)-2-methoxy-N,N-dimethyl-succinamic acid methyl ester 
• 102969-33-5 5,7,9-Trimethoxy-2,2,3,3-tetramethyl-1,4,6-trioxa-5λ⁵-phospha-spiro[4.4]non-7-ene-9-carboxylic acid dimethylamide 
• 74783-18-9 2-(2-Dimethylamino-4,4,5,5-tetramethyl-2λ⁵-[1,3,2]dioxaphospholan-2-ylidene)-3-methoxy-succinic acid dimethyl ester 
• 762-04-9 phosphonic acid diethyl ester 
• 145072-70-4 2-diethylamino-4,4,5,5-tetramethyl-1,3,2-dioxaphospholane 
• 102969-37-9 3-[(2-Hydroxy-1,1,2-trimethyl-propoxy)-methoxy-phosphoryl]-2-methoxy-N,N-dimethyl-succinamic acid methyl ester 

Downstream Products

• 145593-36-8 2-(4,4,5,5-Tetramethyl-2-oxo-2λ⁵-[1,3,2]dioxaphospholan-2-ylmethyl)-pyridine 
• 136001-47-3 4,4,5,5-tetramethyl-2-oxo-2-(1-piperidino-1-phenylethyl)-1,3,2-dioxaphospholane 
• 136001-52-0 4-[1,2-Diphenyl-1-(4,4,5,5-tetramethyl-2-oxo-2λ⁵-[1,3,2]dioxaphospholan-2-yl)-ethyl]-morpholine 
• 185250-14-0 N,N'-Bis-(3-{[phenyl-(4,4,5,5-tetramethyl-2-oxo-2λ⁵-[1,3,2]dioxaphospholan-2-yl)-methyl]-amino}-propyl)-butane-1,4-diamine 
• 353747-93-0 4,4,5,5-Tetramethyl-2-((E)-styryl)-[1,3,2]dioxaphospholane 2-oxide 
• 281199-46-0 4,4,5,5-tetramethyl-2-(2-phenylethyl)-1,3,2-dioxaphospholane 2-oxide 
• 1009808-85-8 C₂₀H₂₉FO₆P₂ 
• 1009808-79-0 C₂₀H₃₀O₆P₂ 
• 1009808-83-6 C₂₁H₃₂O₇P₂ 

Relevant academic research and scientific papers

A two step synthesis of 2-oxo-2-vinyl 1,3,2-dioxaphospholanes and -dioxaphosphorinanes

The title compounds are prepared via a two step procedure involving a transesterification between a diol and diethyl phosphite followed by a palladium-catalyzed coupling of the so-obtained cyclic phosphite with vinyl bromide. Theoretical DFT calculations have been performed on phosphonate and phosphite anions models in order to estimate stereoelectronic effects in five-membered and six-membered ring compounds.

METHOD FOR THE SYNTHESIS OF HETEROCYCLIC HYDROGEN PHOSPHINE OXIDE

The present invention is related to a method for the synthesis of a heterocyclic hydrogen phosphine oxide, having the general formula (I), wherein: - R is a aliphatic or aromatic divalent group optionally comprising one or more heteroatoms and optionally comprising one or more substituents and - X and Y are independently selected from -O-, -C(O)O- and -NR'- wherein R' is a monovalent group optionally comprising one or more heteroatoms comprising the steps of: a) forming a reaction mixture by mixing a compound having the general formula HX-R-YH and tetraphosphorus hexaoxide; b) recovering the resulting compound comprising the heterocyclic hydrogen phosphine oxide.

Some properties of cyclic phosphoramidites and their phosphites: Phosphitylation, ester exchange, and hydrolysis

Phosphorylation of diols using sterically bulky cyclic phosphoramidites was performed in a good selectivity. Their phosphite derivatives underwent tetrazole-catalyzed hydrolysis and transesterification. The reaction was shown to proceed via a phosphorane intermediate by NMR analysis.

A SIMPLE AND CONVENIENT SYNTHESIS OF 2-PHOSPHONOMETHYL PYRIDINES

The Michaelis-Becker-Nylen reaction is well suited for the synthesis of 2-phosphonomethyl pyridines.We have improved this four steps method in a one pot reaction using commercial reagents.By this general procedure we have prepared seven new 2-phosphonomethyl pyridines (Ia-g) under mild conditions with higher yields.Key words: 2-phosphono pyridines; 2-phosphonomethyl pyridines; Michaelis-Becker-Nylen reaction; new phosphonates; potential ligands.

STRUCTURE AND REACTIVITY OF 2-HYDROXYIMINOBENZYL-2-OXO-4,4,5,5-TETRAMETHYLDIOXAPHOSPPHOLANES

The reaction of 2-benzoyl-2-oxo-4,4,5,5-tetramethyldioxaphospholane (3) with hydroxylamine yields the corresponding E oxime (E-4) and benzonitrile (5), which arises from fragmentation of the Z oxime via an intramolecular attack of the N-OH on the phosphorus.

α CETOPHOSPHONATES ET ESTERS CYCLIQUES D'HYDROXYMETHYLENES DIPHOSPHONATES SYNTHESES, STRUCTURES ET HYDROLYSE

Synthesis of symmetrical diesters derived from hydroxy methylene diphosphonic acids 1 to 8 is described either in one step or via the corresponding α ketophosphonate 1a to 8a.Study of the diphosphonates (1 to 6) -> phosphate-phosphonates (1b to 6b) isomerization has been realized.Results related to peculiar cases in connection with nonsymmetrical esters 10, 11, 17 and study of the hydrolysis reaction of diphosphonates are presented.

THERMAL REARRANGEMENT OF A PHOSPHORUS YLIDE: METHANOLYSIS AND HYDROLYSIS OF THE OBTAINED PHOSPHORANES

The thermal reactivity of ylide 1 at 140-150 deg C is reported.It affords a β, γ unsaturated phosphorane 6 which gives rise to an α, β unsaturated phosphrane 7.At room temperature, 6 reacts readily with methanol or water while undergoes only hydrolysis.A mechanism is proposed to explain the formation of both phosphoranes.