16352-18-4

Basic information

• Product Name: 4,4,5,5-TETRAMETHYL-1,3,2-DIOXAPHOSPHOLAN-2-OL, 95%
• Synonyms: 4,4,5,5-TETRAMETHYL-1,3,2-DIOXAPHOSPHOLAN-2-OL, 95%;2-Oxo-4,4,5,5-tetramethyl-1,3,2-dioxaphospholane, 4,4,5,5-Tetramethyl-1,3,2-dioxaphospholan-2-ol, HASPO-1, Phosphonic acid pinacol ester, Pinacol phosphonate;4,4,5,5-Tetramethyl-1,3,2-dioxaphospholane 2-oxide;4,4,5,5-Tetramethyl-1,3,2-dioxaphospholane 2-oxide,2-Oxo-4,4,5,5-tetramethyl-1,3,2-dioxaphospholane, 4,4,5,5-Tetramethyl-1,3,2-dioxaphospholan-2-ol, HASPO-1, Phosphonic acid pinacol ester, Pinacol pho;HASPO-1
• CAS NO: 16352-18-4
• Molecular Formula: C₆H₁₃O₃P
• Molecular Weight: 164.139381
• Mol File: 16352-18-4.mol
• Article Data: 8

Chemical Properties

• Melting Point: 99-106 °C
• Boiling Point: 179.377°C at 760 mmHg
• Flash Point: 79.028°C
• Appearance: /
• Vapor Pressure: 1.278mmHg at 25°C
• CAS DataBase Reference: 4,4,5,5-TETRAMETHYL-1,3,2-DIOXAPHOSPHOLAN-2-OL, 95%(CAS DataBase Reference)
• NIST Chemistry Reference: 4,4,5,5-TETRAMETHYL-1,3,2-DIOXAPHOSPHOLAN-2-OL, 95%(16352-18-4)
• EPA Substance Registry System: 4,4,5,5-TETRAMETHYL-1,3,2-DIOXAPHOSPHOLAN-2-OL, 95%(16352-18-4)

Safety Data

• Hazard Codes: Xn
• Statements: 21-36
• Safety Statements: 26-36/37
• WGK Germany: 3
• Hazardous Substances Data: 16352-18-4(Hazardous Substances Data)

Usage

General Description

4,4,5,5-Tetramethyl-1,3,2-dioxaphospholan-2-ol, 95% is a chemical compound primarily used as a reagent in organic synthesis and chemical research. 4,4,5,5-TETRAMETHYL-1,3,2-DIOXAPHOSPHOLAN-2-OL, 95% is a clear, colorless liquid with a characteristic odor, and is highly flammable. It is often used as a solvent, catalyst, or intermediate in the production of various organic compounds. 4,4,5,5-Tetramethyl-1,3,2-dioxaphospholan-2-ol, 95% is also known for its ability to act as a chiral ligand in asymmetric catalysis, making it an important tool for producing enantiomerically pure compounds. Additionally, it is commonly utilized in the pharmaceutical and agrochemical industries for the synthesis of biologically active molecules.

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

Upstream product

• 76-09-5 2,3-dimethyl-2,3-butane diol 
• 14274-42-1 dimethyl-(4,4,5,5-tetramethyl-[1,3,2]dioxaphospholan-2-yl)-amine 
• 5843-26-5 tetramethylphosphorodiamidous acid 
• 762-04-9 phosphonic acid diethyl ester 
• 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 
• 14812-60-3 2-methoxy-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 
• 108429-37-4 2-benzoyl-2-oxo-4,4,5,5-tetramethyl<1,3,2>dioxaphospholane 
• 67-62-9 O-Methylhydroxylamin 
• 39869-67-5 2-benzoyloxy-4,4,5,5-tetramethyl-[1,3,2]dioxaphospholane 
• 18389-61-2 2,2,3,3,7,7,8,8-octamethyl-1,4,6,9-tetraoxa-5λ⁵-phospha-spiro[4.4]nonane 
• 14812-59-0 2-chloro-4,4,5,5-tetramethyl-1,3,2-dioxaphospholane 

Downstream Products

• 145593-36-8 2-(4,4,5,5-Tetramethyl-2-oxo-2λ⁵-[1,3,2]dioxaphospholan-2-ylmethyl)-pyridine 
• 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 
• 1009808-81-4 C₂₁H₃₂O₆P₂ 

Relevant articles and documents

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.

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.