5,5-Dimethyl-1,3,2-dioxaphosphorinan-2-one

CAS 4090-60-2C5H11O3PCatalysis & Inorganic

5,5-Dimethyl-1,3,2-dioxaphosphorinan-2-one (CAS 4090-60-2) is an organophosphorus compound with the molecular formula C5H11O3P and a molecular weight of 150.11 g/mol. It serves as a valuable reactant in various catalytic and synthetic organic chemistry applications, including palladium-catalyzed additions, modified Pudovik reactions, and radical reactions. This compound is essential for developing novel bisphosphonates and mechanistic markers in biological systems.

IUPAC: 2,2-Dimethylpropane-1,3-diol cyclic phosphonate,Cyclic 2,2-dimethyltrimethylene phosphonate,Neopentylene phosphite,Neopentylglycol hydrogen phosphite
Synonyms: 2-dioxaphosphorinan-2-oneCyclic 2,2-dimethyltrimethylene phosphonateNeopentylene phosphiteNeopentylglycol hydrogen phosphite

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5,5-Dimethyl-1,3,2-dioxaphosphorinan-2-one (C5H11O3P) — chemical structure, CAS 4090-60-2; Chemistry, fine chemical supplied by Tech Serve Solutions

Chemical SynthesisPhosphine CompoundsPhosphorus Precursors

01 /Applications

Palladium-Catalyzed Additions

This compound acts as a reactant in Palladium(I) catalyzed addition reactions of P(O)-H bonds, enabling specific functionalisation pathways in organic synthesis.

Modified Pudovik Reaction

It is employed in highly regioselective modified Pudovik addition reactions, a key transformation for the synthesis of organophosphorus compounds.

Radical Reaction Mediators

The compound facilitates radical reactions, notably those mediated by manganese(III) acetate, offering pathways for complex molecule construction.

Mechanistic Markers

Stable cyclic DEPMPO derivatives derived from this compound are utilised as mechanistic markers for stereoselective hydroxyl radical adduct formation within biological studies.

Dehydrogenative Coupling Reactions

It participates in copper-catalyzed aerobic oxidative dehydrogenative coupling reactions, contributing to efficient C-H functionalisation strategies.

Anticancer Agent Precursors

The compound is a precursor in the synthesis of bisphosphonates and phosphanamidates, which are investigated for their potential as anticancer agents.

02 /Properties

Molecular weight	150.11
Empirical formula	C5H11O3P
Assay	96%
Application	Reactant for:• Palladium(I) catalyzed addition of P(O)-H bonds1• Highly regioselective modified Pudovik addition reaction2• Radical reactions mediated by manganese(III) acetate3• Stable cyclic DEPMPO derivatives as mechanistic markers of stereoselective hydroxyl radical adduct formation in biological systems4• Copper-catalyzed aerobic oxidative dehydrogenative coupling reactions5• Bisphosphonates/phosphanamidates as anticancer agents6
Melting point	51-56 °C(lit.)

03 /Safety & handling

GHS hazard pictogram: Corrosive (GHS05) — Corrosive

Danger

Hazard statements

H314Causes severe skin burns and eye damage

Precautionary statements

P280Wear protective gloves, clothing and eye/face protection
P305IF IN EYES
P310Immediately call a POISON CENTER or doctor

Protective equipment	Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
Flash point	109 °C / 228.2 °F
Transport (UN / ADR)	UN 1759 8 / PGIII
Water hazard class (WGK, DE)	3
Hazard codes (EU)	C
Risk statements (R)	34
Safety statements (S)	26-36/37/39-45

Hazard information is provided for guidance. Always consult the product Safety Data Sheet (SDS), available on request, before handling.

04 /Identifiers & registry

CAS number

4090-60-2

PubChem substance

24878543

05 /Quality & supply

Documentation

Every batch ships with a Certificate of Analysis covering assay, identity and purity; the grade is confirmed against your enquiry. Safety Data Sheets and technical data sheets are available on request.

Supply & logistics

Samples for technical evaluation; bulk MOQ by grade and packaging. In-stock material ships in 7–10 working days, worldwide, with full export documentation.

06 /Frequently asked questions

What is 5,5-Dimethyl-1,3,2-dioxaphosphorinan-2-one used for?

5,5-Dimethyl-1,3,2-dioxaphosphorinan-2-one is used as a reactant in various chemical syntheses, including palladium-catalyzed additions, modified Pudovik reactions, radical reactions, and as a precursor for bisphosphonates and mechanistic markers.

What are the CAS number and molecular formula for 5,5-Dimethyl-1,3,2-dioxaphosphorinan-2-one?

The CAS number is 4090-60-2, and the molecular formula is C5H11O3P.

What grade and purity does Tech Serve Solutions supply?

Tech Serve Solutions supplies 5,5-Dimethyl-1,3,2-dioxaphosphorinan-2-one with an assay of 96%. TSS does not represent this product as USP, BP, or EP grade.

What are the safety precautions for handling 5,5-Dimethyl-1,3,2-dioxaphosphorinan-2-one?

This compound is classified as Danger, causing severe skin burns and eye damage (H314). Appropriate personal protective equipment, including eyeshields, face shields, and chemical-resistant gloves, is essential. Ensure adequate ventilation and use a suitable respirator.

How is 5,5-Dimethyl-1,3,2-dioxaphosphorinan-2-one packed and shipped?

This chemical is shipped according to UN 1759 regulations (Corrosive solid, n.o.s., Class 8, Packing Group III). Specific packaging details can be provided upon request.