Diethyl (methylthiomethyl)phosphonate

CAS 28460-01-7CH3SCH2P(O)(OC2H5)2Chemical Synthesis

Diethyl (methylthiomethyl)phosphonate (CAS: 28460-01-7, Formula: CH3SCH2P(O)(OC2H5)2, MW: 198.22) is a versatile organophosphorus compound utilised in organic synthesis. As a key reagent in C-C bond formation and olefination reactions, it serves as a building block in the preparation of complex organic molecules. Its applications extend to the synthesis of biologically relevant heterocycles and stereoisomers, underscoring its utility in synthetic chemistry.

IUPAC: [(Methylthio)methyl]phosphonic acid diethyl ester

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Diethyl (methylthiomethyl)phosphonate (CH3SCH2P(O)(OC2H5)2) — chemical structure, CAS 28460-01-7; Chemistry, fine chemical supplied by Tech Serve Solutions

C-C Bond FormationChemical SynthesisOlefinationSynthetic Reagents

01 /Applications

Synthesis of Complex Heterocycles

This compound is employed as a reactant in the preparation of fused nitrogen, sulfur, and phosphorus-containing heterocycles. It has also been used in the synthesis of relevant difurylpyridazine phosphonates exhibiting antimicrobial activity.

Organocatalytic Synthesis

It serves as a reactant in the synthesis of compounds like (+)-minfiensine, utilising organocatalytic Diels-Alder/amine cyclization and 6-exo-dig radical cyclization pathways.

Preparation of Stereoisomers

The phosphonate is used in the preparation of phosphorus and sulfur stereoisomers of Et menthyl [(methylsulfinyl)methyl]phosphonate, contributing to stereoselective synthesis.

02 /Properties

Molecular weight	198.22
Linear formula	CH3SCH2P(O)(OC2H5)2
Assay	96%
Boiling point	119-120 °C/10 mmHg(lit.)
Density	1.13 g/mL at 25 °C(lit.)
Refractive index	n20/D 1.465(lit.)
Application	Reactant for:• Synthesis of (+)-minfiensine via organocatalytic Diels-Alder/amine cyclization and 6-exo-dig radical cyclization1• Preparation of fused nitrogen, sulfur, and phosphorus containing-heterocycles and relevant difurylpyridazine phosphonates with antimicrobial activity2• Preparation of phosphorus and sulfur stereoisomers of Et menthyl [(methylsulfinyl)methyl]phosphonate3

03 /Safety & handling

GHS hazard pictogram: Harmful / irritant (GHS07) — Harmful / irritant

Warning

Hazard statements

H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust, fume, gas or vapours
P305IF IN EYES

Protective equipment	Eyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
Flash point	102 °C / 215.6 °F
Transport (UN / ADR)	UN 3334
Water hazard class (WGK, DE)	3
Hazard codes (EU)	Xi
Risk statements (R)	36/37/38
Safety statements (S)	26-37/39

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

04 /Identifiers & registry

CAS number

28460-01-7

MDL number

MFCD00015131

PubChem substance

24862686

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 Diethyl (methylthiomethyl)phosphonate used for?

Diethyl (methylthiomethyl)phosphonate is primarily used as a reactant in organic synthesis for C-C bond formation, olefination reactions, and the preparation of complex heterocycles and stereoisomers.

What are the CAS number and molecular formula?

The CAS number is 28460-01-7 and the molecular formula is CH3SCH2P(O)(OC2H5)2.

What grade and purity does Tech Serve Solutions supply?

Tech Serve Solutions supplies Diethyl (methylthiomethyl)phosphonate with an assay of 96%. This is a technical/research grade material and is not represented as USP/BP/EP.

How should Diethyl (methylthiomethyl)phosphonate be handled?

This compound is a Warning substance, classified with hazard statements H315 (causes skin irritation), H319 (causes serious eye irritation), and H335 (may cause respiratory irritation). Handle with appropriate personal protective equipment, including eyeshields, gloves, and a suitable respirator, in a well-ventilated area.

Is Diethyl (methylthiomethyl)phosphonate controlled or scheduled?

The provided data does not indicate that Diethyl (methylthiomethyl)phosphonate is a controlled or scheduled substance.

How is Diethyl (methylthiomethyl)phosphonate shipped and exported?

Tech Serve Solutions is a specialist global supplier and exporter of fine chemicals, capable of shipping and exporting Diethyl (methylthiomethyl)phosphonate worldwide.