Diethyl 2,2-diethoxyethylphosphonate
Diethyl 2,2-diethoxyethylphosphonate (CAS 7598-61-0) is a versatile organophosphorus compound with the linear formula (CH3CH2O)2CHCH2P(O)(OCH2CH3)2 and a molecular weight of 254.26 g/mol. It serves as a key reactant in various synthetic organic chemistry applications, including C-C bond formation and olefination reactions. This reagent is particularly valuable for constructing α,β-alkenal derivatives and is employed in Friedel-Crafts reactions, contributing to complex molecule synthesis.
- IUPAC
- Diethyl phosphonoacetaldehyde diethyl acetal,NSC 407851,NSC 77101
- Synonyms
- (CH3CH2O)2CHCH2P(O)(OCH2CH3)2Diethyl phosphonoacetaldehyde diethyl acetalNSC 407851NSC 77101
Synthesis of α,β-Alkenal Derivatives
Diethyl 2,2-diethoxyethylphosphonate is utilised as a reactant for the two-carbon homologation to produce α,β-alkenal derivatives, a critical step in many synthetic pathways.
Formation of Phosphonylated Calix[4]arenes
This compound participates in condensation reactions to form lower rim-phosphonylated rexorcinol calix[4]arenes, contributing to the synthesis of advanced host molecules.
Generation of α-Phosphovinyl Radicals
Through a radical trapping sequence, Diethyl 2,2-diethoxyethylphosphonate can be used to generate α-phosphovinyl radicals, enabling novel radical chemistry.
Friedel-Crafts Reactions
The compound finds application as a reactant in Friedel-Crafts reactions, facilitating the introduction of phosphonate functionalities onto aromatic systems.
Synthesis of Reverse Transcriptase Inhibitors
It is employed in 1,3-dipolar cycloadditions, a method used in the synthesis of inhibitors targeting reverse transcriptase.
| Molecular weight | 254.26 |
|---|---|
| Linear formula | (CH3CH2O)2CHCH2P(O)(OCH2CH3)2 |
| Assay | 95% |
| Boiling point | 146-149 °C/14 mmHg(lit.) |
| Density | 1.052 g/mL at 25 °C(lit.) |
| Refractive index | n20/D 1.430(lit.) |
| Storage temperature | 2-8°C |
| Application | Reactant for synthesis of:• α,β-Alkenal derivatives by two-carbon homologation1• Lower rim-phosphonylated rexorcinol calix[4]arenes by condensation reactions2,3• α-Phosphovinyl radicals via a radical trapping sequence4• Inhibitors of reverse transcriptase via 1,3-dipolar cycloadditions5Reactant for Friedel-Crafts reactions6 |
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 | 110 °C / 230 °F |
| 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.
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.
What is Diethyl 2,2-diethoxyethylphosphonate used for?
+
Diethyl 2,2-diethoxyethylphosphonate is primarily used as a reactant in organic synthesis for applications such as two-carbon homologation to form α,β-alkenal derivatives, condensation reactions for calix[4]arenes, generating α-phosphovinyl radicals, and in Friedel-Crafts reactions.
What is the CAS number and chemical formula for Diethyl 2,2-diethoxyethylphosphonate?
+
The CAS number is 7598-61-0, and the linear formula is (CH3CH2O)2CHCH2P(O)(OCH2CH3)2.
What grade and purity does Tech Serve Solutions supply?
+
Tech Serve Solutions supplies Diethyl 2,2-diethoxyethylphosphonate with an assay of 95%. We do not represent this product as USP, BP, or EP grade.
What are the safety considerations when handling Diethyl 2,2-diethoxyethylphosphonate?
+
This compound is classified with GHS07 and a Warning signal word. It causes skin irritation (H315), serious eye irritation (H319), and may cause respiratory irritation (H335). Appropriate personal protective equipment, including eyeshields and gloves, must be worn. Use a multi-purpose combination respirator cartridge (US) or type ABEK (EN14387) respirator filter.
How is Diethyl 2,2-diethoxyethylphosphonate packed, shipped, and exported?
+
Diethyl 2,2-diethoxyethylphosphonate is typically stored at 2-8°C. TSS is a specialist global supplier and exporter of fine chemicals, fulfilling international shipping requirements.
How can I request a sample or quote for Diethyl 2,2-diethoxyethylphosphonate?
+
To request a sample or quote, please contact our sales department through the website or provide your details via the enquiry form.
▶ Related products
1-(2-Fluorobenzyl)piperazine
C11H15FN2
Chemical Synthesis
1-(2-Fluorophenyl)biguanide hydrochloride
Chemical Synthesis
1-(2-Fluorophenyl)cyclopropanecarboxylic acid
C10H9FO2
Chemical Synthesis
1-(2-Fluorophenyl)piperazine
C10H13FN2
Chemical Synthesis
1-(2-Fluorophenyl)piperazine monohydrochloride
C10H13FN2 · HCl
Chemical Synthesis
1-(2-Furoyl)-1H-benzotriazole
C11H7N3O2
Chemical Synthesis
1-(2-Furoyl)piperazine
C9H12N2O2
Chemical Synthesis
1-(2-Hydroxy-5-methylphenyl)-3-phenyl-1,3-propanedione
Chemical Synthesis
▶ Explore more
3-Methyl-1,5-di-p-tolyl-1,4-pentazadiene
Chemical Synthesis
3-Methyl-1,5-pentanediol
Chemical Synthesis
3-Methyl-1-(2-methylphenyl)-1H-pyrazol-5-amine
C11H13N3
Chemical Synthesis
3-Methyl-1-(3′-sulfoamidophenyl)-5-pyrazolone
C10H11N3O3S
Chemical Synthesis