Production Method 1

866-23-9

Reaction Conditions

Reference

A high yield route to ethyl esters of carboxylic acids

Downie, Ian M.; et al, Tetrahedron, 1982, 38(10),

Production Method 2

77075-13-9

866-23-9

Reaction Conditions

Reference

Leaving group in the Arbuzov reaction of diethyl 1-adamantyl phosphite

Yurchenko, R. I.; et al, Zhurnal Obshchei Khimii, 1984, 54(3),

Production Method 3

866-23-9

78-40-0

10269-98-4

44251-49-2

Reaction Conditions

Reference

Reaction of the two-component system trialkyl phosphite/carbon tetrachloride with nucleophiles containing hydrogen. 2. Reaction with ammonia and amines

Steinbach, J.; et al, Zeitschrift fuer Anorganische und Allgemeine Chemie, 1985, 523, 180-6

Production Method 4

866-23-9

Reaction Conditions

Reference

Isomerization of alkyl phosphites. VI. Reactions with chlorides of singular structure

Kosolapoff, Gennady M., Journal of the American Chemical Society, 1947, 69, 1002-3

Production Method 5

866-23-9

Reaction Conditions

1.1 Solvents: Carbon tetrachloride ;  24 h, reflux

Reference

Synthetic and mechanistic aspects of halo-F-methylphosphonates

Flynn, Richard M.; et al, Journal of Fluorine Chemistry, 2011, 132(10), 815-828

Production Method 6

866-23-9

44864-94-0

91-66-7

Reaction Conditions

Reference

Reaction of the two-component system trialkyl phosphite/carbon tetrachloride with nucleophiles containing hydrogen. 2. Reaction with ammonia and amines

Steinbach, J.; et al, Zeitschrift fuer Anorganische und Allgemeine Chemie, 1985, 523, 180-6

Production Method 7

866-23-9

Reaction Conditions

Reference

Reactivity of triethyl phosphite with tetrachloromethane: electron transfer versus ionic substitution on positive halogen

Bakkas, Salem; et al, Tetrahedron, 1987, 43(3), 501-12

Production Method 8

866-23-9

78-40-0

Reaction Conditions

1.1 Reagents: Oxygen

Reference

Reactivity of triethyl phosphite with tetrachloromethane: electron transfer versus ionic substitution on positive halogen

Bakkas, Salem; et al, Tetrahedron, 1987, 43(3), 501-12

Production Method 9

866-23-9

44864-94-0

78-40-0

3167-69-9

Reaction Conditions

Reference

Reaction of the two-component system trialkyl phosphite/carbon tetrachloride with nucleophiles containing hydrogen. 2. Reaction with ammonia and amines

Steinbach, J.; et al, Zeitschrift fuer Anorganische und Allgemeine Chemie, 1985, 523, 180-6

Diethyl (trichloromethyl)phosphonate Raw materials

• PHOSPHOROUS ACID, DIETHYL TRICYCLO[3.3.1.13,7]DEC-1-YL ESTER

Diethyl (trichloromethyl)phosphonate Preparation Products

• Phosphonic acid, (trichloromethyl)-, monoethyl ester (9CI) (44864-94-0)
• Triethyl phosphate (78-40-0)
• Phosphoramidic acid,N,N-diethyl-, diethyl ester (3167-69-9)
• N,N-Diethylaniline (91-66-7)
• Phosphorohydrazidicacid, 2,2-dimethyl-, diethyl ester (10269-98-4)
• 1-Ethyl-1,1-dimethylhydrazinium (44251-49-2)
• Diethyl (trichloromethyl)phosphonate (866-23-9)

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• Solvents and Organic Chemicals Organic Compounds Organic acids and derivatives Organic phosphonic acids and derivatives Phosphonic acid diesters Dialkyl alkylphosphonates

Comprehensive Overview of Diethyl (trichloromethyl)phosphonate (CAS No. 866-23-9)

Diethyl (trichloromethyl)phosphonate, identified by its CAS number 866-23-9, is a specialized organophosphorus compound with significant applications in synthetic chemistry and material science. This compound, often referred to by its systematic name, features a trichloromethyl group bonded to a phosphonate ester, making it a versatile intermediate in organic synthesis. Its unique molecular structure, combining phosphorus and chlorine functionalities, enables its use in various high-value chemical transformations, particularly in the synthesis of pharmaceuticals, agrochemicals, and advanced materials.

In recent years, the demand for Diethyl (trichloromethyl)phosphonate has grown due to its role in green chemistry initiatives. Researchers are increasingly exploring its potential as a sustainable reagent for catalytic processes, aligning with global trends toward environmentally friendly synthesis methods. The compound's ability to act as a precursor for phosphorus-containing ligands has also garnered attention in the development of novel catalysts, a topic frequently searched in academic and industrial databases.

One of the most discussed applications of CAS No. 866-23-9 is its utility in the Horner-Wadsworth-Emmons (HWE) reaction, a cornerstone in olefin synthesis. This reaction is pivotal for constructing carbon-carbon double bonds in complex molecules, a process critical for producing fine chemicals and active pharmaceutical ingredients (APIs). Users often search for "HWE reaction phosphonate reagents" or "trichloromethylphosphonate applications," highlighting the compound's relevance in modern synthetic methodologies.

From a safety and handling perspective, Diethyl (trichloromethyl)phosphonate requires careful storage under inert conditions to prevent hydrolysis or degradation. While not classified as hazardous under standard regulations, its reactivity with nucleophiles necessitates proper lab protocols. This aspect is frequently queried in forums and technical guides, with keywords like "stable phosphonate storage" or "handling trichloromethyl compounds" trending among chemists.

The compound's spectroscopic properties, such as 31P NMR shifts and IR absorption bands, are well-documented, aiding in its identification and purity assessment. Analytical chemists often search for "phosphonate NMR characterization" or "CAS 866-23-9 spectral data," underscoring the need for reliable reference materials. These data points are crucial for quality control in industrial and academic settings.

Emerging research has also explored the use of Diethyl (trichloromethyl)phosphonate in polymer chemistry, where it serves as a flame-retardant additive or cross-linking agent. With increasing interest in fire-safe materials, queries like "phosphonate-based flame retardants" have surged, reflecting the compound's expanding role beyond traditional organic synthesis.

In summary, Diethyl (trichloromethyl)phosphonate (866-23-9) remains a cornerstone in synthetic chemistry due to its multifaceted reactivity and alignment with sustainable practices. Its applications span from pharmaceutical intermediates to advanced materials, driven by ongoing innovations and user inquiries into its mechanistic pathways and industrial scalability. As research progresses, this compound is poised to address future challenges in chemical synthesis and material design.

• 89982-11-6(Phosphonic acid, (chloromethyl)-, ethyl methyl ester, (S)-)
• 61709-68-0(Phosphonic acid, (dichloromethyl)-, monoethyl ester)
• 5887-93-4(Phosphonic acid,P-(trichloromethyl)-, dibutyl ester)
• 66567-84-8(1,3,2-Dioxaphosphepane,2-(trichloromethyl)-, 2-oxide)
• 89982-12-7(Phosphonic acid, (chloromethyl)-, ethyl methyl ester, (R)-)
• 3167-63-3(Diethyl (Chloromethyl)phosphonate)
• 15205-49-9(Phosphonic acid,(trichloromethyl)-, di-2-propenyl ester (9CI))
• 23755-80-8(Phosphonic acid, (trichloromethyl)-, monobutyl ester, ammonium salt (8CI,9CI))
• 23055-16-5(Phosphonic acid,(trichloromethyl)-, bis(2-chloroethyl) ester (8CI,9CI))
• 88020-45-5(Phosphonic acid, (trichloromethyl)-, bis(1-methylethyl) ester)