Triethyl 2-chloro-2-phosphonoacetate

Base Information

• Chemical Name: Triethyl 2-chloro-2-phosphonoacetate
• CAS No.: 7071-12-7
• Molecular Formula: C8H16ClO5P
• Molecular Weight: 258.639
• European Community (EC) Number: 626-541-8
• DSSTox Substance ID: DTXSID20394079
• Nikkaji Number: J3.076.723C
• Mol file: 7071-12-7.mol

Synonyms:Triethyl 2-chloro-2-phosphonoacetate;7071-12-7;Ethyl 2-chloro-2-(diethoxyphosphoryl)acetate;ethyl 2-chloro-2-diethoxyphosphorylacetate;Chloro(diethoxyphosphinyl)acetic acid ethyl ester;Acetic acid, chloro(diethoxyphosphinyl)-, ethyl ester;SCHEMBL1651880;DTXSID20394079;PCDXCIMROXIFBI-UHFFFAOYSA-N;Triethyl 2-Chloro-2-phosphoacetate;MFCD00192516;AKOS015904524;Triethyl 2-chloro-2-phosphonoacetate, 97%;CS-0204364;ethyl 2-chloro-2-(diethyl phosphono)acetate;FT-0652852;EN300-226097;ethyl 2-chloranyl-2-diethoxyphosphoryl-ethanoate;A836972;2-chloro-2-diethoxyphosphorylacetic acid ethyl ester

Chemical Property of Triethyl 2-chloro-2-phosphonoacetate

Chemical Property:

• Vapor Pressure: 0.00073mmHg at 25°C
• Refractive Index: n20/D 1.446(lit.)
• Boiling Point: 93-95 °C (0.01 mmHg)
• Flash Point: >110 °C
• PSA: 71.64000
• Density: 1.21 g/cm³
• LogP: 2.38050
• Storage Temp.: Store at R.T.
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 8
• Exact Mass: 258.0423883
• Heavy Atom Count: 15
• Complexity: 235

Purity/Quality:

97% ^*data from raw suppliers

Triethyl 2-Chloro-2-phosphonoacetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(P(=O)(OCC)OCC)Cl
• Uses: Triethyl 2-chloro-2-phosphonoacetate is a reagent that is used in the synthesis of isotope labelled Mutagen X (MX), which is a chlorinated furanone that accounts for more of the mutagenic activity of drinking water than any other disinfection byproduct. DNA damages provoked by the six mutagens (furylframide, MX, 4-nitroquinoline N-oxide, sodium azide, 1-nitropyrene, and captan) used in the present study have been known to subject to the nucleotide excision repair system.

Technology Process of Triethyl 2-chloro-2-phosphonoacetate

There total 2 articles about Triethyl 2-chloro-2-phosphonoacetate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 45.0%

ethyl 2,2-dichloro-2-diethoxyphosphorylacetate (5823-12-1) → triethyl 2-chloro-2-phosphonoacetate (7071-12-7) + methoxyphenyl-3 chloro-2 propenoate d'ethyle

Guidance literature:

With tetramethylammonium tetrafluoroborate; 4-methoxy-benzaldehyde; In N,N-dimethyl-formamide; Ambient temperature; controlled potential electrolysis; cathode: Hg; electrode ref.: AgI/Ag;

Reference yield: 7.0%

ethyl 2,2-dichloro-2-diethoxyphosphorylacetate (5823-12-1) + 4-methoxy-benzaldehyde (123-11-5) → triethyl 2-chloro-2-phosphonoacetate (7071-12-7) + (Z)-methoxyphenyl-3 chloro-2 propenoate d'ethyle (66051-39-6) + (E)-methoxyphenyl-3 chloro-2 propenoate d'ethyle (66051-40-9)

Guidance literature:

With tetramethylammonium tetrafluoroborate; In N,N-dimethyl-formamide; Yield given; Ambient temperature; controlled potential electrolysis; cathode: Hg; electrode ref.: AgI/Ag;

Reference yield: 93.44%

N-benzhydryl 3-azetidinone (40320-60-3) + triethyl 2-chloro-2-phosphonoacetate (7071-12-7) → ethyl 2-(1-benzhydrylazetidin-3-ylidene)-2-chloroacetate (849701-73-1)

Guidance literature:

triethyl 2-chloro-2-phosphonoacetate; With sodium hydride; In tetrahydrofuran; at 0 ℃; for 0.5h; Inert atmosphere;

N-benzhydryl 3-azetidinone; In tetrahydrofuran; at 20 - 25 ℃; for 3h; Inert atmosphere;

DOI:10.1021/acs.jmedchem.1c00621

upstream raw materials:

ethyl 2,2-dichloro-2-diethoxyphosphorylacetate

4-methoxy-benzaldehyde

Downstream raw materials:

diethoxyphosphoryl-acetic acid ethyl ester

(Z)-methoxyphenyl-3 chloro-2 propenoate d'ethyle

(E)-methoxyphenyl-3 chloro-2 propenoate d'ethyle

ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate