Diethyl isocyanomethylphosphonate

Base Information

Chemical Name:Diethyl isocyanomethylphosphonate
CAS No.:41003-94-5
Molecular Formula:C6H12NO3P
Molecular Weight:177.14
Hs Code.:2931900090
European Community (EC) Number:627-228-9
DSSTox Substance ID:DTXSID80370450
Nikkaji Number:J441.015G
Wikidata:Q82157617
Mol file:41003-94-5.mol

Synonyms:Diethyl isocyanomethylphosphonate;41003-94-5;diethyl (isocyanomethyl)phosphonate;1-[ethoxy(isocyanomethyl)phosphoryl]oxyethane;DIETHylisoCYANOMETHYLPHOSPHONATE;Isocyanomethylphosphononic acid diethyl ester;SCHEMBL970388;SCHEMBL9320764;diethyl(isocyanomethyl)phosphonate;DTXSID80370450;Diethoxyphosphinylmethyl isocyanide;ICURVXBGGDVHDT-UHFFFAOYSA-N;MFCD00042951;AKOS015913059;AKOS024370872;GS-0351;FT-0731327;EN300-343415;InChI=1/C6H12NO3P/c1-4-9-11(8,6-7-3)10-5-2/h4-6H2,1-2H

Suppliers and Price of Diethyl isocyanomethylphosphonate

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Sigma-Aldrich
Diethyl isocyanomethylphosphonate 97%
1ml
$ 185.00

American Custom Chemicals Corporation
DIETHYL ISOCYANOMETHYLPHOSPHONATE 95.00%
1ML
$ 701.66

Total 12 raw suppliers

Chemical Property of Diethyl isocyanomethylphosphonate

Chemical Property:

Refractive Index:n20/D 1.433(lit.)
Boiling Point:84-87oC0.1 mm Hg(lit.)
Flash Point:>230 °F
PSA：45.34000
Density:1.105 g/mL at 25oC(lit.)
LogP:1.36000
Storage Temp.:2-8°C
XLogP3:0
Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:5
Exact Mass:177.05548024
Heavy Atom Count:11
Complexity:185

Purity/Quality:

98%,99%, ^*data from raw suppliers

Diethyl isocyanomethylphosphonate 97% ^*data from reagent suppliers

Safty Information:

Pictogram(s): Xi
Hazard Codes:Xi,Xn
Statements: 36/37/38-20/21/22
Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

Canonical SMILES:CCOP(=O)(C[N+]#[C-])OCC
Uses Reactant for:Copper-catalyzed cycloaddition reactionsPreparation of orally bioavailable diamide prodrugs that lower glucose in diabetic animals through inhibition of fructose-1,6-bisphosphataseSynthesis of sterol analogs as antifungal agents against plant pathogensAsymmetric synthesis of steroidal 2,5-diketopiperazines prepared via isocyanide chemistry based on stereoselective Ugi four component condensation and subsequent cyclocondensation reactionsThe Passerini reaction

Technology Process of Diethyl isocyanomethylphosphonate

There total 4 articles about Diethyl isocyanomethylphosphonate 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:

: 41003-95-6
N-Formylaminomethanphosphonsaeurediethylester

: 41003-94-5
diethyl isocyanomethylphosphonate

Guidance literature:: With triethylamine; trichlorophosphate; In dichloromethane;

Reference yield:

: 33512-26-4
diethyl (phthalimidomethyl)phosphonate

: 41003-94-5
diethyl isocyanomethylphosphonate

Guidance literature:: Multi-step reaction with 3 steps

1.1: hydrazine hydrate / ethanol / 4 h

2.1: acetic anhydride / 2 h / 0 - 20 °C

3.1: triethylamine / tetrahydrofuran / 0.25 h / -78 °C

3.2: -78 - 0 °C

With acetic anhydride; hydrazine hydrate; triethylamine; In tetrahydrofuran; ethanol;
DOI:10.1021/jacs.8b10077

Reference yield:

: 50917-72-1
aminomethylphosphonic acid diethyl ester

: 41003-94-5
diethyl isocyanomethylphosphonate

Guidance literature:: Multi-step reaction with 2 steps

1.1: acetic anhydride / 2 h / 0 - 20 °C

2.1: triethylamine / tetrahydrofuran / 0.25 h / -78 °C

2.2: -78 - 0 °C

With acetic anhydride; triethylamine; In tetrahydrofuran;
DOI:10.1021/jacs.8b10077