Phosphonic acid, (isocyanatophenylmethyl)-, diethyl ester

Base Information

• Chemical Name: Phosphonic acid, (isocyanatophenylmethyl)-, diethyl ester
• CAS No.: 74732-28-8
• Molecular Formula: C12H16NO4P
• Molecular Weight: 269.237
• DSSTox Substance ID: DTXSID40446180
• Mol file: 74732-28-8.mol

Synonyms:74732-28-8;Phosphonic acid, (isocyanatophenylmethyl)-, diethyl ester;DTXSID40446180

Chemical Property of Phosphonic acid, (isocyanatophenylmethyl)-, diethyl ester

Chemical Property:

• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 7
• Exact Mass: 269.08169499
• Heavy Atom Count: 18
• Complexity: 325

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOP(=O)(C(C1=CC=CC=C1)N=C=O)OCC

Technology Process of Phosphonic acid, (isocyanatophenylmethyl)-, diethyl ester

There total 7 articles about Phosphonic acid, (isocyanatophenylmethyl)-, diethyl ester 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: 92.0%

Azoture de l'acide 2-diethylphosphonophenylethanoique (75226-79-8) → (1-Isocyanato-1-phenyl)methylphosphonate de diethyle (74732-28-8)

Guidance literature:

In benzene; at 80 ℃; for 2h;

DOI:10.1016/S0040-4020(01)92278-1

Reference yield: 42.0%

α-chloro-benzylisocyanate (30122-00-0) + triethyl phosphite (122-52-1) → chloroethane (75-00-3) + (1-Isocyanato-1-phenyl)methylphosphonate de diethyle (74732-28-8)

Guidance literature:

at 75 - 110 ℃; Yields of byproduct given;

Reference yield:

phenylacetyl azide (33054-04-5) → (1-Isocyanato-1-phenyl)methylphosphonate de diethyle (74732-28-8)

Guidance literature:

Multi-step reaction with 3 steps

1: toluene / 110 °C

2: 65 percent / sulfuryl chloride, azobisisobutyronitrile / 7 h / 70 - 90 °C

3: 42 percent / 75 - 110 °C

With sulfuryl dichloride; 2,2'-azobis(isobutyronitrile); In toluene;

upstream raw materials:

Azoture de l'acide 2-diethylphosphonophenylethanoique

α-chloro-benzylisocyanate

triethyl phosphite

phenylacetyl azide

Downstream raw materials:

<1-(tert-Butyloxycarbonyl-L-alanyl-amino)-1-phenyl>methylphosphonate de diethyle

N'<α-(diethylamino)benzyl>-N,N-diethylurea

N'-benzylidene-N,N-diethylurea

N,N-diethyl-N'-trimethylsilyl-N'-α-diethoxyphosphonylbenzylurea