P-[(2E)-3-Cyano-2-Methyl-2-propen-1-yl]phosphonic Acid Diphenyl Ester

Base Information

• Chemical Name: P-[(2E)-3-Cyano-2-Methyl-2-propen-1-yl]phosphonic Acid Diphenyl Ester
• CAS No.: 723761-32-8
• Molecular Formula: C₁₇H₁₆NO₃P
• Molecular Weight: 313.293
• Mol file: 723761-32-8.mol

Synonyms:diphenyl (3-cyano-2-methylprop-2-enyl)phosphonate

Chemical Property of P-[(2E)-3-Cyano-2-Methyl-2-propen-1-yl]phosphonic Acid Diphenyl Ester

Chemical Property:

• Boiling Point: 466.4±45.0 °C(Predicted)
• Density: 1.210±0.06 g/cm3(Predicted)
• Storage Temp.: Amber Vial, -20°C Freezer
• Solubility.: Chloroform, DCM, Methanol

Purity/Quality:

P-[(2E)-3-Cyano-2-methyl-2-propen-1-yl]phosphonicAcidDiphenylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: P-[(2E)-3-Cyano-2-methyl-2-propen-1-yl]phosphonic Acid Diphenyl Ester is a constituent used in preparing retinoid compounds at any position in the conjugated tail.

Technology Process of P-[(2E)-3-Cyano-2-Methyl-2-propen-1-yl]phosphonic Acid Diphenyl Ester

There total 1 articles about P-[(2E)-3-Cyano-2-Methyl-2-propen-1-yl]phosphonic Acid Diphenyl 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:

4-chloro-3-methyl-2-butenenitrile (4450-34-4) + diphenyl methyl phosphite (3577-87-5) → 4-(diphenoxyphosphoryl)-3-methyl-2-butenenitrile + diphenyl (3-cyano-2-methylprop-2-enyl)phosphonate (723761-32-8)

Guidance literature:

at 180 ℃; for 36h; Title compound not separated from byproducts.;

DOI:10.1002/ejoc.200400005

Reference yield: 98.0%

diphenyl (3-cyano-2-methylprop-2-enyl)phosphonate (723761-32-8) + 3-bromo-5-(2',6',6'-trimethylcyclohex-2'-en-1'-yl)penta-2,4-dienal (1027267-62-4) → (9Z,11Z)-9-bromo-9-demethyl-α-retinal

Guidance literature:

diphenyl (3-cyano-2-methylprop-2-enyl)phosphonate; With sodium hydride; In tetrahydrofuran; at 0 ℃; for 1h;

3-bromo-5-(2',6',6'-trimethylcyclohex-2'-en-1'-yl)penta-2,4-dienal; In tetrahydrofuran; at 0 ℃; for 1h;

With diisobutylaluminium hydride; In hexane; Petroleum ether; at -80 - -40 ℃; for 1h; Further stages.;

DOI:10.1002/ejoc.200400201

Reference yield:

diphenyl (3-cyano-2-methylprop-2-enyl)phosphonate (723761-32-8) → ((E)-3-Cyano-3-fluoro-2-methyl-propenyl)-phosphonic acid diphenyl ester (1026027-99-5)

Guidance literature:

With sodium hydride; Selectfluor; In tetrahydrofuran; at 0 ℃; for 2h;

DOI:10.1002/ejoc.200400488

upstream raw materials:

4-chloro-3-methyl-2-butenenitrile

diphenyl methyl phosphite

Downstream raw materials:

((E)-3-Cyano-2-methyl-3-trimethylsilanyl-propenyl)-phosphonic acid diphenyl ester

3,7-dimethyl-2-iodo-9-(2',6',6'-trimethyl-1'-cyclohexen-1'-yl)-2,4,6,8-nonatetraenenitrile

(all-E)-12-iodoretinonitrile

(11Z)-12-iodoretinonitrile

Refernces