Phosphoric acid, bis(1-methylethyl) phenylmethyl ester

Base Information

• Chemical Name: Phosphoric acid, bis(1-methylethyl) phenylmethyl ester
• CAS No.: 28519-13-3
• Molecular Formula: C₁₃H₂₁O₄P
• Molecular Weight: 272.281
• DSSTox Substance ID: DTXSID00447375
• Wikidata: Q82266240
• Mol file: 28519-13-3.mol

Synonyms:Phosphoric acid, bis(1-methylethyl) phenylmethyl ester;28519-13-3;DTXSID00447375

Chemical Property of Phosphoric acid, bis(1-methylethyl) phenylmethyl ester

Chemical Property:

• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 272.11774614
• Heavy Atom Count: 18
• Complexity: 258

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)OP(=O)(OCC1=CC=CC=C1)OC(C)C

Technology Process of Phosphoric acid, bis(1-methylethyl) phenylmethyl ester

There total 4 articles about Phosphoric acid, bis(1-methylethyl) phenylmethyl 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:

diisopropyl phosphorobromidate (80354-12-7) + benzyl alcohol (100-51-6,185532-71-2) → O,O-diisopropyl O-benzyl phosphate (28519-13-3)

Guidance literature:

With pyridine; dmap; In dichloromethane; Yield given;

Reference yield:

diisopropyl phosphofluoridate (55-91-4) → O,O-diisopropyl O-benzyl phosphate (28519-13-3)

Guidance literature:

Multi-step reaction with 2 steps

1: NaOH

With sodium hydroxide;

DOI:10.1002/jps.2600771008

Reference yield:

diisopropylphosphate (1611-31-0) + benzyl-(p-methylphenyl)triazene (17683-09-9) → O,O-diisopropyl O-benzyl phosphate (28519-13-3)

Guidance literature:

DOI:10.1002/jps.2600771008

upstream raw materials:

diisopropylphosphate

benzyl-(p-methylphenyl)triazene

diisopropyl phosphorobromidate

benzyl alcohol

Refernces

• 1、 Hammerschmidt, Friedrich,Hanninger, Achim. "Enantioselective Deprotonation of Benzyl Phosphates by Homochiral Lithium Amide Bases - Configurational Stability of Benzyl Carbanions with a Dialkoxyphosphoryloxy Substituent and Their Rearrangement to Optically Active α-Hydroxy Phosphonates". . p. 823 - 830. Retrieved 2007/10/02.