Diphenyl 2,6-dimethylphenyl phosphate

Base Information

• Chemical Name: Diphenyl 2,6-dimethylphenyl phosphate
• CAS No.: 23666-94-6
• Molecular Formula: C20H19 O4 P
• Molecular Weight: 354.3362
• DSSTox Substance ID: DTXSID3066922
• Nikkaji Number: J422.121D
• Wikidata: Q81993501
• Mol file: 23666-94-6.mol

Synonyms:Diphenyl 2,6-dimethylphenyl phosphate;23666-94-6;Phosphoric acid, 2,6-dimethylphenyl diphenyl ester;DTXSID3066922;SCHEMBL10633095;C20H19O4P;Phosphoric acid, diphenyl 2,6-xylyl ester;Phosphoric acid (2,6-dimethylphenyl)diphenyl ester

Chemical Property of Diphenyl 2,6-dimethylphenyl phosphate

Chemical Property:

• Vapor Pressure: 2.63E-06mmHg at 25°C
• Boiling Point: 402°Cat760mmHg
• Flash Point: 210.4°C
• PSA: 54.57000
• Density: 1.22g/cm³
• LogP: 5.94830
• XLogP3: 5.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 354.10209608
• Heavy Atom Count: 25
• Complexity: 409

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(=CC=C1)C)OP(=O)(OC2=CC=CC=C2)OC3=CC=CC=C3

Technology Process of Diphenyl 2,6-dimethylphenyl phosphate

There total 2 articles about Diphenyl 2,6-dimethylphenyl phosphate 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: 56.0%

2,6-dimethylphenyl 2,3-dimethylbutanoate (1427179-50-7) + phenyllithium (591-51-5) + chlorophosphoric acid diphenyl ester (2524-64-3) → (Z)-2,3-dimethyl-1-phenylbut-1-en-1-yl diphenylphosphate (1427179-69-8) + 2,6-dimethylphenyl diphenylphosphate (23666-94-6) + (E)-2,3-dimethyl-1-phenylbut-1-en-1-yl diphenylphosphate (1427179-70-1)

Guidance literature:

2,6-dimethylphenyl 2,3-dimethylbutanoate; With tert.-butyl lithium; In diethyl ether; pentane; at -78 ℃; for 1h; Inert atmosphere;

phenyllithium; In diethyl ether; dibutyl ether; pentane; at -78 - -20 ℃; Inert atmosphere;

chlorophosphoric acid diphenyl ester; In diethyl ether; dibutyl ether; pentane; at -20 - 22 ℃; for 15h; diastereoselective reaction; Inert atmosphere;

DOI:10.1021/ol400392r

Reference yield:

2.6-dimethylphenol (576-26-1,25134-01-4) → 2,6-dimethylphenyl diphenylphosphate (23666-94-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: dicyclohexyl-carbodiimide; dmap / dichloromethane / 18 h / 20 °C

2.1: tert.-butyl lithium / diethyl ether; pentane / 1 h / -78 °C / Inert atmosphere

2.2: -78 - -20 °C / Inert atmosphere

2.3: 15 h / -20 - 22 °C / Inert atmosphere

With dmap; tert.-butyl lithium; dicyclohexyl-carbodiimide; In diethyl ether; dichloromethane; pentane;

DOI:10.1021/ol400392r

upstream raw materials:

2.6-dimethylphenol

2,6-dimethylphenyl 2,3-dimethylbutanoate

phenyllithium

chlorophosphoric acid diphenyl ester

Refernces