2,6-Dibenzylphenol

Base Information

• Chemical Name: 2,6-Dibenzylphenol
• CAS No.: 47157-01-7
• Molecular Formula: C20H18O
• Molecular Weight: 274.362
• NSC Number: 89783
• DSSTox Substance ID: DTXSID90293469
• Nikkaji Number: J289.043G
• Wikidata: Q21569925
• ChEMBL ID: CHEMBL331629
• Mol file: 47157-01-7.mol

Synonyms:2,6-Dibenzylphenol;47157-01-7;2,6-Dibenzyl-phenol;Phenol,2,6-bis(phenylmethyl)-;CHEMBL331629;C20H18O;NSC89783;2,6-Dibenylphenol;SCHEMBL4966037;DTXSID90293469;BDBM50012698;MFCD02683215;NSC-89783;AKOS015839255;FT-0610537;F81293;Q21569925

Chemical Property of 2,6-Dibenzylphenol

Chemical Property:

• Vapor Pressure: 1.08E-07mmHg at 25°C
• Refractive Index: 1.621
• Boiling Point: 421.3 °C at 760 mmHg
• Flash Point: 199.4 °C
• PSA: 20.23000
• Density: 1.112 g/cm³
• LogP: 4.57380
• XLogP3: 5.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 274.135765193
• Heavy Atom Count: 21
• Complexity: 260

Purity/Quality:

99% ^*data from raw suppliers

2,6-Dibenzylphenol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CC2=C(C(=CC=C2)CC3=CC=CC=C3)O

Technology Process of 2,6-Dibenzylphenol

There total 25 articles about 2,6-Dibenzylphenol 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: 67.0%

2,6-dibenzylanisole (253610-05-8) → 2,6-dibenzylphenol (47157-01-7)

Guidance literature:

With boron tribromide; In dichloromethane; at 20 ℃; for 2h;

DOI:10.1246/bcsj.72.2549

Reference yield: 52.0%

benzyl bromide (100-39-0) + phenol (108-95-2,27073-41-2) → p-benzylphenol (101-53-1) + (benzyloxy)benzene (946-80-5) + o-Benzylphenol (28994-41-4) + 2,6-dibenzylphenol (47157-01-7)

Guidance literature:

phenol; With n-butyllithium; In toluene; for 0.25h; Inert atmosphere;

benzyl bromide; In toluene; at 90 ℃; Temperature; Inert atmosphere;

DOI:10.1016/j.tet.2021.131935

Reference yield: 11.0%

benzyl alcohol (100-51-6,185532-71-2) + phenol (108-95-2,27073-41-2) → p-benzylphenol (101-53-1) + o-Benzylphenol (28994-41-4) + 2,4-dibenzylphenol (52715-14-7) + 2,6-dibenzylphenol (47157-01-7)

Guidance literature:

CoCl₂; at 180 ℃; for 17h; Further byproducts given;

DOI:10.1246/cl.1981.173

upstream raw materials:

benzyl-(2-benzyl-phenyl)-ether

sodium phenoxide

benzyl chloride

toluene

Downstream raw materials:

5-Nitro-2-hydroxy-1.3-dibenzyl-benzol

acetic acid-(2,6-dibenzyl-phenyl ester)

[Eu2(μ-2,6-dibenzylphenol(-H))2(2,6-debenzylphenol(-H))2]

2,6-dibenzyl-4-nitro-anisole

Refernces

• 1、 Lopu?anskaja, Eleana,Kooli, Anni,Paju, Anne,J?rving, Ivar,Lopp, Margus. "Towards ortho-selective electrophilic substitution/addition to phenolates in anhydrous solvents". . . Retrieved 2021/02/16.
• 2、 Hossain, Md. Anwar,Maihom, Thana,Mills, Kyle,Molley, Ashten,Rahaman, Mohammad Shahinur,Sathitsuksanoh, Noppadon,Tulaphol, Sarttrawut,Yelle, Daniel. "Metal triflate formation of C12-C22phenolic compounds by the simultaneous C-O breaking and C-C coupling of benzyl phenyl ether". supporting information. p. 17390 - 17396. Retrieved 2021/12/10.