2,6-Diphenylbenzaldehyde

Base Information

• Chemical Name: 2,6-Diphenylbenzaldehyde
• CAS No.: 169618-84-2
• Molecular Formula: C19H14O
• Molecular Weight: 258.32
• DSSTox Substance ID: DTXSID40444106
• Nikkaji Number: J2.152.006C
• Wikidata: Q82262120
• Mol file: 169618-84-2.mol

Synonyms:2,6-diphenylbenzaldehyde;169618-84-2;[1,1':3',1''-Terphenyl]-2'-carboxaldehyde;SCHEMBL954787;DTXSID40444106;A853141

Chemical Property of 2,6-Diphenylbenzaldehyde

Chemical Property:

• XLogP3: 4.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 258.104465066
• Heavy Atom Count: 20
• Complexity: 273

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2,6-Diphenylbenzaldehyde

There total 11 articles about 2,6-Diphenylbenzaldehyde 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: 82.0%

phenylmagnesium bromide (100-58-3) + N‐benzyl‐1‐(2‐methoxyphenyl)methanimine → 2-Phenylbenzaldehyde (1203-68-5) + [1,1’:3’,1’’-terphenyl]-2’-carbaldehyde (169618-84-2)

Guidance literature:

N‐benzyl‐1‐(2‐methoxyphenyl)methanimine; With chromium dichloride; In tetrahydrofuran; at 25 ℃; for 0.0833333h; Schlenk technique; Inert atmosphere;

phenylmagnesium bromide; In tetrahydrofuran; at 25 ℃; for 5h; Schlenk technique; Inert atmosphere;

With hydrogenchloride; In tetrahydrofuran; water; at 25 ℃; for 3h; chemoselective reaction; Schlenk technique; Inert atmosphere;

DOI:10.1021/jacs.5b08621

Reference yield: 65.0%

1-(2-methoxyphenyl)-N-(4-methoxyphenyl)methanimine (38018-61-0) + phenylmagnesium bromide (100-58-3) → 2-Phenylbenzaldehyde (1203-68-5) + [1,1’:3’,1’’-terphenyl]-2’-carbaldehyde (169618-84-2)

Guidance literature:

1-(2-methoxyphenyl)-N-(4-methoxyphenyl)methanimine; With chromium dichloride; In tetrahydrofuran; at 25 ℃; for 0.0833333h; Schlenk technique; Inert atmosphere;

phenylmagnesium bromide; In tetrahydrofuran; at 25 ℃; for 5h; Schlenk technique; Inert atmosphere;

With hydrogenchloride; In tetrahydrofuran; water; at 25 ℃; for 3h; chemoselective reaction; Schlenk technique; Inert atmosphere;

DOI:10.1021/jacs.5b08621

Reference yield: 60.0%

N-(2-methoxybenzylidene)isopropylamine (13033-50-6) + phenylmagnesium bromide (100-58-3) + (2,3-dihydrobenzo-[β][1,4]-dioxin-6-yl)magnesium bromide → 3-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)-[1,1’-biphenyl]-2-carbaldehyde + [1,1’:3’,1’’-terphenyl]-2’-carbaldehyde (169618-84-2)

Guidance literature:

N-(2-methoxybenzylidene)isopropylamine; phenylmagnesium bromide; With chromium dichloride; In tetrahydrofuran; at 25 ℃; for 2h; Inert atmosphere; Schlenk technique;

(2,3-dihydrobenzo-[β][1,4]-dioxin-6-yl)magnesium bromide; With 2,3-dichlorobutane; In tetrahydrofuran; at 25 ℃; for 12h; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.orglett.9b02504

upstream raw materials:

bromobenzene

4-methoxy-N-[(E)-phenylmethylidene]aniline

N-(4-methoxyphenyl)-2-chlorobenzylidenimine

phenylmagnesium bromide

Downstream raw materials:

triisopropyl(8-phenyl-5H-dibenzo[a,c][7]annulen-6-yl)silane

1-phenyl-9H-fluoren-9-one

Refernces

• 1、 Cong, Xuefeng,Tang, Huarong,Zeng, Xiaoming. "Regio- and Chemoselective Kumada-Tamao-Corriu Reaction of Aryl Alkyl Ethers Catalyzed by Chromium under Mild Conditions". supporting information. p. 14367 - 14372. Retrieved 2015/12/01.
• 2、 Oi, Shuichi,Ogino, Yukako,Fukita, Susumu,Inoue, Yoshio. "Ruthenium complex catalyzed direct ortho arylation and alkenylation of aromatic imines with organic halides". . p. 1783 - 1785. Retrieved 2007/10/03.