2-(3-Methylphenyl)benzaldehyde

Base Information

• Chemical Name: 2-(3-Methylphenyl)benzaldehyde
• CAS No.: 216443-17-3
• Molecular Formula: C14H12O
• Molecular Weight: 196.249
• Hs Code.: 2912299000
• DSSTox Substance ID: DTXSID20362632
• Nikkaji Number: J3.138.007C
• Wikidata: Q82145897
• ChEMBL ID: CHEMBL2315976
• Mol file: 216443-17-3.mol

Synonyms:216443-17-3;2-(3-methylphenyl)benzaldehyde;3'-Methyl-[1,1'-biphenyl]-2-carbaldehyde;3'-Methyl-biphenyl-2-carboxaldehyde;3'-methyl[1,1'-biphenyl]-2-carbaldehyde;3'-methyl [1,1'-biphenyl]-2-carboxaldehyde;3'-methylbiphenyl-2-carboxaldehyde;SCHEMBL307118;CHEMBL2315976;3'-Methylbiphenyl-2-carbaldehyde;DTXSID20362632;3'-methyl-biphenyl-2-carbaldehyde;MFCD03424631;AKOS004113917;AS-3146;NCGC00374023-01;BB 0222518;CS-0333601;FT-0718169;A815571;J-014204

Chemical Property of 2-(3-Methylphenyl)benzaldehyde

Chemical Property:

• Boiling Point: 338.2 °C at 760 mmHg
• Flash Point: 184.7 °C
• PSA: 17.07000
• Density: 1.074 g/cm³
• LogP: 3.47450
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 196.088815002
• Heavy Atom Count: 15
• Complexity: 211

Purity/Quality:

98%Min ^*data from raw suppliers

3''-Methylbiphenyl-2-carboxaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

Useful:

• Canonical SMILES: CC1=CC(=CC=C1)C2=CC=CC=C2C=O

Technology Process of 2-(3-Methylphenyl)benzaldehyde

There total 22 articles about 2-(3-Methylphenyl)benzaldehyde 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: 92.0%

N-tert-butyl-1-(2-methoxyphenyl)methanimine (82632-38-0) + m-tolylmagnesium bromide (28987-79-3) → 3’-methyl-[1,1’]-biphenyl-2-carbaldehyde (216443-17-3)

Guidance literature:

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

m-tolylmagnesium bromide; In tetrahydrofuran; at 25 ℃; for 5h; Schlenk technique; Inert atmosphere;

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

DOI:10.1021/jacs.5b08621

Reference yield: 90.0%

2-[(tert-butylimino)methyl]-N,N-dimethylaniline + m-tolylmagnesium bromide (28987-79-3) → 3’-methyl-[1,1’]-biphenyl-2-carbaldehyde (216443-17-3)

Guidance literature:

2-[(tert-butylimino)methyl]-N,N-dimethylaniline; With chromium dichloride; In tetrahydrofuran; at 20 ℃; for 0.0833333h; Inert atmosphere; Schlenk technique;

m-tolylmagnesium bromide; In tetrahydrofuran; at 20 ℃; for 15h; Inert atmosphere; Schlenk technique;

With hydrogenchloride; In tetrahydrofuran; water; at 20 ℃; for 3h; Inert atmosphere; Schlenk technique;

DOI:10.1021/jacs.7b08579

Reference yield: 80.0%

m-tolylboronic acid (17933-03-8) + ortho-bromobenzaldehyde (6630-33-7) → 3’-methyl-[1,1’]-biphenyl-2-carbaldehyde (216443-17-3)

Guidance literature:

m-tolylboronic acid; ortho-bromobenzaldehyde; With sodium carbonate; In water; N,N-dimethyl-formamide; for 0.0833333h;

With palladium diacetate; In water; N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1021/ol4000857

upstream raw materials:

m-tolylboronic acid

ortho-bromobenzaldehyde

ortho-methylphenyl iodide

o-bromobenzyl alcohol

Downstream raw materials:

C₂₁H₁₉NO₂S

3-methylfluorene

1-methylfluorene

3-methyl-9-[(4-methylphenyl)sulfonylamino]fluorene

Refernces

• 1、 Cheng, Mu-Jeng,Kardile, Rahul Dadabhau,Kuo, Tung-Chun,Liu, Rai-Shung,More, Sayaji Arjun. "Gold Catalysts Can Generate Nitrone Intermediates from a Nitrosoarene/Alkene Mixture, Enabling Two Distinct Catalytic Reactions: A Nitroso-Activated Cycloheptatriene/Benzylidene Rearrangement". supporting information. p. 5506 - 5511. Retrieved 2021/07/31.
• 2、 Ling, Hui-Bo,Chen, Zi-Sheng,Yang, Fang,Xu, Bin,Gao, Jin-Ming,Ji, Kegong. "Gold-Catalyzed Oxidation Terminal Alkyne: An Approach to Synthesize Substituted Dihydronaphthalen-2(1H)-ones and Phenanthrenols". . p. 7070 - 7076. Retrieved 2017/07/15.