4,4-dimethyl-2-(4-methylphenyl)-5H-1,3-oxazole

Base Information

• Chemical Name: 4,4-dimethyl-2-(4-methylphenyl)-5H-1,3-oxazole
• CAS No.: 79568-30-2
• Molecular Formula: C12H15NO
• Molecular Weight: 189.257
• DSSTox Substance ID: DTXSID30395158
• Nikkaji Number: J922.766K
• Wikidata: Q82195054
• Mol file: 79568-30-2.mol

Synonyms:79568-30-2;4,4-dimethyl-2-(4-methylphenyl)-5H-1,3-oxazole;4,4-Dimethyl-2-(p-tolyl)-4,5-dihydrooxazole;4,4-dimethyl-2-(4-methylphenyl)-4,5-dihydro-1,3-oxazole;Oxazole, 4,5-dihydro-4,4-dimethyl-2-(4-methylphenyl)-;SCHEMBL3942245;DTXSID30395158;LBKROYGEIXIACO-UHFFFAOYSA-N;2-p-Tolyl-4,4-dimethyl-2-oxazoline;4,4-Dimethyl-2-p-tolyl-2-oxazoline;AKOS005174080;A914295

Chemical Property of 4,4-dimethyl-2-(4-methylphenyl)-5H-1,3-oxazole

Chemical Property:

• PSA: 21.59000
• LogP: 1.98600
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 189.115364102
• Heavy Atom Count: 14
• Complexity: 237

Purity/Quality:

98%min ^*data from raw suppliers

4,4-Dimethyl-2-(4-methylphenyl)-4,5-dihydro-1,3-oxazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)C2=NC(CO2)(C)C

Technology Process of 4,4-dimethyl-2-(4-methylphenyl)-5H-1,3-oxazole

There total 17 articles about 4,4-dimethyl-2-(4-methylphenyl)-5H-1,3-oxazole 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: 98.0%

4-methyl-benzaldehyde (104-87-0) + 2-Amino-2-methyl-1-propanol (124-68-5) → 4,4-dimethyl-2-p-tolyl-2-oxazoline (79568-30-2)

Guidance literature:

4-methyl-benzaldehyde; 2-Amino-2-methyl-1-propanol; In dichloromethane; at 25 ℃; for 18h; Molecular sieve; Inert atmosphere; Schlenk technique;

With N-Bromosuccinimide; In dichloromethane; at 25 ℃; for 4h; Molecular sieve; Inert atmosphere; Schlenk technique;

DOI:10.1039/c8ob01072b

Reference yield: 98.0%

2-Amino-2-methyl-1-propanol (124-68-5) + p-toluoyl-1H-1,2,3-benzotriazole (59046-28-5) → 4,4-dimethyl-2-p-tolyl-2-oxazoline (79568-30-2)

Guidance literature:

2-Amino-2-methyl-1-propanol; p-toluoyl-1H-1,2,3-benzotriazole; In chloroform; at 80 ℃; for 0.166667h; under 206.859 - 517.148 Torr; microwave irradiation;

With thionyl chloride; In chloroform; at 80 ℃; for 0.0333333h; microwave irradiation;

DOI:10.1021/jo0355092

Reference yield: 97.0%

2-Amino-2-methyl-1-propanol (124-68-5) + p-Toluic acid (99-94-5) → 4,4-dimethyl-2-p-tolyl-2-oxazoline (79568-30-2)

Guidance literature:

With (bis-(2-methoxyethyl)amino)sulfur trufluoride; In dichloromethane; at 0 ℃; for 0.5h;

DOI:10.1016/j.tetlet.2005.10.068

upstream raw materials:

2-(methylthio)-4,4-dimethyl-4,5-dihydro-1,3-oxazole

para-methylphenylmagnesium bromide

4,4-dimethyl-2-oxazoline

para-bromotoluene

Downstream raw materials:

2-[4-(bromomethyl)phenyl]-4,5-dihydro-4,4-dimethyloxazole

2-(2-bromo-4-methylphenyl)-4,4-dimethyl-4,5-dihydrooxazole

2-dodecyl-4-tridecylbenzoic acid

4-tridecylbenzoic acid

Refernces

• 1、 G?bel, Dominik,Clamor, Nils,Lork, Enno,Nachtsheim, Boris J.. "Aerobic C(sp2)-H Hydroxylations of 2-Aryloxazolines: Fast Access to Excited-State Intramolecular Proton Transfer (ESIPT)-Based Luminophores". supporting information. p. 5373 - 5377. Retrieved 2019/06/07.
• 2、 G?bel, Dominik,Clamor, Nils,Nachtsheim, Boris J.. "Regioselective: Ortho -functionalization of bromofluorenecarbaldehydes using TMPMgCl·LiCl". supporting information. p. 4071 - 4075. Retrieved 2018/06/12.