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

Base Information

• Chemical Name: 2-(4-Methoxyphenyl)-4,4-dimethyl-4,5-dihydro-1,3-oxazole
• CAS No.: 53416-46-9
• Molecular Formula: C12H15 N O2
• Molecular Weight: 205.257
• Hs Code.: 2934999090
• NSC Number: 620123
• DSSTox Substance ID: DTXSID30201583
• Nikkaji Number: J617.681J
• Wikidata: Q83074783
• ChEMBL ID: CHEMBL2007602
• Mol file: 53416-46-9.mol

Synonyms:53416-46-9;2-(4-Methoxyphenyl)-4,4-dimethyl-4,5-dihydro-1,3-oxazole;2-(4-Methoxyphenyl)-4,4-dimethyl-4,5-dihydrooxazole;2-(4-methoxyphenyl)-4,4-dimethyl-5H-1,3-oxazole;Oxazole, 4,5-dihydro-4,4-dimethyl-2-(4-methoxyphenyl)-;4,4-Dimethyl-2-(4-methoxyphenyl)-2-oxazoline;MFCD00085035;4,4-Dimethyl-2-(4-methoxyphenyl)-4,5-dihydrooxazole;Oxazole, 4,5-dihydro-2-(4-methoxyphenyl)-4,4-dimethyl-;2-(4-methoxyphenyl)-4,4-dimethyl-2-oxazoline;2-(4-METHOXYPHENYL)-4,4-DIMETHYL-4,5-DIHDRO-1,3-OXAZOLE;NSC620123;SCHEMBL6587925;2-(4-Methoxy-phenyl)-4,4-dimethyl-4,5-dihydro-oxazole;CHEMBL2007602;DTXSID30201583;AB3669;AKOS024258896;MB00595;NSC-620123;PS-4631;NCI60_005953;SY239357;LS-100142;CS-0153781;FT-0608666;A914471;4,5-DIHYDRO-2-(4-METHOXYPHENYL)-4,4-DIMETHYLOXAZOLE;9-Ethyl-8-oxo-6,7,8,9-tetrahydro-5H-carbazole-3-carboxylicacid

Chemical Property of 2-(4-Methoxyphenyl)-4,4-dimethyl-4,5-dihydro-1,3-oxazole

Chemical Property:

• Vapor Pressure: 0.00173mmHg at 25°C
• Boiling Point: 302.9°C at 760 mmHg
• Flash Point: 112.6°C
• PSA: 30.82000
• Density: 1.08g/cm³
• LogP: 1.68620
• Storage Temp.: 2-8°C
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 205.110278721
• Heavy Atom Count: 15
• Complexity: 252

Purity/Quality:

99% ^*data from raw suppliers

2-(4-Methoxyphenyl)-4,4-dimethyl-4,5-dihydro-1,3-oxazole 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(COC(=N1)C2=CC=C(C=C2)OC)C

Technology Process of 2-(4-Methoxyphenyl)-4,4-dimethyl-4,5-dihydro-1,3-oxazole

There total 23 articles about 2-(4-Methoxyphenyl)-4,4-dimethyl-4,5-dihydro-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: 95.0%

2-Amino-2-methyl-1-propanol (124-68-5) + 1-(4-methoxybenzoyl)-1H-1,2,3-benzotriazole (4231-69-0) → 2-(4-methoxyphenyl)-4,4-dimethyl-2-oxazoline (53416-46-9)

Guidance literature:

2-Amino-2-methyl-1-propanol; 1-(4-methoxybenzoyl)-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: 91.0%

2-Amino-2-methyl-1-propanol (124-68-5) + 4-methoxybenzoic acid (100-09-4) → 2-(4-methoxyphenyl)-4,4-dimethyl-2-oxazoline (53416-46-9)

Guidance literature:

With zinc(II) oxide; for 0.15h; microwave irradiation;

DOI:10.1002/ejoc.200200469

Reference yield: 87.6%

4-methoxy-benzoyl chloride (100-07-2) + 2-Amino-2-methyl-1-propanol (124-68-5) → 2-(4-methoxyphenyl)-4,4-dimethyl-2-oxazoline (53416-46-9)

Guidance literature:

With thionyl chloride; In hydrogenchloride; dichloromethane;

upstream raw materials:

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

4-methoxyphenyl magnesium bromide

1-bromo-4-methoxy-benzene

Li(4,4-dimethyl-2-oxazolinyl)

Downstream raw materials:

2-(4,4-dimethyl-4,5-dihydro-oxazol-2-yl)-5-methoxy-benzaldehyde

2-<2-hydroxy(phenyl)methyl-4-methoxyphenyl>-4,4-dimethyl-2-oxazoline

2-(2-Allyl-4-methoxyphenyl)-4,4-dimethyl-2-oxazoline

(5S,6S)-5-(4-Methoxy-phenyl)-2,2-dimethyl-6-phenoxy-4-oxa-1-aza-bicyclo[3.2.0]heptan-7-one

Refernces

• 1、 G?bel, Dominik,Rusch, Pascal,Duvinage, Daniel,Stauch, Tim,Bigall, Nadja-C.,Nachtsheim, Boris J.. "Substitution Effect on 2-(Oxazolinyl)-phenols and 1,2,5-Chalcogenadiazole -Annulated Derivatives: Emission-Color-Tunable, Minimalistic Excited-State Intramolecular Proton Transfer (ESIPT)-Based Luminophores". supporting information. p. 14333 - 14355. Retrieved 2021/10/20.
• 2、 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.