Oxazole, 4,5-dihydro-4,4-dimethyl-2-(2-phenylethenyl)-

Base Information

• Chemical Name: Oxazole, 4,5-dihydro-4,4-dimethyl-2-(2-phenylethenyl)-
• CAS No.: 1615-22-1
• Molecular Formula: C13H15 N O
• Molecular Weight: 201.268
• Nikkaji Number: J1.879.519A,J959.428K
• Wikidata: Q76324141
• Mol file: 1615-22-1.mol

Synonyms:(E)-4,4-Dimethyl-2-styryl-2-oxazoline;Oxazole, 4,5-dihydro-4,4-dimethyl-2-(2-phenylethenyl)-;4,4-Dimethyl-2-(2-phenylethenyl)-2-oxazoline;P-1886;4,4-Dimethyl-2-(2-phenylethenyl)-4,5-dihydrooxazole;(E)-4,5-Dihydro-4,4-dimethyl-2-(2-phenylethenyl)oxazole;Oxazole, 4,5-dihydro-4,4-dimethyl-2-(2-phenylethenyl)-, (E)-;1615-22-1;61025-23-8;SCHEMBL11808860;IVCSIAZWAKWKDI-CMDGGOBGSA-N;2-Styryl-4,4-dimethyl-2-oxazoline;LS-100149;LS-100150;2-[(E)-Styryl]-4,4-dimethyl-2-oxazoline;4,4-dimethyl-2-[(E)-2-phenylethenyl]-4,5-dihydro-1,3-oxazole

Chemical Property of Oxazole, 4,5-dihydro-4,4-dimethyl-2-(2-phenylethenyl)-

Chemical Property:

• Vapor Pressure: 0.012mmHg at 25°C
• Boiling Point: 269.4°C at 760 mmHg
• Flash Point: 96.9°C
• Density: 1g/cm³
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 201.115364102
• Heavy Atom Count: 15
• Complexity: 272

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(COC(=N1)C=CC2=CC=CC=C2)C
• Isomeric SMILES: CC1(COC(=N1)/C=C/C2=CC=CC=C2)C

Technology Process of Oxazole, 4,5-dihydro-4,4-dimethyl-2-(2-phenylethenyl)-

There total 7 articles about Oxazole, 4,5-dihydro-4,4-dimethyl-2-(2-phenylethenyl)- 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: 90.0%

2-methyl-2-[(3-phenylallylidene)amino]propan-1-ol → 2-(2-phenylethenyl)-4,5-dihydro-4,4-dimethyl-1,3-oxazole (1615-22-1)

Guidance literature:

With [bis(acetoxy)iodo]benzene; In methanol; at 20 ℃; for 1h;

DOI:10.1007/s10593-018-2288-9

Reference yield: 84.0%

2-Amino-2-methyl-1-propanol (124-68-5) + (E)-1-(1H-benzo[d][1,2,3]triazol-1-yl)-3-phenylprop-2-en-1-one (328012-09-5) → 2-(2-phenylethenyl)-4,5-dihydro-4,4-dimethyl-1,3-oxazole (1615-22-1)

Guidance literature:

2-Amino-2-methyl-1-propanol; (E)-1-(1H-benzo[d][1,2,3]triazol-1-yl)-3-phenylprop-2-en-1-one; 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: 83.0%

2-Amino-2-methyl-1-propanol (124-68-5) + Cinnamic acid (621-82-9) → 2-(2-phenylethenyl)-4,5-dihydro-4,4-dimethyl-1,3-oxazole (1615-22-1)

Guidance literature:

at 170 ℃; for 0.25h; Microwave irradiation; Neat (no solvent); open vessel;

DOI:10.1016/j.tetlet.2009.07.079

upstream raw materials:

bromostyrene

4,4-dimethyl-2-(tri-n-butylstannyl)-2-oxazoline

2-Amino-2-methyl-1-propanol

(E)-1-(1H-benzo[d][1,2,3]triazol-1-yl)-3-phenylprop-2-en-1-one

Refernces

• 1、 Sharma, Rishi,Vadivel, Subramanian K.,Duclos Jr., Richard I.,Makriyannis, Alexandros. "Open vessel mode microwave-assisted synthesis of 2-oxazolines from carboxylic acids". experimental part. p. 5780 - 5782. Retrieved 2009/12/26.
• 2、 Katritzky, Alan R.,Cai, Chunming,Suzuki, Kazuyuki,Singh, Sandeep K.. "Facile Syntheses of Oxazolines and Thiazolines with N-Acylbenzotriazoles under Microwave Irradiation". . p. 811 - 814. Retrieved 2007/10/03.