Phenol, 2-(4,5-dihydro-4,4-dimethyl-2-oxazolyl)-

Base Information

• Chemical Name: Phenol, 2-(4,5-dihydro-4,4-dimethyl-2-oxazolyl)-
• CAS No.: 163165-91-1
• Molecular Formula: C11H13 N O2
• Molecular Weight: 191.23
• DSSTox Substance ID: DTXSID601030872
• Nikkaji Number: J669.656B
• Mol file: 163165-91-1.mol

Synonyms:CP 79522;Phenol, 2-(4,5-dihydro-4,4-dimethyl-2-oxazolyl)-;2-(4,5-Dihydro-4,4-dimethyl-2-oxazolyl)phenol;163165-91-1;Phenol, (2-(4,4-dimethyl-2-oxazolin-2-yl))-;2-(4,4-Dimethyl-4,5-dihydrooxazol-2-yl)phenol;SCHEMBL2089146;DTXSID601030872;2-(4,4-dimethyl-2-oxazolin-2-yl)phenol;LS-104392

Chemical Property of Phenol, 2-(4,5-dihydro-4,4-dimethyl-2-oxazolyl)-

Chemical Property:

• Vapor Pressure: 0.000197mmHg at 25°C
• Boiling Point: 327.9°C at 760 mmHg
• Flash Point: 152.1°C
• Density: 1.147g/cm³
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 191.094628657
• Heavy Atom Count: 14
• Complexity: 248

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(COC(=N1)C2=CC=CC=C2O)C

Technology Process of Phenol, 2-(4,5-dihydro-4,4-dimethyl-2-oxazolyl)-

There total 18 articles about Phenol, 2-(4,5-dihydro-4,4-dimethyl-2-oxazolyl)- 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%

2-Amino-2-methyl-1-propanol (124-68-5) + salicylic acid (69-72-7,25496-36-0,8052-31-1) → 2-(4,4-dimethyl-4,5-dihydro-1,3-oxazol-2-yl)-phenol (163165-91-1) + 2-(2-chlorophenyl)-4,4-dimethyl-4,5-dihydro-1,3-oxazole (98191-99-2)

Guidance literature:

salicylic acid; With pyridine; 1,3,5-trichloro-2,4,6-triazine; In dichloromethane; at 0 ℃; for 0.25h;

2-Amino-2-methyl-1-propanol; With indium; In dichloromethane; at 20 ℃; for 30h;

DOI:10.1016/j.tetlet.2009.07.032

Reference yield: 89.0%

2-(2-(allyloxy)phenyl)-4,4-dimethyl-4,5-dihydrooxazole (864152-68-1) → 2-(4,4-dimethyl-4,5-dihydro-1,3-oxazol-2-yl)-phenol (163165-91-1)

Guidance literature:

With n-butyllithium; potassium tert-butylate; In hexane; toluene; at 20 ℃; for 2h; Inert atmosphere;

DOI:10.1055/s-0036-1588503

Reference yield: 87.0%

4,5-dihydro-4,4-dimethyl-2-phenoxazole (19312-06-2) → 2-(4,4-dimethyl-4,5-dihydro-1,3-oxazol-2-yl)-phenol (163165-91-1)

Guidance literature:

4,5-dihydro-4,4-dimethyl-2-phenoxazole; With 2,2,6,6-tetramethylpiperidinylmagnesium chloride lithium chloride complex; In tetrahydrofuran; at 25 ℃; Inert atmosphere; Schlenk technique;

With oxygen; In tetrahydrofuran; at 25 ℃; under 760.051 Torr; Reagent/catalyst; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.orglett.9b01350

upstream raw materials:

salicylonitrile

2-Amino-2-methyl-1-propanol

2-methoxy-benzonitrile

salicylic acid

Downstream raw materials:

2-(2-(allyloxy)phenyl)-4,4-dimethyl-4,5-dihydrooxazole

Refernces

• 1、 Mugesh, Govindasamy,Singh, Harkesh B.,Butcher, Ray J.. "2-(4′,4′-dimethyl-3′,4′-dihydrooxazol-2′-yl) phenol: Some first-row transition metal complexes of this naturally occurring binding group". . p. 669 - 678. Retrieved 2001.
• 2、 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". . p. 14333 - 14355. Retrieved 2021/10/20.
• 3、 Aitken, R. Alan,Harper, Andrew D,Slawin, Alexandra M. Z.. "Base-Induced Cyclisation of ortho -Substituted 2-Phenyloxazolines to Give 3-Aminobenzofurans and Related Heterocycles". . p. 1738 - 1742. Retrieved 2017/10/06.