2-Methyl-5-phenyloxazole

Base Information

• Chemical Name: 2-Methyl-5-phenyloxazole
• CAS No.: 3969-09-3
• Molecular Formula: C10H9NO
• Molecular Weight: 159.188
• Hs Code.: 2934999090
• NSC Number: 619204,65666
• DSSTox Substance ID: DTXSID00289934
• Nikkaji Number: J376.659D
• Wikidata: Q82027477
• Mol file: 3969-09-3.mol

Synonyms:2-METHYL-5-PHENYLOXAZOLE;3969-09-3;2-methyl-5-phenyl-1,3-oxazole;2-methyl-5-phenyl-oxazole;MFCD00047051;oxazole, 2-methyl-5-phenyl-;NSC65666;SCHEMBL344598;DTXSID00289934;NSC-65666;NSC619204;AKOS006228058;NSC-619204;SY242503;CS-0173044;A924569;SR-01000395191;SR-01000395191-1;Z277558402;InChI=1/C10H9NO/c1-8-11-7-10(12-8)9-5-3-2-4-6-9/h2-7H,1H

Chemical Property of 2-Methyl-5-phenyloxazole

Chemical Property:

• Vapor Pressure: 0.015mmHg at 25°C
• Boiling Point: 265.5°Cat760mmHg
• Flash Point: 104.6°C
• PSA: 26.03000
• Density: 1.082g/cm³
• LogP: 2.65000
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 159.068413911
• Heavy Atom Count: 12
• Complexity: 143

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=NC=C(O1)C2=CC=CC=C2

Technology Process of 2-Methyl-5-phenyloxazole

There total 45 articles about 2-Methyl-5-phenyloxazole 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: 99.0%

2-diazo-acetophenone (3282-32-4) + acetonitrile (75-05-8,26809-02-9) → 2-methyl-5-phenyl-1,3-oxazole (3969-09-3)

Guidance literature:

boron trifluoride diethyl etherate; In neat (no solvent); at 25 ℃;

DOI:10.1021/jo01306a023

Reference yield: 95.0%

phenylacetylene (536-74-3) + acetonitrile (75-05-8,26809-02-9) → 2-methyl-5-phenyl-1,3-oxazole (3969-09-3)

Guidance literature:

With 8-methylquinoline 1-oxide; (2-(dicyclohexylphosphino)-3,6-dimethoxy-2',4',6'-triisopropyl-1,1'-biphenyl)Au(1H-benzotriazole)NTf₂; at 60 ℃; for 3h; Reagent/catalyst;

DOI:10.1039/c6ra19064b

Reference yield: 93.0%

acetophenone (98-86-2) + acetonitrile (75-05-8,26809-02-9) → 2-methyl-5-phenyl-1,3-oxazole (3969-09-3)

Guidance literature:

acetonitrile; With trifluorormethanesulfonic acid; 3-[4-(diacetoxyiodo)phenoxy]-1-propyl-N,N,N-trimethylammonium 4-methylbenzenesulfonate; at 0 ℃; for 2h; Inert atmosphere;

acetophenone; for 5h; Reflux; Inert atmosphere;

DOI:10.1016/j.tet.2013.02.017

upstream raw materials:

N-phenacylacetamide

β-bromo-α-(2-phenyl-acetylamino)-cinnamic acid methyl ester

2-aminoacetophenone hydrochloride

acetic anhydride

Downstream raw materials:

4-(2-methyl-1,3-oxazol-5-yl)benzenesulfonamide

(R)-2-methyl-5-phenyloxazoline

3,3'-diethyl-5,5'-diphenyl-2,2'-prop-1-ene-1,3-diyl-bis-oxazolium; diiodide

4-(2-methyl-oxazol-5-yl)-benzenesulfonyl chloride

Refernces

• 1、 Doyle,M.P. et al.. "-". . p. 2247 - 2250. Retrieved 1978.
• 2、 Schie?l, Jasmin,Stein, Philipp M.,Stirn, Judith,Emler, Kirsten,Rudolph, Matthias,Rominger, Frank,Hashmi, A. Stephen K.. "Strategic Approach on N-Oxides in Gold Catalysis – A Case Study". supporting information. p. 725 - 738. Retrieved 2018/10/20.
• 3、 Mei, Mingjing,Anand, Devireddy,Zhou, Lei. "Divergent Conversion of N-Acyl-isoxazol-5(2 H)-ones to Oxazoles and 1,3-Oxazin-6-ones Using Photoredox Catalysis". supporting information. p. 3548 - 3553. Retrieved 2019/05/24.