2-Methyl-5-phenylbenzoxazole

Base Information

• Chemical Name: 2-Methyl-5-phenylbenzoxazole
• CAS No.: 61931-68-8
• Molecular Formula: C14H11 N O
• Molecular Weight: 209.247
• Hs Code.: 2934999090
• European Community (EC) Number: 263-330-6
• DSSTox Substance ID: DTXSID6069531
• Nikkaji Number: J36.852K
• Wikidata: Q72494689
• ChEMBL ID: CHEMBL1612963
• Mol file: 61931-68-8.mol

Synonyms:2-Methyl-5-phenylbenzoxazole;61931-68-8;2-Methyl-5-phenylbenzo[d]oxazole;2-Methyl-5-phenyl-1,3-benzoxazole;Benzoxazole, 2-methyl-5-phenyl-;EINECS 263-330-6;2-methyl-5-phenyl benzoxazole;CBDivE_002222;MLS000052992;2-methyl-5-phenylbenzooxazole;2-Methyl-5-phenyl-benzoxazole;SCHEMBL1634416;CHEMBL1612963;DTXSID6069531;HMS2386E22;2-Methyl-5-phenylbenzoxazole, 97%;MFCD00005772;STK792956;AKOS000120138;2-Methyl-5-phenyl-1,3-benzoxazole #;AC-19516;BS-22934;LS-42209;SMR000068948;FT-0612989;M1244;EN300-20731;D91470;SR-01000414405;SR-01000414405-1;W-105075

Chemical Property of 2-Methyl-5-phenylbenzoxazole

Chemical Property:

• Appearance/Colour: Beige.
• Vapor Pressure: 9.16E-05mmHg at 25°C
• Melting Point: 58-59 ºC
• Refractive Index: 1.5780 (estimate)
• Boiling Point: 350ºCat 760 mmHg
• PKA: 1.49±0.10(Predicted)
• Flash Point: 144.7ºC
• PSA: 26.03000
• Density: 1.155 g/cm³
• LogP: 3.80320
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 209.084063974
• Heavy Atom Count: 16
• Complexity: 237

Purity/Quality:

98% ^*data from raw suppliers

2-Methyl-5-phenylbenzoxazole ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=NC2=C(O1)C=CC(=C2)C3=CC=CC=C3
• Uses: 2-Methyl-5-phenylbenzoxazole was used in the preparation of 2-methyl-3-ethyl-5-phenyl-1H-benzoxazolium iodide (QM1).

Technology Process of 2-Methyl-5-phenylbenzoxazole

There total 9 articles about 2-Methyl-5-phenylbenzoxazole 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: 96.0%

5-bromo-2-methyl-1,3-benzoxazole (5676-56-2) + phenylboronic acid (98-80-6) → 2-methyl-5-phenylbenzo[d]oxazole (61931-68-8)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium carbonate; In 1,4-dioxane; water; for 1h; Reflux;

Reference yield: 95.0%

N-(4-hydroxy-[1,1'-biphenyl]-3-yl)acetamide (5409-54-1) → 2-methyl-5-phenylbenzo[d]oxazole (61931-68-8)

Guidance literature:

N-(4-hydroxy-[1,1'-biphenyl]-3-yl)acetamide; With trichlorophosphate; In chloroform; Reflux;

With sodium hydroxide; water; In chloroform; pH=8; Cooling with ice;

DOI:10.1021/jo900267c

Reference yield: 91.0%

2-(bis(trimethylsilyl)methyl)-5-phenylbenzo[d]oxazole → 2-methyl-5-phenylbenzo[d]oxazole (61931-68-8)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 ℃;

DOI:10.1021/acs.orglett.9b00391

upstream raw materials:

acetic anhydride

2-amino-4-phenylphenol

acetyl chloride

2-methyl-5-chlorobenzoxazole

Downstream raw materials:

6-[2-(5-phenyl-benzooxazol-2-yl)-vinyl]-quinoline

2-methyl-5-phenyl-3-(3-sulfo-propyl)-benzooxazolium betaine

2-(bromomethyl)-5-phenylbenzo[d]oxazole

2,3-dimethyl-5-phenylbenzoxazol-3-ium p-toluenesulfonate

Refernces

• 1、 Wang, Shuai,Xu, Shuai,Yang, Cheng,Sun, Hanli,Wang, Jianbo. "Formal Carbene C-H Bond Insertion in the Cu(I)-Catalyzed Reaction of Bis(trimethylsilyl)diazomethane with Benzoxazoles and Oxazoles". supporting information. p. 1809 - 1812. Retrieved 2019/03/28.
• 2、 Li, Ke-Lai,Du, Zong-Bo,Guo, Can-Cheng,Chen, Qing-Yun. "Regioselective syntheses of 2- and 4-formylpyrido[2,1-b]benzoxazoles". supporting information; experimental part. p. 3286 - 3292. Retrieved 2009/09/08.