2-(3,5-DIMETHYL-PHENYL)-BENZOOXAZOLE

Base Information

• Chemical Name: 2-(3,5-DIMETHYL-PHENYL)-BENZOOXAZOLE
• CAS No.: 154715-81-8
• Molecular Formula: C15H13NO
• Molecular Weight: 223.274
• Mol file: 154715-81-8.mol

Synonyms:MR6;Benzoxazole,2-(3,5-dimethylphenyl);2-(3,5-dimethylphenyl)benzoxazole;2-(3,5-dimethylphenyl)benzo[d]oxazole;

Chemical Property of 2-(3,5-DIMETHYL-PHENYL)-BENZOOXAZOLE

Chemical Property:

• Melting Point: 121-122 °C
• Boiling Point: 342.6±31.0 °C(Predicted)
• PKA: 1.16±0.10(Predicted)
• PSA: 26.03000
• Density: 1.131±0.06 g/cm3(Predicted)
• LogP: 4.11160

Purity/Quality:

99.90% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-(3,5-DIMETHYL-PHENYL)-BENZOOXAZOLE

There total 15 articles about 2-(3,5-DIMETHYL-PHENYL)-BENZOOXAZOLE 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: 97.0%

1-benzofurane (271-89-6) + 5-bromo-1,3-xylene (556-96-7) → 2-(3,5-dimethylphenyl)-1,3-benzoxazole (154715-81-8)

Guidance literature:

With C₁₃H₁₈Cl₂N₄OPd; lithium tert-butoxide; In N,N-dimethyl-formamide; at 130 ℃; for 24h; Catalytic behavior; Inert atmosphere; Schlenk technique;

DOI:10.1039/c5ra21183b

Reference yield: 95.0%

benzoxazole (273-53-0,29791-96-6) + 3,5-dimethylphenyl 4-methylbenzenesulfonate (95127-25-6) → 2-(3,5-dimethylphenyl)-1,3-benzoxazole (154715-81-8)

Guidance literature:

With palladium diacetate; potassium carbonate; XPhos; In N,N-dimethyl-formamide; tert-butyl alcohol; at 100 ℃; for 22h; Inert atmosphere;

DOI:10.1002/anie.200804517

Reference yield: 92.0%

benzoxazole (273-53-0,29791-96-6) + 3,5-dimethyl(diacetoxy-λ3-iodanyl)benzene (680980-39-6) → 2-(3,5-dimethylphenyl)-1,3-benzoxazole (154715-81-8)

Guidance literature:

With 1,10-Phenanthroline; palladium diacetate; caesium carbonate; In dimethyl sulfoxide; at 150 ℃; for 20h; Inert atmosphere;

DOI:10.1016/j.tetlet.2012.06.076

upstream raw materials:

benzoxazole

3,5-dimethylphenyl iodide

3,5-dimethylbenzoic acid

2-amino-phenol

Refernces

• 1、 Ma, Xiaodong,Zhang, Guozhu. "Visible Light-Induced Copper-Catalyzed C—H Arylation of Benzoxazoles?". supporting information. p. 1299 - 1303. Retrieved 2020/08/05.
• 2、 Li, Yaqiu,Yu, Xiaojun,Wang, Yangdiandian,Fu, Haiyan,Zheng, Xueli,Chen, Hua,Li, Ruixiang. "Unsymmetrical Pincer N -Heterocyclic Carbene-Nitrogen-Phosphine Chelated Palladium(II) Complexes: Synthesis, Structure, and Reactivity in Direct Csp2-H Arylation of Benzoxazoles". . p. 979 - 988. Retrieved 2018/03/30.