2-Benzylbenzoxazole

Base Information

• Chemical Name: 2-Benzylbenzoxazole
• CAS No.: 2008-07-3
• Molecular Formula: C14H11 N O
• Molecular Weight: 209.247
• Hs Code.: 2934999090
• European Community (EC) Number: 217-914-2
• DSSTox Substance ID: DTXSID50173899
• Nikkaji Number: J41.893E
• Wikidata: Q83043945
• ChEMBL ID: CHEMBL233703
• Mol file: 2008-07-3.mol

Synonyms:2-Benzylbenzoxazole;2-Benzyl-1,3-benzoxazole;2-Benzyl benzoxazole;BENZOXAZOLE, 2-BENZYL-;2008-07-3;MLS000532181;Benzoxazole, 2-(phenylmethyl)-;EINECS 217-914-2;BRN 0159498;SMR000137122;2-benzylbenzo[d]oxazole;Cambridge id 5190862;CBDivE_015746;cid_16179;2-Benzyl-1,3-benzoxazole #;CHEMBL233703;SCHEMBL4650036;BDBM62983;DTXSID50173899;HMS1577J16;HMS2471O07;2-(phenylmethyl)-1,3-benzoxazole;NCGC00245724-01;LS-42140;AB00075078-01;4-27-00-01395 (Beilstein Handbook Reference);SR-01000198118;SR-01000198118-1;Z2049693686

Chemical Property of 2-Benzylbenzoxazole

Chemical Property:

• Vapor Pressure: 0.000125mmHg at 25°C
• Boiling Point: 345.2°Cat760mmHg
• Flash Point: 142.5°C
• PSA: 26.03000
• Density: 1.169g/cm³
• LogP: 3.41860
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 209.084063974
• Heavy Atom Count: 16
• Complexity: 225

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CC2=NC3=CC=CC=C3O2

Technology Process of 2-Benzylbenzoxazole

There total 45 articles about 2-Benzylbenzoxazole 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: 98.0%

benzoxazole (273-53-0,29791-96-6) + benzyl chloride (100-44-7) → 2-benzyl-1,3-benzoxazole (2008-07-3)

Guidance literature:

With NHC-Pd(II)-Im; lithium tert-butoxide; In toluene; at 130 ℃; for 3h; Reagent/catalyst; Solvent; Temperature; Inert atmosphere; Sealed tube;

DOI:10.1016/j.tet.2015.07.030

Reference yield: 95.0%

2-amino-phenol (95-55-6) + phenylacetyl chloride (103-80-0) → 2-benzyl-1,3-benzoxazole (2008-07-3)

Guidance literature:

With methanesulfonic acid; In 1,4-dioxane; at 100 ℃; for 2h; chemoselective reaction;

DOI:10.1071/CH08193

Reference yield: 92.0%

bromobenzene (108-86-1,52753-63-6) + sodium 2-(benzo[d]oxazol-2-yl)acetate (1251919-71-7) → 2-benzyl-1,3-benzoxazole (2008-07-3)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 1,3,5-trimethyl-benzene; at 140 ℃; for 10h; Inert atmosphere;

DOI:10.1021/ja107103b

upstream raw materials:

phenylacetonitrile

2-amino-phenol

phenylacetic acid

ethyl 2-phenylacetimidate hydrochloride

Downstream raw materials:

2-[2-(2-methoxyphenyl)-1-phenylethyl]benzoxazole

2-[1-phenyl-2-(3-thienyl)ethyl]benzoxazole

2-(1,2-diphenylethyl)benzo[d]oxazole

2-[2-(1-naphthyl)-1-phenylethyl]benzoxazole

Refernces

• 1、 Ma, Xiaodong,Zhang, Guozhu. "Asymmetric Alkyl and Aryl/Azolation of Alkenes via a Single Cu(I) Complex". . p. 5108 - 5118. Retrieved 2021.
• 2、 Chen, Xuecheng,Han, Shiqing,Hu, Liang,Liu, Yafei,Luo, Yue,Pan, Bin,Peng, Yalan,Zhang, Jun,Zhang, Yurong. "Elemental Sulfur-Promoted Benzoxazole/Benzothiazole Formation Using a C=C Double Bond as a One-Carbon Donator". supporting information. p. 14485 - 14492. Retrieved 2021/11/12.
• 3、 Mishra, Nidhi,Singh, Anoop S.,Agrahari, Anand K.,Singh, Sumit K.,Singh, Mala,Tiwari, Vinod K.. "Synthesis of Benz-Fused Azoles via C-Heteroatom Coupling Reactions Catalyzed by Cu(I) in the Presence of Glycosyltriazole Ligands". supporting information. p. 389 - 399. Retrieved 2019/05/06.