6-Fluoro-2-methylbenzoxazole

Base Information

• Chemical Name: 6-Fluoro-2-methylbenzoxazole
• CAS No.: 312600-96-7
• Molecular Formula: C8H6 F N O
• Molecular Weight: 151.14
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID60394412
• Wikidata: Q82193779
• Mol file: 312600-96-7.mol

Synonyms:6-Fluoro-2-methylbenzoxazole;312600-96-7;6-fluoro-2-methyl-1,3-benzoxazole;6-Fluoro-2-methylbenzo[d]oxazole;SCHEMBL2490866;DTXSID60394412;NRNWPKNYPQHWPG-UHFFFAOYSA-N;6-Fluoro-2-methylbenzoxazole, 97%;AC5868;MFCD03093954;AKOS015889512;BS-25244;SY129999;6-FLUORO-2-METHYLBENZOXAZOLE 97;CS-0204805;EN300-387892;A918923;J-018306

Chemical Property of 6-Fluoro-2-methylbenzoxazole

Chemical Property:

• Vapor Pressure: 0.351mmHg at 25°C
• Refractive Index: n20/D 1.521(lit.)
• Boiling Point: 204-205 °C(lit.)
• Flash Point: 190 °F
• PSA: 26.03000
• Density: 1.189 g/mL at 25 °C(lit.)
• LogP: 2.27530
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 151.043341977
• Heavy Atom Count: 11
• Complexity: 153

Purity/Quality:

98%,99%, ^*data from raw suppliers

6-Fluoro-2-methylbenzoxazole 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=NC2=C(O1)C=C(C=C2)F

Technology Process of 6-Fluoro-2-methylbenzoxazole

There total 7 articles about 6-Fluoro-2-methylbenzoxazole 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: 84.0%

Trimethyl orthoacetate (1445-45-0) + 5-fluoro-2-nitrophenol (446-36-6) → 6-fluoro-2-methylbenzo[d]oxazole (312600-96-7)

Guidance literature:

With indium; acetic acid; In benzene; for 1h; Inert atmosphere; Reflux;

DOI:10.1016/j.tet.2009.08.059

Reference yield: 76.0%

5-fluoro-2-(1-iminoethyl)phenol (1247949-34-3) → 6-fluoro-2-methylbenzo[d]oxazole (312600-96-7)

Guidance literature:

With sodium hypochlorite; In water; isopropyl alcohol; at 0 - 10 ℃; Inert atmosphere;

DOI:10.1021/ol202844c

Reference yield: 62.0%

Nitroethane (79-24-3) + 3-fluorophenol (372-20-3) → 6-fluoro-2-methylbenzo[d]oxazole (312600-96-7)

Guidance literature:

With polyphosphoric acid; at 105 - 135 ℃; for 5h;

DOI:10.1039/c5ra15128g

upstream raw materials:

2-amino-5-fluorophenol

Triethyl orthoacetate

Trimethyl orthoacetate

5-fluoro-2-nitrophenol

Downstream raw materials:

3-[4-(carboxymethyl)benzyl]-6-fluoro-2-methyl-1,3-benzoxazol-3-ium bromide

Refernces

• 1、 Fujimoto, Teppei,Ritter, Tobias. "PhenoFluorMix: Practical chemoselective deoxyfluorination of phenols". supporting information. p. 544 - 547. Retrieved 2015/03/05.
• 2、 Aksenov, Nicolai A.,Aksenov, Alexander V.,Nadein, Oleg N.,Aksenov, Dmitrii A.,Smirnov, Alexander N.,Rubin, Michael. "One-pot synthesis of benzoxazoles via the metal-free ortho-C-H functionalization of phenols with nitroalkanes". . p. 71620 - 71626. Retrieved 2015/09/08.