Naphth[1,2-d]oxazole

Base Information

• Chemical Name: Naphth[1,2-d]oxazole
• CAS No.: 233-70-5
• Molecular Formula: C11H7NO
• Molecular Weight: 169.183
• DSSTox Substance ID: DTXSID60395464
• Nikkaji Number: J425.308F
• Wikidata: Q82195578
• Mol file: 233-70-5.mol

Synonyms:Naphth[1,2-d]oxazole;naphthoxazole;233-70-5;naphto[1,2-d]oxazoline;SCHEMBL50811;DTXSID60395464;WMUIZUWOEIQJEH-UHFFFAOYSA-N

Chemical Property of Naphth[1,2-d]oxazole

Chemical Property:

• Melting Point: 68 °C
• Boiling Point: 166-171 °C(Press: 23 Torr)
• PSA: 26.03000
• Density: 1.265±0.06 g/cm3(Predicted)
• LogP: 2.98100
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 169.052763847
• Heavy Atom Count: 13
• Complexity: 195

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=CC3=C2N=CO3

Technology Process of Naphth[1,2-d]oxazole

There total 7 articles about Naphth[1,2-d]oxazole 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: 60.0%

2-methoxy-1-phenylazonaphthalene → β-naphthaldehyde (66-99-9) + naphtho[1,2-d]oxazole (233-70-5)

Guidance literature:

at 700 ℃; under 0.02 Torr;

DOI:10.1016/S0040-4020(03)00863-9

Reference yield: 32.0%

2-hydroxynaphthalene-1-carbaldehyde (708-06-5) → 2-hydroxy-1-naphthaldehyde oxime (7470-09-9,25172-53-6) + naphtho[1,2-d]oxazole (233-70-5)

Guidance literature:

With acetylhydroxamic acid; sulfuric acid; In acetonitrile; at 80 ℃; for 0.2h; under 1292.9 Torr; Microwave irradiation;

DOI:10.1016/j.tetlet.2011.09.019

Reference yield: 25.0%

1-[(1-methylcyclopropyl)azo]-2-naphthol → 3-methyl-1-(2-hydroxy-1-naphthyl)-1H-pyrazole (1202819-59-7) + naphtho[1,2-d]oxazole (233-70-5) + 2-methylnaphtho[1,2-d]oxazole (85-15-4)

Guidance literature:

In 1,2-dichloro-benzene; for 3.5h; Inert atmosphere; Reflux;

DOI:10.1007/s11172-008-0227-0

upstream raw materials:

1,3,3-trimethylspiro[indoline-2,3'-naphtho[2,1-b](1,4)-oxazine]

β-naphthol

2-hydroxynaphthalene-1-carbaldehyde

Downstream raw materials:

1-naphtho[1,2-d]oxazol-2-yl-2-(4-nitro-phenoxy)-ethanone

3-(4-hydroxy-phenyl)-1-naphtho[1,2-d]oxazol-2-yl-propenone

1-naphtho[1,2-d]oxazol-2-yl-3-phenyl-propenone

3-(2-hydroxy-phenyl)-1-naphtho[1,2-d]oxazol-2-yl-propenone

Refernces

• 1、 Novikov,Klimenko,Shulishov,Korolev,Tomilov. "Thermal transformation of cyclopropylazoarenes into the five-membered nitrogen-containing heterocycles". experimental part. p. 1718 - 1724. Retrieved 2011/04/23.
• 2、 Baillet, Gilles,Giusti, Gerard,Guglielmetti, Robert. "Study of the Fatigue Process and the Yellowing of Polymeric Films Containing Spirooxazine Photochromic Compounds". . p. 1220 - 1225. Retrieved 2007/10/02.