Naphtho[1,2-b]furan

Base Information

• Chemical Name: Naphtho[1,2-b]furan
• CAS No.: 234-03-7
• Molecular Formula: C12H8 O
• Molecular Weight: 168.195
• Hs Code.: 2932999099
• European Community (EC) Number: 205-940-7
• DSSTox Substance ID: DTXSID50946060
• Nikkaji Number: J193.684K
• Wikidata: Q82923538
• Mol file: 234-03-7.mol

Synonyms:naphtho(1,2-b)furan

Chemical Property of Naphtho[1,2-b]furan

Chemical Property:

• Vapor Pressure: 0.00309mmHg at 25°C
• Boiling Point: 293.1°Cat760mmHg
• Flash Point: 139.7°C
• PSA: 13.14000
• Density: 1.197g/cm³
• LogP: 3.58600
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 168.057514874
• Heavy Atom Count: 13
• Complexity: 190

Purity/Quality:

99% ^*data from raw suppliers

Naphtho[1,2-b]furan ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=CC3=C2OC=C3

Technology Process of Naphtho[1,2-b]furan

There total 23 articles about Naphtho[1,2-b]furan 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: 95.0%

2-(1-naphthoxy)acetaldehyde diethyl acetal (80789-61-3) → naphtho[1,2-b]furan (234-03-7)

Guidance literature:

With tin-exchanged H-b zeolite (Sn-b); for 0.5h; Reflux;

DOI:10.1016/j.tet.2015.05.029

Reference yield: 92.0%

2-(prop-1-enyl)-1-(prop-1-enyloxy)naphthalene (863659-61-4) → naphtho[1,2-b]furan (234-03-7)

Guidance literature:

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In toluene; at 90 ℃; for 3h;

DOI:10.1016/j.tet.2005.05.090

Reference yield: 91.0%

2-(2-furyl)-1-ethynylbenzene (221230-45-1) → naphtho[1,2-b]furan (234-03-7)

Guidance literature:

With silver hexafluoroantimonate; C₄₂H₆₅AuClN₄P⁽²⁺⁾*2BF₄^(1-); In 1,2-dichloro-ethane; at 50 ℃; Schlenk technique; Inert atmosphere;

DOI:10.1002/chem.201601759

upstream raw materials:

4,5-dihydro-naphtho[1,2-b]furan-2-carboxylic acid

[1]naphthyloxy-acetaldehyde-hydrate

2-(1-naphthoxy)acetaldehyde diethyl acetal

2,3-dihydronaphtho<1,2-b>furan

Refernces

• 1、 Sun, Nan,Huang, Peng,Wang, Yifan,Mo, Weimin,Hu, Baoxiang,Shen, Zhenlu,Hu, Xinquan. "Zeolite-catalyzed synthesis of 2,3-unsubstituted benzo[b]furans via the intramolecular cyclization of 2-aryloxyacetaldehyde acetals". . p. 4835 - 4841. Retrieved 2015/07/27.
• 2、 Van Otterlo, Willem A.L.,Morgans, Garreth L.,Madeley, Lee G.,Kuzvidza, Samuel,Moleele, Simon S.,Thornton, Natalie,De Koning, Charles B.. "An isomerization-ring-closing metathesis strategy for the synthesis of substituted benzofurans". . p. 7746 - 7755. Retrieved 2007/10/03.