Naphtho[1,2-c]furan-1(3h)-one

Base Information

• Chemical Name: Naphtho[1,2-c]furan-1(3h)-one
• CAS No.: 5657-01-2
• Molecular Formula: C12H8O2
• Molecular Weight: 184.194
• NSC Number: 100669
• DSSTox Substance ID: DTXSID30295220
• Nikkaji Number: J2.057.730D
• Wikidata: Q82035018

Synonyms:naphtho[1,2-c]furan-1(3h)-one;5657-01-2;NAPHTHO(1,2-C)FURAN-1(3H)-ONE;3H-benzo[g][2]benzofuran-1-one;NSC100669;NCIOpen2_002027;SCHEMBL9495807;DTXSID30295220;AKOS024324900;NSC-100669

Chemical Property of Naphtho[1,2-c]furan-1(3h)-one

Chemical Property:

• Vapor Pressure: 3.93E-07mmHg at 25°C
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 184.052429494
• Heavy Atom Count: 14
• Complexity: 249

Purity/Quality:

99.3% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C2=C(C3=CC=CC=C3C=C2)C(=O)O1

Technology Process of Naphtho[1,2-c]furan-1(3h)-one

There total 18 articles about Naphtho[1,2-c]furan-1(3h)-one 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: 92.0%

(1-bromo-2-naphthyl)methanol (76635-70-6) → 3(1H)-benzoisobenzofuranone (5657-01-2)

Guidance literature:

With dmap; 1,1'-bis-(diphenylphosphino)ferrocene; N-ethyl-N,N-diisopropylamine; palladium diacetate; In 1,4-dioxane; at 180 ℃; for 0.5h; microwave irradiation;

DOI:10.1016/j.tetlet.2004.04.110

Reference yield: 70.0%

2-methyl-1-naphthoic acid (1575-96-8) → 3(1H)-benzoisobenzofuranone (5657-01-2)

Guidance literature:

With sodium bromate; magnesium chloride; In acetonitrile; at 20 ℃; for 18h; Inert atmosphere; Irradiation; Sealed tube;

DOI:10.1021/acs.orglett.1c01984

Reference yield: 70.0%

1-naphthalenecarboxylic acid (86-55-5) + 1,1-dibromomethane (74-95-3) → 3(1H)-benzoisobenzofuranone (5657-01-2)

Guidance literature:

With dipotassium hydrogenphosphate; palladium diacetate; at 140 ℃; for 36h;

DOI:10.1055/s-0035-1561376

upstream raw materials:

1,2-naphthalenedicarboxylic anhydride

1-methoxycarbonyl-2-methylnaphthalene

ethyl 2-(bromomethyl)naphthalene-1-carboxylate

maleic anhydride

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