DINAPHTHO[1,2-B:1',2'-D]FURAN

Base Information

• Chemical Name: DINAPHTHO[1,2-B:1',2'-D]FURAN
• CAS No.: 194-63-8
• Molecular Formula: C20H12O
• Molecular Weight: 268.315
• Hs Code.: 2932999099
• Mol file: 194-63-8.mol

Synonyms:binaphthofuran;

Chemical Property of DINAPHTHO[1,2-B:1',2'-D]FURAN

Chemical Property:

• Melting Point: 159 °C
• Boiling Point: 486.9oC at 760 mmHg
• Flash Point: 271.6oC
• PSA: 13.14000
• Density: 1.285g/cm3
• LogP: 5.89240
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

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

Dinaphtho[2,1-b:1'',2''-d]furan ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Dinaphtho[2,1-b:1'',2''-d]furan can induce aryl hydrocarbon receptor-mediated and estrogen receptor-mediated activities. It can also modulate cell proliferation.

Technology Process of DINAPHTHO[1,2-B:1',2'-D]FURAN

There total 30 articles about DINAPHTHO[1,2-B:1',2'-D]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: 100.0%

1,1'-bi-2-naphthol (602-09-5) → dinaphtho[2,1-b;1',2'-d]furan (194-63-8)

Guidance literature:

zeolite HSZ-360; In various solvent(s); for 5h; Heating;

Reference yield: 91.0%

2-hydroxy-2'-iodo-1,1'-binaphthyl (870525-91-0,1259282-38-6) → dinaphtho[2,1-b;1',2'-d]furan (194-63-8)

Guidance literature:

With caesium carbonate; In dimethyl sulfoxide; at 110 - 120 ℃; for 12h; Inert atmosphere;

DOI:10.1002/anie.201801132

Reference yield: 90.0%

3,4-bis{2-[(1,3-dioxolan-2-yl)methyl]phenyl}furan → dinaphtho[2,1-b;1',2'-d]furan (194-63-8)

Guidance literature:

With trifluorormethanesulfonic acid; at 0 - 20 ℃; for 0.666667h;

DOI:10.3762/BJOC.17.35

upstream raw materials:

1-bromo-2-naphthol

β-naphthol

benzene

1,1'-bi-2-naphthol

Downstream raw materials:

benzene-1,2-dicarboxylic acid

Refernces

• 1、 Kong, Huihui,Yang, Sha,Gao, Hongying,Timmer, Alexander,Hill, Jonathan P.,Díaz Arado, Oscar,M?nig, Harry,Huang, Xinyan,Tang, Qin,Ji, Qingmin,Liu, Wei,Fuchs, Harald. "Substrate-Mediated C-C and C-H Coupling after Dehalogenation". . p. 3669 - 3675. Retrieved 2017.
• 2、 Okazaki, Takao,Nakagawa, Madoka,Kitagawa, Toshikazu,Laali, Kenneth K.. "Experimental NMR and DFT studies of persistent carbocations derived from hetero-polycyclic aromatic hydrocarbons containing oxygen atom: Dibenzo[b,d]furan, Benzo[b]naphtho[1,2-d]furan, Benzo[b]naphtho[2,3-d]furan, Benzo[b]naphtho[2,1-d]furan, and Dinaphtho[2,1-b: 1′,2′-d]furan". . p. 1235 - 1244. Retrieved 2014.
• 3、 Zhang, Jintong,Sun, Tingting,Zhang, Zishuo,Cao, Haiqun,Bai, Zhushuang,Cao, Zhi-Chao. "Nickel-Catalyzed Enantioselective Arylative Activation of Aromatic C-O Bond". supporting information. p. 18380 - 18387. Retrieved 2021/11/16.
• 4、 Zhu, Daqian,Li, Min,Wu, Zhouming,Du, Yongliang,Luo, Bingling,Huang, Peng,Wen, Shijun. "Copper-Catalyzed One-Pot Synthesis of Dibenzofurans, Xanthenes, and Xanthones from Cyclic Diphenyl Iodoniums". supporting information. p. 4566 - 4571. Retrieved 2019/07/09.