34341-27-0

Basic information

• Product Name: 3,3'-biplumbagin
• Synonyms: 3,3'-biplumbagin
• CAS NO: 34341-27-0
• Molecular Formula: C₂₂H₁₄O₆
• Molecular Weight: 374.34296
• Mol File: 34341-27-0.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 568.9°Cat760mmHg
• Flash Point: 311.9°C
• Appearance: /
• Density: 1.512g/cm³
• CAS DataBase Reference: 3,3'-biplumbagin(CAS DataBase Reference)
• NIST Chemistry Reference: 3,3'-biplumbagin(34341-27-0)
• EPA Substance Registry System: 3,3'-biplumbagin(34341-27-0)

Safety Data

• Hazardous Substances Data: 34341-27-0(Hazardous Substances Data)

Upstream product

• 54215-49-5 8,8'-dimethoxy-3,3'-dimethyl[2,2'-binaphthalene]-1,1',4,4'-tetrone 
• 113683-19-5 3-Brom-5-hydroxy-2-methyl-1,4-naphthochinon 
• 54215-47-3 Acetic acid 4'-acetoxy-1,1'-dihydroxy-8,8'-dimethoxy-3,3'-dimethyl-[2,2']binaphthalenyl-4-yl ester 
• 54215-46-2 Acetic acid 4-hydroxy-5-methoxy-2-methyl-naphthalen-1-yl ester 
• 61836-45-1 5,5'-dimethoxy-3,3'-bi-1,4-naphthoquinone 
• 344799-90-2 4,4',8,8'-tetramethoxy-3,3'-dimethyl[2,2']-di-1,1'-naphthol 
• 22273-59-2 4-hydroxy-1,5-dimethoxy-2-methyl-naphthalene 
• 848141-72-0 1-methoxy-2-methyl-4,5-naphthylene diacetate 
• 99316-44-6 8,8'-Dibenzyloxy-1,1',4,4'-tetramethoxy-3,3'-dimethyl-2,2'-binaphthyl 
• 186581-53-3 diazomethane 
• 61836-43-9 8,8'-dihydroxy[2,2']binaphthalenyl-1,4,1',4'-tetraone 

Downstream Products

• 99316-52-6 7,7',8-Tribenzyloxy-8'-methoxy-3,3'-dimethyl-2,2'-binaphthyl-1,4:1',4'-dichinon 
• 99316-50-4 7,7',8-Tribenzyloxy-8'-hydroxy-3,3'-dimethyl-2,2'-binaphthyl-1,4:1',4'-dichinon 
• 99333-04-7 8,8'-Dibenzyloxy-4,4'-dimethoxy-3,3'-dimethyl-2,2'-binaphthyl-1,1'-diol 
• 99316-43-5 8,8'-Bis-benzyloxy-3,3'-dimethyl-[2,2']binaphthalenyl-1,4,1',4'-tetraol 
• 99316-49-1 7,7'-Dibenzyloxy-8,8'-dihydroxy-3,3'-dimethyl-2,2'-binaphthyl-1,4:1',4'-dichinon 
• 99316-44-6 8,8'-Dibenzyloxy-1,1',4,4'-tetramethoxy-3,3'-dimethyl-2,2'-binaphthyl 
• 99316-42-4 3,3'-Biplumbagin-dibenzylether 

Relevant articles and documents

1,2(3)-TETRAHYDRO-3,3'-BIPLUMBAGIN: A NAPHTHALENONE AND OTHER CONSTITUENTS FROM PLUMBAGO ZEYLANICA

The isolation of plumbagin, droserone, isoshinanolone and a new naphthalenone, 1,2(3)-tetrahydro-3,3'-biplumbagin is reported from the phenolic fraction of the lightpetrol extract of the roots of Plumbago zeylanica.The structure of the new naphthalenone was elucidated by means of spectroscopic data and chemical interconversions.The main constituent of the neutral fraction was shown to be sitosterol. - Key Words: Plumbago zeylanica; Plumbaginaceae; plumbagin; droserone; isoshinanolone; naphthalenones; 1,2(3)-tetrahydro-3,3'-biplumbagin; sitosterol; structure elucidation.

Three different dimerizations of 2-bromo-3-methyl-1,4-naphthoquinones

Three types of dimeric naphthoquinones, which possess structurally diverse skeletons, can be prepared in one step from 2-bromo-3-methyl-1,4- naphthoquinones. 2,2′-Dimeric naphthoquinones were prepared by a one-pot Stille-type reaction via vinylstannanes. Oxepines are formed by unexpected domino reactions via 1,4-dihydroxynaphthalene species. Epoxides are formed by a Michael/Darzens reaction via the o-quinone methides.

Aerobic oxidative dimerization of 1-naphthols to 2,2′- binaphthoquinones mediated by SnCl4 and its application to natural product synthesis

We developed a simple method for the direct synthesis of 2,2′-binaphthoquinones, utilizing oxidative dimerization via electron donor-acceptor complex formation of 1-naphthols with SnCl4 in the presence of dioxygen. This oxidation involves a catalytic cycle of SnCl 4, and the reaction mechanism is discussed. As an application of this method to natural products synthesis, we describe facile biomimetic syntheses of the binaphthoquinones 3,3′-bijuglone, 3,3′-biplumbagin and elliptinone.