4325-74-0

Basic information

• Product Name: 1,2'-Binaphthalene
• Synonyms: 1-(2-naphthyl)naphthalene;1-naphthalen-2-ylnaphthalene;1,2'-Binaphthyl;1,2'-Binaphthalene
• CAS NO: 4325-74-0
• Molecular Formula: C₂₀H₁₄
• Molecular Weight: 254.3252
• Mol File: 4325-74-0.mol
• Article Data: 13

Chemical Properties

• Boiling Point: 416.8°Cat760mmHg
• Flash Point: 199.1°C
• Appearance: /
• Density: 1.14g/cm³
• CAS DataBase Reference: 1,2'-Binaphthalene(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2'-Binaphthalene(4325-74-0)
• EPA Substance Registry System: 1,2'-Binaphthalene(4325-74-0)

Safety Data

• Hazardous Substances Data: 4325-74-0(Hazardous Substances Data)

Usage

General Description

1,2'-Binaphthalene is a polycyclic aromatic hydrocarbon compound consisting of two naphthalene rings fused with a single carbon-carbon bond. It is a white crystalline solid with a distinctive odor and is insoluble in water. 1,2'-Binaphthalene is commonly used as a building block for the synthesis of chiral ligands, particularly in asymmetric catalysis, due to its unique structure and chirality. It is also used in the production of organic electronic materials, such as organic semiconductors and light-emitting diodes. Additionally, 1,2'-Binaphthalene has been investigated for potential applications in chemical sensors and as a component in pharmaceuticals. However, it is important to note that 1,2'-Binaphthalene is considered toxic and may pose health hazards if not handled and used properly.

Upstream product

• 612-78-2 2,2'-binaphthalene 
• 604-53-5 1,1'-bisnaphthalene 
• 688-73-3 tri-n-butyl-tin hydride 
• 91-20-3 naphthalene 
• 71-43-2 benzene 
• 91-17-8 decalin 
• 66-99-9 β-naphthaldehyde 
• 66-77-3 1-naphthaldehyde 
• 612-55-5 2-iodonaphthalene 
• 1730-04-7 1,8-diiodonaphthalene 
• 21473-01-8 2-naphthalenylmagnesium bromide 
• 529-34-0 3,4-dihydronaphthalene-1(2H)-one 
• 60-29-7 diethyl ether 

Downstream Products

• 91-20-3 naphthalene 
• 612-78-2 2,2'-binaphthalene 
• 205-82-3 Benzo[j]fluoranthene 
• 92521-65-8 1,1'-binaphthyl-d14 
• 198-55-0 PERYLENE 
• 207-08-9 Benzo[k]fluoranthene 

Relevant articles and documents

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Alkenes as alkyne equivalents in radical cascades terminated by fragmentations: Overcoming stereoelectronic restrictions on ring expansions for the preparation of expanded polyaromatics

Chemoselective interaction of aromatic enynes with Bu3Sn radicals can be harnessed for selective cascade transformations, yielding either Sn-substituted naphthalenes or Sn-indenes. Depending on the substitution at the alkene terminus, the initial regioselective 5-exo-trig cyclizations can be intercepted at the 5-exo stage via either hydrogen atom abstraction or C-S bond scission or allowed to proceed further to the formal 6-endo products via homoallylic ring expansion. Aromatization of the latter occurs via β-C-C bond scission, which is facilitated by 2c,3e through-bond interactions, a new stereoelectronic effect in radical chemistry. The combination of formal 6-endo-trig cyclization with stereoelectronically optimized fragmentation allows the use of alkenes as synthetic equivalents of alkynes and opens a convenient route to α-Sn-substituted naphthalenes, a unique launching platform for the preparation of extended polyaromatics.

Iron (III) perchlorate adsorbed on silica gel: A reagent for organic functional group transformations

Adsorption of Fe(ClO4)3(H2O)6 onto chromatographic-grade silica gel in the presence of organic solvents (S=water, acetonitrile, or lower fatty acids) produces a supported reagent, Fe(ClO4)3(S)6/SiO2. This reagent has been found to be effective for the rapid organic functional group transformations such as dimerization of alkynes, aromatic hydrocarbons, selective oxidation of thiols to disulfides, and transannular reactions in 1,5-cyclooctadienes on grinding using pestle and mortar in the solid state. Copyright Taylor & Francis Group, LLC.