14209-08-6

Basic information

• Product Name: 1,2-dibromo-1,2-dihydroacenaphthylene
• Synonyms: 1,2-Dibromo-1,2-dihydroacenaphthylene; Acenaphthene, 1,2-dibromo-, (E)-; Acenaphthylene, 1,2-dibromo-1,2-dihydro-
• CAS NO: 14209-08-6
• Molecular Formula: C₁₂H₈Br₂
• Molecular Weight: 311.9999
• Mol File: 14209-08-6.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 377.1°C at 760 mmHg
• Flash Point: 212.6°C
• Density: 1.906g/cm³
• Vapor Pressure: 1.5E-05mmHg at 25°C
• Refractive Index: 1.758
• CAS DataBase Reference: 1,2-dibromo-1,2-dihydroacenaphthylene(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-dibromo-1,2-dihydroacenaphthylene(14209-08-6)
• EPA Substance Registry System: 1,2-dibromo-1,2-dihydroacenaphthylene(14209-08-6)

Safety Data

• Hazardous Substances Data: 14209-08-6(Hazardous Substances Data)

Usage

Family

Dihalo-substituted polycyclic aromatic hydrocarbons (PAHs)

Known properties

Potential toxic and carcinogenic properties

Usage

Often used as a precursor in the synthesis of various organic compounds and materials

Structure

Napthalene ring system with two bromine atoms attached to adjacent carbon atoms in the ring

Health and environmental risks

May pose various health and environmental risks due to its potential toxicity and persistence in the environment

Handling and disposal

Should be handled and disposed of with caution and in accordance with safety regulations

Upstream product

• 83-32-9 acenaphthene 
• 25226-58-8 trans-1,2-dibromo-1,2-dihydroacenaphthylene 
• 208-96-8 acenaphthylene 
• 106552-18-5 Z-1,2-dibromo-1,2-dihydroacenaphthylene 
• 2026-08-6 naphthalene-1,8-diyldimethanol 
• 51392-61-1 1-bromo-1H,3H-naphtho<1,8-cd>thiopyran 2,2-dioxide 
• 29376-61-2 1H,3H-Naphtho<1,8-cd>thiopyran 2,2-Dioxide 
• 203-85-0 1H,3H-naphtho<1,8-cd>thiopyran 
• 56-23-5 tetrachloromethane 
• 7726-95-6 bromine 

Downstream Products

• 17976-92-0 1,2-dihydroacenaphthylene-1,2-diol 
• 477-77-0 1,1'-biacenaphthylenyliden-2-one 
• 2235-15-6 1(2H)-acenaphthylenone 
• 208-96-8 acenaphthylene 
• 129286-41-5 (6bS,7S,7aR)-6b-(4-Fluoro-phenyl)-7,7a-dihydro-6bH-cyclopropa[a]acenaphthylene-7-carboxylic acid ethyl ester 
• 129286-41-5 (6bS,7R,7aR)-6b-(4-Fluoro-phenyl)-7,7a-dihydro-6bH-cyclopropa[a]acenaphthylene-7-carboxylic acid ethyl ester 
• 129286-42-6 [(6bS,7R,7aR)-6b-(4-Fluoro-phenyl)-7,7a-dihydro-6bH-cyclopropa[a]acenaphthylen-7-yl]-methanol 
• 129286-42-6 [(6bS,7S,7aR)-6b-(4-Fluoro-phenyl)-7,7a-dihydro-6bH-cyclopropa[a]acenaphthylen-7-yl]-methanol 
• 129286-44-8 (6bS,7R,7aR)-6b-(4-Fluoro-phenyl)-7,7a-dihydro-6bH-cyclopropa[a]acenaphthylene-7-carbaldehyde 
• 129286-44-8 (6bS,7S,7aR)-6b-(4-Fluoro-phenyl)-7,7a-dihydro-6bH-cyclopropa[a]acenaphthylene-7-carbaldehyde 
• 129286-43-7 ethyl <2-(4'fluorophenyl)acenaphtylen-1-yl>acetate 
• 129286-40-4 1-(4-fluorophenyl)acenaphthylene 
• 83-32-9 acenaphthene 
• 54736-49-1 1-bromoacenaphthylene 

Relevant articles and documents

Design, synthesis and characterization of a modular bridging ligand platform for bio-inspired hydrogen production

Synthesis and characterization of a novel type of ambident bridging ligands joining together the functional prerequisites for visible-light absorption, photoinduced electron transfer and catalytic proton reduction is presented. This class of compounds consists of a chromophoric 1,2-diimine-based π-acceptor site and a rigid polyaromatic dithiolate chelator. Due to the presence of a common conjugated linker moiety with an intrinsic two-electron redox reactivity and a suitable orbital coupling of the subunits, a favourable situation for vectorial multielectron transfer from attached electron donors to a catalytic acceptor site is provided. As an example for the application of this kind of bifunctional ligand systems, a [FeFe]-hydrogenase enzyme model compound is prepared and structurally characterized. Electrocatalytic hydrogen formation with this complex is demonstrated.

Oxidation by DMSO. II. An efficient synthesis of α,β-diketones from α,β-dibromides

α,β-Dibromides refluxed in DMSO are oxidised into α,β-diketones. The reaction takes place rapidly under microwave irradiation.

1,2-DERIVATIVES OF ACENAPHTHYLENE. IX. NEW DATA ON ADDITION OF HALOGENS TO ACENAPHTHYLENE

Acenaphthylene adds molecular halogens nonstereospecifically.The relative amount of the Z-dihalide increases with decrease in the polarity of the solvent.Z-1,2-dibromo-1,2-dihydroacenaphthylene is not changed after a year at 4-6 deg C; the best solvent for its production is hexane.