15364-55-3

Basic information

• Product Name: 9,10-Dihydro-9,10-[1,2]benzenoanthracene-9-yl bromide
• Synonyms: 9,10-Dihydro-9,10-[1,2]benzenoanthracene-9-yl bromide;9-Bromo-9,10-dihydro-9,10-[1,2]benzenoanthracene;9-Bromotriptycene;9,10(1',2')-Benzenoanthracene, 9-bromo-9,10-dihydro-
• CAS NO: 15364-55-3
• Molecular Formula: C₂₀H₁₃Br
• Molecular Weight: 333.22122
• Mol File: 15364-55-3.mol
• Article Data: 4

Chemical Properties

• Melting Point: 252.0 to 256.0 °C
• Boiling Point: 386.8°C at 760 mmHg
• Flash Point: 171.7°C
• Appearance: /
• Density: 1.504g/cm³
• Vapor Pressure: 7.66E-06mmHg at 25°C
• Refractive Index: 1.733
• CAS DataBase Reference: 9,10-Dihydro-9,10-[1,2]benzenoanthracene-9-yl bromide(CAS DataBase Reference)
• NIST Chemistry Reference: 9,10-Dihydro-9,10-[1,2]benzenoanthracene-9-yl bromide(15364-55-3)
• EPA Substance Registry System: 9,10-Dihydro-9,10-[1,2]benzenoanthracene-9-yl bromide(15364-55-3)

Safety Data

• Hazardous Substances Data: 15364-55-3(Hazardous Substances Data)

Usage

Description

9,10-Dihydro-9,10-[1,2]benzenoanthracene-9-yl bromide, also known as 9-Bromo-9,10-dihydro-9,10-[1,2]benzenoanthracene, is an organic compound with a unique chemical structure that features a benzene ring fused to an anthracene core, with a bromine atom attached at the 9-position. 9,10-Dihydro-9,10-[1,2]benzenoanthracene-9-yl bromide is characterized by its potential reactivity and utility in various chemical reactions.

Uses

Used in Chemical Synthesis:
9,10-Dihydro-9,10-[1,2]benzenoanthracene-9-yl bromide is used as a reactant or reagent in chemical reactions, particularly for the synthesis of triselenide. The compound's bromine atom can participate in reactions with selenium, leading to the formation of triselenide, which has potential applications in various fields, such as materials science and pharmaceuticals.

InChI:InChI=1/C20H13Br/c21-20-16-10-4-1-7-13(16)19(14-8-2-5-11-17(14)20)15-9-3-6-12-18(15)20/h1-12,19H

Upstream product

• 1608-42-0 benzenedizolium-2-carboxylate 
• 1564-64-3 9-Bromoanthracene 
• 462-80-6 benzyne 
• 17946-71-3 (trimethylstannyl)lithium 
• 795-42-6 9,10-dibromotriptycene 
• 347360-84-3 9-bromo-10-iodotriptycene 
• 111382-70-8 9-Brom-12,15-dihydroxy-11,12,15,16-tetrahydro-triptycen 
• 118-92-3 anthranilic acid 

Downstream Products

• 4423-41-0 (triptycyl-1)diphenyl carbinol 
• 4483-44-7 9-Benzolazo-triptycen 
• 477-75-8 triptycene 
• 92012-53-8 9-Triptycyldiphenylphosphine oxide 
• 73597-16-7 1-Hydroxytriptycene 
• 106288-28-2 di(9-triptycyl)triptycene-9,10-diperoxycarboxylate 
• 59239-90-6 9-triptycyl lithium 
• 59239-91-7 9-triptycyltrimethyltin 
• 1469-54-1 Triptycen-1-carboxaldehyd 

Relevant articles and documents

Integrating reaction and analysis: Investigation of higher-order reactions by cryogenic trapping

A new approach for the investigation of a higher-order reaction by on-column reaction gas chromatography is presented. The reaction and the analytical separation are combined in a single experiment to investigate the Diels-Alder reaction of benzenediazonium-2-carboxylate as a benzyne precursor with various anthracene derivatives, i.e. anthracene, 9-bromoanthracene, 9-anthracenecarbox-aldehyde and 9-anthracenemethanol. To overcome limitations of short reaction contact times at elevated temperatures a novel experimental setup was developed involving a cooling trap to achieve focusing and mixing of the reactants at a defined spot in a fused-silica capillary. This trap functions as a reactor within the separation column in the oven of a gas chromatograph. The reac-tants are sequentially injected to avoid undefined mixing in the injection port. An experimental protocol was developed with optimized injection intervals and cooling times to achieve sufficient conversions at short reaction times. Reaction products were rapidly identified by mass spectrometric detection. This new approach represents a practical procedure to investigate higher-order reactions at an analytical level and it simultaneously provides valuable information for the optimization of the reaction conditions.

Transmission of Polar Substituent Effects through the Bicyclooctane Ring System as Monitored by 19F NMR Shifts: A 19F NMR Study of 10-Substituted 9-Fluorotriptycenes and 4-Substituted 4'-Fluorobibicyclooctanes

A series of 10-substituted 9-fluorotriptycenes (5) encompassing a wide range of substituents has been synthesized and characterized, and the 19F chemicql shifts have been measured in several solvents.Multiple linear regression analysis reveals no discernible relationship between the 19F substituent chemical shifts (SCS) of 5 and polar substituent constants.Comparisons have been made between 5 and corresponding 4-substituted bicyclooct-1-yl fluorides (1), which strongly corroborate the previous interpretation of the 19F SCS of the latter system.In particular, the "through-bond" nature of the strong electronegativity effect (?x) in 1 seems established.A more restricted series of 4-substituted 4'-fluorobibicyclooctanes (6) have been acquired, and the pattern of shifts has been found to parallel polar field constants (?F values).In contrast to 1, no evidence for a significant ?x effect is apparent in 6.The pronounced sensitivity of 6 to electric field effects prompted its use in the determination of an unequivocal ?F value for the CH3 group.