53397-65-2

Basic information

• Product Name: 5,6,11,12-Tetradehydrodibenzo[a,e]cyclooctene
• Synonyms: 5,6,11,12-Tetradehydrodibenzo[a,e]cyclooctene;5,6,11,12-Tetradehydrodibenzo[a,e]cyclooctene
• CAS NO: 53397-65-2
• Molecular Formula: C₁₆H₈
• Molecular Weight: 200.23472
• EINECS: -0
• Mol File: 53397-65-2.mol
• Article Data: 13

Chemical Properties

• Melting Point: 110°C(dec.)(lit.)
• Boiling Point: 377.9°Cat760mmHg
• Flash Point: 173.8°C
• Appearance: /
• Density: 1.22g/cm³
• Vapor Pressure: 1.42E-05mmHg at 25°C
• Refractive Index: 1.714
• Storage Temp.: Amber Vial, -20°C Freezer, Under inert atmosphere
• Solubility: Chloroform (Slightly)
• Stability: Light Sensitive
• CAS DataBase Reference: 5,6,11,12-Tetradehydrodibenzo[a,e]cyclooctene(CAS DataBase Reference)
• NIST Chemistry Reference: 5,6,11,12-Tetradehydrodibenzo[a,e]cyclooctene(53397-65-2)
• EPA Substance Registry System: 5,6,11,12-Tetradehydrodibenzo[a,e]cyclooctene(53397-65-2)

Safety Data

• Hazardous Substances Data: 53397-65-2(Hazardous Substances Data)

Usage

Description

5,6,11,12-Tetradehydrodibenzo[a,e]cyclooctene, with the CAS number 53397-65-2, is a chemical compound that serves as a valuable reagent in the field of polymer chemistry. It is characterized by its unique molecular structure, which allows it to be utilized in the synthesis of polymer dimers.

Uses

Used in Polymer Chemistry:
5,6,11,12-Tetradehydrodibenzo[a,e]cyclooctene is used as a reagent for the efficient preparation of polymer dimers. Its application in this field is due to its ability to facilitate the formation of dimeric structures, which are essential in various polymer-related processes and applications.
In the Polymer Industry:
5,6,11,12-Tetradehydrodibenzo[a,e]cyclooctene is used as a key component in the synthesis of polymer dimers for enhancing the properties of polymers. The use of this compound in the polymer industry is aimed at improving the overall performance of the resulting polymers, such as their strength, flexibility, and durability.

InChI:InChI=1/C16H8/c1-2-6-14-11-12-16-8-4-3-7-15(16)10-9-13(14)5-1/h1-8H

Upstream product

• 53334-12-6 5,6,11,12-Tetrabromo-5,6,11,12-dihydrodibenzocyclooctene 
• 91861-63-1 5,6,11,12-Tetrabromdibenzocycloocten 
• 468751-38-4 ortho-(phenylsulfonylmethyl)benzaldehyde 
• 468751-39-5 5,11-bis-benzenesulfonyl-dibenzo[a,e]cyclooctene 
• 262-89-5 dibenzo[a,e]cyclooctatetraene 
• 1460-59-9 5,6,11,12-tetrahydro-dibenzo[a,e]cyclooctene 
• 94275-22-6 5,11-dibromo-5,6,11,12-tetrahydrodibenzo[a,e]cyclooctadiene 
• 91-13-4 α,α'-dibromo-o-xylene 
• 53334-15-9 5,6-dibromo-5,6-dihydrodibenzocyclo-octene 
• 53397-66-3 5,6-didehydrodibenzocyclo-octene 
• 82651-72-7 ortho-(phenylsulfonylmethyl)benzonitrile 
• 468751-39-5 5,11-bis(phenylsulfonyl)dibenzo[a,e][8]annulene 
• 22115-41-9 2-(bromomethyl)benzonitrile 
• 2042-37-7 o-cyanobromobenzene 

Downstream Products

• 85135-51-9 C₄₂H₂₈N₄ 
• 1460-59-9 5,6,11,12-tetrahydro-dibenzo[a,e]cyclooctene 
• 196311-55-4 9,14,23,28-tetraphenyldiphenanthro[9,10-b:9',10'-n]tetraphenylene 
• 506442-12-2 C₄₈H₃₂N₄O₄ 
• 506442-14-4 C₅₀H₃₀N₂O₂ 
• 506442-13-3 2,10-diphenyl-2H,10H-2,10-diaza-tetraphenylene-3,11-dione 
• 198979-18-9 [(Ph₃P)2Pt](5,5,16,16-tetramethyl-5,16-didehydro-5,16-disiladibenzo[a,e]naphtho[c]cyclooctene) 
• 171909-67-4 5,5,10,10,15,15,20,20-octamethyl-5,10,15,20-tetrahydro-5,10,15,20-tetrasiladibenzo[b,n]tetraphenylene 
• 1116681-31-2 C₂₆H₂₈O 
• 1116681-26-5 C₂₇H₂₃ClO 
• 1116681-27-6 C₂₇H₂₃NO₃ 
• 1116681-25-4 C₂₇H₂₄O 
• 1116681-34-5 C₂₇H₂₂O 
• 1116681-33-4 C₂₄H₁₈O 

Relevant articles and documents

Transient protection of strained alkynes from click reaction via complexation with copper

A transient protection method of cyclooctynes from a click reaction with an azide through 1:1 complexation with a cationic copper(I) salt is reported. The application of the method to a cyclooctyne bearing a terminal alkyne enabled the selective copper-catalyzed click conjugation with an azide at the terminal alkyne moiety, which made cyclooctyne derivatives readily accessible.

Preparation and crystal structure of a 1:1 inclusion compound of 1,4,11,14-tetramethoxy-dibenzo[b,n]tetraphenylene with pyridine

The new host 1,4,11,14 tetramethoxy-dibenzo[b,n]tetraphenylene forms a 1:1 inclusion compound with pyridine, in which a pair of centrosymmetrically-related guest species are enclosed in the cage surrounded by six host molecules. C36H28O4·C5H5N, Fw = 603.68, triclinic, space group P-1, a = 11.796(2), b = 16.075(3), c = 9.004(2) A?; α = 98.39(3)°, β = 90.01(3)°, γ = 108.19(3)°, V = 1602.8(5) ,A?3, Z = 2, F(000) = 636, Dc = 1.251 g/cm3, μ = 0.080 mm-1. The final R indices [I > 2σ(I)] R1 = 0.0759, wR2 = 0.1970 for 5623 MoKα observed data.

Sequential Photochemistry of Dibenzo[a,e]dicyclopropa[c,g][8]annulene-1,6-dione: Selective Formation of Didehydrodibenzo[a,e][8]annulenes with Ultrafast SPAAC Reactivity

An order of magnitude difference in photoreactivity between bis- (photo-DIBOD, 1) and mono-cyclopropenone-caged dibenzocyclooctadiynes (MC-DIBOD, 5) allows for selective monodecarbonylation of 1. Alternatively, 5 is prepared by selective mono-cyclopropanation of dibenzo[a,e]cyclooctadiyne (DIBOD). MC-DIBOD (5) permits efficient sequential SPAAC cross-linking of azide-derivatized substrates. Cycloaddition to 5 converts an azide moiety into a photocaged form of triazole-fused dibenzo[a,e]cyclooctyne (3). While the azide reactivity of MC-DIBOD (5) and DIBOD is similar to that of other dibenzocyclooctynes, fusion of triazole to the dibenzocyclooctyne system in 3 results in a 3 orders of magnitude enhancement in SPAAC rates. In methanol, 3 reacts with butyl azide at an astonishing rate of 34 M-1 s-1, thus representing the most reactive cyclooctyne analogue reported so far. MC-DIBOD (5) was utilized in the preparation of mixed bis-triazoles and derivatization of the protein BSA with fluorescent dye and polyethylene glycol.

A visible-light photoactivatable di-nuclear PtIV triazolato azido complex

A novel PtIV triazolato azido complex [3]-[N1,N3] has been synthesised via a strain-promoted double-click reaction (SPDC) between a PtIV azido complex (1) and the Sondheimer diyne (2). Photoactivation of [3]-[N1,N3] with visible ligh

MULTICYCLIC AROMATIC COMPOUND AND ORGANIC LIGHT EMITTING DEVICE USING THE SAME

The present specification describes a multicyclic aromatic ring compound having a novel structure and an organic light emitting device using the same.