1519-46-6 Usage
Description
O-Xylylenebis(triphenylphosphonium bromide) is an organic compound with the chemical formula C36H30Br2P2O. It is a phosphonium salt that consists of two triphenylphosphonium groups connected by an o-xylylene bridge. O-XYLYLENEBIS(TRIPHENYLPHOSPHONIUM BROMIDE) is known for its unique structural properties and has been utilized in various chemical reactions and applications due to its versatile nature.
Uses
1. Used in Organic Synthesis:
O-Xylylenebis(triphenylphosphonium bromide) is used as a reactant for the synthesis of various complex organic molecules, such as [6.8]3cyclacene and polyunsaturated [23] and [24]metacyclophanes. Its ability to participate in multiple types of chemical reactions makes it a valuable component in the synthesis of these compounds.
2. Used in Selective Inclusion:
This phosphonium salt is utilized for the selective inclusion of equatorial isomers of cyclohexane-polyols in phosphonium salt hosts. The selective inclusion property of O-Xylylenebis(triphenylphosphonium bromide) allows for the separation and purification of specific isomers, which is crucial in various chemical and pharmaceutical applications.
3. Used in Photoactive Platinum(II) DNA Intercalator Synthesis:
O-Xylylenebis(triphenylphosphonium bromide) is employed in the synthesis of photoactive platinum(II) DNA intercalators. These intercalators are essential in the study of DNA structure and function, as well as in the development of new antiviral and anticancer drugs.
4. Used in the Preparation of (Phenylenedivinylene)bis[pyrrole] Derivatives:
This phosphonium salt is used in the preparation of (phenylenedivinylene)bis[pyrrole] derivatives, which are important components in the development of organic electronic materials, such as organic light-emitting diodes (OLEDs) and organic field-effect transistors (OFETs).
5. Used in the Synthesis of Acyclic, Ring, and Cage As,C Compounds:
O-Xylylenebis(triphenylphosphonium bromide) is used in the reaction with sodium hexamethyldisilazide to form acyclic, ring, and cage As,C compounds. These compounds have potential applications in the development of new materials with unique properties, such as high thermal stability and electrical conductivity.
6. Used in the Synthesis of Styryl Substituted Annelated Furan Derivatives:
This phosphonium salt is also used in the synthesis of styryl substituted annelated furan derivatives, which are important intermediates in the production of various pharmaceuticals and agrochemicals.
Check Digit Verification of cas no
The CAS Registry Mumber 1519-46-6 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,5,1 and 9 respectively; the second part has 2 digits, 4 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 1519-46:
(6*1)+(5*5)+(4*1)+(3*9)+(2*4)+(1*6)=76
76 % 10 = 6
So 1519-46-6 is a valid CAS Registry Number.
InChI:InChI=1/C44H38P2.2BrH/c1-7-23-39(24-8-1)45(40-25-9-2-10-26-40,41-27-11-3-12-28-41)35-37-21-19-20-22-38(37)36-46(42-29-13-4-14-30-42,43-31-15-5-16-32-43)44-33-17-6-18-34-44;;/h1-34H,35-36H2;2*1H/q+2;;/p-2
1519-46-6Relevant articles and documents
NMR and DFT study on onium ions derived from substituted fluoranthenes and benzo[κ]fluoranthenes
Okazaki, Takao,Adachi, Taisuke,Kitagawa, Toshikazu
, p. 464 - 471 (2013)
Fluoranthene and benzo[k]fluoranthene (3) are nonalternant polyaromatic hydrocarbons. Their derivatives, 3-acetyl, 8-acetyl, 3-nitro, and 3-aminofluoranthenes (4, 5, 7, and 8) were reacted in FSO3H/SO 2ClF and the solutions were observed by NMR measurements at low temperatures, which showed the formation of PAH-substituted onium ions. The most deshielded 13C peaks in fluoranthene frames were observed at 155.7 and 148.7 ppm for 4H+, 154.4 ppm for 5H+, 159.1 and 139.6 ppm for 7H+, and 139.7 ppm for 8H+. Distribution of the positive charges were estimated on the basis of changes in 13CNMR chemical shifts between onium ions and their corresponding parent compounds. Only limited delocalization of positive charges into the aromatic rings was found to occur. GIAO-derived NMR chemical shifts calculated by the DFT method were generally consistent with the experimental chemical shifts. DFT calculations suggested that benzo[k]fluoranthene (3) is favored to be protonated at C-3/C-7 positions. GIAO-derived NICS(1)zz were computed to elucidate aromaticity/antiaromaticity, and the results suggested that the five-membered rings are antiaromatic for cations 4H+, 7H+, 8H +, and 3aH+ (3-benzo[k]fluoranthenium ion).
Thermal electrocyclization reactions II: Benzooctatetraenes and benzodecapentaenes
Vuk, Dragana,Marini?, ?eljko,Mol?anov, Kre?imir,Margeti?, Davor,?kori?, Irena
, p. 886 - 891 (2014/01/23)
Thermal electrocyclization reactions of benzooctatetraenes and benzodecapentaenes substituted with R=H, Cl, and methyl were studied experimentally and computationally. Methyl and unsubstituted benzooctatetraenes and benzodecapentaenes give the [4.2.0]bicyclooctadiene products by 8π,6π-electrocyclization. Chlorine substitution led to thermal rearrangement of the initially formed 8π,6π-electrocyclization intermediates to give unprecedented products.
Photochemical transformation of β,β′-dithienyl substituted o-divinylbenzenes leading to 1,2-dihydronaphthalenes or fused pentacyclic compounds: First evidence of electrocyclization process via 2,3- dihydronaphthalene intermediates
Vuk, Dragana,Marini?, ?eljko,Mol?anov, Kre?imir,Koji?-Prodi?, Biserka,?indler-Kulyk, Marija
body text, p. 6873 - 6880 (2012/09/22)
The photochemical behaviour of 2,2′-(o-phenylenedivinylene) dithiophenes (7a-c), 3,3′-(o-phenylenedivinylene)dithiophene (8a) and 3,3′-(o-phenylenedivinylene)dibenzothiophene (8b) was studied under the low concentrations. An intramolecular reaction via the 2,3-dihydronaphthalene intermediate has been observed in all studied examples accompanied by dimerization and polymerization. The 1,2-dihydro-2,3-dithienylnaphthalenes (9a-c) were isolated (7-9%) from the 2-thiophene derivatives while the 3-thiophene derivatives gave polycyclic structures (13-44% yield).
