13209-15-9 Usage
Description
ALPHA,ALPHA,ALPHA',ALPHA'-TETRABROMO-O-XYLENE is an organic compound that is utilized as a key intermediate in the synthesis of various complex organic molecules and materials. It is characterized by its tetrabromine substitution on the xylylenic core, which allows for a range of chemical reactions and applications in different fields.
Uses
Used in Chemical Synthesis:
ALPHA,ALPHA,ALPHA',ALPHA'-TETRABROMO-O-XYLENE is used as a chemical intermediate for the synthesis of various organic compounds. It is used as a starting material to obtain trans/cis-2,3-bis(chloromethyl)-1,4-methano-1,2,3,4-tetrahydroanthracene by reacting with 5endo,6endo-bis-chlormethyl-norborn-2-en. Additionally, it is involved in the preparation of 1-(3-butenyl)-2-(deuteriomethyl)benzene by reacting with allylmagnesium bromide, and it is also used to prepare exo-benzocyclobuteno-1,2,3,4-tetrahydro-1,4-methanoanthracene by reacting with exo-1,4,4a,8b-tetrahydro-1,4-methanobiphenylene.
Used in Polymer Synthesis:
In the Polymer Industry, ALPHA,ALPHA,ALPHA',ALPHA'-TETRABROMO-O-XYLENE is used as a precursor for the synthesis of Poly(o-phenylene vinylene) (o-PPV) via electrochemical polymerization. This polymer is known for its electronic and optical properties, making it suitable for applications in the field of organic electronics.
Used in Electronics:
ALPHA,ALPHA,ALPHA',ALPHA'-TETRABROMO-O-XYLENE is used as a precursor in the Electronics Industry for the development of pentacene derivatives by reacting with naphthalene moieties. These derivatives are essential components in the fabrication of organic thin-film transistors (OTFTs), which are widely used in flexible electronics and display technologies.
Used in Coordination Chemistry:
In the field of Coordination Chemistry, ALPHA,ALPHA,ALPHA',ALPHA'-TETRABROMO-O-XYLENE is used to prepare bitopic pyrazole containing ligands. These ligands are vital for the formation of coordination complexes with various metal ions, which find applications in catalysis, sensing, and materials science.
Check Digit Verification of cas no
The CAS Registry Mumber 13209-15-9 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,3,2,0 and 9 respectively; the second part has 2 digits, 1 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 13209-15:
(7*1)+(6*3)+(5*2)+(4*0)+(3*9)+(2*1)+(1*5)=69
69 % 10 = 9
So 13209-15-9 is a valid CAS Registry Number.
13209-15-9Relevant articles and documents
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Wawzonek,Karll
, p. 1666 (1948)
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Photophysical and photochemical properties and aggregation behavior of phthalocyanine and naphthalocyanine derivatives
de Souza, Thalita F. M.,Antonio, Felipe C. T.,Zanotto, Mateus,Homem-De-Mello, Paula,Ribeiro, Anderson O.
, p. 1199 - 1209 (2018/05/07)
The photophysical and photochemical properties of phthalocyanine and naphthalocyanine with similar structures were studied in solution and with density-functional theory (DFT) computational method. The extended π-conjugated system in naphthalocyanines causes a bathochromic shift in UV-Vis, emission and excitation bands, and promotes lesser generation of singlet oxygen in solution when compared to phthalocyanines. Time dependent DFT (TD-DFT) calculations point out the molecular orbitals involved in Q-band transition, corresponding to highest occupied molecular orbital (HOMO) to lowest unoccupied molecular orbital (LUMO) transition with a concentration of charge along x-axis, while the transition to LUMO+1 is in y-axis direction. The presence of tert-butyl substituents does not affect the molecular orbitals shape, but affect their energies. Aggregation studies in dimethyl sulfoxide (DMSO):water solutions showed that naphthalocyanines studied have more aggregation tendency than the phthalocyanines. DFT studies indicated that stacked-dimers are preferred to rotated-stacked conformation due the interaction between ZnII and nitrogen atom from different monomers.
Photothermal Side-Chain Bromination of Methyl-, Dimethyl-, and Trimethylbenzenes with N-Bromosuccinimide
Mataka, Shuntaro,Liu, Guo-Bin,Sawada, Tsuyoshi,Kurisu, Masayoshi,Tashiro, Masashi
, p. 1113 - 1119 (2007/10/02)
Tri- and dibromination of methyl-, dimethyl-, and trimethylbenzenes with N-bromosuccinimide were accomplished by photothermal reaction with a tungsten lamp in carbon tetrachloride or benzene. (Dibromomethyl)arenes and (tribromomethyl) derivatives were produced depending upon a solvent used and a substituent on the benzene ring.In the bromination of methylbenzenes without a substituent on the ortho-position, (tribromomethyl)benzenes were formed.On the other hand, ortho-substituted methylbenzenes gave (dibromomethyl)benzenes. α,β-Dibromo-1,2-diarylstilbenes were formed via the debrominative carbon-carbon coupling reaction of ...