22871-75-6 Usage
Uses
Used in Chemical Synthesis:
Naphthalene-1,4-diboronic acid is used as a reagent for the synthesis of various organic compounds, particularly in the formation of biaryl compounds through palladium-catalyzed cross-coupling reactions. Its boronic acid groups facilitate the formation of carbon-carbon bonds, making it a versatile building block in organic chemistry.
Used in Carcinogenic Metabolite Synthesis:
Naphthalene-1,4-diboronic acid is employed as a reagent in the synthesis of carcinogenic oxidized metabolites of benzo[s]picene, benzo[rst]pentaphene, and dibenzo[b,def]chrysene. These metabolites are of interest in the study of the mechanisms of carcinogenesis and the development of potential cancer treatments.
Used in Pharmaceutical Research:
Due to its ability to form biaryl compounds, naphthalene-1,4-diboronic acid may also be used in the development of new pharmaceuticals, particularly those targeting protein-protein interactions or requiring specific structural motifs for biological activity.
Used in Material Science:
The compound may also find applications in the development of new materials, such as organic semiconductors or optoelectronic devices, where the electronic properties of naphthalene can be exploited for specific functions.
Check Digit Verification of cas no
The CAS Registry Mumber 22871-75-6 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,2,8,7 and 1 respectively; the second part has 2 digits, 7 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 22871-75:
(7*2)+(6*2)+(5*8)+(4*7)+(3*1)+(2*7)+(1*5)=116
116 % 10 = 6
So 22871-75-6 is a valid CAS Registry Number.
22871-75-6Relevant academic research and scientific papers
New synthetic approaches to polycyclic aromatic hydrocarbons and their carcinogenic oxidized metabolites: Derivatives of benzo[s]picene, benzo[rst]pentaphene, and dibenzo[b,def]chrysene
Zhang, Fang-Jie,Cortez, Cecilia,Harvey, Ronald G.
, p. 3952 - 3960 (2007/10/03)
A new synthetic approach to polycyclic aromatic compounds is described that entails in the key steps double Suzuki coupling of PAH bisboronic acid derivatives with o-bromoaryl aldehydes to furnish aryl dialdehydes that are converted to larger polycyclic aromatic ring systems by either (a) conversion to diolefins by Wittig reaction followed by photocyclization or (b) reductive cyclization with triflic acid and 1,3-propanediol. This synthetic method provides convenient access to as many as three different polycyclic aromatic ring systems from a single Suzuki coupled intermediate. It was utilized to synthesize substituted derivatives of benzo[s]picene, benzo[rst]pentaphene, dibenzo-[b,def]chrysene, and 13,14-dihydro-benz[g]indeno[2,1-a]fluorene, as well as the putative carcinogenic bisdihydrodiol metabolites of benzo[s]picene, benzo[rst]pentaphene, and dibenzo[b,def]chrysene.
