120986-85-8 Usage
Description
5-Bromopentylboronic acid is a chemical compound characterized by the molecular formula C5H10BBrO2. It is a boronic acid derivative featuring a bromine atom attached to a pentyl group, which endows it with unique reactivity and utility in various chemical processes.
Uses
Used in Organic Synthesis:
5-Bromopentylboronic acid serves as a versatile building block in organic synthesis, particularly for the creation of pharmaceuticals, agrochemicals, and advanced materials. Its structural attributes allow it to be integrated into complex organic molecules, enhancing the diversity and functionality of synthesized compounds.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 5-Bromopentylboronic acid is utilized as a key intermediate for the synthesis of various drug molecules. Its boronic acid group plays a crucial role in facilitating metal-catalyzed cross-coupling reactions, which are essential for constructing bioactive compounds with specific therapeutic properties.
Used in Agrochemical Industry:
5-Bromopentylboronic acid is also employed in the agrochemical sector for the development of novel pesticides and other crop protection agents. Its reactivity in organic reactions enables the synthesis of new agrochemicals with improved efficacy and selectivity, contributing to sustainable agriculture practices.
Used in Material Science:
In the field of material science, 5-Bromopentylboronic acid is applied as a component in the synthesis of advanced materials with tailored properties. Its incorporation into polymers, coatings, and other materials can enhance their performance characteristics, such as thermal stability, mechanical strength, and chemical resistance.
Used in Suzuki-Miyaura Cross-Coupling Reactions:
5-Bromopentylboronic acid is a valuable reagent in Suzuki-Miyaura cross-coupling reactions, a widely used method for the formation of carbon-carbon bonds in organic chemistry. Its boronic acid group acts as a ligand for metal catalysts, enabling the efficient coupling of various organic halides and boronic acids, thus expanding the scope of synthetic applications.
Check Digit Verification of cas no
The CAS Registry Mumber 120986-85-8 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,2,0,9,8 and 6 respectively; the second part has 2 digits, 8 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 120986-85:
(8*1)+(7*2)+(6*0)+(5*9)+(4*8)+(3*6)+(2*8)+(1*5)=138
138 % 10 = 8
So 120986-85-8 is a valid CAS Registry Number.
120986-85-8Relevant articles and documents
Potassium haloalkyltrifluoroborate salts: Synthesis, application, and reversible ligand replacement with MIDA
Burke, Sarah J.,Gamrat, James M.,Santhouse, Jacqueline R.,Tomares, Dylan T.,Tomsho, John W.
, p. 5500 - 5503 (2015)
Increased interest in boron-containing pharmaceuticals has created a need for efficient syntheses of organoboron compounds. This article describes one- and two-pot syntheses of potassium haloalkyltrifluoroborate salts, important building blocks for the incorporation of boron into complex molecules. The sequential, high-yielding procedures (65% to 92%) involve hydroboration of commercially available haloalkenes with dichloroborane (prepared in situ from triethylsilane and boron trichloride), followed by treatment of the crude hydroboration products with potassium hydrogen difluoride. A hexaethyldisiloxane byproduct that hinders the isolation of the desired boronic acids and esters was identified and easily removed via this procedure. The value of the potassium haloalkyltrifluoroborate salts is subsequently demonstrated in example substitution reactions, which were followed by a reversible ligand replacement with N-methyliminodiacetic acid (MIDA). Reversibly switching these orthogonal boron protecting groups enables full exploitation of their favorable chemical properties, effectively bridging these platforms and further expanding their scope and utility.
