89694-45-1 Usage
Description
5-BROMO-2-METHOXYPHENYLBORONIC ACID is an organic compound that serves as a key intermediate in various chemical reactions and synthesis processes. It is characterized by the presence of a boron atom bonded to a phenyl ring, which is substituted with a bromine atom at the 5-position and a methoxy group at the 2-position. This unique structure endows it with versatile reactivity and selectivity in chemical transformations.
Uses
Used in Suzuki Reaction:
5-BROMO-2-METHOXYPHENYLBORONIC ACID is used as a reactant in Suzuki reactions, a type of cross-coupling reaction that facilitates the formation of carbon-carbon bonds between an organoboron compound and an organic halide or triflate. This reaction is widely employed in the synthesis of complex organic molecules, including pharmaceuticals, agrochemicals, and advanced materials.
Used in the Synthesis of Tweezers-like Aromatic Molecules:
5-BROMO-2-METHOXYPHENYLBORONIC ACID is used as a building block in the synthesis of tweezers-like aromatic molecules with luminescent properties. These molecules exhibit unique photophysical properties and have potential applications in the development of fluorescent sensors, molecular probes, and optoelectronic devices.
Used in Suzuki-Miyaura Cross-Coupling Reactions:
5-BROMO-2-METHOXYPHENYLBORONIC ACID is utilized as a reactant in Suzuki-Miyaura cross-coupling reactions, which are a subset of Suzuki reactions that involve the coupling of an organoboron compound with an organic halide or triflate. This reaction is particularly useful for the formation of biaryl and heteroaryl structures, which are common motifs in biologically active compounds and materials with unique electronic properties.
Check Digit Verification of cas no
The CAS Registry Mumber 89694-45-1 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 8,9,6,9 and 4 respectively; the second part has 2 digits, 4 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 89694-45:
(7*8)+(6*9)+(5*6)+(4*9)+(3*4)+(2*4)+(1*5)=201
201 % 10 = 1
So 89694-45-1 is a valid CAS Registry Number.
InChI:InChI=1/C7H8BBrO3/c1-12-7-3-2-5(9)4-6(7)8(10)11/h2-4,10-11H,1H3
89694-45-1Relevant articles and documents
Divergent synthesis of lamellarin α 13-sulfate, 20-sulfate, and 13,20-disulfate
Fukuda, Tsutomu,Ohta, Takeshi,Saeki, Sho,Iwao, Masatomo
scheme or table, p. 841 - 846 (2010/10/05)
A divergent synthesis of three sulfate derivatives of lamellarin α, namely, lamellarin α 13-sulfate (2), 20-sulfate (1), and 13,20-disulfate (4) has been achieved via a common intermediate (6) in which 13-OH and 20-OH of the lamellarin core are differentially protected by MOM and benzyl groups, respectively. Compound (6) in turn was prepared using sequential Suzuki-Miyaura coupling of 3,4-dihydroxypyrrole bistriflate (7) as a key reaction.
