768-35-4 Usage
Description
3-Fluorophenylboronic acid is an organic compound that serves as a versatile intermediate in various chemical reactions and synthesis processes. It is characterized by the presence of a boron atom bonded to a phenyl ring with a fluorine atom at the 3-position. This unique structure endows it with specific reactivity and properties that make it valuable in a range of applications.
Uses
Used in Suzuki Reaction:
3-Fluorophenylboronic acid is used as a coupling partner in the Suzuki reaction, a widely employed palladium-catalyzed cross-coupling process. This reaction facilitates the formation of carbon-carbon bonds between an organoboronic acid and an organic halide or triflate, enabling the synthesis of various organic compounds, including complex molecules and pharmaceuticals.
Used in the Synthesis of Liquid Crystals:
3-Fluorophenylboronic acid is used as a key intermediate in the synthesis of liquid crystals, specifically in the production of novel liquid crystalline fluorobiphenylcyclohexenes and difluoroterphenyls. These liquid crystals are essential components in display technologies, such as liquid crystal displays (LCDs), due to their unique optical and electro-optical properties.
Used in the Synthesis of o-Phenylphenols:
3-Fluorophenylboronic acid is used as a starting material in the synthesis of o-phenylphenols, which are potent leukotriene B4 receptor agonists. These compounds have potential applications in the pharmaceutical industry, particularly in the development of drugs targeting inflammatory and immune response pathways.
Flammability and Explosibility
Notclassified
Check Digit Verification of cas no
The CAS Registry Mumber 768-35-4 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 7,6 and 8 respectively; the second part has 2 digits, 3 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 768-35:
(5*7)+(4*6)+(3*8)+(2*3)+(1*5)=94
94 % 10 = 4
So 768-35-4 is a valid CAS Registry Number.
InChI:InChI=1/C26H4F20P2/c27-3-7(31)15(39)23(16(40)8(3)32)47(24-17(41)9(33)4(28)10(34)18(24)42)1-2-48(25-19(43)11(35)5(29)12(36)20(25)44)26-21(45)13(37)6(30)14(38)22(26)46/h1-2H2
768-35-4Relevant articles and documents
Chirality-Driven Mode of Binding of α-Aminophosphonic Acid-Based Allosteric Inhibitors of the Human Farnesyl Pyrophosphate Synthase (hFPPS)
Feng, Yuting,Park, Jaeok,Li, Shi-Guang,Boutin, Rebecca,Viereck, Peter,Schilling, Matthew A.,Berghuis, Albert M.,Tsantrizos, Youla S.
, p. 9691 - 9702 (2019/11/03)
Thienopyrimidine-based allosteric inhibitors of the human farnesyl pyrophosphate synthase (hFPPS), characterized by a chiral α-aminophosphonic acid moiety, were synthesized as enantiomerically enriched pairs, and their binding mode was investigated by X-ray crystallography. A general consensus in the binding orientation of all (R)- and (S)-enantiomers was revealed. This finding is a prerequisite for establishing a reliable structure-activity relationship (SAR) model.
Synthesis and evaluation of sulfonamide derivatives as potent Human Uric Acid Transporter 1 (hURAT1) inhibitors
Yang, Xintuo,Pang, Xuehai,Fan, Lei,Li, Xinghai,Chen, Yuanwei
supporting information, p. 1919 - 1922 (2017/04/10)
This letter presents synthesis and structure-activity relationship study of sulfonamide derivatives as inhibitors of Human Uric Acid Transporter 1 (hURAT1). Among all tested sulfonamide derivatives, compounds 9b, 16i and 19b exhibited excellent inhibition activity with IC50 value of 10, 2, and 83?nM, respectively. In addition, compounds 9b and 19b demonstrated moderate PK profile in rats.
Scalable, Metal- and Additive-Free, Photoinduced Borylation of Haloarenes and Quaternary Arylammonium Salts
Mfuh, Adelphe M.,Doyle, John D.,Chhetri, Bhuwan,Arman, Hadi D.,Larionov, Oleg V.
supporting information, p. 2985 - 2988 (2016/03/19)
We report herein a simple, metal- and additive-free, photoinduced borylation of haloarenes, including electron-rich fluoroarenes, as well as arylammonium salts directly to boronic acids. This borylation method has a broad scope and functional group tolerance. We show that it can be further extended to boronic esters and carried out on gram scale as well as under flow conditions.