8-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)quinoline

Basic Information

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CAS Number

190788-62-6

Molecular Formula

C15H18BNO2

Molecular Weight

255.13 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Basic Physical Properties

SMILES

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B1(OC(C(O1)(C)C)(C)C)C2=C3C(=CC=C2)C=CC=N3

InChI

InChI=1S/C15H18BNO2/c1-14(2)15(3,4)19-16(18-14)12-9-5-7-11-8-6-10-17-13(11)12/h5-10H,1-4H3

InChIKey

RNTGVJBKPQOGPS-UHFFFAOYSA-N

LogP

2.5340000000000007

Topological Polar Surface Area

31.35 Å²

Hydrogen Bond Donor/Acceptor

0 / 3

Complexity

329

Safety Information

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Hazard Statement

H315 Causes skin irritation
Skin corrosion/irritation

H319 Causes serious eye irritation
Serious eye damage/eye irritation

H335 May cause respiratory irritation
Specific target organ toxicity, single exposure; Respiratory tract irritation

Synonyms & References

English

190788-62-6
Quinoline-8-boronic acid, pinacol ester
QUINOLIN-8-YLBORONIC ACID PINACOL ESTER
AS-2399
8-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)quinoline
QUINOLINE-8-BORONIC ACID,PINACOL ESTER
EN300-1425826
MFCD05663894
Quinoline-8-boronic acid pinacol ester
MB03521
A22888
Quinoline-8-boronic acid, pinacol ester, HCl
SCHEMBL1068456
CS-0107137
QUINOLINE-8-BORONICACID,PINACOLESTER
DTXSID00590411
8-(TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)QUINOLINE
AKOS016009773
FT-0645170
Quinoline, 8-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-
8-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)quinoline
Quinoline-8-Boronic Acid,Pinacol Ester
8-Quinolineboronic acid pinacol ester
AMTB187
BM234
QUINOLINE-8-BORONIC ACID, PICOL ESTER

MDL Number

MFCD05663894

Customs Code

2934999090

FAQ

What are the physical and chemical properties of 8-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)quinoline (CAS: 190788-62-6)?

8-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)quinoline is a solid compound with a crystalline form. Its molecular weight is approximately 340.41 g/mol. It has low water solubility but is soluble in organic solvents like dimethylformamide (DMF) and acetonitrile. This compound exhibits limited reactivity under standard conditions, but it can undergo boron-containing reactions under specific conditions.

How is 8-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)quinoline (CAS: 190788-62-6) typically synthesized?

This compound can be synthesized via a multistep process involving the reaction of quinoline with a boronic acid derivative in the presence of a palladium catalyst and a base. The specific reaction conditions include the use of toluene as a solvent, triphenylphosphine as a ligand, and 2-iodobenzene as the boronic acid. This method provides high selectivity and a good yield.

What industries use 8-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)quinoline (CAS: 190788-62-6)?

8-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)quinoline finds applications in pharmaceuticals for its role as an intermediate in the synthesis of drugs. It is also used in the development of new materials, particularly in the field of organic electronics and semiconductors due to its unique electronic properties.

What precautions should be taken when handling 8-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)quinoline (CAS: 190788-62-6)?

Proper handling of 8-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)quinoline requires the use of personal protective equipment (PPE), including gloves, goggles, and a lab coat. It should be stored in a well-ventilated area or a fume hood. In case of a spill, it should be immediately cleaned up using appropriate absorbent materials. Always refer to the safety data sheet (SDS) for detailed safety information.