2-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine

Basic Information

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CAS Number

660867-80-1

Molecular Formula

C12H18BNO2

Molecular Weight

219.09 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Basic Physical Properties

Melting Point

73.0 to 77.0 deg-C

Boiling Point

315.9℃ at 760 mmHg

Density

1.02

Flash Point

144.8℃

Refractive Index

1.489

SMILES

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B1(OC(C(O1)(C)C)(C)C)C2=CC(=NC=C2)C

InChI

InChI=1S/C12H18BNO2/c1-9-8-10(6-7-14-9)13-15-11(2,3)12(4,5)16-13/h6-8H,1-5H3

InChIKey

MBTULFIFECUURA-UHFFFAOYSA-N

LogP

1.68922

Topological Polar Surface Area

31.35 Å²

Hydrogen Bond Donor/Acceptor

0 / 3

Complexity

252

Safety Information

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GHS Hazard Pictograms

H315

H319

H335

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

660867-80-1
(2-METHYLPYRIDIN-4-YL)BORONIC ACID PINACOL ESTER
SY005794
AB43339
J-509968
DTXSID50585998
2-Methylpyridine-4-boronic acid pinacol ester
MFCD08061590
2-methyl-4-(tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine
BCP32086
2-methyl-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)pyridine
SCHEMBL253320
2-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-pyridine
EN300-109705
2-Methylpyridine-4-boronic acid pinacol
AKOS005259389
2-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine
CS-W000958
AM20061423
2-(2-Methyl-4-pyridyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
Z1425855882
A25370
PYRIDINE, 2-METHYL-4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-
2-Methyl-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-pyridine
M2867
2-methylpyridine-4-boronic acid pinacol ester, AldrichCPR
DS-16700
MBTULFIFECUURA-UHFFFAOYSA-N
2-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine
2-Methyl-4-pyridineboronicacidpinacolester
AMBA00034

MDL Number

MFCD08061590

Customs Code

2934999090

FAQ

What are the physical and chemical properties of 2-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine (CAS: 660867-80-1)?

2-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine is a crystalline compound with a molecular weight of approximately 332.4 g/mol. It has low solubility in water but is more soluble in organic solvents like DMF and DMSO. The compound is reactive towards nucleophiles and can participate in various organic transformations, such as Suzuki coupling reactions. It is stable under normal laboratory conditions but should be stored away from moisture and heat.

How is 2-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine (CAS: 660867-80-1) typically synthesized?

2-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine is typically synthesized via the reaction of 2-methylpyridine with 1,3,2-dioxaborine in the presence of a base such as potassium carbonate and a palladium catalyst, such as Pd(PPh3)4. The method provides good yield and selectivity, making it a common approach for the synthesis of this compound in academic and industrial settings.

What industries use 2-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine (CAS: 660867-80-1)?

2-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine is primarily used in the pharmaceutical and polymer industries. It serves as a key intermediate in the synthesis of various drugs and polymers due to its excellent reactivity in cross-coupling reactions. Additionally, it finds applications in the development of sensors and semiconductors, where its unique chemical properties are leveraged.

What precautions should be taken when handling 2-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine (CAS: 660867-80-1)?

When handling 2-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine, it is essential to use proper personal protective equipment (PPE), including gloves, goggles, and a lab coat. Work should be conducted in a fume hood to minimize exposure. Spills should be cleaned up immediately using appropriate absorbent materials and rinsing with water. Always refer to the Safety Data Sheet (SDS) for detailed information on handling, storage, and disposal.