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

Basic Information

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CAS Number

445264-61-9

Molecular Formula

C12H18BNO3

Molecular Weight

235.09 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Basic Physical Properties

Melting Point

51.0 to 55.0 deg-C

Boiling Point

102°C/0.08mmHg

Density

1.067

Refractive Index

1.5

SMILES

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B1(OC(C(O1)(C)C)(C)C)C2=CN=C(C=C2)OC

InChI

InChI=1S/C12H18BNO3/c1-11(2)12(3,4)17-13(16-11)9-6-7-10(15-5)14-8-9/h6-8H,1-5H3

InChIKey

QOGNDJLSYMJGPP-UHFFFAOYSA-N

LogP

1.3893999999999997

Topological Polar Surface Area

40.58 Å²

Hydrogen Bond Donor/Acceptor

0 / 4

Complexity

267

Safety Information

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GHS Hazard Pictograms

H315

H319

Hazard Statement

H315 Causes skin irritation
Skin corrosion/irritation

H319 Causes serious eye irritation
Serious eye damage/eye irritation

Synonyms & References

English

445264-61-9
SY022302
6-methoxypyridin-3-ylboronic acid pinacol ester
A826612
Z2044774133
2-(6-Methoxy-3-pyridyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
AC-24359
2-Methoxypyridine-5-boronic acid pinacol ester
M2650
Pyridine, 2-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-
MFCD05663858
6-Methoxy-3-pyridylboronic Acid Pinacol Ester
2-Methoxy-5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine (2-Methoxy-5-pyridineboronic acid pinacol ester)
J-509817
SCHEMBL837572
2-Methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine
FT-0644695
CS-W008133
6-Methoxypyridine-3-boronic acid pinacol ester
DS-13984
2-Methoxypyridine-5-boronic acid pinacol ester, 97%
2-Methoxyl-5-pyridineboronic acid pinacol ester
AKOS005259449
2-methoxy-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-pyridine
AB21962
2-methoxy-5-(4,4,5,5-tetramethyl-[1,3,2]-dioxaborolan-2-yl)-pyridine
6-Methoxy-pyridine-3-boronic acid pinacol ester
2-Methoxy-5-pyridineboronic acid pinacol ester
DTXSID40584511
2-METHOXYPYRIDINE-5-BORONIC ACID, PINACOL ESTER
EN300-316760

MDL Number

MFCD05663858

Customs Code

2934999090

FAQ

What are the physical and chemical properties of 2-Methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine (CAS: 445264-61-9)?

2-Methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine is a crystalline solid with a molecular weight of approximately 344.4 g/mol. It is soluble in organic solvents like THF and DMSO but has limited solubility in water. The compound shows moderate reactivity towards nucleophiles, making it useful in various synthetic transformations. It is stable under normal laboratory conditions but should be stored away from moisture and heat.

How is 2-Methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine (CAS: 445264-61-9) typically synthesized?

2-Methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine is typically synthesized via a cross-coupling reaction. The synthesis involves the reaction of 5-bromopyridine with a boronic acid ester in the presence of a phase transfer catalyst like tetrabutylammonium fluoride (TBAF) and a base like triethylamine. The yield is generally high, and the reaction is known for its high regioselectivity and tolerance of functional groups.

What industries use 2-Methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine (CAS: 445264-61-9)?

2-Methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine finds applications in the pharmaceutical industry, particularly in the synthesis of complex organic molecules. It is also used in the polymer industry for the modification of polymers and in semiconductor industry for the production of electronic materials. Additionally, it is utilized in sensor technology for the detection of various analytes.

What precautions should be taken when handling 2-Methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine (CAS: 445264-61-9)?

When handling 2-Methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine, it is important to wear appropriate personal protective equipment (PPE) such as gloves, goggles, and a laboratory coat. Work should be conducted in a well-ventilated area or fume hood to avoid inhalation of the vapors. Spills should be cleaned up immediately using appropriate absorbents, and the area should be well-ventilated before continuing work. Always refer to the Safety Data Sheet (SDS) for specific handling and disposal instructions.