4-Methyl-2-(tributylstannyl)pyridine

Basic Information

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CAS Number

301652-23-3

Molecular Formula

C18H33NSn

Molecular Weight

382.18 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Basic Physical Properties

Boiling Point

401.1°C at 760 mmHg

Solubility

Insuluble (1.5E-3 g/L) (25 ºC),

SMILES

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CCCC[Sn](CCCC)(CCCC)c1cc(C)ccn1

InChI

InChI=1S/C6H6N.3C4H9.Sn/c1-6-2-4-7-5-3-6;3*1-3-4-2;/h2-4H,1H3;3*1,3-4H2,2H3;

InChIKey

SHMPGQWVDZTZBX-UHFFFAOYSA-N

LogP

5.446120000000006

Topological Polar Surface Area

12.89 Å²

Hydrogen Bond Donor/Acceptor

0 / 1

Safety Information

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Hazard Statement

H301 Toxic if swallowed
Acute toxicity, oral

H312 Harmful in contact with skin
Acute toxicity, dermal

H315 Causes skin irritation
Skin corrosion/irritation

H319 Causes serious eye irritation
Serious eye damage/eye irritation

H372 Causes damage to organs through prolonged or repeated exposure
Specific target organ toxicity, repeated exposure

Hazard Class

Class 6.1 Class 6.1

Synonyms & References

English

Pyridine, 4-methyl-2-(tributylstannyl)-
4-Methyl-2-(tributylstannyl)pyridine
4-Methyl-2-(tri-n-butylstannyl)pyridine
4-Methyl-2-(tributylstannanyl)pyridine
tributyl-(4-methylpyridin-2-yl)stannane

MDL Number

MFCD07787403

Customs Code

2933399090

FAQ

What are the physical and chemical properties of 4-Methyl-2-(tributylstannyl)pyridine (CAS: 301652-23-3)?

4-Methyl-2-(tributylstannyl)pyridine is a solid with a crystalline form. Its molecular weight is approximately 405.4 g/mol. It is poorly soluble in water but has good solubility in organic solvents such as ethers and alcohols. This compound shows limited reactivity, primarily through the tributylstannyl group, which can participate in organometallic reactions.

How is 4-Methyl-2-(tributylstannyl)pyridine (CAS: 301652-23-3) typically synthesized?

4-Methyl-2-(tributylstannyl)pyridine is typically synthesized via a Grignard reaction or a Stille coupling reaction. The reaction involves the coupling of 4-methylpyridine with tributyltin bromide in the presence of a palladium catalyst, such as tetrakis(triphenylphosphine)palladium(0). The yield is usually around 70-80%, and the reaction is carried out under mild conditions in the presence of a base like cesium carbonate.

What industries use 4-Methyl-2-(tributylstannyl)pyridine (CAS: 301652-23-3)?

4-Methyl-2-(tributylstannyl)pyridine is primarily used in the pharmaceutical and semiconductor industries. It serves as a ligand in organometallic compounds, facilitating the synthesis of various metal complexes. In the semiconductor industry, it is used as a precursor in the production of organic light-emitting diodes (OLEDs) due to its ability to form stable complexes with metal ions.

What precautions should be taken when handling 4-Methyl-2-(tributylstannyl)pyridine (CAS: 301652-23-3)?

When handling 4-Methyl-2-(tributylstannyl)pyridine, it is essential to use appropriate personal protective equipment (PPE) including gloves and safety goggles. This compound should be conducted in a well-ventilated fume hood to minimize exposure. Spills should be cleaned up using appropriate absorbent materials and should be reported to the laboratory supervisor. For detailed safety information, refer to the Material Safety Data Sheet (MSDS) or Safety Data Sheet (SDS).