2-Bromo-6-(bromomethyl)pyridine

Basic Information

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CAS Number

83004-10-8

Molecular Formula

C6H5Br2N

Molecular Weight

250.92 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Agricultural Chemicals Pesticides Herbicides

Basic Physical Properties

Melting Point

82-85°C

Boiling Point

275 ºC

Density

1.955

Flash Point

120 ºC

SMILES

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BrCc1cccc(Br)n1

InChI

InChI=1S/C6H5Br2N/c7-4-5-2-1-3-6(8)9-5/h1-3H,4H2

InChIKey

LSRDTCMNGSMEEI-UHFFFAOYSA-N

LogP

2.7390000000000008

Topological Polar Surface Area

12.89 Å²

Hydrogen Bond Donor/Acceptor

0 / 1

Safety Information

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Hazard Statement

H302 Harmful if swallowed
Acute toxicity, oral

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

Hazard Class

Class IRRITANT Class IRRITANT

Synonyms & References

English

2-Bromo-6-(bromomethyl)pyridine
2-bromo-6-bromomethyl-pyridine
Pyridine,2-bromo-6-(bromomethyl)-
6-Bromo-2-bromomethylpyridine
2-bromo-6-(bromomethyl)pyridine

MDL Number

MFCD07368202

Customs Code

2933399090

FAQ

What are the physical and chemical properties of 2-Bromo-6-(bromomethyl)pyridine (CAS: 83004-10-8)?

2-Bromo-6-(bromomethyl)pyridine is a crystalline solid with a molecular weight of approximately 235.04 g/mol. It has a low solubility in water but is more soluble in organic solvents like dichloromethane and acetonitrile. The compound shows moderate reactivity, particularly towards nucleophiles and reducing agents. It is often used in organic synthesis and reacts via electrophilic aromatic substitution and nucleophilic substitution mechanisms.

How is 2-Bromo-6-(bromomethyl)pyridine (CAS: 83004-10-8) typically synthesized?

2-Bromo-6-(bromomethyl)pyridine is typically synthesized via a reduction of 2-chloro-6-(chloromethyl)pyridine followed by bromination. This process often uses a palladium catalyst in the presence of a basic solvent. The reaction is conducted under mild conditions to ensure high selectivity and yield. Commonly, sodium borohydride is used for the initial reduction step, followed by Br2 in the presence of a base like NaHCO3 or NaOH.

What industries use 2-Bromo-6-(bromomethyl)pyridine (CAS: 83004-10-8)?

2-Bromo-6-(bromomethyl)pyridine is primarily used in the pharmaceutical industry for the synthesis of intermediates. It also finds applications in the polymer industry for the development of functional materials. Additionally, it is used in the production of sensors and semiconductors as a precursor in various organic synthesis reactions.

What precautions should be taken when handling 2-Bromo-6-(bromomethyl)pyridine (CAS: 83004-10-8)?

Proper handling of 2-Bromo-6-(bromomethyl)pyridine requires the use of personal protective equipment (PPE) including gloves, goggles, and a lab coat. Work should be conducted in a well-ventilated hood to minimize exposure to vapors. Spills should be cleaned up with appropriate absorbent materials and handled according to a safety data sheet (SDS). Ingestion, inhalation, or contact with the eyes should be avoided. Emergency showers and eyewash stations should be readily accessible.