2-Bromothiophenol, CAS No. 6320-02-1

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6320-02-1

Catalog No. EBD44319

CAS 6320-02-1

Name 2-Bromothiophenol

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Basic Information

Synonyms: 2-bromobenzenethiolate 2-bromobenzenethiol 2-bromothiophenol

Molecular Formula: C6H5BrS

Molecular Weight: 189.07

MDL Number: MFCD00004827

Categories: Synthetic Chemistry > Organic Building Blocks > Halogenated Compounds Synthetic Chemistry > Organic Building Blocks > Sulfides and Thioethers

Product Description:

2-Bromothiophenol is an organosulfur compound featuring both a bromine atom and a thiol (-SH) group attached to a benzene ring. It is a versatile bifunctional building block in organic synthesis, serving as a key precursor for the construction of various sulfur-containing heterocycles and complex molecules. Its primary utility lies in its dual reactivity. The bromine atom is amenable to palladium-catalyzed cross-coupling reactions (e.g., Suzuki, Heck, Sonogashira), while the thiol group can participate in nucleophilic substitution, oxidation to disulfides, or act as a ligand for metal coordination. This makes it a valuable reagent for synthesizing thioethers, benzothiazoles, and other pharmacologically relevant scaffolds. It is also used in materials science for the functionalization of surfaces and polymers. Handling requires caution due to its unpleasant odor characteristic of thiols and potential toxicity. It should be stored under an inert atmosphere to prevent oxidation to the corresponding disulfide.

Physical Properties

Boiling Point: 128-130 °C/25 mmHg(lit.)

Flash Point: 110 °C

Density: 1.573 g/mL at 25 °C(lit.)

Solubility: immiscible with water

Refractivity: n20/D 1.635(lit.)

Storage: −20°C

Safety Information

Packing Level:

Hazard Category:

Transport Codes: 3334

Analytical Data

Appearance: clear yellow liquid