3-bromobenzenethiol, CAS No. 6320-01-0

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6320-01-0

Catalog No. EBD216875

CAS 6320-01-0

Name 3-bromobenzenethiol

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Basic Information

Synonyms: 3-bromobenzenethiol 3-bromobenzenethiolate m-bromobenzenethiol 3-bromothiophenol (3-bromophenyl)mercaptan 3-bromo-thiophenol

Molecular Formula: C6H5BrS

Molecular Weight: 189.07

MDL Number: MFCD00009603

Categories: Synthetic Chemistry > Organic Building Blocks > Sulfides and Thioethers Synthetic Chemistry > Basic Synthetic Reagents > Halogenation Reagents

Product Description:

3-Bromobenzenethiol is an organosulfur compound featuring both a bromine substituent and a thiol (-SH) functional group on a benzene ring. It is a versatile building block in organic synthesis, primarily valued for its dual reactivity. The thiol group can participate in thiol-ene click reactions, form disulfide bonds, or act as a nucleophile, while the bromine atom serves as an excellent site for transition-metal-catalyzed cross-coupling reactions, such as Suzuki, Stille, or Negishi couplings. Its primary application is as a key intermediate in the synthesis of more complex molecules, particularly in pharmaceutical and materials chemistry research. It is used to introduce phenylthioether moieties or to construct sulfur-containing heterocycles. The compound is also employed in the preparation of ligands for catalysis and as a precursor for functionalized materials. Due to the presence of the thiol group, 3-bromobenzenethiol has a strong, unpleasant odor typical of mercaptans. It requires careful handling under inert atmospheres to prevent oxidation to the corresponding disulfide. It is typically stored cold and used promptly in synthetic procedures.

Physical Properties

Boiling Point: 123-124 °C/40 mmHg(lit.)

Flash Point: 105 °C

Density: 1.832 g/mL at 25 °C(lit.)

Refractivity: n20/D 1.634(lit.)

Storage: Refrigerator

Safety Information

Packing Level:

Hazard Category:

Transport Codes: 3334

Analytical Data

Appearance: clear colourless to light yellow liquid