87301

Tetraheptylammonium bromide

≥99.0% (AT)

• Synonym(s): THPAB
• Linear Formula: [CH₃(CH₂)₆]₄N(Br)
• CAS Number: 4368-51-8
• Molecular Weight: 490.69
• Beilstein/REAXYS Number: 3763391
• EC Number: 224-459-3
• MDL number: MFCD00011861
• UNSPSC Code: 12352116
• PubChem Substance ID: 57653235
• NACRES: NA.22

Properties

• Quality Level: 100
• assay: ≥99.0% (AT)
• form: flakes
• mp: 87-89 °C (lit.)
• SMILES string: [Br-].CCCCCCC[N+](CCCCCCC)(CCCCCCC)CCCCCCC
• InChI: 1S/C28H60N.BrH/c1-5-9-13-17-21-25-29(26-22-18-14-10-6-2,27-23-19-15-11-7-3)28-24-20-16-12-8-4;/h5-28H2,1-4H3;1H/q+1;/p-1
• InChI key: YQIVQBMEBZGFBY-UHFFFAOYSA-M

Description

General description

Tetraheptylammonium bromide is a quaternary ammonium compound (QAC) mainly used as a phase-transfer agent. It is used as a catalyst for the Suzuki-Miyaura coupling reactions.

Application

Tetraheptylammonium bromide can be used as:

• An alkylation reagent to synthesize benzothiazoles by using iodoanilines and sulfur.
• A solvent in the Pd-catalyzed Suzuki and Stille coupling reactions of aryl halides.
• A catalyst for carboxylative cyclization of propargylic amines to synthesize oxazolidinones.

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H315,H319,H335
• pcodes: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• target_organs: Respiratory system
• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: dust mask type N95 (US), Eyeshields, Gloves