87303

Tetrahexylammonium hydrogensulfate

≥98.0% (T)

• Synonym(s): THAHS, Tetra-n-Hexylammonium Hydrogen Sulfate
• Linear Formula: [CH₃(CH₂)₅]₄N(HSO₄)
• CAS Number: 32503-34-7
• Molecular Weight: 451.75
• Beilstein: 4629729
• EC Number: 251-069-0
• MDL number: MFCD00037675
• UNSPSC Code: 12352116
• PubChem Substance ID: 57653236
• NACRES: NA.22

Properties

• Quality Level: 100
• Assay: ≥98.0% (T)
• form: crystals
• mp: 98-100 °C (lit.)
• SMILES string: OS([O-])(=O)=O.CCCCCC[N+](CCCCCC)(CCCCCC)CCCCCC
• InChI: 1S/C24H52N.H2O4S/c1-5-9-13-17-21-25(22-18-14-10-6-2,23-19-15-11-7-3)24-20-16-12-8-4;1-5(2,3)4/h5-24H2,1-4H3;(H2,1,2,3,4)/q+1;/p-1
• InChI key: RULHPTADXJPDSN-UHFFFAOYSA-M

Description

Application

Tetrahexylammonium hydrogensulfate can be used as a phase-transfer agent to facilitate certain organic reactions in a two-liquid phase system. For example:

• Epoxidation of α,β-unsaturated ketones in a biphasic dichloromethane/water mixture using sodium perborate.
• Transfer hydrogenolysis of aryl bromides by aqueous sodium formate catalyzed by palladium-triphenylphospine.
• Carbonylation of benzylic and allylic bromides to synthesize carboxylic esters.

Other Notes

Lipophilic phase transfer catalyst. Most efficient catalyst in ruthenium-catalyzed reactions

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H315 - H319 - H335
• Precautionary Statements: 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 Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves