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TRISPHAT
Sign in to saveTRISPHAT (full name tris(tetrachlorocatecholato)phosphate(1−)) is an inorganic anion with the formula often prepared as the tributylammonium () or tetrabutylammonium ( salt. The anion features phosphorus(V) bonded to three tetrachlorocatecholate () ligands. This anion can be resolved into the axially chiral enantiomers, which are optically stable (the picture shows the Δ enantiomer).
Chemical data
- Formula
- C18Cl12O6P-
- Molecular weight
- 768.6 g/mol
- SMILES
- C12=C(C(=C(C(=C1Cl)Cl)Cl)Cl)O[P-]34(O2)(OC5=C(O3)C(=C(C(=C5Cl)Cl)Cl)Cl)OC6=C(O4)C(=C(C(=C6Cl)Cl)Cl)Cl
- InChIKey
- WKMAKNBSCBPRHK-UHFFFAOYSA-N
- XLogP
- 12.9
- Polar surface area
- 55.4 Ų
- H-bond donors
- 0
- H-bond acceptors
- 7
- Formal charge
- -1
via PubChem
Wikidata facts
- Subclass of
- anion
Show 3 more facts
- Commons category
- TRISPHAT ion
- canonical SMILES
- C12=C(C(=C(C(=C1Cl)Cl)Cl)Cl)O[P-]34(O2)(OC5=C(O3)C(=C(C(=C5Cl)Cl)Cl)Cl)OC6=C(O4)C(=C(C(=C6Cl)Cl)Cl)Cl
- chemical formula
- C₁₈Cl₁₂O₆P⁻
Sources (1)
via Wikidata · CC0
~1 min read
Encyclopedic overview
2 sectionsContents
- Preparation
- References
TRISPHAT (full name tris(tetrachlorocatecholato)phosphate(1−)) is an inorganic anion with the formula often prepared as the tributylammonium () or tetrabutylammonium ( salt. The anion features phosphorus(V) bonded to three tetrachlorocatecholate () ligands. This anion can be resolved into the axially chiral enantiomers, which are optically stable (the picture shows the Δ enantiomer).
The TRISPHAT anion has been used as a chiral shift reagent for cations. It improves the resolution of 1H NMR spectra by forming diastereomeric ion pairs.
Excerpted from Wikipedia’s “TRISPHAT” article, available under the CC BY-SA 4.0 licence.