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Thallium(III) nitrate

Chemical compound From Wikipedia, the free encyclopedia

Thallium(III) nitrate, also known as thallic nitrate, is a thallium compound with chemical formula Tl(NO3)3.[1] Normally found as the trihydrate, it is a colorless and highly toxic salt which hydrolyses in water to thallium(III) oxide.[2] It is a strong oxidizing agent useful in organic synthesis.

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Thallium(III) nitrate
Names
IUPAC name
thallium(III) trinitrate
Other names
thallic nitrate
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.033.918 Edit this at Wikidata
UNII
UN number 2727
  • InChI=1S/3NO3.Tl/c3*2-1(3)4;/q3*-1;+3 X markN
    Key: KLBIUKJOZFWCLW-UHFFFAOYSA-N X markN
  • [Tl+3].O=[N+]([O-])[O-].[O-][N+]([O-])=O.[O-][N+]([O-])=O
Properties
Tl(NO3)3
Molar mass 390.398 g/mol
Appearance colorless solid
Density 3.36 g/cm3
Melting point 103 °C (217 °F; 376 K)
Boiling point decomposes
reacts
Structure
hexagonal
R3
a = 11.821 Å, c = 10.889 Å
1313.7 Å3
Hazards
GHS labelling:
GHS03: OxidizingGHS06: ToxicGHS08: Health hazard
Danger
NFPA 704 (fire diamond)
NIOSH (US health exposure limits):
IDLH (Immediate danger)
15 mg/m3
Safety data sheet (SDS) Fisher Scientific
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Preparation

The trihydrate is prepared by dissolving thallium(III) oxide in concentrated nitric acid at 80 °C, followed by cooling of the resulting solution:[3]

Tl2O3 + 6 HNO3 → 2 Tl(NO3)3 · 3 H2O

Thallous nitrate does not react with dinitrogen pentoxide to give the anhydrous salt; instead [NO][Tl(NO3)4] is formed.[4]

Structure

Thallium(III) nitrate trihydrate, Tl(NO3)3·3H2O, crystallizes in the hexagonal crystal system and consists of a nine-coordinate thallium center with three bidentate nitrate ligands and three monodentate water ligands.[5]

Organic synthesis

Despite its toxicity, thallium(III) nitrate is sometimes used in the laboratory, such as in the oxidation of methoxyl phenols to quinone acetals:[6]

Thallium nitrate oxidation of methoxy phenols

Another use of thallium(III) nitrate is the oxidization of alkenes to acetals, cyclic alkenes to ring contracted aldehydes, and terminal alkynes to carboxylic acids. Ketones are also oxidized to carboxylic acids or esters in the presence of methanol. Illustrated below is an example of alkene oxidation to an acetal:[6][7]

Thallium nitrate oxidation of alkenes

References

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