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TBPO
from Wikipedia
TBPO[1]
Names
Preferred IUPAC name
4-tert-Butyl-2,6,7-trioxa-1λ5-phosphabicyclo[2.2.2]octan-1-one
Other names
t-Butyl-bicyclophosphate
Identifiers
3D model (JSmol)
ChemSpider
  • InChI=1S/C8H15O4P/c1-7(2,3)8-4-10-13(9,11-5-8)12-6-8/h4-6H2,1-3H3
    Key: CNBZOKKOTFTYLW-UHFFFAOYSA-N
  • CC(C)(C)C12COP(=O)(OC1)OC2
Properties
C8H15O4P
Molar mass 206.178 g·mol−1
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
Extremely toxic
Lethal dose or concentration (LD, LC):
36 μg/kg (mice)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

TBPO is an extremely toxic bicyclic phosphate convulsant and GABA receptor antagonist. It is the most toxic bicyclic phosphate known, with an LD50 of 36 μg/kg in mice.[2]

Some sources claim that TBPO is as toxic as VX.[3]

Synthesis

[edit]

The synthesis is equivalent to the synthesis of IPTBO while the triol is produced by the condensation between 3,3-dimethylbutyraldehyde and formaldehyde analogous to the synthesis of trimethylolpropane.

See also

[edit]

References

[edit]
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