TBPO

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]

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
CAS Number	61481-19-4
3D model (JSmol)	Interactive image
ChemSpider	39799
PubChem CID	43673
CompTox Dashboard (EPA)	DTXSID80977049
InChI 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
SMILES CC(C)(C)C12COP(=O)(OC1)OC2
Properties
Chemical formula	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):
LD50 (median dose)	36 μg/kg (mice)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

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

Synthesis

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

• TBPS
• IPTBO