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CAS RN: 33530-51-7 | Product Number: H1766

anti-1,2,2,3,4,4-Hexamethylphosphetane 1-Oxide

Purity: >98.0%(GC)
  • cis-1,2,2,3,4,4-Hexamethylphosphetane 1-Oxide
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Product Number H1766
Purity / Analysis Method >98.0%(GC)
Molecular Formula / Molecular Weight C__9H__1__9OP = 174.22  
Physical State (20 deg.C) Solid
Store Under Inert Gas Store under inert gas
Condition to Avoid Moisture Sensitive
CAS RN 33530-51-7
Reaxys Registry Number 1072177
MDL Number


Appearance White to Light yellow powder to crystal
Purity(GC) min. 98.0 %
Melting point 171.0 to 175.0 °C
Properties (reference)
Melting Point 174 °C
Related Laws:
Transport Information:
HS Number 2931.39.0030
Organocatalyst for Hydrazine Derivative Synthesis by Cross-Coupling of Nitroarenes and Anilines


TCI Practical Example: Reductive C-N Cross-coupling Reaction using an Organocatalyst

Used Chemicals


To a 3-necked 50 mL flask was charged with 1-bromo-2-nitrobenzene (2.006 g, 9.931 mmol, 1.0 equiv.), phenylboronic acid (1.332 g, 10.92 mmol, 1.1 equiv.) and anti-1,2,2,3,4,4-hexamethylphosphetane 1-oxide (0.259 g, 1.49 mmol, 0.15 equiv.). The flask was evacuated on a Schlenk line, and backfilled with argon (3 times). The flask was then charged dry CPME (20 mL), followed by phenylsilane (2.4 mL, 20 mmol, 2.0 equiv.). The mixture was then heated to reflux and stirred for 4 h. The reaction mixture was cooled to room temperature and washed with 1 mol/L NaOH aqueous solution (40 mL). The organic layer was separated and the aqueous layer was extracted with ethyl acetate (20 mL). The combined organic layers were washed with brine (20 mL), dried over Na2SO4 and filtered. The solvent was removed under reduced pressure. The residue was purified by column chromatography (eluent: dichloromethane/ethyl acetate/hexane, 20/1/79) to obtain 1 as a white solid (2.20 g, 89.3%).

Experimenter's Comments

The reaction mixture was monitored by GC.
CPME was dried over MS4A before use.

Analytical Data(Compound 1)

1H NMR (400 MHz, CDCl3); δ 7.54 (dd, J = 7.8, 1.4 Hz, 1H), 7.32–7.36 (m, 2H), 7.26–7.28 (m, 1H), 7.16–7.18 (m, 3H), 7.06 (t, J = 7.3 Hz), 6.75 (ddd, J = 7.8, 7.3, 1.4 Hz), 5.79 (brs, 1H).

13C NMR (101 MHz, CDCl3); δ 141.7, 141.5, 133.1, 129.6, 128.2, 122.8, 121.0, 120.4, 115.9, 112.3.

Lead Reference

Other References

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