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D178454 Aldrich

Dimethyl phosphite

98%

  • CAS Number 868-85-9

  • Linear Formula (CH3O)2P(O)H

  • Molecular Weight 110.05

  •  Beilstein Registry Number 1697490

  •  EC Number 212-783-8

  •  MDL number MFCD00044633

  •  PubChem Substance ID 24893543

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Properties

Related Categories Building Blocks, Chemical Synthesis, Organic Building Blocks, Organic Phosphates/Phosphites, Phosphorus Compounds More...
InChI Key   HZCDANOFLILNSA-UHFFFAOYSA-N
assay   98%
impurities   ≤0.5% trimethyl phosphate
  ≤1% methyl alcohol
refractive index   n20/D 1.402(lit.)
bp   170-171 °C(lit.)
density   1.2 g/mL at 25 °C(lit.)

Description

Packaging

25, 500 g in glass bottle

Application

Dimethyl phosphite is used in the synthesis of α-aminophosphonates, which are medicinally important phosphorus analogs of amino acids, by treating with an amine and an aldehyde or a ketone. It can also be employed in asymmetric hydrophosphonylation of aldehydes to synthesize optically active α-hydroxy phosphonates.

Dimethyl phosphite may be used as an effective alternative to organic tin hydrides as radical reducing agents for organic halides, thionoesters, and isocyanides to form the corresponding hydrocarbons. Radical translocation/cyclization reactions of terminal alkynes to form cyclic phosphonates can also be effectively carried using dimethyl phosphite as a reagent under tin-free condition.

Safety & Documentation

Safety Information

Symbol 
Signal word 
Warning
Hazard statements 
Precautionary statements 
RIDADR 
UN 3278 6.1 / PGIII
WGK Germany 
1
RTECS 
SZ7710000
Flash Point(F) 
158 °F
Flash Point(C) 
70 °C

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Peer-Reviewed Papers
15

References

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