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    Ohira-Bestmann Reagent

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      Ohira-Bestmann Reagent

      SKU
      D0501

      Category: Building Blocks, Intermediates, Reagents

      Synonyms
      Dimethyl (1-diazo-2-oxopropyl)phosphonate , Ohira-Bestmann phosphonate , α-Azido-α-(dimethyl phosphono)acetone
      90965-06-3
      CAS-Number
      C5H9N2O4P
      Molecular Formula
      192.11
      Molecular Weight

      For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.

      • Product Data
      • Handling
      • Safety Information
      • Details

      Specifications

      Purity
      ≥96% (HPLC)
      Appearance
      Yellow liquid
      Identity
      1H-NMR

      Properties

      Solvents
      acetonitrile
      Refractive Index
      1.4770 to 1.4820

      Documentation

      Safety Data Sheet (SDS)
      CDX D0501 MSDS.pdf
      Shipping
      AMBIENT
      Short Term Storage
      +4°C
      Long Term Storage
      -20°C
      Handling Advice
      Protect from light and moisture.
      Use / Stability
      Stable for at least 6 months after receipt when stored at -20°C.
      Hazard statements
      H225-H302 + H332-H319
      Precautionary statements
      P210-P305 + P351 + P338_x000D_ P210-P305 + P351 + P338
      GHS Symbol
      GHS02+GHS07
      Signal word
      Danger
      RIDADR
      UN1648 3
      Transportation
      Packing Group II
      Description
      Used in the Seyferth-Gilbert homologation which is a chemical reaction of an aryl ketone or aldehyde with dimethyl- or diazomethyl-phosphonate and potassium tert-butoxide to give substituted alkynes.
      Smiles
      COP(=O)(OC)C(=[N+]=[N-])C(C)=O
      InChi Key
      SQHSJJGGWYIFCD-UHFFFAOYSA-N
      References
      (1) P. Callant et al.: Synthetic Communications 14(2), 155-61(1984) , (2) S. Ohira: Synthetic Communications 19(3-4), 561-4 (1989) , (3) S. Kasteren et al.: Nature 446(7139), 1105-1109 (2007) , (4) G.J. Roth et al.: Synthesis (1), 59-62 (2004)
      InChi
      InChI=1S/C5H9N2O4P/c1-4(8)5(7-6)12(9,10-2)11-3/h1-3H3

      Used in the Seyferth-Gilbert homologation which is a chemical reaction of an aryl ketone or aldehyde with dimethyl- or diazomethyl-phosphonate and potassium tert-butoxide to give substituted alkynes.

      SKU: D0501 Category: Building Blocks, Intermediates, Reagents
      • Additional information

      Additional information

      Synonyms

      Dimethyl (1-diazo-2-oxopropyl)phosphonate, Ohira-Bestmann phosphonate, α-Azido-α-(dimethyl phosphono)acetone

      Purity

      ≥96% (HPLC)

      Appearance

      Yellow liquid

      CAS-Number

      90965-06-3

      Molecular Formula

      C5H9N2O4P

      Molecular Weight

      192.11

      Identity

      1H-NMR

      Solvents

      acetonitrile

      Refractive Index

      1.4770 to 1.4820

      Smiles

      COP(=O)(OC)C(=[N+]=[N-])C(C)=O

      InChi Key

      SQHSJJGGWYIFCD-UHFFFAOYSA-N

      Shipping

      AMBIENT

      Short Term Storage

      +4°C

      Long Term Storage

      -20°C

      Handling Advice

      Protect from light and moisture.

      Use / Stability

      Stable for at least 6 months after receipt when stored at -20°C.

      Hazard statements

      H225-H302 + H332-H319

      Precautionary statements

      P210-P305 + P351 + P338_x000D_
      P210-P305 + P351 + P338

      GHS Symbol

      GHS02+GHS07

      Signal word

      Danger

      RIDADR

      UN1648 3

      Transportation

      Packing Group II

      References

      (1) P. Callant et al.: Synthetic Communications 14(2), 155-61(1984), (2) S. Ohira: Synthetic Communications 19(3-4), 561-4 (1989), (3) S. Kasteren et al.: Nature 446(7139), 1105-1109 (2007), (4) G.J. Roth et al.: Synthesis (1), 59-62 (2004)

      InChi

      InChI=1S/C5H9N2O4P/c1-4(8)5(7-6)12(9,10-2)11-3/h1-3H3

      Quantity

      1 g, 5 g, Bulk

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