Specifications
- Purity
- ≥96% (HPLC)
- Appearance
- Yellow liquid
- Identity
- 1H-NMR
Properties
- Solvents
- acetonitrile, chloroform
- Refractive Index
- 1.4770 to 1.4820
- Density
- 1.28 g/ml
Documentation
- Safety Data Sheet (SDS)
- CDX D0501 SDS_Vs1.2.pdf
Available from stock
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.
- Shipping
- AMBIENT
- Short Term Storage
- +4°C
- Long Term Storage
- -20°C
- Handling Advice
- Very hygroscopic. Store under inert gas.
- Use / Stability
- Stable for at least 6 months after receipt when stored at -20°C.
- Transportation
- Not dangerous goods
- 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.
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, chloroform |
| Refractive Index | 1.4770 to 1.4820 |
| Density | 1.28 g/ml |
| 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 | Very hygroscopic. Store under inert gas. |
| Use / Stability | Stable for at least 6 months after receipt when stored at -20°C. |
| Transportation | Not dangerous goods |
| 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 |
