Ohira-Bestmann Reagent

Chemodex
Product Code: CDX-D0501
Product Group: Other Biochemicals
Supplier: Chemodex
CodeSizePrice
CDX-D0501-G0011 g£194.00
Quantity:
CDX-D0501-G0055 g£745.00
Quantity:
Prices exclude any Taxes / VAT

Overview

Regulatory Status: RUO
Shipping:
Ambient
Storage:
-20 °C

Images

1 / 1
Chemical Structure

Chemical Structure

Further Information

Alternate Names/Synonyms:
Dimethyl (1-diazo-2-oxopropyl)phosphonate; Ohira-Bestmann phosphonate; alpha-Azido-alpha-(dimethyl phosphono)acetone
Appearance:
Yellow liquid.
CAS:
90965-06-3
Class:
4.1
EClass:
32160000
Form (Short):
liquid
GHS Symbol:
GHS02,GHS05,GHS07
Handling Advice:
Protect from light and moisture.
Hazards:
H226, H302, H312, H332, H314
InChi:
InChI=1S/C5H9N2O4P/c1-4(8)5(7-6)12(9,10-2)11-3/h1-3H3
InChiKey:
SQHSJJGGWYIFCD-UHFFFAOYSA-N
Long Description:
Chemical. CAS: 90965-06-3. Formula: C5H9N2O4P. MW: 192.11. Synthetic. 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.
MDL:
MFCD07368360
Molecular Formula:
C5H9N2O4P
Molecular Weight:
192.11
Package Type:
Vial
PG:
II
Precautions:
P280, P305, P351, P338, P310
Product 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.
Purity:
>96% (HPLC)
Signal word:
Danger
SMILES:
COP(=O)(OC)C(=[N+]=[N-])C(C)=O
Solubility Chemicals:
Soluble in acetonitrile.
Source / Host:
Synthetic.
Transportation:
Excepted Quantity
UN Nummer:
UN 3225
UNSPSC Category:
Biochemical Reagents
UNSPSC Number:
12352200
Use & Stability:
Stable for at least 2 years after receipt when stored at -20°C.

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)

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