Available from stock

Ohira-Bestmann Reagent solution (~10% in acetonitrile)

SKU: D0502

Category: Building Blocks, Intermediates, Reagents

Synonyms: p-(1-Diazo-2-oxopropyl)-phosphonic acid, dimethyl ester , 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: Liquid
Identity: 1H-NMR
Concentration: ~10% in acetonitrile

Properties

Solvents: acetonitrile
Refractive Index: n20/D 1.352-1.354
Density: 0.800-0.850 g/ml at 20 °C

Documentation

Safety Data Sheet (SDS): CDX D0502 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 2 years after receipt when stored at -20°C.

Hazard statements: H225, H302 + H332, H319
Precautionary statements: P210 - P280 - P301 + P312 - P303 + P361 + P353 - P304 + P340 + P312 - P305 + P351 + P338
GHS Symbol: GHS02+GHS07
Signal word: Danger
RIDADR: UN1648
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: D0502 Category: Building Blocks, Intermediates, Reagents

Additional information

Additional information

Synonyms	p-(1-Diazo-2-oxopropyl)-phosphonic acid, dimethyl ester, Ohira-Bestmann phosphonate, α-Azido-α-(dimethyl phosphono)acetone
Purity	≥96% (HPLC)
Appearance	Liquid
CAS-Number	90965-06-3
Molecular Formula	C5H9N2O4P
Molecular Weight	192.11
Identity	1H-NMR
Solvents	acetonitrile
Refractive Index	n20/D 1.352-1.354
Density	0.800-0.850 g/ml at 20 °C
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 2 years after receipt when stored at -20°C.
Hazard statements	H225, H302 + H332, H319
Precautionary statements	P210 – P280 – P301 + P312 – P303 + P361 + P353 – P304 + P340 + P312 – P305 + P351 + P338
GHS Symbol	GHS02+GHS07
Signal word	Danger
RIDADR	UN1648
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	10 ml, 2 x 25 ml, Bulk
cdx-Concentration	~10% in acetonitrile