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

Product Data
Handling
Safety Information
Details

Specifications

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

Properties

Refractive Index: 1.4770 to 1.4820
Solvents: acetonitrile

Downloads

Safety Data Sheet: CDX D0501 MSDS.pdf

Handling Advice: Protect from light and moisture.
Use / Stability: Stable for at least 6 months after receipt when stored at -20°C.
Long Term Storage: -20°C
Short Term Storage: +4°C
Shipping: AMBIENT

Transportation: Packing Group II
RIDADR: UN1648 3
Signal word: Danger
GHS Symbol: GHS02+GHS07
Precautionary statements: P210-P305 + P351 + P338_x000D_ P210-P305 + P351 + P338
Hazard statements: H225-H302 + H332-H319

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.
InChi: InChI=1S/C5H9N2O4P/c1-4(8)5(7-6)12(9,10-2)11-3/h1-3H3
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 Key: SQHSJJGGWYIFCD-UHFFFAOYSA-N
Smiles: COP(=O)(OC)C(=[N+]=[N-])C(C)=O

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