814-16-4

Basic information

• Product Name: diethyl (3,3-dimethyl-2-oxobutyl)phosphonate
• Synonyms: diethyl (3,3-dimethyl-2-oxobutyl)phosphonate;(2-Oxo-3,3-dimethylbutyl)phosphonic acid diethyl ester;(3,3-Dimethyl-2-oxobutyl)phosphonic acid diethyl ester;1-diethoxyphosphoryl-3,3-dimethylbutan-2-one
• CAS NO: 814-16-4
• Molecular Formula: C₁₀H₂₁O₄P
• Molecular Weight: 236.245101
• EINECS: 212-393-8
• Mol File: 814-16-4.mol
• Article Data: 11

Chemical Properties

• Boiling Point: 303.1°C at 760 mmHg
• Flash Point: 151°C
• Appearance: /
• Density: 1.037g/cm³
• Vapor Pressure: 0.000951mmHg at 25°C
• Refractive Index: 1.429
• CAS DataBase Reference: diethyl (3,3-dimethyl-2-oxobutyl)phosphonate(CAS DataBase Reference)
• NIST Chemistry Reference: diethyl (3,3-dimethyl-2-oxobutyl)phosphonate(814-16-4)
• EPA Substance Registry System: diethyl (3,3-dimethyl-2-oxobutyl)phosphonate(814-16-4)

Safety Data

• Hazardous Substances Data: 814-16-4(Hazardous Substances Data)

Usage

InChI:InChI=1/C10H21O4P/c1-6-13-15(12,14-7-2)8-9(11)10(3,4)5/h6-8H2,1-5H3

Upstream product

• 683-08-9 Diethyl methylphosphonate 
• 3282-30-2 pivaloyl chloride 
• 5469-26-1 1-Bromopinacolon 
• 122-52-1 triethyl phosphite 
• 589-57-1 diethyl phosphorylchloridite 
• 75-97-8 3,3-dimethyl-butan-2-one 
• 814-49-3 diethyl chlorophosphate 
• 25411-73-8 diethyl diazomethylphosphonate 
• 630-19-3 pivalaldehyde 
• 933-88-0 ortho-toluoyl chloride 
• 762-04-9 phosphonic acid diethyl ester 
• 7307-04-2 acetylpinacolin 
• 66051-21-6 diethyl 1-chloro-3,3-dimethyl-2-oxobutylphosphonate 
• 598-98-1 Methyl pivalate 

Downstream Products

• 68243-39-0 (4E,6Z,10Z,12E)-2,2,15,15-Tetramethyl-7,10-bis-[(E)-2-(2-trimethylsilanylethynyl-phenyl)-vinyl]-hexadeca-4,6,10,12-tetraen-8-yne-3,14-dione 
• 40632-91-5 (3,3-dimethylbut-1-ynyl)phosphonic acid diethyl ester 
• 64976-70-1 (E)-2,4,4-Trimethyl-6-phenylhex-5-en-3-on 
• 64976-77-8 (Z)-2,2,4-Trimethyl-6-phenylhex-5-en-3-on 
• 66628-93-1 (E)-2,2-Dimethyl-4-phenylhept-5-en-3-on 
• 66628-94-2 (E)-1-phenyl-3,4,4-trimethyl-1-pentene 
• 123532-40-1 (E)-2,2-dimethyl-6-phenylhept-5-en-3-one 
• 123532-41-2 (Z)-2,2-dimethyl-6-phenylhept-5-en-3-one 
• 167368-02-7 C₂₈H₄₂N₂O₃SSi 
• 167368-12-9 Benzoic acid (E)-1-tert-butyl-3-[2-(1-diazo-ethyl)-phenyl]-allyl ester 
• 167368-05-0 C₂₂H₂₈N₂O₃S 
• 167367-92-2 (E)-1-(2'-acetylphenyl)-4,4-dimethylpent-1-en-3-yl benzoate 
• 167367-91-1 (E)-1-<2'(3-tert-butyldimethylsiloxy-4,4-dimethylpent-1-enyl)phenyl>ethanone 
• 167367-79-5 2-[(E)-3-(tert-Butyl-dimethyl-silanyloxy)-4,4-dimethyl-pent-1-enyl]-benzaldehyde 

Relevant articles and documents

Iridium(III)-Catalyzed C-H Functionalization of Triarylphosphine Oxides with Diazo Dicarbonyl Compounds: Synthesis of α-Aryl 1,3-Dicarbonyl Derivatives

A novel (pentamethylcyclopenta-1,3-dienyl)iridium(III)-catalyzed direct C-H functionalization of triarylphosphine oxides with diazo dicarbonyl compounds through carbene insertion has been developed. This strategy provides a simple and efficient route to t

Silver-Catalyzed Oxidative C(sp3)?P Bond Formation through C?C and P?H Bond Cleavage

The silver-catalyzed oxidative C(sp3)?H/P?H cross-coupling of 1,3-dicarbonyl compounds with H-phosphonates, followed by a chemo- and regioselective C(sp3)?C(CO) bond-cleavage step, provided heavily functionalized β-ketophosphonates. This novel method based on a readily available reaction system exhibits wide scope, high functional-group tolerance, and exclusive selectivity.

Dynamic kinetic resolution of α-chloro β-keto esters and phosphonates: Hemisynthesis of Taxotere through Ru-DIFLUORPHOS asymmetric hydrogenation

The dynamic kinetic resolution (DKR) of racemic α-chloro β-ketoesters and α-chloro β-ketophosphonates through ruthenium-mediated asymmetric hydrogenation is reported. The corresponding α-chloro β-hydroxyesters and α-chloro β- hydroxyphosphonates were obtained in good to high enantio- and diastereomeric excesses using, in particular, the atropisomeric ligand DIFLUORPHOS. This methodology allowed an efficient preparation of the anti phenylisoserine side chain of Taxotere which has been used for the hemisynthesis of the cancer therapeutic agent itself. In addition, 13C NMR in chiral oriented solvents was used to investigate the DKR effect.