Products Categories
CAS No.: | 40665-68-7 |
---|---|
Name: | DIMETHYL(3-PHENOXY-2-OXOPROPYL)PHOSPHONATE |
Article Data: | 28 |
Molecular Structure: | |
Formula: | C11H15O5P |
Molecular Weight: | 258.211 |
Synonyms: | Phosphonicacid, (2-oxo-3-phenoxypropyl)-, dimethyl ester (9CI);(2-Oxo-3-phenoxypropyl)phosphonic acid dimethyl ester;Dimethyl(2-oxo-3-phenoxypropyl)phosphonate;Dimethyl (3-phenoxyacetonyl)phosphonate;Dimethyl 3-phenoxy-2-oxopropylphosphonate; |
Density: | 1.21 g/cm3 |
Boiling Point: | 369.8 °C at 760 mmHg |
Flash Point: | 191.1 °C |
Risk Codes: | 36/37/38 |
Safety: | 26-36/37/39 |
PSA: | 71.64000 |
LogP: | 2.12040 |
methyl 2-phenoxyacetate
dimethyl methane phosphonate
dimethyl (3-phenoxy-2-oxopropyl)phosphonate
Conditions | Yield |
---|---|
Stage #1: dimethyl methane phosphonate With n-butyllithium In tetrahydrofuran at -78℃; for 0.5h; Inert atmosphere; Stage #2: methyl 2-phenoxyacetate In tetrahydrofuran at -78 - 20℃; for 2.5h; Inert atmosphere; | 83% |
Stage #1: dimethyl methane phosphonate With n-butyllithium In tetrahydrofuran at -78℃; Inert atmosphere; Stage #2: methyl 2-phenoxyacetate In tetrahydrofuran at 25℃; | 25% |
With n-butyllithium 1.) THF, hexane, -78 deg C, 5 min, 2.) -78 deg C, 2 h; Yield given. Multistep reaction; | |
With n-butyllithium In tetrahydrofuran; hexane; water |
methyl 2-phenoxyacetate
dimethyl lithiomethylphosphonate
dimethyl (3-phenoxy-2-oxopropyl)phosphonate
Conditions | Yield |
---|---|
In tetrahydrofuran at -78℃; |
bis-tetrahydropyran-2-yl ether
n-butyllithium
Phenoxyacetyl chloride
dimethyl methane phosphonate
dimethyl (3-phenoxy-2-oxopropyl)phosphonate
Conditions | Yield |
---|---|
In tetrahydrofuran; hexane; water |
phenoxyacetic acid ethyl ester
dimethyl methane phosphonate
dimethyl (3-phenoxy-2-oxopropyl)phosphonate
Conditions | Yield |
---|---|
With n-butyllithium In tetrahydrofuran; hexane | |
With n-butyllithium In tetrahydrofuran; hexane |
Phenoxyacetyl chloride
dimethyl methane phosphonate
dimethyl (3-phenoxy-2-oxopropyl)phosphonate
Conditions | Yield |
---|---|
In tetrahydrofuran; hexane | |
In tetrahydrofuran; hexane |
phenoxyacetic acid ethyl ester
dimethyl methane phosphonate
dimethyl (3-phenoxy-2-oxopropyl)phosphonate
Conditions | Yield |
---|---|
With n-butyllithium In tetrahydrofuran; hexane |
phenol
dimethyl (3-phenoxy-2-oxopropyl)phosphonate
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: potassium carbonate / acetone / 16 h / 25 - 56 °C 2.1: n-butyllithium / tetrahydrofuran / 0.5 h / -78 °C / Inert atmosphere 2.2: 2.5 h / -78 - 20 °C / Inert atmosphere View Scheme | |
Multi-step reaction with 3 steps 1.1: sodium hydroxide / water / 0.67 h / 25 °C 1.2: 16 h / 30 - 35 °C 2.1: zinc(II) chloride / toluene / 6 h / 65 - 70 °C / Inert atmosphere 3.1: Jones reagent / acetone / 7 h / Cooling with ice View Scheme |
Phenyl glycidyl ether
dimethyl (3-phenoxy-2-oxopropyl)phosphonate
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: zinc(II) chloride / toluene / 6 h / 65 - 70 °C / Inert atmosphere 2: Jones reagent / acetone / 7 h / Cooling with ice View Scheme |
dimethyl (3-phenoxy-2-oxopropyl)phosphonate
Conditions | Yield |
---|---|
With Jones reagent In acetone for 7h; Cooling with ice; | 92.8 g |
dimethyl (3-phenoxy-2-oxopropyl)phosphonate
(1S,5R,6R,7R)-6-formyl-7-benzoyloxy-2-oxabicyclo[3.3.0]octan-3-one
(3aR,4R,5R,6aS)-2-oxo-4-((E)-3-oxo-4-phenoxybut-1-en-1-yl)hexahydro-2H-cyclopenta[b]furan-5-yl benzoate
Conditions | Yield |
---|---|
With sodium hydride Horner-Emmons reaction; | 90% |
Stage #1: dimethyl (3-phenoxy-2-oxopropyl)phosphonate With sodium hydride; zinc(II) chloride In tetrahydrofuran; mineral oil at 25 - 35℃; for 0.416667h; Inert atmosphere; Stage #2: (1S,5R,6R,7R)-6-formyl-7-benzoyloxy-2-oxabicyclo[3.3.0]octan-3-one In tetrahydrofuran; dichloromethane; mineral oil at 25 - 40℃; for 2.08333h; Inert atmosphere; | 61% |
Stage #1: dimethyl (3-phenoxy-2-oxopropyl)phosphonate With sodium hydroxide; zinc(II) chloride In tetrahydrofuran at 27℃; Inert atmosphere; Stage #2: (1S,5R,6R,7R)-6-formyl-7-benzoyloxy-2-oxabicyclo[3.3.0]octan-3-one In tetrahydrofuran at 27℃; for 15h; Inert atmosphere; | 50% |
What can I do for you?
Get Best Price
The Dimethyl (3-phenoxy-2-oxopropyl)phosphonate with the CAS number 40665-68-7 is also called Phosphonic acid,P-(2-oxo-3-phenoxypropyl)-, dimethyl ester. Its systematic name is 1-dimethoxyphosphoryl-3-phenoxypropan-2-one. Its molecular formula is C11H15O5P.
The properties of the Dimethyl (3-phenoxy-2-oxopropyl)phosphonate are: (1)ACD/LogP: 1.07; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.07; (4)ACD/LogD (pH 7.4): 1.07; (5)ACD/BCF (pH 5.5): 3.86; (6)ACD/BCF (pH 7.4): 3.86; (7)ACD/KOC (pH 5.5): 91.52; (8)ACD/KOC (pH 7.4): 91.52; (9)#H bond acceptors: 5; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 7; (12)Polar Surface Area: 71.64 Å2; (13)Index of Refraction: 1.491; (14)Molar Refractivity: 61.85 cm3; (15)Molar Volume: 213.4 cm3; (16)Polarizability: 24.52×10-24cm3; (17)Surface Tension: 40.8 dyne/cm; (18)Enthalpy of Vaporization: 61.66 kJ/mol; (19)Vapour Pressure: 1.16×10-5 mmHg at 25°C.
Uses: Dimethyl (3-phenoxy-2-oxopropyl)phosphonate can react with 11-(2-formyl-5-oxo-cyclopentyl)-undecanoic acid methyl ester to prepare 11-[2-oxo-5-(3-oxo-4-phenoxy-but-1-enyl)-cyclopentyl]-undecanoic acid methyl ester. This reaction needs reagent KOH and solvent CH2Cl2 at Ambient temperature. The reaction time is 1.0 hour. The yield is 50%.
While using Dimethyl (3-phenoxy-2-oxopropyl)phosphonate, you should be very cautious. This chemical is not only irritating to skin, but also irritating to eyes and respiratory system. Therefore, you should take the following instructions. Firstly, you should wear suitable protective clothing, gloves and eye/face protection. Then in case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice.
You can still convert the following datas into molecular structure:
(1)SMILES: O=P(OC)(OC)CC(=O)COc1ccccc1;
(2)InChI: InChI=1/C11H15O5P/c1-14-17(13,15-2)9-10(12)8-16-11-6-4-3-5-7-11/h3-7H,8-9H2,1-2H3;
(3)InChIKey: NQTSTBMCCAVWOS-UHFFFAOYAM;