Dimethyl acetylmethylphosphonate supplier

Name
Dimethyl acetylmethylphosphonate
EINECS 224-110-5
CAS No. 4202-14-6
Article Data34
CAS DataBase
Density 1.145 g/cm³
Solubility
Melting Point 76-79 °C at 3 mm Hg
Formula C₅H₁₁O₄P
Boiling Point 227 °C at 760 mmHg
Molecular Weight 166.114
Flash Point 105.3 °C
Transport Information
Appearance Clear, colorless liquid.
Safety 23-24/25
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms Phosphonicacid, (2-oxopropyl)-, dimethyl ester (9CI);Phosphonic acid, acetonyl-,dimethyl ester (6CI,7CI,8CI);(2-Oxopropyl)phosphonic acid dimethyl ester;(Dimethylphosphono)acetone;Dimethyl (2-oxopropyl)phosphonate;Dimethylacetonylphosphonate;Dimethyl b-keto-propylphosphonate;
PSA 62.41000
LogP 1.06130

Synthetic route

: 78-95-5
chloroacetone

: 121-45-9
phosphorous acid trimethyl ester

: 4202-14-6
dimethyl (2-oxopropyl)phosphonate

Conditions

Conditions	Yield
In toluene at 135℃; under 3750.38 - 15001.5 Torr; for 0.333333h; Arbuzov Reaction; Large scale;	88%
Stage #1: chloroacetone With potassium iodide In acetone; acetonitrile at 20℃; for 2h; Stage #2: phosphorous acid trimethyl ester In acetone; acetonitrile at 50℃; for 24h;	82%
Stage #1: chloroacetone With potassium iodide In acetone; acetonitrile at 20℃; for 2h; Irradiation; Stage #2: phosphorous acid trimethyl ester In acetone; acetonitrile at 50℃; for 24h;	77%

: 103517-85-7, 103538-61-0
[2-(Methoxycarbonyl-hydrazono)-propyl]-phosphonic acid dimethyl ester

: 4202-14-6
dimethyl (2-oxopropyl)phosphonate

Conditions

Conditions	Yield
With hydrogenchloride; acetone for 3h; Ambient temperature;	82%

: 3019-04-3
iodoacetone

: 121-45-9
phosphorous acid trimethyl ester

: 4202-14-6
dimethyl (2-oxopropyl)phosphonate

Conditions

Conditions	Yield
In toluene for 2h; Heating;	74%
In benzene
In acetone; acetonitrile at 20℃; for 12h; Michaelis-Arbuzov reaction;	101.3 g
In acetone; acetonitrile at 20 - 50℃; Inert atmosphere;	41 g

: 868-85-9
Dimethyl phosphite

: 123-54-6
acetylacetone

: 4202-14-6
dimethyl (2-oxopropyl)phosphonate

Conditions

Conditions	Yield
With dipotassium peroxodisulfate; silver(I) acetate In water; N,N-dimethyl-formamide at 85℃; for 24h; Inert atmosphere; Schlenk technique; chemoselective reaction;	72%

: 78-95-5
chloroacetone

: 4202-14-6
dimethyl (2-oxopropyl)phosphonate

Conditions

Conditions	Yield
With potassium iodide; phosphorous acid trimethyl ester In acetone; acetonitrile	71%

: 868-85-9
Dimethyl phosphite

: 67-64-1
acetone

: 4202-14-6
dimethyl (2-oxopropyl)phosphonate

Conditions

Conditions	Yield
With dipotassium peroxodisulfate; silver(I) acetate In water at 85℃; Inert atmosphere; Schlenk technique; chemoselective reaction;	60%

: 79-20-9
acetic acid methyl ester

: 756-79-6
dimethyl methane phosphonate

: 4202-14-6
dimethyl (2-oxopropyl)phosphonate

Conditions

Conditions	Yield
Stage #1: dimethyl methane phosphonate With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.5h; Stage #2: acetic acid methyl ester In tetrahydrofuran; hexane at -78 - 0℃; Further stages.;	56%
Stage #1: dimethyl methane phosphonate With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.5h; Stage #2: acetic acid methyl ester In tetrahydrofuran; hexane at -78 - 0℃;	55%
Stage #1: dimethyl methane phosphonate With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 3h; Stage #2: acetic acid methyl ester In tetrahydrofuran; hexane at -78 - 0℃;
With lithium diisopropyl amide In tetrahydrofuran at -5 - 0℃; Inert atmosphere;

: 141-78-6
ethyl acetate

: 756-79-6
dimethyl methane phosphonate

: 4202-14-6
dimethyl (2-oxopropyl)phosphonate

Conditions

Conditions	Yield
Stage #1: dimethyl methane phosphonate With n-butyllithium In hexane; toluene at -80℃; for 0.166667h; Inert atmosphere; Stage #2: ethyl acetate In hexane; toluene at -80℃; for 1h; Inert atmosphere;	50%
With n-butyllithium 1.) THF, -78 deg C, 15 min, 2.) THF, -78 deg C, 30 min; Multistep reaction;

: 876-27-7
4-chlorophenyl acetate

: 54731-75-8
dimethyl (2-hydroxypropyl)phosphonate

A: 4202-14-6
dimethyl (2-oxopropyl)phosphonate

B: (R)-dimethyl 2-acetyloxypropylphosphonate

Conditions

Conditions	Yield
With (hydroxy)tetraphenylcyclopentadienyl-based ruthenium; Candida antarctica lipase B (Novozym-435) In toluene at 70℃; for 24h;	A 16% B 62 % Spectr.

...Expand

: 78-95-5
chloroacetone

: 121-45-9
phosphorous acid trimethyl ester

A: 4185-82-4
phosphoric acid isopropenyl ester dimethyl ester

B: 4202-14-6
dimethyl (2-oxopropyl)phosphonate

...Expand

: 75-36-5
acetyl chloride

: 756-79-6
dimethyl methane phosphonate

: 4202-14-6
dimethyl (2-oxopropyl)phosphonate

Conditions

Conditions	Yield
(i) nBuLi, hexane, THF, (ii) Cu2I2, (iii) /BRN= 605303/, Et2O; Multistep reaction;

: 598-31-2
1-bromoacetone

: 121-45-9
phosphorous acid trimethyl ester

: 4202-14-6
dimethyl (2-oxopropyl)phosphonate

Conditions

Conditions	Yield
In methanol Heating;
at 120℃; for 1.5h;

: 67-56-1
methanol

: 90965-06-3
dimethyl 1-(1-diazo-2-oxopropyl)phosphonate

A: 4202-14-6
dimethyl (2-oxopropyl)phosphonate

B: 26530-60-9
trimethyl 2-phosphonopropionate

Conditions

Conditions	Yield
at 0℃; Irradiation;	A 12.3 % Chromat. B 87.5 % Chromat.

...Expand

: 90965-06-3
dimethyl 1-(1-diazo-2-oxopropyl)phosphonate

A: 4202-14-6
dimethyl (2-oxopropyl)phosphonate

B: 26530-60-9
trimethyl 2-phosphonopropionate

Conditions

Conditions	Yield
In methanol at 0℃; Irradiation;	A 12.3 % Chromat. B 87.5 % Chromat.

: 56504-60-0
1,2-propenephosphonic acid methyl ester

: 4202-14-6
dimethyl (2-oxopropyl)phosphonate

Conditions

Conditions	Yield
With water; oxygen; p-benzoquinone; lithium chloride; palladium dichloride at 65℃; for 26h; Yield given;

: 58393-50-3
methyl 2-dimethoxyphosphoryl-3-oxobutyrate

: 4202-14-6
dimethyl (2-oxopropyl)phosphonate

Conditions

Conditions	Yield
With water for 2.5h; Heating; Yield given;

: 78-95-5
chloroacetone

: 121-45-9
phosphorous acid trimethyl ester

A: 4202-14-6
dimethyl (2-oxopropyl)phosphonate

B phosphonic acid isopropenyl ester-dimethyl ester: phosphonic acid isopropenyl ester-dimethyl ester

...Expand

: 598-31-2
1-bromoacetone

: 121-45-9
phosphorous acid trimethyl ester

A: 4202-14-6
dimethyl (2-oxopropyl)phosphonate

B phosphonic acid isopropenyl ester-dimethyl ester: phosphonic acid isopropenyl ester-dimethyl ester

...Expand

: 757-54-0
allylphosphonic acid dimethyl ester

: 4202-14-6
dimethyl (2-oxopropyl)phosphonate

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: KOtBu 2: LiCl, p-benzoquinone, O2, H2O / PdCl2 / 26 h / 65 °C View Scheme

: 4202-14-6
dimethyl (2-oxopropyl)phosphonate

: 90965-06-3
dimethyl 1-(1-diazo-2-oxopropyl)phosphonate

Conditions

Conditions	Yield
Stage #1: dimethyl (2-oxopropyl)phosphonate With sodium hydride In tetrahydrofuran; mineral oil; benzene at 20℃; for 1h; Inert atmosphere; Cooling with ice; Stage #2: With 4-toluenesulfonyl azide In tetrahydrofuran; mineral oil; benzene at 20℃; Inert atmosphere;	100%
Stage #1: dimethyl (2-oxopropyl)phosphonate With sodium hydride In tetrahydrofuran; mineral oil; benzene at 20℃; for 1h; Inert atmosphere; Cooling with ice; Stage #2: With 4-toluenesulfonyl azide In tetrahydrofuran; mineral oil; benzene at 20℃; Inert atmosphere;	99%
With 4-toluenesulfonyl azide In tetrahydrofuran; benzene at 0 - 20℃; for 2h; Substitution;	98%

: 4202-14-6
dimethyl (2-oxopropyl)phosphonate

: 6287-38-3
3,4-dichlorobenzaldehyde

: 55420-70-7
(E)-4-(3,4-dichlorophenyl)but-3-en-2-one

Conditions

Conditions	Yield
With potassium carbonate In water at 5℃; for 0.25h;	100%

: 4202-14-6
dimethyl (2-oxopropyl)phosphonate

: Dimethyl-1,1-difluoro-2-oxypropyl phosphonate

Conditions

Conditions	Yield
Stage #1: dimethyl (2-oxopropyl)phosphonate With potassium tert-butylate In tert-butyl alcohol at 20℃; for 0.5h; Stage #2: With acetyl hypofluorite In tert-butyl alcohol at 20℃;	100%

: 4202-14-6
dimethyl (2-oxopropyl)phosphonate

: (R)-2-hydroxy-1-dimethoxyphosphorylpropane

Conditions

Conditions	Yield
With RuCl2((R)-binap)(dmf)n; hydrogen In methanol at 25℃; under 3040 Torr; for 72h;	99%
Multi-step reaction with 3 steps 1.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / Inert atmosphere 1.2: 16 h / Inert atmosphere 2.1: BF4(1-)*C50H59IrO3P2(1+); hydrogen / dichloromethane / 24 h / 25 °C / 3040.2 Torr 3.1: sodium carbonate / methanol / 16 h View Scheme
Multi-step reaction with 3 steps 1.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / Inert atmosphere 1.2: 16 h / Inert atmosphere 2.1: BF4(1-)*C44H63IrO3P2(2+); hydrogen / dichloromethane / 24 h / 25 °C / 3040.2 Torr 3.1: sodium carbonate / methanol / 16 h View Scheme

: 32133-82-7
Martins sulfurane

: 4202-14-6
dimethyl (2-oxopropyl)phosphonate

: 1433220-51-9
dimethyl 2-(diphenylsulfuranylidene)-2-oxopropylphosphonate

Conditions

Conditions	Yield
In diethyl ether at 25℃; for 0.5h; Schlenk technique; Inert atmosphere;	99%

: 4202-14-6
dimethyl (2-oxopropyl)phosphonate

: 555-16-8
4-nitrobenzaldehdye

: 937-31-5
(4-Nitrophenyl)acetylene

Conditions

Conditions	Yield
With potassium carbonate In methanol at 20℃; for 18h; Seyferth-Gilbert Homologation; Inert atmosphere;	99%

: 4202-14-6
dimethyl (2-oxopropyl)phosphonate

: C32H42F2N2O6Si2

: C33H42F2N2O5Si2

Conditions

Conditions	Yield
Stage #1: dimethyl (2-oxopropyl)phosphonate With 4-toluenesulfonyl azide; potassium carbonate In acetonitrile at 25℃; for 2h; Inert atmosphere; Stage #2: C32H42F2N2O6Si2 In methanol; acetonitrile at 25℃; for 12h; Inert atmosphere;	98.2%
Stage #1: dimethyl (2-oxopropyl)phosphonate With 4-toluenesulfonyl azide; potassium carbonate In acetonitrile at 25℃; for 2h; Inert atmosphere; Stage #2: C32H42F2N2O6Si2 In methanol at 25℃; for 12h; Inert atmosphere;	98.2%
Stage #1: dimethyl (2-oxopropyl)phosphonate With 4-toluenesulfonyl azide; potassium carbonate In acetonitrile at 25℃; for 2h; Inert atmosphere; Stage #2: C32H42F2N2O6Si2 In methanol; acetonitrile at 25℃; for 12h;	98.2%

: 941-55-9
4-toluenesulfonyl azide

: 4202-14-6
dimethyl (2-oxopropyl)phosphonate

: dimethyl (1-diazo-2-oxopropyl)phosphonate

Conditions

Conditions	Yield
Stage #1: dimethyl (2-oxopropyl)phosphonate With sodium hydride In tetrahydrofuran; benzene at 0℃; for 1h; Stage #2: 4-toluenesulfonyl azide In tetrahydrofuran; benzene at 20℃; for 2h;	98%

: 4202-14-6
dimethyl (2-oxopropyl)phosphonate

: C28H30N2O5

: benzyl ((S)-1-(((S)-1-(dimethoxyphosphoryl)-2-oxo-5-phenylpentan-3-yl)amino)-1-oxo-3-phenylpropan-2-yl)carbamate

Conditions

Conditions	Yield
Stage #1: dimethyl (2-oxopropyl)phosphonate With n-butyllithium In tetrahydrofuran; hexane at -70℃; for 0.25h; Inert atmosphere; Stage #2: C28H30N2O5 In tetrahydrofuran; hexane at -70℃; for 2h; Inert atmosphere;	98%

: 4202-14-6
dimethyl (2-oxopropyl)phosphonate

: 106889-84-3
2-N,N-Dibenzylaminoacetaldehyde

: (E)-5-(dibenzylamino)pent-3-en-2-one

Conditions

Conditions	Yield
Stage #1: dimethyl (2-oxopropyl)phosphonate With lithium bromide In tetrahydrofuran at 20℃; for 0.0833333h; Horner-Wadsworth-Emmons Olefination; Inert atmosphere; Stage #2: With triethylamine In tetrahydrofuran for 0.166667h; Inert atmosphere; Stage #3: 2-N,N-Dibenzylaminoacetaldehyde In tetrahydrofuran for 0.75h; Inert atmosphere;	98%

: 4202-14-6
dimethyl (2-oxopropyl)phosphonate

: 15186-48-8
2,3-isopropylidene-glyceraldehyde

: 64482-41-3
(3E)-4-[(4S)-2,2-dimethyl(1,3-dioxolan-4-yl)]but-3-en-2-one

Conditions

Conditions	Yield
With potassium carbonate In tetrahydrofuran; water at 0℃; for 1h;	97%
With sodium hydride 1.) THF 1.5h at room temp.; 2.) 2 h from 0 degC to 5 degC; Yield given. Multistep reaction;
With potassium carbonate at 0℃; for 3h; Yield given;
With potassium carbonate

: 4202-14-6
dimethyl (2-oxopropyl)phosphonate

: 226065-51-6
(S)-2-[(R)-3-(tert-Butyl-dimethyl-silanyloxy)-1-methyl-propyl]-2,5-dimethyl-hex-4-enal

: 226065-52-7
(E)-(S)-5-[(R)-3-(tert-Butyl-dimethyl-silanyloxy)-1-methyl-propyl]-5,8-dimethyl-nona-3,7-dien-2-one

Conditions

Conditions	Yield
With n-butyllithium In toluene Heating;	97%

: 887113-19-1
4-methyl-N-[(2S)-3-methyl-1-oxobutan-2-yl]benzenesulfonamide

: 4202-14-6
dimethyl (2-oxopropyl)phosphonate

: (S,E)-4-methyl-N-(2-methyl-6-oxohept-4-en-3-yl)benzenesulfonamide

Conditions

Conditions	Yield
Stage #1: dimethyl (2-oxopropyl)phosphonate With N-ethyl-N,N-diisopropylamine; lithium chloride In acetonitrile at 0℃; for 0.333333h; Stage #2: 4-methyl-N-[(2S)-3-methyl-1-oxobutan-2-yl]benzenesulfonamide In acetonitrile at 20℃; for 2h;	97%

: 7677-24-9
trimethylsilyl cyanide

: 4202-14-6
dimethyl (2-oxopropyl)phosphonate

: 88631-43-0
(2-Cyano-2-methyl-2-trimethylsilanyloxy-ethyl)-phosphonic acid dimethyl ester

Conditions

Conditions	Yield
With potassium cyanide; 18-crown-6 ether In dichloromethane for 2h;	96%

: 4202-14-6
dimethyl (2-oxopropyl)phosphonate

: 139338-88-8
4-(Tetrahydro-pyran-2-yloxy)-non-5-ynal

: 139338-89-9
(E)-7-(Tetrahydro-pyran-2-yloxy)-dodec-3-en-8-yn-2-one

Conditions

Conditions	Yield
With sodium hydride	96%
With sodium hydride	92%

: 862509-80-6
(2S,3R,4R)-2,3-bis-(p-methoxybenzyloxy)-4-[5-(R)-(p-methoxybenzyloxy)-2,2,6-(6R)-trimethyl-1,3-dioxan-4-(R)-yl]-pentanal

: 4202-14-6
dimethyl (2-oxopropyl)phosphonate

: 392692-56-7
(3E,5R,6R,7R)-5,6-bis-(p-methoxybenzyloxy)-7-[5-(R)-(p-methoxybenzyloxy)-2,2,6-(6R)-trimethyl-1,3-dioxan-4-(R)-yl]-oct-3-en-2-one

Conditions

Conditions	Yield
Stage #1: dimethyl (2-oxopropyl)phosphonate With barium dihydroxide In tetrahydrofuran at 20℃; for 0.5h; Stage #2: (2S,3R,4R)-2,3-bis-(p-methoxybenzyloxy)-4-[5-(R)-(p-methoxybenzyloxy)-2,2,6-(6R)-trimethyl-1,3-dioxan-4-(R)-yl]-pentanal In tetrahydrofuran; water at 20℃; for 4h; Horner-Wadsworth-Emmons chain extension;	96%

: 4202-14-6
dimethyl (2-oxopropyl)phosphonate

: dimethyl (S)-(2-hydroxypropyl)phosphonate

Conditions

Conditions	Yield
With C48H44ClO4P2Ru(1+)*Cl(1-); hydrogen In methanol at 50℃; under 7500.75 Torr; for 19h; Inert atmosphere; enantioselective reaction;	95.3%

: 4202-14-6
dimethyl (2-oxopropyl)phosphonate

: 146000-77-3
ethyl (E)-3-((E)-carbamoyldiazenyl)but-2-enoate

: 4-(Dimethoxy-phosphoryl)-2,5-dimethyl-1-ureido-1H-pyrrole-3-carboxylic acid ethyl ester

Conditions

Conditions	Yield
With sodium hydride In tetrahydrofuran for 2h; Ambient temperature;	95%

: 4202-14-6
dimethyl (2-oxopropyl)phosphonate

: 108-94-1
cyclohexanone

: 874-68-0
1-cyclohexylidene-2-propanone

Conditions

Conditions	Yield
With potassium hydroxide In ethanol; water at 20℃; for 28h; Wittig-Horner reaction;	95%

: 29943-42-8
Tetrahydro-4H-pyran-4-one

: 4202-14-6
dimethyl (2-oxopropyl)phosphonate

: 912441-79-3
1-(dihydro-2H-pyran-4(3H)-ylidene)propan-2-one

Conditions

Conditions	Yield
With potassium hydroxide In ethanol; water at 0 - 20℃; for 5h; Horner-Wadsworth-Emmons Olefination; Inert atmosphere;	95%
With potassium hydroxide In ethanol; water at 20℃; for 5h;	82%
With potassium hydroxide In ethanol at 0 - 20℃;
With potassium hydroxide In ethanol; water at 0 - 20℃;
With potassium hydroxide In ethanol; water at 0℃; for 4h;

: 4202-14-6
dimethyl (2-oxopropyl)phosphonate

: 22001-17-8
3-trifluoromethylphenylazide

: C12H13F3N3O3P

Conditions

Conditions	Yield
With tetramethylguanidinium acetate at 50℃; for 1.5h; Ionic liquid;	95%

: 4202-14-6
dimethyl (2-oxopropyl)phosphonate

: 2101-88-4
1-azido-4-bromobenzene

: C11H13BrN3O3P

Conditions

Conditions	Yield
With C5H14N3(1+)*HO(1-) at 50℃; for 2h; Ionic liquid;	95%

: 4202-14-6
dimethyl (2-oxopropyl)phosphonate

: 122-51-0
orthoformic acid triethyl ester

: 73542-47-9
dimethyl 2-ethoxypropenylphosphonate

Conditions

Conditions	Yield
With iron(III) chloride for 72h; Ambient temperature;	94%
With iron(III) chloride
With iron(III) chloride Substitution;

: 4202-14-6
dimethyl (2-oxopropyl)phosphonate

: 109613-36-7
(R)-3-((tert-butyldimethylsilyl)oxy)-1-iodobutane

: 121484-92-2
dimethyl (6R)-(6-[(tert-butyldimethylsilyl)oxy]-2-oxoheptyl)phosphonate

Conditions

Conditions	Yield
With n-butyllithium; sodium hydride In tetrahydrofuran at 0℃; for 30h;	94%

: 799852-58-7
4-[(2R,6R)-4-Methylene-6-(2-oxo-ethyl)-tetrahydro-pyran-2-yl]-but-2-ynoic acid methyl ester

: 4202-14-6
dimethyl (2-oxopropyl)phosphonate

: 799852-60-1
4-[(2R,6S)-4-Methylene-6-((E)-4-oxo-pent-2-enyl)-tetrahydro-pyran-2-yl]-but-2-ynoic acid methyl ester

Conditions

Conditions	Yield
Stage #1: dimethyl (2-oxopropyl)phosphonate With barium dihydroxide In tetrahydrofuran for 0.5h; Stage #2: 4-[(2R,6R)-4-Methylene-6-(2-oxo-ethyl)-tetrahydro-pyran-2-yl]-but-2-ynoic acid methyl ester In tetrahydrofuran; water for 1.75h; Horner-Wadsworth-Emmons reaction;	94%

: ethyl 2-amino-4-benzyl-5-phenylthiophene-3-carboxylate

: 4202-14-6
dimethyl (2-oxopropyl)phosphonate

: C23H22NO4PS

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In toluene for 24h; Reflux; Dean-Stark;	94%

: 4202-14-6
dimethyl (2-oxopropyl)phosphonate

: 364631-73-2
tert-butyl 5-formyl-2,2-dimethyl-1,3-dioxan-5-ylcarbamate

: 364631-74-3
5-ethynyl-2,2-dimethyl-[1,3]dioxan-(N-tert-butyloxycarbonyl)-5-ylamine

Conditions

Conditions	Yield
Stage #1: dimethyl (2-oxopropyl)phosphonate With 4-toluenesulfonyl azide; potassium carbonate In toluene; acetonitrile at 20℃; for 2.5h; Stage #2: tert-butyl 5-formyl-2,2-dimethyl-1,3-dioxan-5-ylcarbamate In methanol; toluene; acetonitrile for 1.5h;	93.4%
Stage #1: dimethyl (2-oxopropyl)phosphonate With 4-toluenesulfonyl azide; potassium carbonate In acetonitrile at 20℃; for 2h; Stage #2: tert-butyl 5-formyl-2,2-dimethyl-1,3-dioxan-5-ylcarbamate In methanol; acetonitrile at 20℃; for 8h;	84%

: 177947-96-5
tert-butyl 3-formylazetidine-1-carboxylate

: 4202-14-6
dimethyl (2-oxopropyl)phosphonate

: 287193-01-5
tert-butyl 3-ethynylazetidine-1-carboxylate

Conditions

Conditions	Yield
Stage #1: dimethyl (2-oxopropyl)phosphonate With sodium azide; caesium carbonate; methanesulfonyl chloride In acetonitrile at 0 - 20℃; for 3h; Stage #2: tert-butyl 3-formylazetidine-1-carboxylate With caesium carbonate In methanol; acetonitrile at 0℃;	93%

: 4202-14-6
dimethyl (2-oxopropyl)phosphonate

: 132298-32-9
methyl (E)-4,4-dimethyl-6-oxo-2-hexenoate

: 72808-49-2
methyl (E,E)-4,4-dimethyl-8-oxo-2,6-nonadienoate

Conditions

Conditions	Yield
Stage #1: dimethyl (2-oxopropyl)phosphonate With sodium hydride In tetrahydrofuran at 0℃; for 1h; Stage #2: methyl (E)-4,4-dimethyl-6-oxo-2-hexenoate In tetrahydrofuran Horner-Wadsworth-Emmons olefination; Heating; Further stages.;	92%

: 4202-14-6
dimethyl (2-oxopropyl)phosphonate

: 1108588-18-6
C15H18O5

: 1108588-22-2
C18H22O5

Conditions

Conditions	Yield
With potassium tert-butylate In tetrahydrofuran at 0℃; Horner-Emmons olefination;	92%

Dimethyl acetylmethylphosphonate Chemical Properties

Molecule structure of Phosphonic acid,P-(2-oxopropyl)-, dimethyl ester (CAS NO.4202-14-6):

IUPAC Name: 1-Dimethoxyphosphorylpropan-2-one
Molecular Weight: 166.112201 [g/mol]
Molecular Formula: C₅H₁₁O₄P
Index of Refraction: 1.405
Molar Refractivity: 35.6 cm³
Molar Volume: 145 cm³
Surface Tension: 32.9 dyne/cm
Density: 1.145 g/cm³
Flash Point: 105.3 °C
Enthalpy of Vaporization: 46.36 kJ/mol
Melting Point: 76-79 °C at 3 mm Hg(lit.)
Boiling Point: 227 °C at 760 mmHg
Vapour Pressure: 0.0793 mmHg at 25 °C
XLogP3: 0.9
H-Bond Acceptor: 4
Rotatable Bond Count: 4
Tautomer Count: 3
Exact Mass: 166.039495
MonoIsotopic Mass: 166.039495
Topological Polar Surface Area: 52.6
Heavy Atom Count: 10
Canonical SMILES: CC(=O)CP(=O)(OC)OC
InChI: InChI=1S/C5H11O4P/c1-5(6)4-10(7,8-2)9-3/h4H2,1-3H3
InChIKey: UOWIYNWMROWVDG-UHFFFAOYSA-N
EINECS: 224-110-5
Product Categories of Phosphonic acid,P-(2-oxopropyl)-, dimethyl ester (CAS NO.4202-14-6): Horner-Emmons Reaction; Synthetic Organic Chemistry; Wittig & Horner-Emmons Reaction

Dimethyl acetylmethylphosphonate Safety Profile

Hazard Codes: Xi
Safety Statements: 23-24/25
S23:Do not breathe vapour.
S24/25:Avoid contact with skin and eyes.
WGK Germany: 3
F: 10
Hazard Note: Irritant

Dimethyl acetylmethylphosphonate Specification

Phosphonic acid,P-(2-oxopropyl)-, dimethyl ester (CAS NO.4202-14-6) is also called Dimethyl (2-oxopropyl)phosphonate ; Dimethyl acetylmethylphosphonate ; Dimethyl acetonylphosphonate ; Dimethyl 2-oxopropylphosphonate .

Product Name

Dimethyl acetylmethylphosphonate

Synthetic route

Dimethyl acetylmethylphosphonate Chemical Properties

Dimethyl acetylmethylphosphonate Safety Profile

Dimethyl acetylmethylphosphonate Specification

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