methylmagnesium bromide
phosphonic acid diethyl ester
dimethyl phosphine oxide
Conditions | Yield |
---|---|
In tetrahydrofuran at 0 - 20℃; for 16h; Inert atmosphere; | 88.79% |
In tetrahydrofuran; diethyl ether at 0 - 20℃; for 0.5h; Inert atmosphere; | 63.66% |
In tetrahydrofuran at 0 - 20℃; for 5h; |
methylmagnesium chloride
phosphonic acid diethyl ester
dimethyl phosphine oxide
Conditions | Yield |
---|---|
With potassium carbonate In tetrahydrofuran at 0℃; for 4h; | 81.39% |
In tetrahydrofuran Ambient temperature; | 80% |
In tetrahydrofuran at 30℃; for 1h; Cooling with ice; | 70.8% |
In tetrahydrofuran at 20 - 30℃; for 1h; Cooling with ice; | 70.8% |
(i) THF, (ii) aq. K2CO3; Multistep reaction; |
methylene chloride
A
dimethylphosphinic acid sodium salt
B
methylphosphonic acid disodium salt
C
dimethyl phosphine oxide
D
methylphosphonous acid sodium salt
Conditions | Yield |
---|---|
With sodium hydroxide; phase transfer catalyst; phosphorous Further byproducts given; | A 0.5% B 3.5% C 5% D 72% |
Conditions | Yield |
---|---|
Stage #1: methylmagnesium chloride With phosphonic acid diethyl ester In tetrahydrofuran at 20 - 30℃; for 1h; Stage #2: With potassium carbonate In tetrahydrofuran; water | 70.8% |
With phosphonic acid diethyl ester In tetrahydrofuran at 0 - 20℃; for 5h; |
phosphorous acid trimethyl ester
A
trimethyl phosphite
B
dimethyl phosphine oxide
Conditions | Yield |
---|---|
With Bromotrichloromethane In neat (no solvent) at 25℃; for 0.5h; | A 4% B 50% |
Conditions | Yield |
---|---|
With phosphorus; potassium hydroxide; N-benzyl-N,N,N-triethylammonium chloride In 1,4-dioxane at 60 - 62℃; | A 7% B n/a |
Conditions | Yield |
---|---|
With water |
dimethylmethoxyphosphines-d0
dimethyl phosphine oxide
Conditions | Yield |
---|---|
With water at -10℃; |
dimethyl methylthiophosphinite
dimethyl phosphine oxide
Conditions | Yield |
---|---|
With water |
Conditions | Yield |
---|---|
With water |
(diisopropylamino)(dimethyl)phosphine
dimethyl phosphine oxide
Conditions | Yield |
---|---|
With sulfuric acid |
C10H24O4P2
dimethyl phosphine oxide
Conditions | Yield |
---|---|
With water In benzene |
Conditions | Yield |
---|---|
With methanol | |
With hydrogenchloride |
dimethylphosphinic acid
triphenylphosphine
A
dimethyl phosphine oxide
B
Triphenylphosphine oxide
Conditions | Yield |
---|---|
In chloroform-d1 for 96h; | A n/a B 23 %Spectr. |
isoquinoline N-oxide
phosphorous acid trimethyl ester
A
trimethyl phosphite
B
tetramethyl pyrophosphate
C
dimethyl trichloromethylphosphonate
D
dimethyl phosphine oxide
E
dimethyl isoquinolin-1-ylphosphonate
Conditions | Yield |
---|---|
With Bromotrichloromethane In chloroform-d1 at 20℃; for 0.333333h; |
Conditions | Yield |
---|---|
Stage #1: methyl bromide With magnesium In tetrahydrofuran for 2h; Reflux; Stage #2: With phosphonic acid diethyl ester at 0 - 20℃; for 18h; |
Conditions | Yield |
---|---|
With tetrakis(triphenylphosphine) palladium(0); triethylamine In acetonitrile for 20h; Reflux; | 100% |
dichloro( 1,5-cyclooctadiene)platinum(ll)
dimethyl phosphine oxide
Conditions | Yield |
---|---|
In tetrahydrofuran soln. of Pt complex and ligand (2 equiv.) in THF was stirred under reflufor 22 h; filtered over Celite; concd. (vac.); | 99% |
Conditions | Yield |
---|---|
With palladium(II)(diphenylphosphinic acid(-2H)); 1,3-bis-(diphenylphosphino)propane In toluene at 110℃; for 5h; Inert atmosphere; regioselective reaction; | 99% |
Conditions | Yield |
---|---|
Stage #1: dimethyl phosphine oxide With sodium hexamethyldisilazane In tetrahydrofuran at 22℃; for 0.25h; Inert atmosphere; Darkness; Stage #2: Iododecane In tetrahydrofuran at 22℃; for 16h; Inert atmosphere; Darkness; chemoselective reaction; | 99% |
dimethyl phosphine oxide
Conditions | Yield |
---|---|
Stage #1: 4-iodo-2-(trifluoromethoxy)aniline; dimethyl phosphine oxide With potassium phosphate; palladium diacetate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene In N,N-dimethyl-formamide at 150℃; for 0.333333h; Inert atmosphere; Microwave irradiation; Stage #2: With hydrogenchloride In methanol | 98% |
Conditions | Yield |
---|---|
In tetrahydrofuran at 20℃; for 14h; Inert atmosphere; Schlenk technique; | 97% |
Conditions | Yield |
---|---|
With palladium(II)(diphenylphosphinic acid(-2H)); 1,2-bis-(diphenylphosphino)ethane In toluene at 110℃; for 25h; Inert atmosphere; regioselective reaction; | 96% |
Conditions | Yield |
---|---|
for 1h; -196 deg C to RT; | 95.7% |
dimethyl phosphine oxide
1-(4-chlorophenyl)-2-(1H-1,2,4-triazol-1-yl)ethanone
Conditions | Yield |
---|---|
at 80 - 100℃; | 95% |
(2-formylphenyl)(diphenyl)phosphine
dimethyl phosphine oxide
Conditions | Yield |
---|---|
With ammonia In 1,2-dimethoxyethane Addition; | 95% |
dimethyl phosphine oxide
1-dodecylbromide
dodecyl(dimethyl)phosphine oxide
Conditions | Yield |
---|---|
Stage #1: dimethyl phosphine oxide With sodium hexamethyldisilazane In tetrahydrofuran at 22℃; for 0.25h; Inert atmosphere; Stage #2: 1-dodecylbromide In tetrahydrofuran at 22℃; for 16h; Inert atmosphere; chemoselective reaction; | 93% |
dimethyl phosphine oxide
Conditions | Yield |
---|---|
With potassium phosphate; palladium diacetate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene In N,N-dimethyl-formamide at 150℃; for 10h; Inert atmosphere; | 93% |
formaldehyd
phenylmethyl 1-piperazinecarboxylate
dimethyl phosphine oxide
benzyl 4-((dimethylphosphoryl)methyl)piperazine-1-carboxylate
Conditions | Yield |
---|---|
Stage #1: formaldehyd; phenylmethyl 1-piperazinecarboxylate With toluene-4-sulfonic acid In tetrahydrofuran at 60℃; for 1h; Stage #2: dimethyl phosphine oxide In tetrahydrofuran at 60℃; | 93% |
Conditions | Yield |
---|---|
Stage #1: dimethyl phosphine oxide With sodium hexamethyldisilazane In tetrahydrofuran at 22℃; for 0.25h; Inert atmosphere; Stage #2: 1-chloroundecane In tetrahydrofuran at 22℃; for 16h; Inert atmosphere; chemoselective reaction; | 92% |
Conditions | Yield |
---|---|
In dichloromethane for 120h; Ambient temperature; | 91.8% |
2-(1H-imidazol-1-yl)-1-phenylethanone
dimethyl phosphine oxide
Conditions | Yield |
---|---|
In diethyl ether at 25℃; for 4h; | 91% |
Conditions | Yield |
---|---|
In dichloromethane for 120h; Ambient temperature; | 90.6% |
dimethyl phosphine oxide
1-phenyl-2-(1H-1,2,4-triazol-1-yl)ethanone
Conditions | Yield |
---|---|
In diethyl ether at 25℃; for 4h; | 90% |
Conditions | Yield |
---|---|
With palladium diacetate; potassium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene In N,N-dimethyl-formamide at 130℃; for 3h; Sealed tube; Inert atmosphere; | 90% |
dimethyl phosphine oxide
Conditions | Yield |
---|---|
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; triethylamine In acetonitrile at 90℃; for 20h; Inert atmosphere; | 90% |
m-iodonitrobenzene
dimethyl phosphine oxide
dimethyl(3-nitrophenyl)phosphine oxide
Conditions | Yield |
---|---|
With caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; bis(dibenzylideneacetone)-palladium(0) In 1,4-dioxane at 90℃; for 4h; Sealed tube; | 89% |
With caesium carbonate; tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene In 1,4-dioxane at 20 - 90℃; for 3.16667h; Inert atmosphere; | 79% |
3,5-di-tert-butyl-o-benzoquinone
dimethyl phosphine oxide
Dimethylphosphinsaeure-2-hydroxy-3,5-di-tert-butylphenylester
Conditions | Yield |
---|---|
In dichloromethane for 1h; Heating; | 88.4% |
dimethyl phosphine oxide
1-(4-fluorophenyl)-2-(1H-imidazol-1-yl)ethanone
Conditions | Yield |
---|---|
at 80 - 100℃; | 88% |
dimethyl phosphine oxide
4'-fluoro-2-(1H-1,2,4-triazol-1-yl)acetophenone
Conditions | Yield |
---|---|
at 80 - 100℃; | 87% |
Conditions | Yield |
---|---|
In tetrahydrofuran at 20℃; for 14h; Inert atmosphere; Schlenk technique; | 87% |
Conditions | Yield |
---|---|
Stage #1: dimethyl phosphine oxide With sodium hexamethyldisilazane In tetrahydrofuran at 22℃; for 0.25h; Inert atmosphere; Stage #2: α,α'-dibromo-o-xylene In tetrahydrofuran at 22℃; Inert atmosphere; chemoselective reaction; | 87% |
Conditions | Yield |
---|---|
Stage #1: dimethyl phosphine oxide With sodium hexamethyldisilazane In tetrahydrofuran at 22℃; for 0.25h; Inert atmosphere; Stage #2: 1,3-bis-(bromomethyl)benzene In tetrahydrofuran at 22℃; Inert atmosphere; chemoselective reaction; | 87% |
Conditions | Yield |
---|---|
With potassium hexafluorophosphate; [Cp*Rh(OAc)2] In methanol at 65℃; Electrochemical reaction; | 87% |
Conditions | Yield |
---|---|
Stage #1: dimethyl phosphine oxide With sodium hexamethyldisilazane In tetrahydrofuran at 22℃; for 0.25h; Inert atmosphere; Stage #2: benzyl bromide In tetrahydrofuran at 0℃; for 2h; Inert atmosphere; chemoselective reaction; | 86.2% |
The systematic name of this chemical is dimethylphosphane oxide. With the CAS registry number 7211-39-4 and EINECS 230-591-2, it is also named as phosphorane, dimethyl-, oxide. In addition, the formula is C2H7OP and the molecular weight is 78.05.
The other characteristics of Dimethylphosphine oxide can be summarized as: (1)ACD/LogP: -2.23; (2)# of Rule of 5 Violations: 0; (3)#H bond acceptors: 1; (4)#H bond donors: 0; (5)#Freely Rotating Bonds: 0; (6)Polar Surface Area: 40.54 Å2; (7)Flash Point: 4.906 °C; (8)Enthalpy of Vaporization: 31.144 kJ/mol; (9)Boiling Point: 84.5 °C at 760 mmHg; (10)Vapour Pressure: 80.598 mmHg at 25°C.
People can use the following data to convert to the molecule structure.
1. SMILES:CP(C)=O
2. InChI:InChI=1/C2H7OP/c1-4(2)3/h4H,1-2H3
3. InChIKey:HGDIHUZVQPKSMO-UHFFFAOYAJ
4. Std. InChI:InChI=1S/C2H7OP/c1-4(2)3/h4H,1-2H3
5. Std. InChIKey:HGDIHUZVQPKSMO-UHFFFAOYSA-N
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