Phosphonic acid,P-(2-oxo-2-phenylethyl)-, diethyl ester supplier

Name
DIETHYL (2-OXO-2-PHENYLETHYL)PHOSPHONATE
EINECS
CAS No. 3453-00-7
Article Data104
CAS DataBase
Density 1.144 g/cm³
Solubility
Melting Point
Formula C₁₂H₁₇O₄P
Boiling Point 373.4 °C at 760 mmHg
Molecular Weight 256.238
Flash Point 193.2 °C
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms Phosphonicacid, (2-oxo-2-phenylethyl)-, diethyl ester (9CI);Phosphonic acid, phenacyl-,diethyl ester (6CI,7CI,8CI);(2-Oxo-2-phenylethyl)phosphonic acid diethylester;Diethyl (2-oxo-2-phenylethyl)phosphonate;Diethyl(2-oxophenethyl)phosphonate;Diethyl 2-oxo-2-phenylethanephosphonate;Diethylbenzoylmethanephosphonate;Diethyl benzoylmethylphosphonate;Diethylphenacylphosphonate;NSC 648426;
PSA 62.41000
LogP 3.13540

Synthetic route

: 3450-67-7
diethyl phenylethynylphosphonate

: 3453-00-7
diethyl benzoylmethylphosphonate

Conditions

Conditions	Yield
With 2-dicyclohexylphosphino-2’,4’,6’-triisopropylbiphenyl gold(I) bis(trifluoromethanesulfonyl)imide; water In 1,2-dichloro-ethane at 20℃; for 12h; Reagent/catalyst; Solvent; regioselective reaction;	96%
With water; palladium dichloride In 1,4-dioxane at 80℃; for 2h;	95%
Stage #1: diethyl phenylethynylphosphonate With [bis(trifluoromethanesulfonyl)imidate](triphenylphosphine)gold(I); 2-iodophenylamine In 1,2-dichloro-ethane; toluene at 60℃; for 24h; Stage #2: With hydrogenchloride; water In 1,2-dichloro-ethane; toluene at 20℃; for 0.25h;	94%

: 93-58-3
benzoic acid methyl ester

: 683-08-9
Diethyl methylphosphonate

: 3453-00-7
diethyl benzoylmethylphosphonate

Conditions

Conditions	Yield
Stage #1: benzoic acid methyl ester; Diethyl methylphosphonate In tetrahydrofuran at 0℃; for 0.5h; Inert atmosphere; Stage #2: With lithium diisopropyl amide In tetrahydrofuran at 0℃; for 0.5h; Inert atmosphere;	96%
With lithium hexamethyldisilazane In tetrahydrofuran Barbier reaction; Cooling with ice; Inert atmosphere;	91%
With n-butyllithium In tetrahydrofuran at -78 - 20℃;	80%
Stage #1: Diethyl methylphosphonate With n-butyllithium In tetrahydrofuran at -78℃; for 0.5h; Stage #2: benzoic acid methyl ester In tetrahydrofuran at -78℃; for 5h;	50%
With lithium diisopropyl amide In tetrahydrofuran at -5℃; for 0.5h; Inert atmosphere;

: 683-08-9
Diethyl methylphosphonate

: 939-48-0
isopropyl benzoate

: 3453-00-7
diethyl benzoylmethylphosphonate

Conditions

Conditions	Yield
With lithium hexamethyldisilazane In tetrahydrofuran Barbier reaction; Cooling with ice; Inert atmosphere;	93%

: 536-74-3
phenylacetylene

: 762-04-9
phosphonic acid diethyl ester

A: 3450-67-7
diethyl phenylethynylphosphonate

B: 3453-00-7
diethyl benzoylmethylphosphonate

Conditions

Conditions	Yield
With tributyl-amine In dimethyl sulfoxide at 60℃; for 12h;	A n/a B 93%

...Expand

: 140-10-3
(E)-3-phenylacrylic acid

: 762-04-9
phosphonic acid diethyl ester

: 3453-00-7
diethyl benzoylmethylphosphonate

Conditions

Conditions	Yield
With copper(ll) sulfate pentahydrate; oxygen In acetonitrile at 60℃; for 6h; Reagent/catalyst; Solvent; Temperature;	92%
With iron(III) chloride; copper(II) bis(trifluoromethanesulfonate); triethylamine In dimethyl sulfoxide at 70℃; for 8h; Schlenk technique;	78%

: 16717-64-9
1-azidostyrene

: 762-04-9
phosphonic acid diethyl ester

: 3453-00-7
diethyl benzoylmethylphosphonate

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 20℃; for 6h; Sealed tube;	92%

: 292638-84-7
styrene

: 762-04-9
phosphonic acid diethyl ester

: 3453-00-7
diethyl benzoylmethylphosphonate

Conditions

Conditions	Yield
With copper(ll) sulfate pentahydrate; oxygen In acetonitrile at 60℃; for 3h; Reagent/catalyst; Temperature; Solvent;	91%
With copper(ll) sulfate pentahydrate In acetonitrile at 60℃; for 2h;	91%
With di-tert-butyl peroxide; copper(II) ferrite; triethylamine In acetonitrile at 85℃; for 6h; Reagent/catalyst; Temperature; Solvent;	80%

: 103517-92-6
[2-(Methoxycarbonyl-hydrazono)-2-phenyl-ethyl]-phosphonic acid diethyl ester

: 3453-00-7
diethyl benzoylmethylphosphonate

Conditions

Conditions	Yield
With hydrogenchloride; acetone for 3h; Ambient temperature;	90%

: 536-74-3
phenylacetylene

: 762-04-9
phosphonic acid diethyl ester

: 3453-00-7
diethyl benzoylmethylphosphonate

Conditions

Conditions	Yield
With dipotassium peroxodisulfate; copper(ll) sulfate pentahydrate; silver nitrate In dichloromethane; water at 20℃; for 3h; Catalytic behavior; Reagent/catalyst; Solvent;	89%
With iron(III) chloride; oxygen; copper(I) triflate; triethylamine In dimethyl sulfoxide at 70℃; for 24h; Reagent/catalyst; Solvent; Temperature; Concentration; Sealed tube;	70%
With iron(III) chloride; copper acetylacetonate; oxygen; triethylamine In dimethyl sulfoxide at 80℃; for 24h; Reagent/catalyst; Solvent; Temperature; Concentration;	63%

: 683-08-9
Diethyl methylphosphonate

: 98-88-4
benzoyl chloride

: 3453-00-7
diethyl benzoylmethylphosphonate

Conditions

Conditions	Yield
Stage #1: Diethyl methylphosphonate With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.333333h; Stage #2: With copper(I) bromide In tetrahydrofuran; hexane at -60 - -30℃; for 1.5h; Stage #3: benzoyl chloride In tetrahydrofuran; hexane at -40 - -30℃; Further stages.;	86%
(i) nBuLi, hexane, THF, (ii) Cu2I2, (iii) /BRN= 471389/, Et2O; Multistep reaction;

: 636-72-6
2-thiophenemethanol

: 94-41-7
benzalacetophenone

: 762-04-9
phosphonic acid diethyl ester

A: 85455-66-9
thiophen-2-yl-methyl benzoate

B: 3453-00-7
diethyl benzoylmethylphosphonate

Conditions

Conditions	Yield
With iron(III) chloride; copper acetylacetonate; oxygen; N-ethyl-N,N-diisopropylamine In 1,2-dichloro-ethane at 90℃; for 24h; Sealed tube; chemoselective reaction;	A 43% B 86%

...Expand

: 683-08-9
Diethyl methylphosphonate

XC(O)C6H5: XC(O)C6H5

: 3453-00-7
diethyl benzoylmethylphosphonate

Conditions

Conditions	Yield
With n-butyllithium; lithium diisopropyl amide In tetrahydrofuran; hexane at -60℃;	85%

: 94-41-7
benzalacetophenone

: 762-04-9
phosphonic acid diethyl ester

: 100-51-6
benzyl alcohol

A: 120-51-4
benzoic acid benzyl ester

B: 3453-00-7
diethyl benzoylmethylphosphonate

Conditions

Conditions	Yield
With iron(III) chloride; copper acetylacetonate; oxygen; N-ethyl-N,N-diisopropylamine In 1,2-dichloro-ethane at 90℃; for 24h; Sealed tube; chemoselective reaction;	A 41% B 85%

...Expand

: 1201-93-0
1-phenyl-3-dimethylaminoprop-2-enone

: 762-04-9
phosphonic acid diethyl ester

: 3453-00-7
diethyl benzoylmethylphosphonate

Conditions

Conditions	Yield
With manganese triacetate; acetic acid In 1,4-dioxane at 80℃; for 12h; Reagent/catalyst; Solvent; Temperature; chemoselective reaction;	85%

: 3506-54-5
3-(diethylamino)-1-phenylprop-2-en-1-one

: 762-04-9
phosphonic acid diethyl ester

: 3453-00-7
diethyl benzoylmethylphosphonate

Conditions

Conditions	Yield
With manganese triacetate; acetic acid In 1,4-dioxane at 80℃; for 12h; chemoselective reaction;	85%

: diethyl (E)-(1-(dimethylamino)-3-oxo-3-phenylprop-1-en-2-yl)-phosphonate

: 3453-00-7
diethyl benzoylmethylphosphonate

Conditions

Conditions	Yield
With manganese triacetate; acetic acid In 1,4-dioxane at 80℃; for 12h; Inert atmosphere; chemoselective reaction;	85%

: 762-04-9
phosphonic acid diethyl ester

: 93-91-4
1-phenylbutan-1,3-dione

: 3453-00-7
diethyl benzoylmethylphosphonate

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;	84%
With manganese triacetate; acetic acid In 1,4-dioxane at 80℃; for 12h; chemoselective reaction;	9%

: 98-85-1, 13323-81-4
1-Phenylethanol

: 762-04-9
phosphonic acid diethyl ester

: 3453-00-7
diethyl benzoylmethylphosphonate

Conditions

Conditions	Yield
With N-hydroxyphthalimide; oxygen; cobalt(II) acetate In toluene at 80℃; under 760.051 Torr; for 12h; Reagent/catalyst; Concentration; Solvent; Temperature; Schlenk technique; Sealed tube;	84%

: 3095-95-2
diethylphosphonoacetic acid

: 98-88-4
benzoyl chloride

: 3453-00-7
diethyl benzoylmethylphosphonate

Conditions

Conditions	Yield
With triethylamine; magnesium chloride In acetonitrile at 20℃; for 15h; Acylation;	83%
Stage #1: diethylphosphonoacetic acid With triethylamine; magnesium chloride In acetonitrile at 18℃; Stage #2: benzoyl chloride In acetonitrile at 0 - 18℃;	55%
Yield given; Multistep reaction;

: 70-11-1
α-bromoacetophenone

: 122-52-1
triethyl phosphite

: 3453-00-7
diethyl benzoylmethylphosphonate

Conditions

Conditions	Yield
at 180℃; for 48h; Inert atmosphere;	82%
for 4h; Reflux;	68%
at 110℃; for 24h;	65%

: 60-12-8
2-phenylethanol

: 94-41-7
benzalacetophenone

: 762-04-9
phosphonic acid diethyl ester

A: 94-47-3
2-Phenylethyl benzoate

B: 3453-00-7
diethyl benzoylmethylphosphonate

Conditions

Conditions	Yield
With iron(III) chloride; copper acetylacetonate; oxygen; N-ethyl-N,N-diisopropylamine In 1,2-dichloro-ethane at 90℃; for 24h; Sealed tube; chemoselective reaction;	A 37% B 82%

...Expand

: 3167-63-3
diethyl chloromethylphosphonate

: 6919-61-5
N-methoxy-N-methylbenzamide

: 3453-00-7
diethyl benzoylmethylphosphonate

Conditions

Conditions	Yield
Stage #1: diethyl chloromethylphosphonate With naphthalene; lithium In tetrahydrofuran at -78℃; Inert atmosphere; Stage #2: N-methoxy-N-methylbenzamide In tetrahydrofuran at -78℃; for 2h; Inert atmosphere;	81%

: 1475-83-8
diethyl (2-chloro-2-phenyl)vinylphosphonate

: 3453-00-7
diethyl benzoylmethylphosphonate

Conditions

Conditions	Yield
With sulfuric acid	80%
Multi-step reaction with 2 steps 1: H2O View Scheme

: 103-41-3
benzy cinnamate

: 762-04-9
phosphonic acid diethyl ester

: 3453-00-7
diethyl benzoylmethylphosphonate

Conditions

Conditions	Yield
With iron(III) chloride; copper(I) triflate; N-ethyl-N,N-diisopropylamine In dimethyl sulfoxide at 90℃; for 24h; Sealed tube;	80%

: 103-36-6
ethyl 3-phenyl-2-propenoate

: 762-04-9
phosphonic acid diethyl ester

: 3453-00-7
diethyl benzoylmethylphosphonate

Conditions

Conditions	Yield
With iron(III) chloride; oxygen; copper(I) triflate; N-ethyl-N,N-diisopropylamine In dimethyl sulfoxide at 90℃; for 24h; Reagent/catalyst; Sealed tube; Green chemistry;	79%

: 4780-79-4
1-naphthalene methanol

: 94-41-7
benzalacetophenone

: 762-04-9
phosphonic acid diethyl ester

A: 17238-11-8
(1-naphthalenyl)methyl benzoate

B: 3453-00-7
diethyl benzoylmethylphosphonate

Conditions

Conditions	Yield
With iron(III) chloride; copper acetylacetonate; oxygen; N-ethyl-N,N-diisopropylamine In 1,2-dichloro-ethane at 90℃; for 24h; Sealed tube; chemoselective reaction;	A 30% B 78%

...Expand

: 762-04-9
phosphonic acid diethyl ester

: 1608-51-1, 22966-07-0, 102692-46-6
4-fluorochalcone

A: 3453-00-7
diethyl benzoylmethylphosphonate

B: 459-57-4
4-fluorobenzaldehyde

Conditions

Conditions	Yield
With iron(III) chloride; copper acetylacetonate; oxygen; N-ethyl-N,N-diisopropylamine In 1,2-dichloro-ethane at 90℃; for 24h; Sealed tube; chemoselective reaction;	A 77% B n/a

...Expand

: 13735-81-4
1-styrenyloxytrimethylsilane

: 122-52-1
triethyl phosphite

: 3453-00-7
diethyl benzoylmethylphosphonate

Conditions

Conditions	Yield
With iodosylbenzene; boron trifluoride diethyl etherate In dichloromethane at -40 - 20℃; for 2.5h;	76%

: 683-08-9
Diethyl methylphosphonate

: 93-89-0
benzoic acid ethyl ester

: 3453-00-7
diethyl benzoylmethylphosphonate

Conditions

Conditions	Yield
With n-butyllithium at -78℃; for 2h; Inert atmosphere;	75%
Stage #1: Diethyl methylphosphonate With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.166667h; Inert atmosphere; Stage #2: benzoic acid ethyl ester In tetrahydrofuran; hexane at -78 - 22℃; for 2h; Inert atmosphere;	70%

: 3453-00-7
diethyl benzoylmethylphosphonate

: 83567-95-7
diethyl (1,1-difluoro-2-oxo-2-phenylethyl)phosphonate

Conditions

Conditions	Yield
Stage #1: diethyl benzoylmethylphosphonate 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%
With Selectfluor In acetonitrile at 80℃; for 24h;	45%
Multi-step reaction with 2 steps 1: toluene-4-sulfonic acid / toluene / Reflux; Dean-Stark 2: Selectfluor / acetonitrile / -10 °C View Scheme

: 75-11-6
diiodomethane

: 3453-00-7
diethyl benzoylmethylphosphonate

: 16324-15-5
diethyl (3-oxo-3-phenylpropyl)phosphonate

Conditions

Conditions	Yield
With diethylzinc In hexane; dichloromethane at 20℃; for 2h; chain extension;	98%

: 3453-00-7
diethyl benzoylmethylphosphonate

: 615-36-1
2-bromoaniline

: diethyl (2-((2-bromophenyl)amino)-2-phenylvinyl)phosphonate

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In toluene for 24h; Reflux; Dean-Stark; Inert atmosphere;	98%

: 3453-00-7
diethyl benzoylmethylphosphonate

: 450406-75-4
diethyl (S)-(2-hydroxy-2-phenylethyl)phosphonate

Conditions

Conditions	Yield
With C48H44ClO4P2Ru(1+)*Cl(1-); hydrogen In methanol at 50℃; under 7500.75 Torr; for 19h; Inert atmosphere; enantioselective reaction;	97%
With hydrogen; [(R)-SYNPHOS]RuBr2 In ethanol at 50℃; under 15001.5 Torr; for 24h;
With hydrogen; ruthenium trichloride; (+)-(R)-[2,3,2',3'-tetrahydro-5,5'-bi(1,4-benzodioxin)-6,6'-diyl]bis(diphenylphosphane) In ethanol at 50℃; under 15001.5 Torr; for 64h; Conversion of starting material;	n/a
With hydrogen; ruthenium trichloride; (R)-2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl Conversion of starting material;	n/a
With [bis(2-methylallyl)cycloocta-1,5-diene]ruthenium(II); hydrogen bromide; hydrogen; (+)-(R)-[2,3,2',3'-tetrahydro-5,5'-bi(1,4-benzodioxin)-6,6'-diyl]bis(diphenylphosphane) In ethanol at 50℃; under 15001.5 Torr; for 24h; Inert atmosphere; Autoclave;	n/a

: 2627-86-3
(S)-1-phenyl-ethylamine

: 3453-00-7
diethyl benzoylmethylphosphonate

: (Z)-(S)-diethyl (2-phenyl-2-((1-phenylethyl)amino)vinyl)phosphonate

Conditions

Conditions	Yield
In toluene for 12h; Dean-Stark; Reflux;	97%

: 1160948-06-0
C21H25NO3

: 3453-00-7
diethyl benzoylmethylphosphonate

: C29H31NO3

Conditions

Conditions	Yield
With potassium hydroxide In ethanol; water at 20℃; for 48h; Inert atmosphere;	97%

: 86429-26-7
(+/-)-3,3-dimethyl-2-phenylbutanal

: 3453-00-7
diethyl benzoylmethylphosphonate

: (E)-5,5-Dimethyl-1,4-diphenyl-hex-2-en-1-one

Conditions

Conditions	Yield
barium dihydroxide In 1,4-dioxane at 70℃; for 0.25h;	96%

: 4815-29-6
ethyl 2-amino-4H,5H,6H-cyclopentenothiophene-3-carboxylate

: 3453-00-7
diethyl benzoylmethylphosphonate

: C20H22NO4PS

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In toluene for 24h; Reflux; Dean-Stark;	96%

: 111-68-2
1-Heptylamine

: 3453-00-7
diethyl benzoylmethylphosphonate

: (Z)-diethyl (2-(heptylamino)-2-phenylvinyl)phosphonate

Conditions

Conditions	Yield
In toluene for 12h; Dean-Stark; Reflux;	96%

: 3453-00-7
diethyl benzoylmethylphosphonate

: 138854-59-8
5-(benzyloxy)-2,3-dihydro-3,3-dimethyl-2-hydroxy-6-(3-phenoxypropyl)benzofuran

: 139201-42-6
5-(benzyloxy)-2-(2-oxo-2-phenylethyl)-2,3-dihydro-3,3-dimethyl-6-(3-phenoxypropyl)benzofuran

Conditions

Conditions	Yield
With potassium tert-butylate In N,N-dimethyl-formamide at 110 - 120℃; for 2h;	95%

: 3453-00-7
diethyl benzoylmethylphosphonate

: 4637-24-5
N,N-dimethyl-formamide dimethyl acetal

: 98934-33-9
((Z)-1-Benzoyl-2-dimethylamino-vinyl)-phosphonic acid diethyl ester

Conditions

Conditions	Yield
With calcium chloride for 2h; Heating;	95%

: 3453-00-7
diethyl benzoylmethylphosphonate

: 72019-14-8
(2-hydroxy-2-phenyl-ethyl)-phosphonic acid diethyl ester

Conditions

Conditions	Yield
With sodium tetrahydroborate In ethanol at 0℃;	95%
Stage #1: diethyl benzoylmethylphosphonate With polymethylhydrosiloxane; P(MeNCH2CH2)3N In tetrahydrofuran at 20℃; for 12h; Reduction; hydrosilylation; Stage #2: In tetrahydrofuran at 20℃; for 1h; Hydrolysis;

: 3453-00-7
diethyl benzoylmethylphosphonate

: 28663-68-5
ethyl (phenylhydrazono)chloroacetate

: 17355-75-8
ethyl 1,5-diphenyl-1H-pyrazole-3-carboxylate

Conditions

Conditions	Yield
With lithium hydroxide In 1,2-dimethoxyethane at 20℃; for 10h; Reagent/catalyst; Solvent; regioselective reaction;	95%
With lithium hydroxide In 1,2-dimethoxyethane at 20℃; for 10h; Reagent/catalyst; Solvent; regioselective reaction;	95%

: 3453-00-7
diethyl benzoylmethylphosphonate

: 27143-10-8
ethoxycarbonylformyl chloride p-bromophenylhydrazone

: 62160-91-2
ethyl 1-(4-bromophenyl)-5-phenyl-1H-pyrazole-3-carboxylate

Conditions

Conditions	Yield
With lithium hydroxide In 1,2-dimethoxyethane at 20℃; for 10h; regioselective reaction;	95%
With lithium hydroxide In 1,2-dimethoxyethane at 20℃; for 10h; regioselective reaction;	95%

: 123-75-1
pyrrolidine

: 3453-00-7
diethyl benzoylmethylphosphonate

: diethyl (2-phenyl-2-(pyrrolidin-1-yl)vinyl)phosphonate

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In toluene Reflux; Dean-Stark;	95%

: 42225-09-2
2-amino-4-benzyl-5-phenyl-thiophene-3-carbonitrile

: 3453-00-7
diethyl benzoylmethylphosphonate

: 1443672-24-9
C30H29N2O3PS

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In toluene for 72h; Reflux; Dean-Stark;	94%

: 591-50-4
iodobenzene

: 3453-00-7
diethyl benzoylmethylphosphonate

: 1080-32-6
O,O-diethyl benzylphosphonate

Conditions

Conditions	Yield
With [2,2]bipyridinyl; copper(II) acetate monohydrate; potassium carbonate In dimethyl sulfoxide at 110℃; for 24h; Inert atmosphere;	93%

: 851388-92-6
dimethyl 2-(but-2-yn-1-yl)-2-(2-oxoethyl)malonate

: 3453-00-7
diethyl benzoylmethylphosphonate

: dimethyl (E)-2-(but-2-yn-1-yl)-2-(4-oxo-4-phenylbut-2-en-1-yl)malonate

Conditions

Conditions	Yield
Stage #1: diethyl benzoylmethylphosphonate With sodium hydride In tetrahydrofuran; mineral oil at 0℃; for 0.166667h; Inert atmosphere; Stage #2: dimethyl 2-(but-2-ynyl)-2-(2-oxo-2-ethyl)malonate In tetrahydrofuran; mineral oil at 0 - 23℃; for 1h; Inert atmosphere;	93%

: 3453-00-7
diethyl benzoylmethylphosphonate

: C8H15IO2

: C16H21O5P

Conditions

Conditions	Yield
With potassium hydroxide In N,N-dimethyl-formamide at 20℃;	93%

: 3453-00-7
diethyl benzoylmethylphosphonate

: 814-49-3
diethyl chlorophosphate

: 194666-43-8
[(Z)-2-(Diethoxy-phosphoryloxy)-2-phenyl-vinyl]-phosphonic acid diethyl ester

Conditions

Conditions	Yield
Stage #1: diethyl benzoylmethylphosphonate With lithium hexamethyldisilazane In tetrahydrofuran at -20℃; for 0.5h; Inert atmosphere; Stage #2: diethyl chlorophosphate In tetrahydrofuran at -20 - 20℃; for 0.5h; Inert atmosphere;	92%
With sodium hydride 1.) THF, r.t., 2.) r.t.; Multistep reaction;

: 3453-00-7
diethyl benzoylmethylphosphonate

: 98-88-4
benzoyl chloride

: diethyl (1,3-dioxo-1,3-diphenylpropan-2-yl)phosphonate

Conditions

Conditions	Yield
Acylation;	92%

: 2-chloro-2-(2-(2-methoxypyridin-5-yl)hydrazono)acetic acid ethyl ester

: 3453-00-7
diethyl benzoylmethylphosphonate

: 741286-83-9
ethyl 1-(6-methoxypyridin-3-yl)-5-phenyl-1H-pyrazole-3-carboxylate

Conditions

Conditions	Yield
With lithium hydroxide In 1,2-dimethoxyethane at 20℃; for 10h; regioselective reaction;	92%
With lithium hydroxide In 1,2-dimethoxyethane at 20℃; regioselective reaction;	92%

: 3453-00-7
diethyl benzoylmethylphosphonate

: 371-40-4
4-fluoroaniline

: diethyl 2-(4-fluorophenylamino)-2-phenylvinylphosphonate

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In toluene for 24h; Reflux; Dean-Stark; Inert atmosphere;	92%

Phosphonic acid,P-(2-oxo-2-phenylethyl)-, diethyl ester Specification

The Phosphonic acid, P-(2-oxo-2-phenylethyl)-, diethyl ester, with the CAS registry number of 3453-00-7, is also known as Diethyl (2-oxo-2-phenylethyl)phosphonate and (2-Oxo-2-phenylethyl)phosphonic acid diethyl ester. It belongs to the product categories of C-C Bond Formation; Horner-Wadsworth-Emmons Reagents; Olefination. This chemical's molecular formula is C₁₂H₁₇O₄P and molecular weight is 256.23. What's more, its IUPAC name is 2-Diethoxyphosphoryl-1-phenylethanone. In addition, it must be stored in airtight containers and placed in a dry, ventilated place at room temperature. Meanwhile, it should avoid contact with light.

Physical properties about Phosphonic acid, P-(2-oxo-2-phenylethyl)-, diethyl ester are: (1)ACD/LogP: 1.76; (2)# of Rule of 5 Violations: 0; (3)#H bond acceptors: 4; (4)#H bond donors: 0; (5)#Freely Rotating Bonds: 7; (6)Polar Surface Area: 62.41 Å²; (7)Index of Refraction: 1.494; (8)Molar Refractivity: 65.17 cm³; (9)Molar Volume: 223.8 cm³; (10)Polarizability: 25.83×10^-24 cm³; (11)Surface Tension: 40 dyne/cm; (12)Density: 1.144 g/cm³; (13)Flash Point: 193.2 °C; (14)Enthalpy of Vaporization: 62.06 kJ/mol; (15)Boiling Point: 373.4 °C at 760 mmHg; (16)Vapour Pressure: 9.01E-06 mmHg at 25 °C.

Preparation: this chemical is prepared by reaction of 2-Bromo-1-phenyl-ethanone with Phosphorous acid triethyl ester. The reaction needs solvent Diethyl ether. The reaction temperature is 10 °C. The yield is about 63 %.

Uses: it is used to produce other chemicals. For example, it is used to produce (2-Amino-2-phenyl-ethyl)-phosphonic acid diethyl ester at ambient temperature. This reaction needs reagents Acetate ammonium, Cyanoborohydrure sodium, HCl. Meanwhile, it needs solvent Methanol. The reaction time is 4 hours. The yield is about 62 %.

You can still convert the following datas into molecular structure:
(1) SMILES: O=C(c1ccccc1)CP(=O)(OCC)OCC
(2) InChI: InChI=1/C12H17O4P/c1-3-15-17(14,16-4-2)10-12(13)11-8-6-5-7-9-11/h5-9H,3-4,10H2,1-2H3
(3) InChIKey: HPEVTTNSIPGLEL-UHFFFAOYAE

Product Name

DIETHYL (2-OXO-2-PHENYLETHYL)PHOSPHONATE

Synthetic route

Phosphonic acid,P-(2-oxo-2-phenylethyl)-, diethyl ester Specification

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