Product Name

  • Name

    DIETHYLPHOSPHONOACETIC ACID

  • EINECS 608-560-3
  • CAS No. 3095-95-2
  • Article Data42
  • CAS DataBase
  • Density 1.167 g/cm3
  • Solubility
  • Melting Point
  • Formula C6H13O5P
  • Boiling Point 315.9 °C at 760 mmHg
  • Molecular Weight 196.14
  • Flash Point 144.9 °C
  • Transport Information
  • Appearance clear colorless to yellow viscous liquid
  • Safety 37/39-26
  • Risk Codes 22
  • Molecular Structure Molecular Structure of 3095-95-2 (DIETHYLPHOSPHONOACETIC ACID)
  • Hazard Symbols HarmfulXn
  • Synonyms Aceticacid, (diethoxyphosphinyl)- (9CI);Acetic acid, phosphono-, P,P-diethyl ester(7CI,8CI);(Diethoxyphosphinyl)acetic acid;(Diethylphosphono)acetic acid;Diethoxyphosphorylacetic acid;Diethyl carboxymethanephosphonate;Diethylcarboxymethylphosphonate;NSC 272281;
  • PSA 82.64000
  • LogP 1.33710

Synthetic route

diethoxyphosphoryl-acetic acid ethyl ester
867-13-0

diethoxyphosphoryl-acetic acid ethyl ester

diethylphosphonoacetic acid
3095-95-2

diethylphosphonoacetic acid

Conditions
ConditionsYield
With potassium hydroxide In ethanol; water at 20℃;100%
With water; sodium hydroxide In ethanol at 20℃; Inert atmosphere;97%
With hydrogenchloride; potassium hydroxide 1.) aq. EtOH, 20 h;95%
benzyl diethylphosphonoacetate
7396-44-3

benzyl diethylphosphonoacetate

diethylphosphonoacetic acid
3095-95-2

diethylphosphonoacetic acid

Conditions
ConditionsYield
With 1% Pd/C; hydrogen In ethyl acetate99%
With hydrogen; palladium on activated charcoal
With hydrogen; palladium on activated charcoal In ethanol
chloroacetic acid
79-11-8

chloroacetic acid

triethyl phosphite
122-52-1

triethyl phosphite

diethylphosphonoacetic acid
3095-95-2

diethylphosphonoacetic acid

Conditions
ConditionsYield
In toluene Michaelis-Arbuzov Synthesis; Reflux;68%
C12H27O5PSi
115124-53-3

C12H27O5PSi

diethylphosphonoacetic acid
3095-95-2

diethylphosphonoacetic acid

Conditions
ConditionsYield
With hydrogen fluoride In acetonitrile62%
diethyl 1-cyanomethylphosphonate
2537-48-6

diethyl 1-cyanomethylphosphonate

diethylphosphonoacetic acid
3095-95-2

diethylphosphonoacetic acid

Conditions
ConditionsYield
With phosphate buffer; immobilized enzyme preparation from Rhodococcus sp for 168h; Ambient temperature; pH 7.0;41%
tert-butyl diethylphosphonoacetate
27784-76-5

tert-butyl diethylphosphonoacetate

diethylphosphonoacetic acid
3095-95-2

diethylphosphonoacetic acid

Conditions
ConditionsYield
With hydrogenchloride
diethoxyphosphoryl-acetic acid ethyl ester
867-13-0

diethoxyphosphoryl-acetic acid ethyl ester

A

diethylphosphonoacetic acid
3095-95-2

diethylphosphonoacetic acid

B

phosphonoacetic acid
4408-78-0

phosphonoacetic acid

C

phosphonoacetic acid ethyl ester
35752-46-6

phosphonoacetic acid ethyl ester

Conditions
ConditionsYield
With potassium hydroxide In water Product distribution; various reagents;
Diethyl methylphosphonate
683-08-9

Diethyl methylphosphonate

carbon dioxide
124-38-9

carbon dioxide

diethylphosphonoacetic acid
3095-95-2

diethylphosphonoacetic acid

Conditions
ConditionsYield
With n-butyllithium 1.) ether, THF, -65 deg C, 30 min, 2.) ether, -65 deg C, 5 min; -65 deg C to room temp., 2 h; Yield given. Multistep reaction;
With n-butyllithium 1.) THF, hexane, -78 deg C to -20 deg C, 30 min, 2.) THF, -78 deg C to -10 deg C, 2 h; Multistep reaction;
With n-butyllithium at -78℃;
carbon dioxide
124-38-9

carbon dioxide

diethyl-1-magnesium chloride methanephosphonate
110625-05-3

diethyl-1-magnesium chloride methanephosphonate

diethylphosphonoacetic acid
3095-95-2

diethylphosphonoacetic acid

Conditions
ConditionsYield
With water 1.) ether, -70 deg. C.; 2.) ether, room. temp.; Yield given. Multistep reaction;
Methyl diethylphosphonoacetate
1067-74-9

Methyl diethylphosphonoacetate

A

diethylphosphonoacetic acid
3095-95-2

diethylphosphonoacetic acid

B

diethylphosphinylacethydroxamic acid
40882-15-3

diethylphosphinylacethydroxamic acid

C

disodium ethylphosphonoacetohydroxamate

disodium ethylphosphonoacetohydroxamate

Conditions
ConditionsYield
With sodium hydroxide; hydroxylamine hydrochloride In water at 20℃; for 18h; pH=12; Title compound not separated from byproducts;
Methyl diethylphosphonoacetate
1067-74-9

Methyl diethylphosphonoacetate

A

diethylphosphonoacetic acid
3095-95-2

diethylphosphonoacetic acid

B

disodium ethylphosphonoacetohydroxamate

disodium ethylphosphonoacetohydroxamate

Conditions
ConditionsYield
With sodium hydroxide; hydroxylamine hydrochloride In water at 20℃; for 72h; pH=12; Title compound not separated from byproducts;
diethyl iodomethanephosphonate
10419-77-9

diethyl iodomethanephosphonate

diethylphosphonoacetic acid
3095-95-2

diethylphosphonoacetic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: isopropylmagnesium chloride / tetrahydrofuran / 0.75 h / -70 °C
2: 2.) H2O / 1.) ether, -70 deg. C.; 2.) ether, room. temp.
View Scheme
Diethyl phosphonate
762-04-9, 123-22-8

Diethyl phosphonate

bromoacetic acid
79-08-3

bromoacetic acid

diethylphosphonoacetic acid
3095-95-2

diethylphosphonoacetic acid

Conditions
ConditionsYield
With sodium ethanolate In ethanol; water
diethoxyphosphoryl-acetic acid ethyl ester
867-13-0

diethoxyphosphoryl-acetic acid ethyl ester

diethylphosphonoacetic acid
3095-95-2

diethylphosphonoacetic acid

Conditions
ConditionsYield
With sodium hydroxide In ethanol; water
diethylphosphonoacetic acid
3095-95-2

diethylphosphonoacetic acid

(-)-menthol
2216-51-5

(-)-menthol

(diethoxy-phosphoryl)-acetic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester
141540-20-7

(diethoxy-phosphoryl)-acetic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester

Conditions
ConditionsYield
With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; N-ethyl-N,N-diisopropylamine In ethyl acetate; toluene at 20℃; Inert atmosphere;100%
With triethylamine; 2-chloropyridinium iodide
diethylphosphonoacetic acid
3095-95-2

diethylphosphonoacetic acid

diethyl (2-chloro-2-oxoethyl)phosphonate
34170-81-5

diethyl (2-chloro-2-oxoethyl)phosphonate

Conditions
ConditionsYield
With oxalyl dichloride; N,N-dimethyl-formamide In benzene for 1h;100%
With thionyl chloride at 20℃; for 2h; Inert atmosphere;92%
With thionyl chloride at 20℃; for 2h; Inert atmosphere;92%
diethylphosphonoacetic acid
3095-95-2

diethylphosphonoacetic acid

tert-butyl alcohol
75-65-0

tert-butyl alcohol

tert-butyl diethylphosphonoacetate
27784-76-5

tert-butyl diethylphosphonoacetate

Conditions
ConditionsYield
With dicyclohexyl-carbodiimide In dichloromethane at 25℃; for 0.25h;100%
With dicyclohexyl-carbodiimide In dichloromethane at 25℃; for 0.25h; Product distribution; Further Variations:; Reaction partners; Reagents; Solvents;100%
With sulfuric acid In various solvent(s) for 12h;90%
With dicyclohexyl-carbodiimide In acetonitrile at 25℃; for 1h;
diethylphosphonoacetic acid
3095-95-2

diethylphosphonoacetic acid

allyl alcohol
107-18-6

allyl alcohol

allyl diethylphosphonoacetate
113187-28-3

allyl diethylphosphonoacetate

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 18h; Esterification;100%
With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; N-ethyl-N,N-diisopropylamine In tetrahydrofuran; ethyl acetate; toluene at 20℃; Inert atmosphere;
diethylphosphonoacetic acid
3095-95-2

diethylphosphonoacetic acid

6-{6-[6-(6-{6-[2-(tert-butyl-dimethyl-silanyloxy)-5-iodo-1-methyl-pent-4-enyl]-2,2-dimethyl-[1,3]dioxan-4-ylmethyl}-2,2-dimethyl-[1,3]dioxan-4-ylmethyl)-2,2-dimethyl-[1,3]dioxan-4-ylmethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-2,4-dimethyl-hex-5-en-3-ol

6-{6-[6-(6-{6-[2-(tert-butyl-dimethyl-silanyloxy)-5-iodo-1-methyl-pent-4-enyl]-2,2-dimethyl-[1,3]dioxan-4-ylmethyl}-2,2-dimethyl-[1,3]dioxan-4-ylmethyl)-2,2-dimethyl-[1,3]dioxan-4-ylmethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-2,4-dimethyl-hex-5-en-3-ol

C53H96IO14PSi
375827-09-1

C53H96IO14PSi

Conditions
ConditionsYield
With dmap; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate In dichloromethane at 20℃; for 48h;100%
With dmap; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate In dichloromethane99%
diethylphosphonoacetic acid
3095-95-2

diethylphosphonoacetic acid

4-(Dimethylamino)butylamine
3529-10-0

4-(Dimethylamino)butylamine

[(4-dimethylamino-butylcarbamoyl)-methyl]-phosphonic acid diethyl ester
643763-06-8

[(4-dimethylamino-butylcarbamoyl)-methyl]-phosphonic acid diethyl ester

Conditions
ConditionsYield
With N'-methyl polystyrene; N-cyclohexylcarbodimide; benzotriazol-1-ol; tris(2-amimoethyl)amine polystyrene In dichloromethane; N,N-dimethyl acetamide at 20℃; for 24h;100%
(4E,2R)-5-((2R,6R)-6-{(6Z,2E)-8-(2,2-dimethyl-1,1-diphenyl-1-silapropoxy)-4-[(4-methoxyphenyl)methyl]-6-methylocta-2,6-dienyl}-4-methylene(2,3,5,6-tetrahydropyran-2-yl))-1-[(4-methoxyphenyl)methoxy]-4-methylpent-4-en-2-ol

(4E,2R)-5-((2R,6R)-6-{(6Z,2E)-8-(2,2-dimethyl-1,1-diphenyl-1-silapropoxy)-4-[(4-methoxyphenyl)methyl]-6-methylocta-2,6-dienyl}-4-methylene(2,3,5,6-tetrahydropyran-2-yl))-1-[(4-methoxyphenyl)methoxy]-4-methylpent-4-en-2-ol

diethylphosphonoacetic acid
3095-95-2

diethylphosphonoacetic acid

(Diethoxy-phosphoryl)-acetic acid (E)-(R)-4-{(2R,6R)-6-[(2E,6Z)-8-(tert-butyl-diphenyl-silanyloxy)-4-(4-methoxy-benzyloxy)-6-methyl-octa-2,6-dienyl]-4-methylene-tetrahydro-pyran-2-yl}-1-(4-methoxy-benzyloxymethyl)-3-methyl-but-3-enyl ester

(Diethoxy-phosphoryl)-acetic acid (E)-(R)-4-{(2R,6R)-6-[(2E,6Z)-8-(tert-butyl-diphenyl-silanyloxy)-4-(4-methoxy-benzyloxy)-6-methyl-octa-2,6-dienyl]-4-methylene-tetrahydro-pyran-2-yl}-1-(4-methoxy-benzyloxymethyl)-3-methyl-but-3-enyl ester

Conditions
ConditionsYield
With dmap; PS-carbodiimide; 4-(dimethylamino)pyridine hydrochloride In chloroform for 0.5h;100%
diethylphosphonoacetic acid
3095-95-2

diethylphosphonoacetic acid

4-bromo-phenol
106-41-2

4-bromo-phenol

(para-bromophenyl)diethylphosphonoacetate
254114-95-9

(para-bromophenyl)diethylphosphonoacetate

Conditions
ConditionsYield
With dicyclohexyl-carbodiimide; dmap In dichloromethane at 0 - 20℃; for 10h; Addition;100%
diethylphosphonoacetic acid
3095-95-2

diethylphosphonoacetic acid

hexanal
66-25-1

hexanal

(E)-oct-2-enoic acid
1871-67-6

(E)-oct-2-enoic acid

Conditions
ConditionsYield
With N,N,N,N,-tetramethylethylenediamine; zinc trifluoromethanesulfonate; 1,8-diazabicyclo[5.4.0]undec-7-ene In tetrahydrofuran at 25℃; for 12h; Horner-Wadsworth-Emmons reaction;100%
diethylphosphonoacetic acid
3095-95-2

diethylphosphonoacetic acid

cyclohexanol
108-93-0

cyclohexanol

cyclohexyl 2-(diethoxyphosphoryl)acetate
65717-27-3

cyclohexyl 2-(diethoxyphosphoryl)acetate

Conditions
ConditionsYield
With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; N-ethyl-N,N-diisopropylamine In tetrahydrofuran; ethyl acetate; toluene at 20℃; for 4h; Inert atmosphere;100%
With dicyclohexyl-carbodiimide In dichloromethane for 0.25h;
diethylphosphonoacetic acid
3095-95-2

diethylphosphonoacetic acid

(3R)-1-[(6-fluoro-2-naphthyl)methyl]pyrrolidin-3-amine dihydrochloride

(3R)-1-[(6-fluoro-2-naphthyl)methyl]pyrrolidin-3-amine dihydrochloride

diethyl[2-({(3E)-1-[(6-fluoro-2-naphthyl)methyl]-pyrrolidin-3-yl}amino)-2-oxoethyl]phosphonate
671207-11-7

diethyl[2-({(3E)-1-[(6-fluoro-2-naphthyl)methyl]-pyrrolidin-3-yl}amino)-2-oxoethyl]phosphonate

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In N,N-dimethyl-formamide at 20℃; for 3.5h;100%
diethylphosphonoacetic acid
3095-95-2

diethylphosphonoacetic acid

cyclopropanemethylamine
2516-47-4

cyclopropanemethylamine

diethyl {[(cyclopropylmethyl)carbamoyl]methyl}phosphonate
1246448-96-3

diethyl {[(cyclopropylmethyl)carbamoyl]methyl}phosphonate

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane; water for 12h;100%
diethylphosphonoacetic acid
3095-95-2

diethylphosphonoacetic acid

(2-(2-(2-(4-(1-aminobutyl)phenoxy)ethoxy)ethoxy)ethyl)imidodicarbonic acid bis(tert-butyl) ester
1369406-43-8

(2-(2-(2-(4-(1-aminobutyl)phenoxy)ethoxy)ethoxy)ethyl)imidodicarbonic acid bis(tert-butyl) ester

(2-(2-(2-(4-(1-(2-(diethoxyphosphoryl)acetamido)butyl)phenoxy)ethoxy)ethoxy)ethyl)imidodicarbonic acid bis(tert-butyl) ester
1369406-47-2

(2-(2-(2-(4-(1-(2-(diethoxyphosphoryl)acetamido)butyl)phenoxy)ethoxy)ethoxy)ethyl)imidodicarbonic acid bis(tert-butyl) ester

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃; for 3h; Inert atmosphere;100%
diethylphosphonoacetic acid
3095-95-2

diethylphosphonoacetic acid

(2R,3S,6S)-7-(benzyloxy)-1-((tert-butyldimethylsilyl)oxy)-2,6-dimethyl-5-methyleneheptan-3-ol
1421359-27-4

(2R,3S,6S)-7-(benzyloxy)-1-((tert-butyldimethylsilyl)oxy)-2,6-dimethyl-5-methyleneheptan-3-ol

(2R,3S,6S)-7-(benzyloxy)-1-((tert-butyldimethylsilyl)oxy)-2,6-dimethyl-5-methyleneheptan-3-yl 2-(diethoxyphosphoryl)acetate
1421359-38-7

(2R,3S,6S)-7-(benzyloxy)-1-((tert-butyldimethylsilyl)oxy)-2,6-dimethyl-5-methyleneheptan-3-yl 2-(diethoxyphosphoryl)acetate

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 0.5h;100%
diethylphosphonoacetic acid
3095-95-2

diethylphosphonoacetic acid

(2S,3S,6S)-7-(benzyloxy)-1-((tert-butyldimethylsilyl)oxy)-2,6-dimethyl-5-methyleneheptan-3-ol
1421359-26-3

(2S,3S,6S)-7-(benzyloxy)-1-((tert-butyldimethylsilyl)oxy)-2,6-dimethyl-5-methyleneheptan-3-ol

(2S,3S,6S)-7-(benzyloxy)-1-((tert-butyldimethylsilyl)oxy)-2,6-dimethyl-5-methyleneheptan-3-yl 2-(diethoxyphosphoryl)acetate
1421359-35-4

(2S,3S,6S)-7-(benzyloxy)-1-((tert-butyldimethylsilyl)oxy)-2,6-dimethyl-5-methyleneheptan-3-yl 2-(diethoxyphosphoryl)acetate

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 0.5h;100%
diethylphosphonoacetic acid
3095-95-2

diethylphosphonoacetic acid

2-phenylethanol
60-12-8

2-phenylethanol

phenethyl 2-(diethoxyphosphoryl)acetate
941582-78-1

phenethyl 2-(diethoxyphosphoryl)acetate

Conditions
ConditionsYield
With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; N-ethyl-N,N-diisopropylamine In ethyl acetate; toluene at 20℃; for 4h; Inert atmosphere;100%
With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; N-ethyl-N,N-diisopropylamine In tetrahydrofuran; ethyl acetate; toluene at 20℃; for 4h; Inert atmosphere;
diethylphosphonoacetic acid
3095-95-2

diethylphosphonoacetic acid

2-(4-Methoxyphenyl)ethanol
702-23-8

2-(4-Methoxyphenyl)ethanol

4-methoxyphenethyl 2-(diethoxyphosphoryl)acetate
1607455-43-5

4-methoxyphenethyl 2-(diethoxyphosphoryl)acetate

Conditions
ConditionsYield
With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; N-ethyl-N,N-diisopropylamine In ethyl acetate; toluene at 20℃; for 4h; Inert atmosphere;100%
With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; N-ethyl-N,N-diisopropylamine In tetrahydrofuran; ethyl acetate; toluene at 20℃; for 4h; Inert atmosphere;
diethylphosphonoacetic acid
3095-95-2

diethylphosphonoacetic acid

3,4-methylenedioxyphenethyl alcohol
6006-82-2

3,4-methylenedioxyphenethyl alcohol

2-(1,3-benzodioxol-5-yl)ethyl 2-(diethoxyphosphoryl)acetate
1607455-48-0

2-(1,3-benzodioxol-5-yl)ethyl 2-(diethoxyphosphoryl)acetate

Conditions
ConditionsYield
With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; N-ethyl-N,N-diisopropylamine In ethyl acetate; toluene at 20℃; for 4h; Inert atmosphere;100%
With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; N-ethyl-N,N-diisopropylamine In tetrahydrofuran; ethyl acetate; toluene at 20℃; for 4h; Inert atmosphere;
diethylphosphonoacetic acid
3095-95-2

diethylphosphonoacetic acid

(RS)-2-phenyl-1-propanol
1123-85-9

(RS)-2-phenyl-1-propanol

2-phenylpropyl 2-(diethoxyphosphoryl)acetate
1607455-49-1

2-phenylpropyl 2-(diethoxyphosphoryl)acetate

Conditions
ConditionsYield
With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; N-ethyl-N,N-diisopropylamine In ethyl acetate; toluene at 20℃; for 4h; Inert atmosphere;100%
With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; N-ethyl-N,N-diisopropylamine In tetrahydrofuran; ethyl acetate; toluene at 20℃; for 4h; Inert atmosphere;
diethylphosphonoacetic acid
3095-95-2

diethylphosphonoacetic acid

n-heptan1ol
111-70-6

n-heptan1ol

heptyl 2-(diethoxyphosphoryl)acetate
147318-09-0

heptyl 2-(diethoxyphosphoryl)acetate

Conditions
ConditionsYield
With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; N-ethyl-N,N-diisopropylamine In ethyl acetate; toluene at 20℃; for 4h; Inert atmosphere;100%
With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; N-ethyl-N,N-diisopropylamine In tetrahydrofuran; ethyl acetate; toluene at 20℃; for 4h; Inert atmosphere;
diethylphosphonoacetic acid
3095-95-2

diethylphosphonoacetic acid

3-trimethylsilyl-1-propanol
2917-47-7

3-trimethylsilyl-1-propanol

3-(trimethylsilyl)propyl 2-(diethoxyphosphoryl)acetate
1607455-53-7

3-(trimethylsilyl)propyl 2-(diethoxyphosphoryl)acetate

Conditions
ConditionsYield
With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; N-ethyl-N,N-diisopropylamine In ethyl acetate; toluene at 20℃; for 4h; Inert atmosphere;100%
With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; N-ethyl-N,N-diisopropylamine In tetrahydrofuran; ethyl acetate; toluene at 20℃; for 4h; Inert atmosphere;
diethylphosphonoacetic acid
3095-95-2

diethylphosphonoacetic acid

1-amino-cyclopentanemethanol
3637-61-4

1-amino-cyclopentanemethanol

cyclopentylmethyl 2-(diethoxyphosphoryl)acetate
1607455-54-8

cyclopentylmethyl 2-(diethoxyphosphoryl)acetate

Conditions
ConditionsYield
With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; N-ethyl-N,N-diisopropylamine In ethyl acetate; toluene at 20℃; for 4h; Inert atmosphere;100%
With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; N-ethyl-N,N-diisopropylamine In tetrahydrofuran; ethyl acetate; toluene at 20℃; for 4h; Inert atmosphere;
diethylphosphonoacetic acid
3095-95-2

diethylphosphonoacetic acid

2-(4-trifluoromethylphenyl)ethanol
2968-93-6

2-(4-trifluoromethylphenyl)ethanol

4-trifluoromethylphenethyl 2-(diethoxyphosphoryl)acetate

4-trifluoromethylphenethyl 2-(diethoxyphosphoryl)acetate

Conditions
ConditionsYield
With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; N-ethyl-N,N-diisopropylamine In tetrahydrofuran; ethyl acetate; toluene at 20℃; for 4h; Inert atmosphere;100%
diethylphosphonoacetic acid
3095-95-2

diethylphosphonoacetic acid

2-(4-dimethylaminophenyl)ethyl alcohol
50438-75-0

2-(4-dimethylaminophenyl)ethyl alcohol

4-(dimethylamino)phenethyl 2-(diethoxyphosphoryl)acetate

4-(dimethylamino)phenethyl 2-(diethoxyphosphoryl)acetate

Conditions
ConditionsYield
With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; N-ethyl-N,N-diisopropylamine In tetrahydrofuran; ethyl acetate; toluene at 20℃; for 4h; Inert atmosphere;100%
diethylphosphonoacetic acid
3095-95-2

diethylphosphonoacetic acid

i-Amyl alcohol
123-51-3

i-Amyl alcohol

3-methylbutyl 2-(diethoxyphosphoryl)acetate

3-methylbutyl 2-(diethoxyphosphoryl)acetate

Conditions
ConditionsYield
With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; N-ethyl-N,N-diisopropylamine In tetrahydrofuran; ethyl acetate; toluene at 20℃; for 4h; Inert atmosphere;100%
diethylphosphonoacetic acid
3095-95-2

diethylphosphonoacetic acid

2-methyl-propan-1-ol
78-83-1

2-methyl-propan-1-ol

diethyl <(iso-butoxycarbonyl)methyl>phosphonate
75412-64-5

diethyl <(iso-butoxycarbonyl)methyl>phosphonate

Conditions
ConditionsYield
With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; N-ethyl-N,N-diisopropylamine In tetrahydrofuran; ethyl acetate; toluene at 20℃; for 4h; Inert atmosphere;100%
With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; N-ethyl-N,N-diisopropylamine In toluene at 20℃; for 4h; Inert atmosphere;95%
diethylphosphonoacetic acid
3095-95-2

diethylphosphonoacetic acid

(1RS,4aSR,8aSR)-4a,8-dimethyl-1,2,3,4,4a,5,6,8a-octahydronaphthalen-1-ol

(1RS,4aSR,8aSR)-4a,8-dimethyl-1,2,3,4,4a,5,6,8a-octahydronaphthalen-1-ol

(1RS,4aSR,8aSR)-4a,8-dimethyl-1,2,3,4,4a,5,6,8a-octahydronaphthalen-1-yl 2-(diethoxyphosphoryl)acetate

(1RS,4aSR,8aSR)-4a,8-dimethyl-1,2,3,4,4a,5,6,8a-octahydronaphthalen-1-yl 2-(diethoxyphosphoryl)acetate

Conditions
ConditionsYield
With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; N-ethyl-N,N-diisopropylamine In tetrahydrofuran; toluene at 20℃; Inert atmosphere;100%
diethylphosphonoacetic acid
3095-95-2

diethylphosphonoacetic acid

toluene-4-sulfonamide
70-55-3

toluene-4-sulfonamide

2-(diethoxyphosphoryl)-N-(p-toluenesulfonyl)ethanamide

2-(diethoxyphosphoryl)-N-(p-toluenesulfonyl)ethanamide

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 71h; Inert atmosphere;100%
diethylphosphonoacetic acid
3095-95-2

diethylphosphonoacetic acid

3-(3,4-dimethoxyphenyl)-1-propanol
3929-47-3

3-(3,4-dimethoxyphenyl)-1-propanol

3-(3,4-dimethoxyphenyl)propyl 2-(diethoxyphosphoryl)acetate

3-(3,4-dimethoxyphenyl)propyl 2-(diethoxyphosphoryl)acetate

Conditions
ConditionsYield
With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; N-ethyl-N,N-diisopropylamine In tetrahydrofuran; ethyl acetate; toluene at 20℃; Inert atmosphere;100%

Acetic acid,2-(diethoxyphosphinyl)- Specification

The Acetic acid,2-(diethoxyphosphinyl)-, with the CAS registry number 3095-95-2, is also known as Diethylphosphonoacetic acid. It belongs to the product categories of C-C Bond Formation; Horner-Wadsworth-Emmons Reagents; Olefination. This chemical's molecular formula is C6H13O5P and molecular weight is 196.138181. Its IUPAC name is called 2-diethoxyphosphorylacetic acid. The product should be sealed and stored in cool, dry place.

Physical properties of Acetic acid,2-(diethoxyphosphinyl)-: (1)ACD/LogP: -0.08; (2)ACD/LogD (pH 5.5): -2.09; (3)ACD/LogD (pH 7.4): -3.6; (4)ACD/BCF (pH 5.5): 1; (5)ACD/BCF (pH 7.4): 1; (6)ACD/KOC (pH 5.5): 1; (7)ACD/KOC (pH 7.4): 1; (8)#H bond acceptors: 5; (9)#H bond donors: 1; (10)#Freely Rotating Bonds: 6; (11)Index of Refraction: 1.438; (12)Molar Refractivity: 41.77 cm3; (13)Molar Volume: 159 cm3; (14)Surface Tension: 41.6 dyne/cm; (15)Density: 1.233 g/cm3; (16)Flash Point: 144.9 °C; (17)Enthalpy of Vaporization: 61.27 kJ/mol; (18)Boiling Point: 315.9 °C at 760 mmHg; (19)Vapour Pressure: 9.07E-05 mmHg at 25°C.

Preparation: this chemical can be prepared by diethoxyphosphoryl-acetic acid ethyl ester. This reaction will need reagent potassium hydroxide and solvent ethanol, H2O. The reaction time is 15 hours with reaction temperature of 20 °C. The yield is about 69%.

Uses of Acetic acid,2-(diethoxyphosphinyl)-: it can be used to produce (1-pyrrolidin-1-ylmethyl-vinyl)-phosphonic acid diethyl ester by heating. This reaction will need solvent benzene with reaction time of 6 hours. The yield is about 80%.

When you are using this chemical, please be cautious about it as the following:
This chemical may cause damage to health. It is harmful if swallowed. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. Whenever you will contact it, please wear suitable protective gloves and eye/face protection.

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: CCOP(=O)(CC(=O)O)OCC
(2)InChI: InChI=1S/C6H13O5P/c1-3-10-12(9,11-4-2)5-6(7)8/h3-5H2,1-2H3,(H,7,8)
(3)InChIKey: DVQMPWOLBFKUMM-UHFFFAOYSA-N

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