Product Name

  • Name

    Diethyl phosphite

  • EINECS 212-091-6
  • CAS No. 762-04-9
  • Article Data258
  • CAS DataBase
  • Density 1.072g/mLat 25°C(lit.)
  • Solubility miscible (hydrolysis) in water
  • Melting Point -70 °C
  • Formula C4H11O3P
  • Boiling Point 204.072 °C at 760 mmHg
  • Molecular Weight 138.103
  • Flash Point 82.222 °C
  • Transport Information
  • Appearance colourless liquid
  • Safety 26-36/37/39-28-27
  • Risk Codes 36/37/38-43
  • Molecular Structure Molecular Structure of 762-04-9 (Diethyl phosphite)
  • Hazard Symbols IrritantXi
  • Synonyms Ethylphosphite, (EtO)2(HO)P (6CI);Diethoxyphosphine oxide;Diethyl acid phosphite;Diethyl hydrogen phosphite;Phosphonic acid,diethyl ester;Diethyl phosphonate;Hydrogendiethyl phosphite;NSC 2665;Diethyl phosphonate;Ethyl phosphonate;phosphonic acid, diethyl ester;
  • PSA 59.00000
  • LogP 1.44910

Synthetic route

toluene-4-sulfonic acid
104-15-4

toluene-4-sulfonic acid

triethyl phosphite
122-52-1

triethyl phosphite

phosphonic acid diethyl ester
762-04-9

phosphonic acid diethyl ester

Conditions
ConditionsYield
In 1,2-dichloro-ethane for 24h; Ambient temperature; molar ratio 1:1;98%
ethanol
64-17-5

ethanol

Dimethyl phosphite
868-85-9

Dimethyl phosphite

phosphonic acid diethyl ester
762-04-9

phosphonic acid diethyl ester

Conditions
ConditionsYield
With sodium carbonate at 120℃; under 760.051 Torr; Reflux; Inert atmosphere;94.5%
With titanium(IV) isopropylate at 40℃; for 18h;62%
propylamine
107-10-8

propylamine

diethyl benzoylphosphonate
3277-27-8

diethyl benzoylphosphonate

A

diethyl 1-(diethylphosphoryloxy)-1-phenylmethylphosphonate
18104-91-1

diethyl 1-(diethylphosphoryloxy)-1-phenylmethylphosphonate

B

N-(n-propyl)benzamide
10546-70-0

N-(n-propyl)benzamide

C

phosphonic acid diethyl ester
762-04-9

phosphonic acid diethyl ester

Conditions
ConditionsYield
In diethyl ether for 20h; Product distribution; Ambient temperature; variation of time, different solvents, reaction with several amines;A 55%
B 94%
C 33%
In diethyl ether for 20h; Ambient temperature;A 55%
B 94%
C 33%
diethyl chlorophosphate
814-49-3

diethyl chlorophosphate

phosphonic acid diethyl ester
762-04-9

phosphonic acid diethyl ester

Conditions
ConditionsYield
With potassium naphthalenide In tetrahydrofuran at -78℃; for 1h;94%
With samarium diiodide In tetrahydrofuran for 3h; Heating;10%
ethanol
64-17-5

ethanol

phosphorus trichloride
7719-12-2, 52843-90-0

phosphorus trichloride

A

chloroethane
75-00-3

chloroethane

B

phosphonic acid diethyl ester
762-04-9

phosphonic acid diethyl ester

Conditions
ConditionsYield
at 85℃; under 30.003 Torr; Addition of ca.3% diethyl phosphite (triethyl phosphite or ethyl chloride are also possible);A n/a
B 94%
triethyl phosphite
122-52-1

triethyl phosphite

phosphonic acid diethyl ester
762-04-9

phosphonic acid diethyl ester

Conditions
ConditionsYield
With trifluorormethanesulfonic acid; water at 25℃; Sealed tube;93%
With water In tetrahydrofuran at 20℃; Inert atmosphere;87%
With lithium chloride at 200℃; das Lithium-Verbindung (Lithium-diaethyl-phophit) ensteht;
ethanol
64-17-5

ethanol

phosphonic acid diethyl ester
762-04-9

phosphonic acid diethyl ester

Conditions
ConditionsYield
With phosphorus trichloride at 5℃;90%
With phosphorus trichloride90%
With phosphorus trichloride In chloroform at 5 - 20℃; for 3.16667h;84.5%
diethyl 1-hydroxy-1-methylethylphosphonate
6632-88-8

diethyl 1-hydroxy-1-methylethylphosphonate

phosphonic acid diethyl ester
762-04-9

phosphonic acid diethyl ester

Conditions
ConditionsYield
With N,N-diethyl-1,1,1-trimethylsilanamine at 110℃; for 0.5h; Inert atmosphere;86%
ethanol
64-17-5

ethanol

1,2,3-trihydrotetrafluoropropyl dichlorophosphite
65611-14-5

1,2,3-trihydrotetrafluoropropyl dichlorophosphite

A

phosphonic acid bis-(2,2,3,3-tetrafluoro-propyl) ester
65611-25-8

phosphonic acid bis-(2,2,3,3-tetrafluoro-propyl) ester

B

phosphonic acid diethyl ester
762-04-9

phosphonic acid diethyl ester

C

ethyl 1,1,3-trihydroperfluoropropyl phosphite

ethyl 1,1,3-trihydroperfluoropropyl phosphite

Conditions
ConditionsYield
Ambient temperature;A n/a
B n/a
C 85%
propionaldehyde
123-38-6

propionaldehyde

triethyl phosphite
122-52-1

triethyl phosphite

A

diethyl (1-hydroxypropyl)phosphonate
41760-72-9

diethyl (1-hydroxypropyl)phosphonate

B

phosphonic acid diethyl ester
762-04-9

phosphonic acid diethyl ester

Conditions
ConditionsYield
With hydrogenchloride In diethyl ether; dichloromethane at -10℃; for 1h;A 84%
B n/a
isobutyraldehyde
78-84-2

isobutyraldehyde

triethyl phosphite
122-52-1

triethyl phosphite

A

diethyl (1-hydroxy-2-methylpropyl)phosphonate
74038-47-4

diethyl (1-hydroxy-2-methylpropyl)phosphonate

B

phosphonic acid diethyl ester
762-04-9

phosphonic acid diethyl ester

Conditions
ConditionsYield
With hydrogenchloride In diethyl ether; dichloromethane at -10℃; for 1h;A 83%
B n/a
diethyl benzoylphosphonate
3277-27-8

diethyl benzoylphosphonate

benzylamine
100-46-9

benzylamine

A

diethyl 1-(diethylphosphoryloxy)-1-phenylmethylphosphonate
18104-91-1

diethyl 1-(diethylphosphoryloxy)-1-phenylmethylphosphonate

B

N-benzylbenzamide
1485-70-7

N-benzylbenzamide

C

phosphonic acid diethyl ester
762-04-9

phosphonic acid diethyl ester

Conditions
ConditionsYield
In diethyl ether for 3h; Ambient temperature;A 12%
B 82%
C 45%
triethyl phosphite
122-52-1

triethyl phosphite

2-(methylamino)benzenethiol
21749-63-3

2-(methylamino)benzenethiol

A

2-methylaminophenyl ethyl sulphide
65605-24-5

2-methylaminophenyl ethyl sulphide

B

phosphonic acid diethyl ester
762-04-9

phosphonic acid diethyl ester

Conditions
ConditionsYield
at 150℃; for 10h;A 70%
B 82%
ethanol
64-17-5

ethanol

S,S-diethyl O-(trimethylsilyl) phosphorodithioite
118467-50-8

S,S-diethyl O-(trimethylsilyl) phosphorodithioite

phosphonic acid diethyl ester
762-04-9

phosphonic acid diethyl ester

Conditions
ConditionsYield
81.8%
O,O,O-triethyl phosphorothioate
126-68-1

O,O,O-triethyl phosphorothioate

A

Diethyl phosphate
598-02-7

Diethyl phosphate

B

ethylphosphonic acid diethyl ester
78-38-6

ethylphosphonic acid diethyl ester

C

phosphonic acid diethyl ester
762-04-9

phosphonic acid diethyl ester

Conditions
ConditionsYield
With magnesium monoperoxyphthalate hexahydrate In water at 25℃; for 24h;A 10%
B 81%
C 9%
N-(diethoxyphosphinyl)-p-benzoquinone imine

N-(diethoxyphosphinyl)-p-benzoquinone imine

A

benzoquinone N-chloroimine
637-61-6

benzoquinone N-chloroimine

B

phosphonic acid diethyl ester
762-04-9

phosphonic acid diethyl ester

Conditions
ConditionsYield
With hydrogenchloride In diethyl ether 0 deg C, 0.5 h then 20 deg C, 2 h;A 63%
B 81%
3-nitro-benzaldehyde
99-61-6

3-nitro-benzaldehyde

triethyl phosphite
122-52-1

triethyl phosphite

A

diethyl 1-hydroxy-1-(3-nitrophenyl)methylphosphonate
50652-91-0

diethyl 1-hydroxy-1-(3-nitrophenyl)methylphosphonate

B

phosphonic acid diethyl ester
762-04-9

phosphonic acid diethyl ester

Conditions
ConditionsYield
With hydrogenchloride In diethyl ether; dichloromethane at -10℃; for 1h;A 80%
B n/a
4-methoxy-benzaldehyde
123-11-5

4-methoxy-benzaldehyde

triethyl phosphite
122-52-1

triethyl phosphite

A

diethyl (hydroxy(4-methoxyphenyl)methyl)phosphonate
49640-96-2

diethyl (hydroxy(4-methoxyphenyl)methyl)phosphonate

B

phosphonic acid diethyl ester
762-04-9

phosphonic acid diethyl ester

Conditions
ConditionsYield
With hydrogenchloride In diethyl ether; dichloromethane at -10℃; for 1h;A 80%
B n/a
cyclohexanone
108-94-1

cyclohexanone

triethyl phosphite
122-52-1

triethyl phosphite

A

diethyl (1-hydroxycyclohexyl)phosphonate
42763-00-8

diethyl (1-hydroxycyclohexyl)phosphonate

B

phosphonic acid diethyl ester
762-04-9

phosphonic acid diethyl ester

Conditions
ConditionsYield
With hydrogenchloride In diethyl ether; dichloromethane at -10℃; for 1h;A 80%
B n/a
ethanol
64-17-5

ethanol

A

triethyl phosphate
78-40-0

triethyl phosphate

B

ethylphosphonic acid diethyl ester
78-38-6

ethylphosphonic acid diethyl ester

C

phosphonic acid diethyl ester
762-04-9

phosphonic acid diethyl ester

Conditions
ConditionsYield
With phosphorous; CuCl2bpy3 In N,N-dimethyl-formamide at 50℃; Electrolysis;A 79.3%
B 5.4%
C 15.3%
With phosphorous; CuCl2bpy3 In acetonitrile at 50℃; Electrolysis;A 55%
B 15.5%
C 29.5%
With phosphorous; CuCl2bpy3 at 50℃; Electrolysis;A 28.5%
B 17.5%
C 16%
diethyl benzoylphosphonate
3277-27-8

diethyl benzoylphosphonate

phenethylamine
64-04-0

phenethylamine

A

diethyl 1-(diethylphosphoryloxy)-1-phenylmethylphosphonate
18104-91-1

diethyl 1-(diethylphosphoryloxy)-1-phenylmethylphosphonate

B

N-phenethylbenzamide
3278-14-6

N-phenethylbenzamide

C

phosphonic acid diethyl ester
762-04-9

phosphonic acid diethyl ester

Conditions
ConditionsYield
In diethyl ether for 1h; Ambient temperature;A 20%
B 79%
C 43%
diethyl benzoylphosphonate
3277-27-8

diethyl benzoylphosphonate

N-butylamine
109-73-9

N-butylamine

A

diethyl 1-(diethylphosphoryloxy)-1-phenylmethylphosphonate
18104-91-1

diethyl 1-(diethylphosphoryloxy)-1-phenylmethylphosphonate

B

N-butylbenzamide
2782-40-3

N-butylbenzamide

C

phosphonic acid diethyl ester
762-04-9

phosphonic acid diethyl ester

Conditions
ConditionsYield
In diethyl ether for 0.333333h; Ambient temperature;A 18%
B 79%
C 42%
Acetic formic anhydride
2258-42-6

Acetic formic anhydride

triethyl phosphite
122-52-1

triethyl phosphite

A

(diethoxyphosphinyl)methyl diethyl phosphate
90723-21-0

(diethoxyphosphinyl)methyl diethyl phosphate

B

phosphonic acid diethyl ester
762-04-9

phosphonic acid diethyl ester

Conditions
ConditionsYield
at 20℃; for 20h;A 79%
B 12%
3-phenyl-propenal
104-55-2

3-phenyl-propenal

triethyl phosphite
122-52-1

triethyl phosphite

A

(1-hydroxy-3-phenyl-allyl)-phosphonic acid diethyl ester
79158-10-4

(1-hydroxy-3-phenyl-allyl)-phosphonic acid diethyl ester

B

phosphonic acid diethyl ester
762-04-9

phosphonic acid diethyl ester

Conditions
ConditionsYield
With hydrogenchloride In diethyl ether; dichloromethane at -10℃; for 1h;A 79%
B n/a
diisopropyl benzoylphosphonate
22950-57-8

diisopropyl benzoylphosphonate

ethanolamine
141-43-5

ethanolamine

A

N-(2-hydroxyethyl)-benzamide
18838-10-3

N-(2-hydroxyethyl)-benzamide

B

2-benzamidoethyl benzoate
16180-99-7

2-benzamidoethyl benzoate

C

phosphonic acid diethyl ester
762-04-9

phosphonic acid diethyl ester

Conditions
ConditionsYield
In tetrahydrofuran for 72h; Ambient temperature;A 78%
B 9%
C 3%
diethyl benzoylphosphonate
3277-27-8

diethyl benzoylphosphonate

isobutylamine
78-81-9

isobutylamine

A

diethyl 1-(diethylphosphoryloxy)-1-phenylmethylphosphonate
18104-91-1

diethyl 1-(diethylphosphoryloxy)-1-phenylmethylphosphonate

B

N-isobutyl-benzamide
5705-57-7

N-isobutyl-benzamide

C

phosphonic acid diethyl ester
762-04-9

phosphonic acid diethyl ester

Conditions
ConditionsYield
In diethyl ether for 1h; Ambient temperature;A 22%
B 77%
C 40%
2-(bromo(phenyl)methyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

2-(bromo(phenyl)methyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

triethyl phosphite
122-52-1

triethyl phosphite

A

triethyl phosphate
78-40-0

triethyl phosphate

B

O,O-diethyl benzylphosphonate
1080-32-6

O,O-diethyl benzylphosphonate

C

phosphonic acid diethyl ester
762-04-9

phosphonic acid diethyl ester

Conditions
ConditionsYield
at 130℃; for 0.5h; Inert atmosphere;A n/a
B 76%
C n/a
toluene-4-sulfonic acid
104-15-4

toluene-4-sulfonic acid

triethyl phosphite
122-52-1

triethyl phosphite

A

phosphonic acid diethyl ester
762-04-9

phosphonic acid diethyl ester

B

ethyl ester of p-toluenesulfonic acid
80-40-0

ethyl ester of p-toluenesulfonic acid

Conditions
ConditionsYield
In toluene for 24h; Product distribution; Heating; investigate effect of molar ratio, solvent and temperature;A n/a
B 75%
furfural
98-01-1

furfural

phosphonic acid diethyl ester
762-04-9

phosphonic acid diethyl ester

diethyl (hydroxy(furan-2-yl)methyl)phosphonate
20627-09-2

diethyl (hydroxy(furan-2-yl)methyl)phosphonate

Conditions
ConditionsYield
With triethylamine In neat (no solvent) at 20℃; Pudovik Reaction; Inert atmosphere;100%
With triethylamine at 50℃; Pudovik Reaction; Inert atmosphere; Sealed tube;100%
With 2-tert-butylimino-2-diethylamino-1,3-dimethylperhydro-1,3,2-diazaphosphorine supported on polystyrene In neat (no solvent) at 30℃; for 3h; Pudovik Reaction; Green chemistry;99%
4-nitrobenzaldehdye
555-16-8

4-nitrobenzaldehdye

phosphonic acid diethyl ester
762-04-9

phosphonic acid diethyl ester

diethyl (hydroxy(4-nitrophenyl)methyl)phosphonate
1776-87-0

diethyl (hydroxy(4-nitrophenyl)methyl)phosphonate

Conditions
ConditionsYield
With magnesium oxide for 0.17h;100%
With {(μ-η5:η1):η1-2-[(2,6-Me2C6H3)NCH2](C4H3N)SmN(SiMe3)2}2 In toluene at 20℃; for 0.166667h; Inert atmosphere;99%
With [(μ-η5:η1):η1:η1-3-(2-C4H3NCH=NCH2CH2)C8H5N]Yb3(μ3-O)-(μ2-Cl)2(THF)2[N(SiMe3)2] In neat (no solvent) at 20℃; for 0.166667h; Inert atmosphere;99%
benzaldehyde
100-52-7

benzaldehyde

phosphonic acid diethyl ester
762-04-9

phosphonic acid diethyl ester

diethyl [hydroxy(phenyl)methyl]phosphonate
1663-55-4

diethyl [hydroxy(phenyl)methyl]phosphonate

Conditions
ConditionsYield
100%
With {(μ-η5:η1):η1-2-[(2,6-Me2C6H3)NCH2](C4H3N)SmN(SiMe3)2}2 at 20℃; for 0.0833333h; Inert atmosphere; neat (no solvent);99%
With C42H74LiN6Si4Yb at 20℃; for 0.333333h; Neat (no solvent); Inert atmosphere;99%
aniline
62-53-3

aniline

phosphonic acid diethyl ester
762-04-9

phosphonic acid diethyl ester

diethyl phenylphosphoramidate
1445-38-1

diethyl phenylphosphoramidate

Conditions
ConditionsYield
With potassium carbonate; potassium hydrogencarbonate; tetrabutylammomium bromide In tetrachloromethane at 15 - 20℃; for 4h;100%
With iodine In neat (no solvent) at 20℃; for 0.5h; Solvent;86%
With copper(l) iodide; oxygen In acetonitrile at 55℃; under 760.051 Torr; for 24h;84%
phosphonic acid diethyl ester
762-04-9

phosphonic acid diethyl ester

2-nitro-benzaldehyde
552-89-6

2-nitro-benzaldehyde

diethyl (hydroxy)(2-nitrophenyl)methylphosphonate
79202-15-6

diethyl (hydroxy)(2-nitrophenyl)methylphosphonate

Conditions
ConditionsYield
With triethylamine In neat (no solvent) at 20℃; for 24h; Pudovik Reaction; Inert atmosphere;100%
With triethylamine at 50℃; Pudovik Reaction; Inert atmosphere; Sealed tube;100%
With C42H74LiN6Si4Yb at 20℃; for 0.333333h; Neat (no solvent); Inert atmosphere;98%
phosphonic acid diethyl ester
762-04-9

phosphonic acid diethyl ester

diethyl chlorophosphate
814-49-3

diethyl chlorophosphate

Conditions
ConditionsYield
With tert-butylhypochlorite In dichloromethane at 20℃; Inert atmosphere;100%
With trichloroisocyanuric acid In acetonitrile at 20℃;98%
With 1,3-dichloro-5,5-dimethylhydantoin In tetrachloromethane; acetonitrile at 20℃; for 0.166667h;97%
4-tolyl iodide
624-31-7

4-tolyl iodide

phosphonic acid diethyl ester
762-04-9

phosphonic acid diethyl ester

diethyl 4-methylphenylphosphonate
1754-46-7

diethyl 4-methylphenylphosphonate

Conditions
ConditionsYield
With Pd(PPh2)(m-C6H4SO3Na)*(H2O)4; triethylamine In water; acetonitrile for 1.5h; Ambient temperature;100%
With triethylsilane; bis-triphenylphosphine-palladium(II) chloride; triethylamine In toluene for 0.183333h; Irradiation;91%
With water extract of rice straw ash (WERSA) In water at 90℃; for 4h;90%
benzyl-(4-isopropyl-benzyliden)-amine
802274-28-8

benzyl-(4-isopropyl-benzyliden)-amine

phosphonic acid diethyl ester
762-04-9

phosphonic acid diethyl ester

[Benzylamino-(4-isopropyl-phenyl)-methyl]-phosphonic acid diethyl ester
135473-53-9

[Benzylamino-(4-isopropyl-phenyl)-methyl]-phosphonic acid diethyl ester

Conditions
ConditionsYield
With boron trifluoride diethyl etherate In diethyl ether at 20℃; for 14h;100%
Benzyl-[1-(3-isopropyl-phenyl)-meth-(E)-ylidene]-amine

Benzyl-[1-(3-isopropyl-phenyl)-meth-(E)-ylidene]-amine

phosphonic acid diethyl ester
762-04-9

phosphonic acid diethyl ester

[Benzylamino-(3-isopropyl-phenyl)-methyl]-phosphonic acid diethyl ester
135473-51-7

[Benzylamino-(3-isopropyl-phenyl)-methyl]-phosphonic acid diethyl ester

Conditions
ConditionsYield
With boron trifluoride diethyl etherate In diethyl ether at 20℃; for 14h;100%
Benzyl-[1-(4-isopropyl-phenyl)-eth-(E)-ylidene]-amine

Benzyl-[1-(4-isopropyl-phenyl)-eth-(E)-ylidene]-amine

phosphonic acid diethyl ester
762-04-9

phosphonic acid diethyl ester

[1-Benzylamino-1-(4-isopropyl-phenyl)-ethyl]-phosphonic acid diethyl ester
135473-54-0

[1-Benzylamino-1-(4-isopropyl-phenyl)-ethyl]-phosphonic acid diethyl ester

Conditions
ConditionsYield
With boron trifluoride diethyl etherate In diethyl ether at 20℃; for 14h;100%
(2S,3S)-3-benzyloxy-1,2-epoxybutane
93367-11-4

(2S,3S)-3-benzyloxy-1,2-epoxybutane

phosphonic acid diethyl ester
762-04-9

phosphonic acid diethyl ester

Diethyl (2S,3S)-3-(benzyloxy)-2-hydroxybutanephosphonate

Diethyl (2S,3S)-3-(benzyloxy)-2-hydroxybutanephosphonate

Conditions
ConditionsYield
With n-butyllithium; boron trifluoride diethyl etherate In tetrahydrofuran; hexane 1.) -78 deg C, 15 min, 2.) -78 deg C, 2 h;100%
(2S,3R,4R)-2,4-Dimethyl-2-phenyl-3,4-dihydro-2H-pyrrole-3-carboxylic acid ethyl ester; compound with picric acid
75373-45-4

(2S,3R,4R)-2,4-Dimethyl-2-phenyl-3,4-dihydro-2H-pyrrole-3-carboxylic acid ethyl ester; compound with picric acid

phosphonic acid diethyl ester
762-04-9

phosphonic acid diethyl ester

(2R,3R,4S,5R)-5-(Diethoxy-phosphoryl)-2,4-dimethyl-2-phenyl-pyrrolidine-3-carboxylic acid ethyl ester
75373-35-2, 82264-46-8, 117179-25-6, 117179-26-7

(2R,3R,4S,5R)-5-(Diethoxy-phosphoryl)-2,4-dimethyl-2-phenyl-pyrrolidine-3-carboxylic acid ethyl ester

Conditions
ConditionsYield
at 130℃; for 3h;100%
(3S,4S)-3-Phenyl-2-aza-spiro[4.5]dec-1-ene-4-carboxylic acid ethyl ester
75373-48-7, 117102-99-5

(3S,4S)-3-Phenyl-2-aza-spiro[4.5]dec-1-ene-4-carboxylic acid ethyl ester

phosphonic acid diethyl ester
762-04-9

phosphonic acid diethyl ester

(1R,3S,4R)-1-(Diethoxy-phosphoryl)-3-phenyl-2-aza-spiro[4.5]decane-4-carboxylic acid ethyl ester
75373-37-4, 82264-47-9, 82264-48-0

(1R,3S,4R)-1-(Diethoxy-phosphoryl)-3-phenyl-2-aza-spiro[4.5]decane-4-carboxylic acid ethyl ester

Conditions
ConditionsYield
at 130℃; for 3h;100%
(2R,3S)-3-(benzyloxy)-1,2-epoxybutane
114185-04-5

(2R,3S)-3-(benzyloxy)-1,2-epoxybutane

phosphonic acid diethyl ester
762-04-9

phosphonic acid diethyl ester

Diethyl (2R,3S)-3-(benzyloxy)-2-hydroxybutanephosphonate
144911-95-5

Diethyl (2R,3S)-3-(benzyloxy)-2-hydroxybutanephosphonate

Conditions
ConditionsYield
With n-butyllithium; boron trifluoride diethyl etherate In tetrahydrofuran; hexane 1.) -78 deg C, 15 min, 2.) -78 deg C, 2 h;100%
phosphonic acid diethyl ester
762-04-9

phosphonic acid diethyl ester

(2S,3S)-3-Methyl-2-phenyl-3,4-dihydro-2H-pyrrole-3-carboxylic acid ethyl ester
117083-21-3, 117083-40-6

(2S,3S)-3-Methyl-2-phenyl-3,4-dihydro-2H-pyrrole-3-carboxylic acid ethyl ester

(2S,3R,5R)-5-(Diethoxy-phosphoryl)-3-methyl-2-phenyl-pyrrolidine-3-carboxylic acid ethyl ester
67257-55-0, 82240-40-2, 117083-39-3, 117102-93-9, 117102-94-0

(2S,3R,5R)-5-(Diethoxy-phosphoryl)-3-methyl-2-phenyl-pyrrolidine-3-carboxylic acid ethyl ester

Conditions
ConditionsYield
at 130℃; for 3h;100%
phosphonic acid diethyl ester
762-04-9

phosphonic acid diethyl ester

(2R,3R)-4,4-Dimethyl-2-phenyl-3,4-dihydro-2H-pyrrole-3-carboxylic acid ethyl ester
117102-91-7, 117102-97-3

(2R,3R)-4,4-Dimethyl-2-phenyl-3,4-dihydro-2H-pyrrole-3-carboxylic acid ethyl ester

(2S,3R,5R)-5-(Diethoxy-phosphoryl)-4,4-dimethyl-2-phenyl-pyrrolidine-3-carboxylic acid ethyl ester
82240-45-7, 82240-46-8, 117119-15-0

(2S,3R,5R)-5-(Diethoxy-phosphoryl)-4,4-dimethyl-2-phenyl-pyrrolidine-3-carboxylic acid ethyl ester

Conditions
ConditionsYield
at 130℃; for 3h;100%
4-ethoxybenzaldehyde
10031-82-0

4-ethoxybenzaldehyde

phosphonic acid diethyl ester
762-04-9

phosphonic acid diethyl ester

diethyl ((4-ethoxyphenyl)(hydroxy)methyl)phosphonate
76725-94-5

diethyl ((4-ethoxyphenyl)(hydroxy)methyl)phosphonate

Conditions
ConditionsYield
With aluminum oxide for 48h; Ambient temperature;100%
With cholin hydroxide In neat (no solvent) at 20℃; for 0.1h; Green chemistry;96%
phosphonic acid diethyl ester
762-04-9

phosphonic acid diethyl ester

propynoic acid ethyl ester
623-47-2

propynoic acid ethyl ester

ethyl β,β-bis(diethoxyphosphoryl)propionate
1112-29-4

ethyl β,β-bis(diethoxyphosphoryl)propionate

Conditions
ConditionsYield
With aluminum oxide; potassium hydroxide In dichloromethane at 20℃; for 0.0833333h;100%
With sodium hexamethyldisilazane 1) THF, -50 deg C, 15 min; 2) THF, -50 deg C, 10 min; Yield given. Multistep reaction;
With aluminum oxide; potassium hydroxide at 20℃; for 0.0833333h; Yield given;
phosphonic acid diethyl ester
762-04-9

phosphonic acid diethyl ester

2,3,4-trimethoxybenzaldehyde
2103-57-3

2,3,4-trimethoxybenzaldehyde

[Hydroxy-(2,3,4-trimethoxy-phenyl)-methyl]-phosphonic acid diethyl ester
181178-75-6

[Hydroxy-(2,3,4-trimethoxy-phenyl)-methyl]-phosphonic acid diethyl ester

Conditions
ConditionsYield
With aluminum oxide for 48h; Ambient temperature;100%
1-naphthaldehyde
66-77-3

1-naphthaldehyde

phosphonic acid diethyl ester
762-04-9

phosphonic acid diethyl ester

diethyl hydroxy(naphth-1-yl)methylphosphonate
1090-21-7

diethyl hydroxy(naphth-1-yl)methylphosphonate

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine at 20℃; for 17h;100%
With N-ethyl-N,N-diisopropylamine at 20℃; for 18h;100%
With (2,6-iPr2PhNH)5SmLi2(THF)2 In hexane at 20℃; for 0.0833333h; Schlenk technique; Inert atmosphere;99%
2,4-dichlorobenzaldeyhde
874-42-0

2,4-dichlorobenzaldeyhde

phosphonic acid diethyl ester
762-04-9

phosphonic acid diethyl ester

diethyl [(2-4-dichlorophenyl)(hydroxy)methyl]phosphonate
6625-15-6

diethyl [(2-4-dichlorophenyl)(hydroxy)methyl]phosphonate

Conditions
ConditionsYield
With magnesium oxide for 0.17h;100%
With C42H74LiN6Si4Yb at 20℃; for 0.333333h; Neat (no solvent); Inert atmosphere;99%
With [(μ-η5:η1):η1:η1-3-(2-C4H3NCH=NCH2CH2)C8H5N]Yb3(μ3-O)-(μ2-Cl)2(THF)2[N(SiMe3)2] In neat (no solvent) at 20℃; for 0.166667h; Inert atmosphere;98%

Diethyl phosphite Consensus Reports

Reported in EPA TSCA Inventory.

Diethyl phosphite Specification

The Diethyl phosphite, with the CAS registry number 762-04-9 and EINECS registry number 212-091-6, is also called phosphonic acid, diethyl ester. And the molecular formula of this chemical is C4H11O3P. It is a kind of colorless liquid, and belongs to the following product categories: Pharmaceutical Intermediates; Organic Building Blocks; Organic Phosphates/Phosphites; Catalysis and Inorganic Chemistry; Phosphorus Compounds; Phosphorus Precursors.

The physical properties of Diethyl phosphite are as following: (1)ACD/LogP: -0.26; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0; (4)ACD/LogD (pH 7.4): 0; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 18; (8)ACD/KOC (pH 7.4): 18; (9)#H bond acceptors: 3; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 4; (12)Polar Surface Area: 59 Å2.

Preparation of Diethyl phosphite: It can be prepared by absolute ethyl alcohol and phosphorus trichloride. The reaction will need the solvent carbon tetrachloride. The raction time is 1 hour with the temperature of 70°C. And the solvent can be removed by pressure reduction.
3C2H5OH+PCl3→(C2H5O)2PHO+C2H5Cl+2HCl↑

Uses of Diethyl phosphite: It can be used as intermediate of extraction agent and phosphoric acid esters. It is also used as solvent and acid acceptor in the synthesis of polypeptide. What's more, it is also used in the synthetic reaction, such as reduction  of phenol.

You should be cautious while dealing with this chemical. It irritates eyes, respiratory system and skin, and may also cause sensitization by skin contact. Therefore, you had better take the following instructions: Wear suitable protective clothing, gloves and eye/face protection, and in case of contacting with eyes, rinse immediately with plenty of water and seek medical advice; Take off immediately all contaminated clothing; After contact with skin, wash immediately with plenty of ... (to be specified by the manufacturer).

You can still convert the following datas into molecular structure:
(1)SMILES: O=P(OCC)OCC
(2)InChI: InChI=1/C4H11O3P/c1-3-6-8(5)7-4-2/h8H,3-4H2,1-2H3
(3)InChIKey: MJUJXFBTEFXVKU-UHFFFAOYAQ

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
rabbit LD50 skin 2020uL/kg (2.02mL/kg)   American Industrial Hygiene Association Journal. Vol. 30, Pg. 470, 1969.
rat LD50 oral 3900mg/kg (3900mg/kg)   Albright & Wilson Inc. Vol. #OPB-3, Pg. 1984,

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