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762-04-9

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  • Diethyl phosphite CAS 762-04-9 Diethyl hydrogen phosphonate diethylacidphosphite CAS no 762-04-9 Phosphonic Acid Diethyl Ester

    Cas No: 762-04-9

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762-04-9 Usage

Chemical Properties

colourless liquid

Uses

Different sources of media describe the Uses of 762-04-9 differently. You can refer to the following data:
1. Diethyl phosphite (DEPI) is a versatile reactive intermediate used in the production of various phosphorus based substances. It may be used to prepare the nickel chloride-diethyl phosphite system, efficient catalyst for the cross-coupling reaction between various functionalized arylzinc halides and aryl bromides, triflates and activated chlorides. It may be used: in the stereoselective synthesis of β-fluorinated alkylphosphonates Used in synthesis of homoallylic bromide Used in synthesis of series of carbazole-based α-aminophosphonates used as an extraction agent and phosphate intermediate. Used in synthesis of pesticides kitazine and phosethyl-Al as well as synthetic O, O-diethyl phosphoryl chloride. used for the synthesis of plasticizers, flame retardants, etc. Diethyl phosphite is reported to be chemical warfare agent (CWA) simulant, simulant for nerve agents sarin, soman, tabun, and VX.
2. Diethyl phosphite is precursor used for the synthesis of various organophosphorus compounds. used to prepare the nickel chloride-diethyl phosphite system, efficient catalyst for the cross-coupling reaction between various functionalized arylzinc halides and aryl bromides, triflates and activated chlorides.

Definition

ChEBI: A phosphonic ester that is the diethyl ester of phosphonic acid.

Synthesis Reference(s)

Synthetic Communications, 18, p. 665, 1988 DOI: 10.1080/00397918808077352

General Description

Diethyl phosphite is reported to be chemical warfare agent (CWA) simulant, simulant for nerve agents sarin, soman, tabun, and VX.

Check Digit Verification of cas no

The CAS Registry Mumber 762-04-9 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 7,6 and 2 respectively; the second part has 2 digits, 0 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 762-04:
(5*7)+(4*6)+(3*2)+(2*0)+(1*4)=69
69 % 10 = 9
So 762-04-9 is a valid CAS Registry Number.
InChI:InChI=1/C4H11O3P/c1-3-6-8(5)7-4-2/h8H,3-4H2,1-2H3

762-04-9 Well-known Company Product Price

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  • Alfa Aesar

  • (43801)  Diethyl phosphite, 96%   

  • 762-04-9

  • 250g

  • 432.0CNY

  • Detail
  • Alfa Aesar

  • (43801)  Diethyl phosphite, 96%   

  • 762-04-9

  • 1kg

  • 3627.0CNY

  • Detail
  • Alfa Aesar

  • (44000)  Diethyl phosphite, 97+%   

  • 762-04-9

  • 25g

  • 97.0CNY

  • Detail
  • Alfa Aesar

  • (44000)  Diethyl phosphite, 97+%   

  • 762-04-9

  • 100g

  • 381.0CNY

  • Detail
  • Alfa Aesar

  • (44000)  Diethyl phosphite, 97+%   

  • 762-04-9

  • 500g

  • 929.0CNY

  • Detail
  • Alfa Aesar

  • (44000)  Diethyl phosphite, 97+%   

  • 762-04-9

  • 2.5kg

  • 4032.0CNY

  • Detail

762-04-9SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name diethyl phosphonate

1.2 Other means of identification

Product number -
Other names Diethyl phosphite

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Flame retardants
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:762-04-9 SDS

762-04-9Synthetic 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%

762-04-9Relevant articles and documents

-

Mitsunobu,O.,Mukaiyama,T.

, p. 3005 - 3006 (1964)

-

-

Terauchi et al.

, p. 5073 (1969)

-

Synthesis of Pyridiniumboranephosphonate Diesters and Related Compounds using Trityl Cation as a Borane Hydride Acceptor

Rachwalak, Marta,Go??biewska, Justyna,Jakubowski, Tomasz,Stawinski, Jacek

, p. 509 - 517 (2021)

Boranephosphonate diesters react with pyridine and some tertiary amines in the presence of dimethoxytrityl chloride used as a borane hydride acceptor, to afford the boron-modified phosphodiester analogues containing a P-B-N structural motif. The reaction provides a convenient entry to pyridinium- and ammoniumboranephosphonates derived from the corresponding alkyl, aryl, or nucleoside boranephosphonate diesters. Some aspects of the synthetic protocol, mechanistic features related to a possible intermediate involved, and the role of the solvents used, are discussed.

Electrochemical synthesis of phosphorus esters from white phosphorus in the presence of copper complexes and ethanol

Budnikom,Kafiyatullina,Sinyashin,Abdreimova

, p. 929 - 938 (2003)

In the presence of white phosphorus the redox potentials of the copper ions change and the potential of the reduction wave of CuI/Cu 0 shifts noticeably toward more positive values. The Cu I-P4 complex is characterized by a lower value of the electrochemical gap, that is, higher polarizability and reactivity compared to those of the free CuI cation. Phosphorus esters can be synthesized from P4 and ethanol. The latter is in the composition of the copper(II) complexes, which act as a catalyst-charge mediator.

Novel synthetic method of diethyl phosphite

-

Paragraph 0022-0032, (2021/09/15)

The invention relates to a synthetic method of diethyl phosphite. The method comprises the following steps: adding triethyl phosphite into a stirring reactor and heating to 30 - 60 in 70 - 80 °C minutes; carrying out chromatographic analysis by adding water to the stirring reactor for 60 minutes; and controlling the triethyl phosphite ≤ 0.3% to open the receiving bottle to carry out pressure reduction and rectification. The method is prepared by direct reaction of triethyl phosphite and water, and a solvent is not needed in the traditional process. No catalyst is needed, the reaction is mild, the yield is high, and the yield can reach ≥ 99%. Raw materials are easy to obtain, and the production cost can be effectively reduced. The method has the advantages of simple operation, no side reaction in the reaction process, good product purity, less 99% or more product purity, low cost, safety and environmental protection, and is suitable for industrial production.

Reaction of sodium N-benzylideneglycinate with dialkyl chlorophosphites in the presence of water

Dimukhametov, Mudaris N.,Mironov, Vladimir F.,Islamov, Daut R.,Litvinov, Igor A.,Gnezdilov, Oleg I.,Danilova, Yuliya V.

, p. 107 - 109 (2021/02/16)

The outcome of reaction of sodium N-benzylideneglycinate containing water in its crystal lattice with dialkyl chlorophosphites depends on the mode of addition of the latter. Upon the simultaneous mixing of the reactants, 1,4-bis[α-(dialkoxyphosphoryl)benz

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