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| CAS No.: | 116384-56-6 |
|---|---|
| Name: | Diethyl [(2-chloroethoxy)methyl]phosphonate |
| Article Data: | 7 |
| Molecular Structure: | |
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| Formula: | C7H16ClO4P |
| Molecular Weight: | 230.628 |
| Synonyms: | Phosphonicacid, [(2-chloroethoxy)methyl]-, diethyl ester (9CI); |
| EINECS: | 1592732-453-0 |
| Density: | 1.161 g/cm3 |
| Boiling Point: | 292.335 °C at 760 mmHg |
| Flash Point: | 164.17 °C |
| PSA: | 54.57000 |
| LogP: | 2.46540 |
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- 1219080-61-1IMIDAZOLE-2-BORONIC ACID
- 1462-33-5
2-chloroethyl chloromethyl ether
- 122-52-1
triethyl phosphite
- 116384-56-6
2-chloroethoxymethyl phosphonic acid diethyl ester
| Conditions | Yield |
|---|---|
| at 125 - 140℃; for 4h; Arbuzov Reaction; | 100% |
| at 125℃; Arbuzov reaction; | 82% |
| at 110℃; for 7h; | |
| at 80℃; for 3h; Neat (no solvent); |
- 116384-55-5
diethyl 2-hydroxyethoxymethanephosphonate
- 116384-56-6
2-chloroethoxymethyl phosphonic acid diethyl ester
| Conditions | Yield |
|---|---|
| With tetrachloromethane; triphenylphosphine for 4h; Heating; | 50% |
- 1462-33-5
2-chloroethyl chloromethyl ether
- 122-52-1
triethyl phosphite
A
- 74-87-3
methylene chloride
B
- 116384-56-6
2-chloroethoxymethyl phosphonic acid diethyl ester
| Conditions | Yield |
|---|---|
| 1) 90 min at 90 deg C 2) 4 h at 125 deg C; Yield given; |
- 100708-15-4
2-((diethoxyphosphoryl)methoxy)ethyl acetate
- 116384-56-6
2-chloroethoxymethyl phosphonic acid diethyl ester
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: 99 percent / Dowex 50X8 (H(+)-form) / ethanol / 30 h / Heating 2: 50 percent / CCl4, triphenylphosphine / 4 h / Heating View Scheme |
- 116384-56-6
2-chloroethoxymethyl phosphonic acid diethyl ester
- 1391871-33-2
4-chloro-2-oxabutanyl-1-phosphonic acid
| Conditions | Yield |
|---|---|
| With trimethylsilyl bromide In acetonitrile at 20℃; Inert atmosphere; | 100% |
- 123237-03-6, 5395-36-8
ethyl 6-methyl-4-phenyl-3,4-dihydropyrimidin-2(1H)-one-5-carboxylate
- 116384-56-6
2-chloroethoxymethyl phosphonic acid diethyl ester
- 1442461-39-3
C21H31N2O7P
| Conditions | Yield |
|---|---|
| Stage #1: ethyl 6-methyl-4-phenyl-3,4-dihydropyrimidin-2(1H)-one-5-carboxylate With potassium carbonate In acetonitrile at 20℃; Inert atmosphere; Stage #2: 2-chloroethoxymethyl phosphonic acid diethyl ester In acetonitrile at 20 - 85℃; Inert atmosphere; | 92% |
| With potassium carbonate In acetonitrile at 20 - 85℃; |
- 116384-56-6
2-chloroethoxymethyl phosphonic acid diethyl ester
- 123371-44-8
nifetepimine
- 1442461-32-6
C21H30N3O9P
| Conditions | Yield |
|---|---|
| Stage #1: nifetepimine With potassium carbonate In acetonitrile at 20℃; Inert atmosphere; Stage #2: 2-chloroethoxymethyl phosphonic acid diethyl ester In acetonitrile at 20 - 85℃; Inert atmosphere; | 92% |
| With potassium carbonate In acetonitrile at 20 - 85℃; |
- 123043-88-9, 33458-26-3
5-ethoxycarbonyl-4-phenyl-6-methyl-3,4-dihydropyrimidine-2(1H)-thione
- 116384-56-6
2-chloroethoxymethyl phosphonic acid diethyl ester
| Conditions | Yield |
|---|---|
| Stage #1: 5-ethoxycarbonyl-4-phenyl-6-methyl-3,4-dihydropyrimidine-2(1H)-thione With potassium carbonate In acetonitrile at 20℃; Inert atmosphere; Stage #2: 2-chloroethoxymethyl phosphonic acid diethyl ester In acetonitrile at 20 - 85℃; Inert atmosphere; | 90% |
- 123629-41-4
ethyl 4-(4-hydroxyphenyl)-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate
- 116384-56-6
2-chloroethoxymethyl phosphonic acid diethyl ester
- 1442461-41-7
ethyl 3-(2-((diethoxyphosphoryl)methoxy)ethyl)-4-(4-hydroxyphenyl)-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate
| Conditions | Yield |
|---|---|
| Stage #1: ethyl 4-(4-hydroxyphenyl)-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate With potassium carbonate In acetonitrile at 20℃; Inert atmosphere; Stage #2: 2-chloroethoxymethyl phosphonic acid diethyl ester In acetonitrile at 20 - 85℃; Inert atmosphere; | 85% |
| With potassium carbonate In N,N-dimethyl-formamide; acetonitrile at 20 - 85℃; for 20h; |
- 116384-56-6
2-chloroethoxymethyl phosphonic acid diethyl ester
| Conditions | Yield |
|---|---|
| Stage #1: 5-ethoxycarbonyl-6-methyl-4-(4-hydroxyphenyl)-3,4-dihydropyrimidin-2(1H)-thione With potassium carbonate In acetonitrile at 20℃; Inert atmosphere; Stage #2: 2-chloroethoxymethyl phosphonic acid diethyl ester In acetonitrile at 20 - 85℃; Inert atmosphere; | 85% |
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Specification
Diethyl [(2-chloroethoxy)methyl]phosphonate , with the CAS register number 116384-56-6, has its systematic name which is diethyl [(2-chloroethoxy)methyl]phosphonate . And it also has other names, such as phosphonic acid,P-[(2-chloroethoxy)methyl]-,diethyl ester .
Characteristics of Diethyl [(2-chloroethoxy)methyl]phosphonate are as followings: (1)ACD/LogP: 0.90 ; (2)ACD/LogD (pH 5.5): 1 ; (3)ACD/LogD (pH 7.4): 1 ; (4)ACD/BCF (pH 5.5): 3 ; (5)ACD/BCF (pH 7.4): 3 ; (6)ACD/KOC (pH 5.5): 73 ; (7)ACD/KOC (pH 7.4): 73 ; (8)#H bond acceptors: 4 ; (9)#Freely Rotating Bonds: 8 ; (10)Polar Surface Area: 54.57 ; (11)Index of Refraction: 1.431 ; (12)Molar Refractivity: 51.438 cm3 ; (13)Molar Volume: 198.702 cm3 ; (14)Polarizability: 20.391 ×10-24cm3 ; (15)Surface Tension: 34.11 dyne/cm ; (16)Density: 1.161 g/cm3 ; (17)Flash Point: 164.17 °C ; (18)Enthalpy of Vaporization: 51.052 kJ/mol ; (19)Boiling Point: 292.335 °C at 760 mmHg ; (20)Vapour Pressure: 0.003 mmHg at 25°C.
Diethyl [(2-chloroethoxy)methyl]phosphonate is usually used in the medicine intermediate. And it is a very important intermediate in compounding the adefovir dipivoxil which is the new style of drug resisting hepatitis B virus, so it is very necessary in resisting virus.
Diethyl [(2-chloroethoxy)methyl]phosphonate could be used in the lab to be as the reactant to produce other substance. Diethyl [(2-chloroethoxy)methyl]phosphonate reacts with 4-methoxy-5-methyl-1H-pyrimidin-2-one in the reagent of Sodium hydride and the solvent of dimethylformamide, and the condition is as below: the temperature is 80 deg C; the reaction time is one hour. Through this way, you could get [2-(4-methoxy-5-methyl-2-oxo-2H-pyrimidin-1-yl)-ethoxymethyl]-phosphonic acid diethyl ester .
And you also could obtain Diethyl [(2-chloroethoxy)methyl]phosphonate in the lab. Prepare the reactant of Diethyl 2-Hydroxyethoxymethanephosphonate , and then let it react in the chemical reagent of CCl4, triphenylphosphine . Under the heating condition, and react for about 4 hours, finally you could get the Diethyl [(2-chloroethoxy)methyl]phosphonate . The productivity is 50%.
If you need, you could convert the following data information into the molecular structure:
SMILES: O=P(OCC)(OCC)COCCCl
InChI: InChI=1/C7H16ClO4P/c1-3-11-13(9,12-4-2)7-10-6-5-8/h3-7H2,1-2H3
InChIKey: SRYMPIRBPPQDPD-UHFFFAOYAE
Std. InChI: InChI=1S/C7H16ClO4P/c1-3-11-13(9,12-4-2)7-10-6-5-8/h3-7H2,1-2H3
Diethyl [(2-chloroethoxy)methyl]phosphonate has many suppliers in China, such as Ningbo Hi-Tech Biochemicals Co., Ltd, Chico Pharmaceutical Co., Ltd, and Fuxin Huifeng Chemical Co., Ltd, etc.