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Basic Information
| CAS No.: | 18755-43-6 |
|---|---|
| Name: | dimethyl propylphosphonate |
| Article Data: | 10 |
| Molecular Structure: | |
|
|
|
| Formula: | C5H13 O3 P |
| Molecular Weight: | 152.13 |
| Synonyms: | Phosphonicacid, propyl-, dimethyl ester (8CI,9CI); Dimethyl propanephosphonate; Dimethylpropylphosphonate; Lavagard DMPP |
| Density: | 1.028g/cm3 |
| Boiling Point: | 185°Cat760mmHg |
| Flash Point: | 80°C |
| PSA: | 45.34000 |
| LogP: | 1.88230 |
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Synthetic route
Conditions
| Conditions | Yield |
|---|---|
| With aluminum oxide at 20℃; | 92% |
Conditions
| Conditions | Yield |
|---|---|
| With tetrachlorosilane at 0℃; | 89% |
| Stage #1: propylphosphonic acid With 1H-imidazole; iodine In dichloromethane at 45 - 50℃; for 0.5h; Gareg-Samuelsson reaction; Stage #2: methanol In dichloromethane at 45 - 50℃; for 0.666667h; Gareg-Samuelsson reaction; | 87% |
| With p-TsOH-Celite at 20℃; | 86% |
A
- 1104662-10-3
(R)-2-benzoyloxy-1-dimethoxyphosphorylpropane
B
- 18755-43-6
propanephosphonic acid dimethyl ester
Conditions
| Conditions | Yield |
|---|---|
| With BF4(1-)*C8H12*C42H46O3P2*Rh(1+); hydrogen In dichloromethane at 25℃; under 3040.2 Torr; for 24h; Inert atmosphere; optical yield given as %ee; enantioselective reaction; | A 88% B n/a |
| With BF4(1-)*C50H59IrO3P2(1+); hydrogen In dichloromethane at 25℃; under 3040.2 Torr; for 24h; optical yield given as %ee; enantioselective reaction; |
Conditions
| Conditions | Yield |
|---|---|
| Stage #1: Dimethyl phosphite With sodium hydride In tetrahydrofuran; mineral oil at 30 - 40℃; Stage #2: propyl bromide In tetrahydrofuran for 96h; Inert atmosphere; Reflux; | 46% |
| With sodium methylate |
- 1789-95-3
dipropyl propylphosphonate
- 80-48-8
methyl p-toluene sulfonate
A
- 18755-43-6
propanephosphonic acid dimethyl ester
B
- 18755-44-7
Methyl propyl propylphosphonate
C
- 599-91-7
propyl tosylate
Conditions
| Conditions | Yield |
|---|---|
| at 130 - 140℃; for 3.5h; |
...Expand
A
- 1104662-26-1
(S)-2-benzoyloxy-1-dimethoxyphosphorylpropane
B
- 1104662-10-3
(R)-2-benzoyloxy-1-dimethoxyphosphorylpropane
C
- 18755-43-6
propanephosphonic acid dimethyl ester
Conditions
| Conditions | Yield |
|---|---|
| With BF4(1-)*C8H12*C32H50O3P2*Rh(1+); hydrogen In dichloromethane at 25℃; under 3040.2 Torr; for 24h; Inert atmosphere; optical yield given as %ee; |
...Expand
- 4202-14-6
dimethyl (2-oxopropyl)phosphonate
A
- 1104662-10-3
(R)-2-benzoyloxy-1-dimethoxyphosphorylpropane
B
- 18755-43-6
propanephosphonic acid dimethyl ester
Conditions
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / Inert atmosphere 1.2: 16 h / Inert atmosphere 2.1: BF4(1-)*C50H59IrO3P2(1+); hydrogen / dichloromethane / 24 h / 25 °C / 3040.2 Torr View Scheme |
- 4202-14-6
dimethyl (2-oxopropyl)phosphonate
A
- 1104662-26-1
(S)-2-benzoyloxy-1-dimethoxyphosphorylpropane
B
- 18755-43-6
propanephosphonic acid dimethyl ester
Conditions
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / Inert atmosphere 1.2: 16 h / Inert atmosphere 2.1: BF4(1-)*C40H62IrO3P2(1+); hydrogen / dichloromethane / 24 h / 25 °C / 3040.2 Torr View Scheme |
A
- 1104662-26-1
(S)-2-benzoyloxy-1-dimethoxyphosphorylpropane
B
- 18755-43-6
propanephosphonic acid dimethyl ester
Conditions
| Conditions | Yield |
|---|---|
| With BF4(1-)*C40H62IrO3P2(1+); hydrogen In dichloromethane at 25℃; under 3040.2 Torr; for 24h; optical yield given as %ee; enantioselective reaction; |
Conditions
| Conditions | Yield |
|---|---|
| With thionyl chloride at 65℃; for 2h; |
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dimethyl propylphosphonate
