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Basic Information
| CAS No.: | 5137-70-2 |
|---|---|
| Name: | N-DODECYLPHOSPHONIC ACID |
| Article Data: | 11 |
| Molecular Structure: | |
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|
|
| Formula: | C12H27 O3 P |
| Molecular Weight: | 250.318 |
| Synonyms: | Phosphonicacid, dodecyl- (6CI,7CI,8CI,9CI); 1-Dodecanephosphonic acid; Dodecanephosphonicacid; Dodecylphosphonic acid; NSC 407872; n-Dodecanephosphonic acid;n-Dodecylphosphonic acid |
| EINECS: | 225-897-8 |
| Density: | 1.018 g/cm3 |
| Melting Point: | 68-70°C |
| Boiling Point: | 383.8 °C at 760 mmHg |
| Flash Point: | 185.9 °C |
| Solubility: | Sparingly soluble in water. |
| Safety: | Moderately toxic by intraperitoneal route. When heated to decomposition it emits toxic vapors of POx. |
| PSA: | 67.34000 |
| LogP: | 4.08500 |
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Synthetic route
- 16693-57-5
dodecylphosphonate de dimethyle
- 5137-70-2
dodecylphosphonic acid
Conditions
| Conditions | Yield |
|---|---|
| With trimethylsilyl bromide In dichloromethane at 40℃; for 3h; | 90% |
Conditions
| Conditions | Yield |
|---|---|
| Stage #1: 1-dodecylbromide With potassium hydroxide semihydrate; phosphorus; cetyltrimethylammonim bromide In water; toluene at 85 - 90℃; for 6h; Inert atmosphere; Stage #2: With nitric acid In water at 100 - 110℃; for 2h; pH=4; Inert atmosphere; | 61% |
| Multi-step reaction with 2 steps 1: hexane 2: concentrated aqueous HCl View Scheme | |
| Stage #1: 1-dodecylbromide With triethyl phosphite In water at 160 - 190℃; for 4h; Stage #2: With hydrogen bromide In water for 3h; Reflux; |
Conditions
| Conditions | Yield |
|---|---|
| With hydrogenchloride | |
| With hydrogen bromide |
- 5137-70-2
dodecylphosphonic acid
Conditions
| Conditions | Yield |
|---|---|
| With methanol In dichloromethane for 1h; | |
| With water In acetone at 20℃; for 1h; | |
| With methanol for 0.166667h; |
Conditions
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: 70 percent / di-tert-butyl peroxide / 10 h / 135 °C 2: 90 percent / BrSiMe3 / CH2Cl2 / 3 h / 40 °C View Scheme |
Conditions
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: CH2Cl2 / 1.5 h / 0 - 20 °C 2: H2O / acetone / 1 h / 20 °C View Scheme | |
| Multi-step reaction with 2 steps 1: CH2Cl2 / 2 h / 20 °C 2: MeOH / CH2Cl2 / 1 h View Scheme |
Conditions
| Conditions | Yield |
|---|---|
| Multi-step reaction with 3 steps 1: 95 percent / (tBuO)2 / 15 h / 135 °C 2: CH2Cl2 / 2 h / 20 °C 3: MeOH / CH2Cl2 / 1 h View Scheme |
Conditions
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 2: aq. HBr View Scheme |
Conditions
| Conditions | Yield |
|---|---|
| With hydrogenchloride In acetonitrile Reflux; | 70% |
...Expand
- 5137-70-2
dodecylphosphonic acid
- 64-20-0
tetramethylammonium bromide
- 68-12-2, 33513-42-7
N,N-dimethyl-formamide
Conditions
| Conditions | Yield |
|---|---|
| With hydrogenchloride at 100℃; | 70% |
...Expand
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N-DODECYLPHOSPHONIC ACID
Chemistry
Product Name:N-DODECYLPHOSPHONIC ACID
Synonyms:1-dodecanephosphonicacid;dodecylphosphonicacid;n-dodecanephosphonicacid;DDPA;LABOTEST-BB LT00408923;N-DODECYLPHOSPHONIC ACID;n-Dodecylphosphonicacid,min.97%;
EINECS: 225-897-8
1-DODECANEPHOSPHONIC ACID is the chemical compound with the formula C12H27O3P.Its Molecular Weight is 250.31. Its melting point is 68-70°C .
Toxicity Data With Reference
| 1. | ipr-mus LDLo:500 mg/kg | CBCCT* “Summary Tables of Biological Tests” National Research Council Chemical-Biological Coordination Center. 9 (1957),132. |
Consensus Reports
1-DODECANEPHOSPHONIC ACID is reported in EPA TSCA Inventory.
Safety Profile
Moderately toxic by intraperitoneal route. When heated to decomposition it emits toxic vapors of POx.