• Name

  N-DODECYLPHOSPHONIC ACID

• EINECS 225-897-8
• CAS No. 5137-70-2
• Article Data11
• CAS DataBase
• Density 1.018 g/cm³
• Solubility Sparingly soluble in water.
• Melting Point 68-70°C
• Formula C12H27 O3 P
• Boiling Point 383.8 °C at 760 mmHg
• Molecular Weight 250.318
• Flash Point 185.9 °C
• Transport Information
• Appearance
• Safety Moderately toxic by intraperitoneal route. When heated to decomposition it emits toxic vapors of PO_x.
• Risk Codes
• Molecular Structure
• Hazard Symbols
• Synonyms Phosphonicacid, dodecyl- (6CI,7CI,8CI,9CI); 1-Dodecanephosphonic acid; Dodecanephosphonicacid; Dodecylphosphonic acid; NSC 407872; n-Dodecanephosphonic acid;n-Dodecylphosphonic acid
• PSA 67.34000
• LogP 4.08500

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%

143-15-7

1-dodecylbromide

5137-70-2

dodecylphosphonic acid

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;

5929-68-0

dodecyl-phosphonic acid dibutyl ester

5137-70-2

dodecylphosphonic acid

Conditions

Conditions	Yield
With hydrogenchloride
With hydrogen bromide

C18H43O3PSi2

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;

112-41-4

1-dodecene

2,3-didecyl-1,3-butadiene2-decyl-1,3-tetradecadiene

2,3-didecyl-1,3-butadiene2-decyl-1,3-tetradecadiene

5137-70-2

dodecylphosphonic acid

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

4844-38-6

diethyl n-dodecylphosphonate

5137-70-2

dodecylphosphonic acid

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

112-41-4

1-dodecene

O2

O2

5137-70-2

dodecylphosphonic acid

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

143-15-7

1-dodecylbromide

copper (I)-benzenethiolate

copper (I)-benzenethiolate

5137-70-2

dodecylphosphonic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 2: aq. HBr View Scheme

K8[γ-SiW10O36]*12H2O

5137-70-2

dodecylphosphonic acid

64-20-0

tetramethylammonium bromide

γ-(tetramethylammonium)3K[SiW10O36(OPC12H25)2]

Conditions

Conditions	Yield
With hydrogenchloride In acetonitrile Reflux;	70%

...Expand

5137-70-2

dodecylphosphonic acid

α-Na10[SiW9O34]

64-20-0

tetramethylammonium bromide

68-12-2, 33513-42-7

N,N-dimethyl-formamide

(tetramethylammonium)2,5Na3,5[SiW9O34(OPC12H25)2] dimethylformamide solvate

Conditions

Conditions	Yield
With hydrogenchloride at 100℃;	70%

...Expand

5137-70-2

dodecylphosphonic acid

α-Na10[SiW9O34]

68-12-2, 33513-42-7

N,N-dimethyl-formamide

Na6[SiW9O34(OPC12H25)2] dimethylformamide solvate

Conditions

Conditions	Yield
With hydrogenchloride at 100℃;	55%

...Expand

5137-70-2

dodecylphosphonic acid

3586-98-9

n-dodecylphosphonic acid dichloride

Conditions

Conditions	Yield
With phosphorus pentachloride

5137-70-2

dodecylphosphonic acid

76742-18-2

cytidine 5'-monophosphomorpholidate 4-morpholine-N,N'-dicyclohexylcarboxamidine salt

C21H39N3O10P2

Conditions

Conditions	Yield
With pyridine at 25 - 35℃; for 80h;

5137-70-2

dodecylphosphonic acid

Phosphoric acid (2R,3S,5R)-5-(4-amino-2-oxo-2H-pyrimidin-1-yl)-3-hydroxy-tetrahydro-furan-2-ylmethyl ester morpholin-4-yl ester

C21H39N3O9P2

Conditions

Conditions	Yield
With pyridine In toluene for 74h; Ambient temperature;

5137-70-2

dodecylphosphonic acid

Phosphoric acid (2R,3S,5R)-3-hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester morpholin-4-yl ester

C22H40N2O10P2

Conditions

Conditions	Yield
With pyridine In toluene for 74h; Ambient temperature;

5137-70-2

dodecylphosphonic acid

Phosphoric acid (2R,3S,4R,5R)-5-(6-amino-purin-9-yl)-3,4-dihydroxy-tetrahydro-furan-2-ylmethyl ester morpholin-4-yl ester

C22H39N5O9P2

Conditions

Conditions	Yield
With pyridine In toluene for 74h; Ambient temperature;

5137-70-2

dodecylphosphonic acid

682343-00-6

1-dodecyldifluorophosphonate

Conditions

Conditions	Yield
With dimethylaminosulphur trifluoride In chloroform at 0 - 20℃; for 0.333333h;

5137-70-2

dodecylphosphonic acid

Isopropyldodecylfluorophosphonate

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: (CH3)2NSF3 / CHCl3 / 0.33 h / 0 - 20 °C 2: Et3N / diethyl ether / 1 h / 0 °C View Scheme

5137-70-2

dodecylphosphonic acid

16693-57-5

dodecylphosphonate de dimethyle

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: PCl5 2: Py View Scheme

zirconyl chloride octahydrate

5137-70-2

dodecylphosphonic acid

73300-71-7

phosphonomethanesulfonic acid

145425-42-9

Zr(4+)*(O3PCH2SO3H)(2-)*O3PC12H25(2-)=Zr{(O3PCH2SO3H)0.5(O3PC12H25)0.5}2

Conditions

Conditions	Yield
In water

...Expand

zirconyl chloride octahydrate

5137-70-2

dodecylphosphonic acid

73300-71-7

phosphonomethanesulfonic acid

Zr(4+)*0.8O3PCH2SO3H(2-)*1.2O3PC12H25(2-)=Zr[(O3PCH2SO3H)0.4(O3PC12H25)0.6]2

Conditions

Conditions	Yield
In water

...Expand

zirconyl chloride octahydrate

5137-70-2

dodecylphosphonic acid

73300-71-7

phosphonomethanesulfonic acid

Zr(4+)*1.2O3PCH2SO3H(2-)*0.8O3PC12H25(2-)=Zr[(O3PCH2SO3H)0.6(O3PC12H25)0.4]2

Conditions

Conditions	Yield
In water

...Expand

zirconyl chloride octahydrate

5137-70-2

dodecylphosphonic acid

zirconium dodecyl phosphonate

Conditions

Conditions	Yield
In water

5137-70-2

dodecylphosphonic acid

2C12H26O3P(1-)*Ca(2+)

Conditions

Conditions	Yield
With calcium(II) nitrate tetrahydrate; sodium hydroxide In tetrahydrofuran; water at 20℃; for 96h;

1-DODECANEPHOSPHONIC ACID Chemical Properties

1-DODECANEPHOSPHONIC ACID Toxicity Data With Reference

1-DODECANEPHOSPHONIC ACID Consensus Reports

1-DODECANEPHOSPHONIC ACID Safety Profile