3-Phosphonopropanoic acid supplier

Name
3-PHOSPHONOPROPIONIC ACID
EINECS 227-738-8
CAS No. 5962-42-5
Article Data18
CAS DataBase
Density
Solubility 328g/L(20 oC)
Melting Point 165 °C
Formula C₃H₇O₅P
Boiling Point 459.8°C at 760 mmHg
Molecular Weight 154.059
Flash Point 150 °C
Transport Information UN 3261 8/PG 2
Appearance White powder
Safety 26-27-28-36/37/39-45
Risk Codes 34
Molecular Structure
Hazard Symbols C
Synonyms Propionicacid, 3-phosphono- (6CI,7CI,8CI);1-Carboxyethane-2-phosphonic acid;2-Carboxyethane-1-phosphonic acid;2-Carboxyethanephosphonic acid;2-Carboxyethylphosphonic acid;Carboxyethylphosphonic acid;Phosphonic acid, (2-carboxyethyl)-;b-Phosphonopropionic acid;
PSA 104.64000
LogP -0.36120

Synthetic route

: 79-10-7
acrylic acid

: 5962-42-5
3-phosphonopropionic acid

Conditions

Conditions	Yield
With P4O6	95%
With P4O6	95%

: 1746-03-8
vinylphosphonic acid

: 201230-82-2
carbon monoxide

: 5962-42-5
3-phosphonopropionic acid

Conditions

Conditions	Yield
With sulfuric acid; α,α′-bis(2-pyridyl(tert-butyl)phosphino)-o-xylene; water; palladium(II) acetylacetonate; acetic acid at 20 - 100℃; under 30003 Torr; for 20h; Inert atmosphere; Autoclave;	82%

: 15205-62-6
tri(tert-butyl)phosphite

: 79-10-7
acrylic acid

A: 5962-42-5
3-phosphonopropionic acid

B: 3-(di-tert-butoxyphosphoryl)propionic acid

C: 115-11-7
isobutene

Conditions

Conditions	Yield
In Petroleum ether for 3h; Heating;	A n/a B 71% C n/a

...Expand

: 4706-18-7
(3-Hydroxypropyl)phosphan

: 5962-42-5
3-phosphonopropionic acid

Conditions

Conditions	Yield
With nitric acid

ethyl 3-(diethoxyphosphoryl)propanoate: ethyl 3-(diethoxyphosphoryl)propanoate

: 5962-42-5
3-phosphonopropionic acid

Conditions

Conditions	Yield
With diluted acid at 140 - 150℃;
With hydrogenchloride at 100 - 120℃;
at 280℃;
With hydrogenchloride at 120 - 125℃;
With hydrogenchloride

: 10123-62-3
diethyl (2-cyanoethyl)phosphonate

: 5962-42-5
3-phosphonopropionic acid

Conditions

Conditions	Yield
With hydrogenchloride

: 1112-94-3
methyl 3-(diethoxyphosphinyl)-propanoate

: 5962-42-5
3-phosphonopropionic acid

Conditions

Conditions	Yield
With hydrogenchloride

: 20580-37-4
3-(dibutoxyphosphoryl)propanenitrile

: 5962-42-5
3-phosphonopropionic acid

Conditions

Conditions	Yield
With hydrogenchloride Heating;

: 13960-21-9
diethoxyphosphorylmethyl-malonic acid diethyl ester

: 5962-42-5
3-phosphonopropionic acid

Conditions

Conditions	Yield
With hydrogen bromide

: 3167-63-3
diethyl chloromethylphosphonate

: 105-53-3
diethyl malonate

: 5962-42-5
3-phosphonopropionic acid

Conditions

Conditions	Yield
(i) Na, xylene, (ii) /BRN= 1363361/, (iii) aq. HBr; Multistep reaction;

: 78939-52-3
p-nitrophenyl 3-phosphonopropionate

A: 5962-42-5
3-phosphonopropionic acid

B: 14609-74-6
p-nitrophenolate

Conditions

Conditions	Yield
With sodium chloride at 37℃; Rate constant; Kinetics; Thermodynamic data; Ea, ΔH(ex), ΔS(ex);

: C3H5O5P(2-)*Mg(2+)

: 5962-42-5
3-phosphonopropionic acid

Conditions

Conditions	Yield
In water at 25℃; Equilibrium constant;

: C3H5O5P(2-)*Ca(2+)

: 5962-42-5
3-phosphonopropionic acid

Conditions

Conditions	Yield
In water at 25℃; Equilibrium constant;

: C3H4O5P(3-)*Ca(2+)

: 5962-42-5
3-phosphonopropionic acid

Conditions

Conditions	Yield
In water at 25℃; Equilibrium constant;

: C3H4O5P(3-)*Mg(2+)

: 5962-42-5
3-phosphonopropionic acid

Conditions

Conditions	Yield
In water at 25℃; Equilibrium constant;

: 5962-42-5
3-phosphonopropionic acid

: 7732-18-5
water

: cadmium(II) nitrate

: 2Cd(2+)*OH(1-)*O3PC2H4CO2(3-)=Cd2(OH)(O3PC2H4CO2)

Conditions

Conditions	Yield
With 1,4-diazabicyclo[2.2.2]octane In water High Pressure; mixt. of Cd(NO3)2 (1 mmol), phosphonic acid (1 mmol) and DABCO (3 mmol) in H2O heated in an autoclave at 170°C for 2 weeks; ppt. filtered off, washed with H2O and acetone, dried at room temp.; elem. anal.;	97%

...Expand

: iron oxychloride

: 5962-42-5
3-phosphonopropionic acid

: Fe(3+)*O(2-)*HPO3C2H4COOH(1-)=FeO(HPO3C2H4COOH)

Conditions

Conditions	Yield
In water heating mixt. of FeOCl and org. acid (molar ratio 1:2) at 70°C, stirring (48 h); elem. anal.;	95%

: 5962-42-5
3-phosphonopropionic acid

: [nBu2Sn(OEt)(OSO2Me)]n

: [(nBu2Sn)3(O3PCH2CH2COOMe)2(OSO2Et)2]n

Conditions

Conditions	Yield
In methanol (N2); to tin compound in MeOH was added 3-phosphonopropanoic acid at room temp. with stirring for 8-10 h; concd. in vac., precipitated with hexane, filtered, dried in vac., crystd. from MeCN/MeOH, elem. anal.;	93%

: 5962-42-5
3-phosphonopropionic acid

: [Et2Sn(OEt)(OSO2Me)]n

: [(Et2Sn)3(O3PCH2CH2COOMe)2(OSO2Me)2]n

Conditions

Conditions	Yield
In methanol (N2); to tin compound in MeOH was added 3-phosphonopropanoic acid at room temp. with stirring for 8-10 h; concd. in vac., precipitated with hexane, filtered, dried in vac., crystd. from MeCN/MeOH, elem. anal.;	92%

: 5962-42-5
3-phosphonopropionic acid

: Na8H[B,α-AsIIIW9O33]*24H2O

: 1643-19-2
tetrabutylammomium bromide

: (tetrabutylammonium)3NaH[B,α-AsIIIW9O33{P(O)CH2CH2CO2H}2]

Conditions

Conditions	Yield
With hydrogenchloride In water; acetonitrile at 83℃;	89%

...Expand

: 5962-42-5
3-phosphonopropionic acid

: 7732-18-5
water

: cadmium(II) nitrate

: 3Cd(2+)*2O3PC2H4CO2(3-)*2H2O=Cd3(O3PC2H4CO2)2*2H2O

Conditions

Conditions	Yield
With 1,4-diazabicyclo[2.2.2]octane In water High Pressure; mixt. of Cd(NO3)2 (1 mmol), phosphonic acid (1 mmol) and DABCO (1 mmol) in H2O heated in an autoclave at 170°C for 5 d; ppt. filtered off, washed with H2O and acetone, dried at room temp.; elem. anal.;	85%

...Expand

: iron oxychloride

: 5962-42-5
3-phosphonopropionic acid

: H(1+)*Fe(3+)*2PO3C2H4COOH(2-)=HFe(PO3C2H4COOH)2

Conditions

Conditions	Yield
In water heating mixt. of FeOCl and org. acid (molar ratio 1:6) at 70°C, stirring (48 h); elem. anal.;	80%

: 5962-42-5
3-phosphonopropionic acid

: copper(II) nitrate

: copper carboxyethylphosphonate monohydrate

Conditions

Conditions	Yield
In water; acetone stirring equimolar amts. of Cu-salt and ligand (in 5% H2O in Me2CO, 60°C, 3 d, pptn.); filtration, washing (H2O, Me2CO), drying (room temp.); elem. anal.;	80%

: 10196-18-6
zinc(II) nitrate

: 5962-42-5
3-phosphonopropionic acid

: Zn(2+)*O3PCH2CH2CO2H(2-)*H2O=Zn(O3PCH2CH2CO2H)*H2O

Conditions

Conditions	Yield
In water; acetone stirring equimolar amts. of Zn-salt and ligand (in 5% H2O in Me2CO, 60°C, 3 d, pptn.); filtration, washing (H2O, Me2CO), drying (room temp.); elem. anal.;	80%

: 5962-42-5
3-phosphonopropionic acid

: [Me2Sn(OMe)(OSO2Me)]n

: [(Me2Sn)3(O3PCH2CH2COOMe)2(OSO2Me)2]n

Conditions

Conditions	Yield
In methanol (N2); to tin compound in MeOH was added 3-phosphonopropanoic acid at room temp. with stirring for 8-10 h; concd. in vac., precipitated with hexane, filtered, dried in vac., crystd. from MeCN/MeOH, elem. anal.;	80%

: 79-10-7
acrylic acid

: 5962-42-5
3-phosphonopropionic acid

Conditions

Conditions	Yield
With P4O6	95%
With P4O6	95%

: 1746-03-8
vinylphosphonic acid

: 201230-82-2
carbon monoxide

: 5962-42-5
3-phosphonopropionic acid

Conditions

Conditions	Yield
With sulfuric acid; α,α′-bis(2-pyridyl(tert-butyl)phosphino)-o-xylene; water; palladium(II) acetylacetonate; acetic acid at 20 - 100℃; under 30003 Torr; for 20h; Inert atmosphere; Autoclave;	82%

: 15205-62-6
tri(tert-butyl)phosphite

: 79-10-7
acrylic acid

A: 5962-42-5
3-phosphonopropionic acid

B: 3-(di-tert-butoxyphosphoryl)propionic acid

C: 115-11-7
isobutene

Conditions

Conditions	Yield
In Petroleum ether for 3h; Heating;	A n/a B 71% C n/a

...Expand

: 4706-18-7
(3-Hydroxypropyl)phosphan

: 5962-42-5
3-phosphonopropionic acid

Conditions

Conditions	Yield
With nitric acid

: 3699-67-0
ethyl 3-(diethoxyphosphoryl)propanoate

: 5962-42-5
3-phosphonopropionic acid

Conditions

Conditions	Yield
With diluted acid at 140 - 150℃;
With hydrogenchloride at 100 - 120℃;
at 280℃;
With hydrogenchloride at 120 - 125℃;
With hydrogenchloride

: 10123-62-3
diethyl (2-cyanoethyl)phosphonate

: 5962-42-5
3-phosphonopropionic acid

Conditions

Conditions	Yield
With hydrogenchloride

: 1112-94-3
methyl 3-(diethoxyphosphinyl)-propanoate

: 5962-42-5
3-phosphonopropionic acid

Conditions

Conditions	Yield
With hydrogenchloride

: 20580-37-4
3-(dibutoxyphosphoryl)propanenitrile

: 5962-42-5
3-phosphonopropionic acid

Conditions

Conditions	Yield
With hydrogenchloride Heating;

: 13960-21-9
diethoxyphosphorylmethyl-malonic acid diethyl ester

: 5962-42-5
3-phosphonopropionic acid

Conditions

Conditions	Yield
With hydrogen bromide

: 3167-63-3
diethyl chloromethylphosphonate

: 105-53-3
diethyl malonate

: 5962-42-5
3-phosphonopropionic acid

Conditions

Conditions	Yield
(i) Na, xylene, (ii) /BRN= 1363361/, (iii) aq. HBr; Multistep reaction;

: 78939-52-3
p-nitrophenyl 3-phosphonopropionate

A: 5962-42-5
3-phosphonopropionic acid

B: 14609-74-6
p-nitrophenolate

Conditions

Conditions	Yield
With sodium chloride at 37℃; Rate constant; Kinetics; Thermodynamic data; Ea, ΔH(ex), ΔS(ex);

: C3H5O5P(2-)*Mg(2+)

: 5962-42-5
3-phosphonopropionic acid

Conditions

Conditions	Yield
In water at 25℃; Equilibrium constant;

: C3H5O5P(2-)*Ca(2+)

: 5962-42-5
3-phosphonopropionic acid

Conditions

Conditions	Yield
In water at 25℃; Equilibrium constant;

: C3H4O5P(3-)*Ca(2+)

: 5962-42-5
3-phosphonopropionic acid

Conditions

Conditions	Yield
In water at 25℃; Equilibrium constant;

: C3H4O5P(3-)*Mg(2+)

: 5962-42-5
3-phosphonopropionic acid

Conditions

Conditions	Yield
In water at 25℃; Equilibrium constant;

: 5962-42-5
3-phosphonopropionic acid

: 7732-18-5
water

: cadmium(II) nitrate

: 2Cd(2+)*OH(1-)*O3PC2H4CO2(3-)=Cd2(OH)(O3PC2H4CO2)

Conditions

Conditions	Yield
With 1,4-diazabicyclo[2.2.2]octane In water High Pressure; mixt. of Cd(NO3)2 (1 mmol), phosphonic acid (1 mmol) and DABCO (3 mmol) in H2O heated in an autoclave at 170°C for 2 weeks; ppt. filtered off, washed with H2O and acetone, dried at room temp.; elem. anal.;	97%

...Expand

: iron oxychloride

: 5962-42-5
3-phosphonopropionic acid

: Fe(3+)*O(2-)*HPO3C2H4COOH(1-)=FeO(HPO3C2H4COOH)

Conditions

Conditions	Yield
In water heating mixt. of FeOCl and org. acid (molar ratio 1:2) at 70°C, stirring (48 h); elem. anal.;	95%

: 5962-42-5
3-phosphonopropionic acid

: [nBu2Sn(OEt)(OSO2Me)]n

: [(nBu2Sn)3(O3PCH2CH2COOMe)2(OSO2Et)2]n

Conditions

Conditions	Yield
In methanol (N2); to tin compound in MeOH was added 3-phosphonopropanoic acid at room temp. with stirring for 8-10 h; concd. in vac., precipitated with hexane, filtered, dried in vac., crystd. from MeCN/MeOH, elem. anal.;	93%

: 5962-42-5
3-phosphonopropionic acid

: [Et2Sn(OEt)(OSO2Me)]n

: [(Et2Sn)3(O3PCH2CH2COOMe)2(OSO2Me)2]n

Conditions

Conditions	Yield
In methanol (N2); to tin compound in MeOH was added 3-phosphonopropanoic acid at room temp. with stirring for 8-10 h; concd. in vac., precipitated with hexane, filtered, dried in vac., crystd. from MeCN/MeOH, elem. anal.;	92%

: 5962-42-5
3-phosphonopropionic acid

: Na8H[B,α-AsIIIW9O33]*24H2O

: 1643-19-2
tetrabutylammomium bromide

: (tetrabutylammonium)3NaH[B,α-AsIIIW9O33{P(O)CH2CH2CO2H}2]

Conditions

Conditions	Yield
With hydrogenchloride In water; acetonitrile at 83℃;	89%

...Expand

: 5962-42-5
3-phosphonopropionic acid

: 7732-18-5
water

: cadmium(II) nitrate

: 3Cd(2+)*2O3PC2H4CO2(3-)*2H2O=Cd3(O3PC2H4CO2)2*2H2O

Conditions

Conditions	Yield
With 1,4-diazabicyclo[2.2.2]octane In water High Pressure; mixt. of Cd(NO3)2 (1 mmol), phosphonic acid (1 mmol) and DABCO (1 mmol) in H2O heated in an autoclave at 170°C for 5 d; ppt. filtered off, washed with H2O and acetone, dried at room temp.; elem. anal.;	85%

...Expand

: iron oxychloride

: 5962-42-5
3-phosphonopropionic acid

: H(1+)*Fe(3+)*2PO3C2H4COOH(2-)=HFe(PO3C2H4COOH)2

Conditions

Conditions	Yield
In water heating mixt. of FeOCl and org. acid (molar ratio 1:6) at 70°C, stirring (48 h); elem. anal.;	80%

: 5962-42-5
3-phosphonopropionic acid

: copper(II) nitrate

: copper carboxyethylphosphonate monohydrate

Conditions

Conditions	Yield
In water; acetone stirring equimolar amts. of Cu-salt and ligand (in 5% H2O in Me2CO, 60°C, 3 d, pptn.); filtration, washing (H2O, Me2CO), drying (room temp.); elem. anal.;	80%

: 10196-18-6
zinc(II) nitrate

: 5962-42-5
3-phosphonopropionic acid

: Zn(2+)*O3PCH2CH2CO2H(2-)*H2O=Zn(O3PCH2CH2CO2H)*H2O

Conditions

Conditions	Yield
In water; acetone stirring equimolar amts. of Zn-salt and ligand (in 5% H2O in Me2CO, 60°C, 3 d, pptn.); filtration, washing (H2O, Me2CO), drying (room temp.); elem. anal.;	80%

: 5962-42-5
3-phosphonopropionic acid

: [Me2Sn(OMe)(OSO2Me)]n

: [(Me2Sn)3(O3PCH2CH2COOMe)2(OSO2Me)2]n

Conditions

Conditions	Yield
In methanol (N2); to tin compound in MeOH was added 3-phosphonopropanoic acid at room temp. with stirring for 8-10 h; concd. in vac., precipitated with hexane, filtered, dried in vac., crystd. from MeCN/MeOH, elem. anal.;	80%

: 5962-42-5
3-phosphonopropionic acid

: 6018-89-9
nickel(II) acetate tetrahydrate

: 1185291-78-4
4,4'-bipyridine dihydrate

: Ni(3-phosphonopropionate)(H2O)(4,4'-bipyridine)*0.5(4,4'-bipyridine)

Conditions

Conditions	Yield
In water High Pressure; Ni-salt:P-compd.:N-compd.:H2O molar ratio was 0.93:1.03:1.02:555.6, N-compd. was added to the aq. soln. of Ni-compd. and P-compd. with stirring,teflon-lined stainless steel autoclave, heating at 150 °C for 5 d; elem. anal.;	79.4%

...Expand

: 5962-42-5
3-phosphonopropionic acid

: 6018-89-9
nickel(II) acetate tetrahydrate

: 1185291-78-4
4,4'-bipyridine dihydrate

: Ni(3-phosphonopropionate)(4,4'-bipyridine)(H2O)3*H2O

Conditions

Conditions	Yield
In water High Pressure; Ni-salt:P-compd.:N-compd.:H2O molar ratio was 0.997:1.01:0.910:555.6, teflon-lined stainless steel autoclave, heating at 70 °C for 2 d;	76.3%

...Expand

: iron oxychloride

: 5962-42-5
3-phosphonopropionic acid

: H(1+)*Fe(3+)*4HPO3C2H4COOH(1-)=HFe(HPO3C2H4COOH)4

Conditions

Conditions	Yield
In acetone refluxing mixt. of FeOCl and org. acid (molar ratio 1:6), stirring (72 h); ppt. filtration, washing (acetone), drying (vac.); elem. anal.;	75%

: 10196-18-6
zinc(II) nitrate

: 5962-42-5
3-phosphonopropionic acid

: 106-40-1
4-bromo-aniline

: Zn(2+)*O3PCH2CH2C(O)NHC6H4Br(2-)=Zn(O3PCH2CH2C(O)NHC6H4Br)

Conditions

Conditions	Yield
In water equimolar amts. of Zn-salt and ligand, excess of bromoaniline, sealed tube, 140°C, 1 week; washing (hot EtOH), filtration; elem. anal.;	75%

...Expand

: 10196-18-6
zinc(II) nitrate

: 5962-42-5
3-phosphonopropionic acid

: Zn(2+)*O3PCH2CH2C(O)NHC6H5(2-)=Zn(O3PCH2CH2C(O)NHC6H5)

Conditions

Conditions	Yield
With aniline In water equimolar amts. of Zn-salt and ligand, excess of aniline, sealed tube, 140°C, 1 week; washing (hot EtOH), filtration; elem. anal.;	75%

: 484-11-7
2.9-dimethyl-1,10-phenanthroline

: copper(II) acetate dihydrate

: 5962-42-5
3-phosphonopropionic acid

: 7732-18-5
water

: C3H5O5P(2-)*C14H12N2*Cu(2+)*2H2O

Conditions

Conditions	Yield
In methanol for 336h;	70%

...Expand

: 19437-26-4
2,2'-dipyridyl ketone

: copper(II) choride dihydrate

: 5962-42-5
3-phosphonopropionic acid

: [Cu{(py)2C(OH)2}](HO3PCH2CH2CO2H)2

Conditions

Conditions	Yield
With triethylamine In methanol; water	70%

...Expand

: 5962-42-5
3-phosphonopropionic acid

: 28791-82-4
1,1'-methylenebis(3,5-dimethyl-1H-pyrazole)

: C11H16N4*C3H7O5P

Conditions

Conditions	Yield
With water In methanol at 20℃; for 1h;	67%

: iron oxychloride

: 5962-42-5
3-phosphonopropionic acid

: Fe(2+)*2HPO3C2H4COOH(1-)=Fe(HPO3C2H4COOH)2

Conditions

Conditions	Yield
In acetone heating sealed mixt. of FeOCl and org. acid (molar ratio 1:2) in Pyrex tube at 80°C for 1 month; ppt. filtration, washing (acetone), drying (vac.); elem. anal.;	65%

: chromium(III) nitrate nonahydrate

: 5962-42-5
3-phosphonopropionic acid

: 2Cr(3+)*3OH(1-)*O3PC2H4CO2(3-)*3H2O=Cr2(OH)3(O3PC2H4CO2)*3H2O

Conditions

Conditions	Yield
With (CH3)4NOH In water High Pressure; an aq. soln. of Cr salt added to a soln. of carboxyethylphosphonic acid,an aq. soln. of (CH3)4NOH added dropwise to pH 4.5, heated at 150.degre e.C for 4 d; filtered off, washed (H2O), dried at 60°C; elem. anal.;	65%

3-Phosphonopropanoic acid Specification

The 3-Phosphonopropanoic acid, with the CAS registry number 5962-42-5, is also known as 2-Carboxyethanephosphonic acid. Its EINECS number is 227-738-8. This chemical's molecular formula is C₃H₇O₅P and molecular weight is 154.06. What's more, its systematic name is 3-Phosphonopropanoic acid. This chemical is stable at common pressure and temperature, and it should be sealed and stored in a cool and dry place. Moreover, it should be protected from light. It is used as intermediate in organic synthesis.

Preparation of 3-Phosphonopropanoic acid: this chemical can be prepared by acrylic acid. This reaction will need reagent P₄O₆. The yield is about 95%.

3-Phosphonopropanoic acid can be prepared by acrylic acid

When you are using this chemical, please be cautious about it as the following:
This chemical can cause burns. It is irritating to eyes, respiratory system and skin. You should take off immediately all contaminated clothing. After contact with skin, you must wash immediately with plenty of soap-suds. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. When using it, you need wear suitable protective clothing, gloves and eye/face protection. In case of accident or if you feel unwell, you must seek medical advice immediately (show the label whenever possible.)

You can still convert the following datas into molecular structure:
(1)SMILES: C(CP(=O)(O)O)C(=O)O
(2)Std. InChI: InChI=1S/C3H7O5P/c4-3(5)1-2-9(6,7)8/h1-2H2,(H,4,5)(H2,6,7,8)
(3)Std. InChIKey: NLBSQHGCGGFVJW-UHFFFAOYSA-N

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
rat	LDLo	oral	5775mg/kg (5775mg/kg)	BEHAVIORAL: GENERAL ANESTHETIC SKIN AND APPENDAGES (SKIN): HAIR: OTHER GASTROINTESTINAL: OTHER CHANGES	International Journal of Toxicology. Vol. 19, Pg. 352, 2000.

Product Name

3-PHOSPHONOPROPIONIC ACID

Synthetic route

3-Phosphonopropanoic acid Specification

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