Product Name

  • Name

    3-Hydroxyphenylphosphinyl-propanoic acid

  • EINECS 411-200-6
  • CAS No. 14657-64-8
  • Article Data13
  • CAS DataBase
  • Density 1.358 g/cm3
  • Solubility 31.183g/L at 20℃
  • Melting Point 152oC
  • Formula C9H11O4P
  • Boiling Point 526.605 °C at 760 mmHg
  • Molecular Weight 214.158
  • Flash Point 272.281 °C
  • Transport Information
  • Appearance white powder
  • Safety 26-39
  • Risk Codes 41
  • Molecular Structure Molecular Structure of 14657-64-8 (3-Hydroxyphenylphosphinyl-propanoic acid)
  • Hazard Symbols IrritantXi
  • Synonyms Propionicacid, 3-(hydroxyphenylphosphinyl)- (8CI);2-Carboxyethyl(phenyl)phosphinicacid;3-(Hydroxyphenylphosphinyl)propanoic acid;3-(Phenylphosphinyl)propionic acid;H 205;H 205 (flame retardant);Hiretar 205;Phosgard PF 100;2-Carboxyethylphenylphosphinic acid;CEPPA;
  • PSA 84.41000
  • LogP 1.05700

Synthetic route

Dichlorophenylphosphine
644-97-3

Dichlorophenylphosphine

acrylic acid
79-10-7

acrylic acid

3-[hydroxy(phenyl)phosphinyl]propionic acid
14657-64-8

3-[hydroxy(phenyl)phosphinyl]propionic acid

Conditions
ConditionsYield
Stage #1: Dichlorophenylphosphine; acrylic acid at 80 - 110℃; for 3h;
Stage #2: With water at 90℃; for 3h; Temperature; Concentration;
98%
With acetic anhydride96.8%
94.2%
butyl 3-[butoxy(phenyl)phosphinyl]propionate
14576-56-8

butyl 3-[butoxy(phenyl)phosphinyl]propionate

3-[hydroxy(phenyl)phosphinyl]propionic acid
14657-64-8

3-[hydroxy(phenyl)phosphinyl]propionic acid

Conditions
ConditionsYield
With sulfuric acid In water97.2%
3-(chlorophenylphosphinyl)-propionyl chloride
2071-68-3

3-(chlorophenylphosphinyl)-propionyl chloride

3-[hydroxy(phenyl)phosphinyl]propionic acid
14657-64-8

3-[hydroxy(phenyl)phosphinyl]propionic acid

Conditions
ConditionsYield
With water In acetone for 0.5h; Heating;92.6%
With water
(2-cyano-ethyl)-phenyl-phosphinic acid butyl ester
857470-46-3

(2-cyano-ethyl)-phenyl-phosphinic acid butyl ester

3-[hydroxy(phenyl)phosphinyl]propionic acid
14657-64-8

3-[hydroxy(phenyl)phosphinyl]propionic acid

Conditions
ConditionsYield
With hydrogenchloride
3-(butoxy-phenyl-phosphinoyl)-propionic acid methyl ester
202477-16-5

3-(butoxy-phenyl-phosphinoyl)-propionic acid methyl ester

3-[hydroxy(phenyl)phosphinyl]propionic acid
14657-64-8

3-[hydroxy(phenyl)phosphinyl]propionic acid

Conditions
ConditionsYield
With hydrogenchloride
Dichlorophenylphosphine
644-97-3

Dichlorophenylphosphine

μ.μ-bis-diphenylacetylene-bis-Fe-Fe)

μ.μ-bis-diphenylacetylene-bis-Fe-Fe)

3-[hydroxy(phenyl)phosphinyl]propionic acid
14657-64-8

3-[hydroxy(phenyl)phosphinyl]propionic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 95.6 percent / 1.) -10 deg C, 2 h, 2.) 0 deg C, 1 h
2: 92.6 percent / water / acetone / 0.5 h / Heating
View Scheme
butyl phenylphosphinate
6172-81-2

butyl phenylphosphinate

3-[hydroxy(phenyl)phosphinyl]propionic acid
14657-64-8

3-[hydroxy(phenyl)phosphinyl]propionic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sodium
2: aqueous HCl
View Scheme
Multi-step reaction with 2 steps
1: sodium
2: aqueous HCl
View Scheme
Multi-step reaction with 2 steps
1: sodium; benzene
2: aqueous HCl
View Scheme
Dichlorophenylphosphine
644-97-3

Dichlorophenylphosphine

3-[hydroxy(phenyl)phosphinyl]propionic acid
14657-64-8

3-[hydroxy(phenyl)phosphinyl]propionic acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
2: sodium
3: aqueous HCl
View Scheme
Multi-step reaction with 3 steps
2: sodium
3: aqueous HCl
View Scheme
Multi-step reaction with 3 steps
2: sodium; benzene
3: aqueous HCl
View Scheme
Multi-step reaction with 2 steps
2: H2O
View Scheme
hydroxyethyl 3-[hydroxy(phenyl)phosphinyl]propionate

hydroxyethyl 3-[hydroxy(phenyl)phosphinyl]propionate

3-[hydroxy(phenyl)phosphinyl]propionic acid
14657-64-8

3-[hydroxy(phenyl)phosphinyl]propionic acid

3-[hydroxy(phenyl)phosphinyl]propionic acid
14657-64-8

3-[hydroxy(phenyl)phosphinyl]propionic acid

oxiranyl-methanol
556-52-5

oxiranyl-methanol

C15H23O8P

C15H23O8P

Conditions
ConditionsYield
In ethanol at 50℃; for 8.5h;98%
1,6-Hexanediamine
124-09-4

1,6-Hexanediamine

3-[hydroxy(phenyl)phosphinyl]propionic acid
14657-64-8

3-[hydroxy(phenyl)phosphinyl]propionic acid

(3-((6-aminohexyl)amino)-3-oxopropyl)(phenyl)phosphinic acid

(3-((6-aminohexyl)amino)-3-oxopropyl)(phenyl)phosphinic acid

Conditions
ConditionsYield
In ethanol at 0 - 70℃; for 4h;96.78%
2,4,6-triamino-s-triazine
108-78-1

2,4,6-triamino-s-triazine

3-[hydroxy(phenyl)phosphinyl]propionic acid
14657-64-8

3-[hydroxy(phenyl)phosphinyl]propionic acid

C12H15N6O3P

C12H15N6O3P

Conditions
ConditionsYield
In water at 20 - 70℃;93%
3-[hydroxy(phenyl)phosphinyl]propionic acid
14657-64-8

3-[hydroxy(phenyl)phosphinyl]propionic acid

ethyl(phenyl)phosphinic acid
13317-44-7

ethyl(phenyl)phosphinic acid

Conditions
ConditionsYield
With sodium hydroxide In water at 50℃; for 40h; pH=3 - 4; Temperature; pH-value; Concentration;92.8%
aqueous cadmium chloride

aqueous cadmium chloride

3-[hydroxy(phenyl)phosphinyl]propionic acid
14657-64-8

3-[hydroxy(phenyl)phosphinyl]propionic acid

water
7732-18-5

water

2C9H9O4P(2-)*2HO(1-)*3Cd(2+)

2C9H9O4P(2-)*2HO(1-)*3Cd(2+)

Conditions
ConditionsYield
With triethylamine at 160℃; for 72h; pH=5; Autoclave; High pressure;87%
manganese(II) sulfate

manganese(II) sulfate

3-[hydroxy(phenyl)phosphinyl]propionic acid
14657-64-8

3-[hydroxy(phenyl)phosphinyl]propionic acid

2C9H10O4P(1-)*Mn(2+)

2C9H10O4P(1-)*Mn(2+)

Conditions
ConditionsYield
In water at 120℃; for 48h; Autoclave; High pressure;82%
3-[hydroxy(phenyl)phosphinyl]propionic acid
14657-64-8

3-[hydroxy(phenyl)phosphinyl]propionic acid

lead(II) chloride

lead(II) chloride

[Pb(2-carboxyethyl(phenyl)phosphinate)2]

[Pb(2-carboxyethyl(phenyl)phosphinate)2]

Conditions
ConditionsYield
In water High Pressure; mixt. PbCl2 and 2-carboxyethyl(phenyl)phosphinic acid in water in Parr Teflon-lined autoclave was heated at 150°C for 3 days; elem. anal.;81%
1,10-Phenanthroline
66-71-7

1,10-Phenanthroline

cadmium(II) nitrate tetrhydrate

cadmium(II) nitrate tetrhydrate

3-[hydroxy(phenyl)phosphinyl]propionic acid
14657-64-8

3-[hydroxy(phenyl)phosphinyl]propionic acid

C9H9O4P(2-)*Cd(2+)*C12H8N2
1428102-03-7

C9H9O4P(2-)*Cd(2+)*C12H8N2

Conditions
ConditionsYield
With urea In water at 150℃; for 72h; pH=7; Autoclave;81%
1,10-Phenanthroline
66-71-7

1,10-Phenanthroline

3-[hydroxy(phenyl)phosphinyl]propionic acid
14657-64-8

3-[hydroxy(phenyl)phosphinyl]propionic acid

water
7732-18-5

water

copper(II) acetate monohydrate
6046-93-1

copper(II) acetate monohydrate

C9H9O4P(2-)*Cu(2+)*4H2O*C12H8N2

C9H9O4P(2-)*Cu(2+)*4H2O*C12H8N2

Conditions
ConditionsYield
at 80 - 90℃; pH=4;78%
1,10-Phenanthroline
66-71-7

1,10-Phenanthroline

3-[hydroxy(phenyl)phosphinyl]propionic acid
14657-64-8

3-[hydroxy(phenyl)phosphinyl]propionic acid

water
7732-18-5

water

cadmium(II) acetate dihydrate
5743-04-4

cadmium(II) acetate dihydrate

3C9H9O4P(2-)*3Cd(2+)*3C12H8N2*6.5H2O

3C9H9O4P(2-)*3Cd(2+)*3C12H8N2*6.5H2O

Conditions
ConditionsYield
at 80 - 90℃; pH=5;72%
2,4,6-triamino-s-triazine
108-78-1

2,4,6-triamino-s-triazine

3-[hydroxy(phenyl)phosphinyl]propionic acid
14657-64-8

3-[hydroxy(phenyl)phosphinyl]propionic acid

melaminium (2-carboxyethyl)(phenyl)phosphinate monohydrate

melaminium (2-carboxyethyl)(phenyl)phosphinate monohydrate

Conditions
ConditionsYield
With water at 20℃; Heating;70%
1,10-Phenanthroline
66-71-7

1,10-Phenanthroline

3-[hydroxy(phenyl)phosphinyl]propionic acid
14657-64-8

3-[hydroxy(phenyl)phosphinyl]propionic acid

water
7732-18-5

water

manganese (II) acetate tetrahydrate
6156-78-1

manganese (II) acetate tetrahydrate

C9H9O4P(2-)*Mn(2+)*H2O*C12H8N2
1428102-00-4

C9H9O4P(2-)*Mn(2+)*H2O*C12H8N2

Conditions
ConditionsYield
With urea at 110℃; for 72h; pH=6; Autoclave;70%
1,1'-(1,4-butanediyl)bis(imidazole)
69506-86-1

1,1'-(1,4-butanediyl)bis(imidazole)

3-[hydroxy(phenyl)phosphinyl]propionic acid
14657-64-8

3-[hydroxy(phenyl)phosphinyl]propionic acid

zinc(II) acetate dihydrate
5970-45-6

zinc(II) acetate dihydrate

[Zn(1,4-bis(1H-imidazol-1-yl)butane)0.5(2-carboxyethyl(phenyl)phosphinate)]n

[Zn(1,4-bis(1H-imidazol-1-yl)butane)0.5(2-carboxyethyl(phenyl)phosphinate)]n

Conditions
ConditionsYield
Stage #1: 1,1'-(1,4-butanediyl)bis(imidazole); 3-[hydroxy(phenyl)phosphinyl]propionic acid; zinc(II) acetate dihydrate With air In water at 20℃; for 0.5h;
Stage #2: In water at 150℃; for 96h; Concentration; High pressure;
70%
aqueous cadmium chloride

aqueous cadmium chloride

3-[hydroxy(phenyl)phosphinyl]propionic acid
14657-64-8

3-[hydroxy(phenyl)phosphinyl]propionic acid

2C9H9O4P(2-)*2H(1+)*Cd(2+)

2C9H9O4P(2-)*2H(1+)*Cd(2+)

Conditions
ConditionsYield
In water at 160℃; for 72h; Autoclave; High pressure;68%
3-[hydroxy(phenyl)phosphinyl]propionic acid
14657-64-8

3-[hydroxy(phenyl)phosphinyl]propionic acid

{NaH(Ph-PO2-C2H4-COOH)2}∞

{NaH(Ph-PO2-C2H4-COOH)2}∞

Conditions
ConditionsYield
With sodium hydroxide In water at 20℃; for 0.166667h;66%
4,4'-bipyridine
553-26-4

4,4'-bipyridine

zinc(II) nitrate hexahydrate

zinc(II) nitrate hexahydrate

3-[hydroxy(phenyl)phosphinyl]propionic acid
14657-64-8

3-[hydroxy(phenyl)phosphinyl]propionic acid

0.5C10H8N2*C9H9O4P(2-)*Zn(2+)

0.5C10H8N2*C9H9O4P(2-)*Zn(2+)

Conditions
ConditionsYield
With sodium hydroxide In ethanol; water at 140℃; for 48h; pH=Ca. 6; Autoclave; High pressure;65%
1,10-Phenanthroline
66-71-7

1,10-Phenanthroline

cadmium(II) nitrate tetrhydrate

cadmium(II) nitrate tetrhydrate

3-[hydroxy(phenyl)phosphinyl]propionic acid
14657-64-8

3-[hydroxy(phenyl)phosphinyl]propionic acid

water
7732-18-5

water

C9H9O4P(2-)*Cd(2+)*C12H8N2*3H2O

C9H9O4P(2-)*Cd(2+)*C12H8N2*3H2O

Conditions
ConditionsYield
at 150℃; for 72h; pH=4; Autoclave;61%
1H-imidazole
288-32-4

1H-imidazole

3-[hydroxy(phenyl)phosphinyl]propionic acid
14657-64-8

3-[hydroxy(phenyl)phosphinyl]propionic acid

uranyl(VI) acetate dihydrate

uranyl(VI) acetate dihydrate

Co(imidazole)2(UO2)3((2-carboxyethyl)(phenyl)phosphinic acid(-2H))4

Co(imidazole)2(UO2)3((2-carboxyethyl)(phenyl)phosphinic acid(-2H))4

Conditions
ConditionsYield
In water at 160℃; for 72h; pH=4 - 5; Autoclave; High pressure;61%
3-[hydroxy(phenyl)phosphinyl]propionic acid
14657-64-8

3-[hydroxy(phenyl)phosphinyl]propionic acid

water
7732-18-5

water

uranyl(VI) acetate dihydrate

uranyl(VI) acetate dihydrate

1,4-bis-(1H-imidazol-1-yl)benzene
25372-07-0

1,4-bis-(1H-imidazol-1-yl)benzene

[Ni(1,4-di(1H-imidazol-1-yl)benzene)2(H2O)2][(UO2)3((2-carboxyethyl)(phenyl)phosphinic acid(-2H))4]·2H2O

[Ni(1,4-di(1H-imidazol-1-yl)benzene)2(H2O)2][(UO2)3((2-carboxyethyl)(phenyl)phosphinic acid(-2H))4]·2H2O

Conditions
ConditionsYield
With ammonium hydroxide at 160℃; for 72h; pH=3.5 - 4.5; Autoclave; High pressure;61%
3-[hydroxy(phenyl)phosphinyl]propionic acid
14657-64-8

3-[hydroxy(phenyl)phosphinyl]propionic acid

{[KH(Ph-PO2-C2H4-COOH)2]·H2O}∞

{[KH(Ph-PO2-C2H4-COOH)2]·H2O}∞

Conditions
ConditionsYield
With potassium hydroxide In water at 20℃; for 0.166667h;60%
1,10-Phenanthroline
66-71-7

1,10-Phenanthroline

zinc(II) nitrate hexahydrate

zinc(II) nitrate hexahydrate

3-[hydroxy(phenyl)phosphinyl]propionic acid
14657-64-8

3-[hydroxy(phenyl)phosphinyl]propionic acid

Zn(2-carboxyethyl(phenyl)phosphinate)(1,10-phenanthroline)*5H2O

Zn(2-carboxyethyl(phenyl)phosphinate)(1,10-phenanthroline)*5H2O

Conditions
ConditionsYield
With sodium hydroxide In water at 150℃; for 73h; pH=5; Autoclave;60%
3-[hydroxy(phenyl)phosphinyl]propionic acid
14657-64-8

3-[hydroxy(phenyl)phosphinyl]propionic acid

water
7732-18-5

water

uranyl(VI) acetate dihydrate

uranyl(VI) acetate dihydrate

1,4-bis-(1H-imidazol-1-yl)benzene
25372-07-0

1,4-bis-(1H-imidazol-1-yl)benzene

[Co(1,4-di(1H-imidazol-1-yl)benzene)2(H2O)2][(UO2)3((2-carboxyethyl)(phenyl)phosphinic acid(-2H))4]·2H2O

[Co(1,4-di(1H-imidazol-1-yl)benzene)2(H2O)2][(UO2)3((2-carboxyethyl)(phenyl)phosphinic acid(-2H))4]·2H2O

Conditions
ConditionsYield
With ammonium hydroxide at 160℃; for 72h; pH=3.5 - 5; Autoclave; High pressure;59%
1,10-Phenanthroline
66-71-7

1,10-Phenanthroline

3-[hydroxy(phenyl)phosphinyl]propionic acid
14657-64-8

3-[hydroxy(phenyl)phosphinyl]propionic acid

water
7732-18-5

water

manganese (II) acetate tetrahydrate
6156-78-1

manganese (II) acetate tetrahydrate

C9H9O4P(2-)*Mn(2+)*3H2O*C12H8N2

C9H9O4P(2-)*Mn(2+)*3H2O*C12H8N2

Conditions
ConditionsYield
at 20℃; for 24h; pH=5;56%
3-[hydroxy(phenyl)phosphinyl]propionic acid
14657-64-8

3-[hydroxy(phenyl)phosphinyl]propionic acid

uranyl(VI) acetate dihydrate

uranyl(VI) acetate dihydrate

1,4-bis-(1H-imidazol-1-yl)benzene
25372-07-0

1,4-bis-(1H-imidazol-1-yl)benzene

Mn(1,4-di(1H-imidazol-1-yl)benzene)(UO2)2((2-carboxyethyl)(phenyl)phosphinic acid(-2H))3

Mn(1,4-di(1H-imidazol-1-yl)benzene)(UO2)2((2-carboxyethyl)(phenyl)phosphinic acid(-2H))3

Conditions
ConditionsYield
With ammonium hydroxide In water at 160℃; for 72h; pH=4 - 6; Autoclave; High pressure;51%
3-[hydroxy(phenyl)phosphinyl]propionic acid
14657-64-8

3-[hydroxy(phenyl)phosphinyl]propionic acid

C9H9O4P(2-)*Li(1+)*H(1+)

C9H9O4P(2-)*Li(1+)*H(1+)

Conditions
ConditionsYield
With lithium hydroxide In water at 50℃;45%
1,10-Phenanthroline
66-71-7

1,10-Phenanthroline

cadmium(II) acetate monohydrate

cadmium(II) acetate monohydrate

3-[hydroxy(phenyl)phosphinyl]propionic acid
14657-64-8

3-[hydroxy(phenyl)phosphinyl]propionic acid

water
7732-18-5

water

C42H38Cd2N4O10P2*2H2O

C42H38Cd2N4O10P2*2H2O

Conditions
ConditionsYield
at 20℃; for 48h;45%

3-Hydroxyphenylphosphinyl-propanoic acid Specification

The 3-Hydroxyphenylphosphinyl-propanoic acid, with the CAS registry number 14657-64-8, is also known as 2-Carboxyethyl(phenyl)phosphinic acid. It belongs to the product category of Flame retardant. This chemical's molecular formula is C9H11O4P and molecular weight is 214.16. What's more, its systematic name is 3-[Hydroxy(phenyl)phosphoryl]propanoic acid.

Physical properties of 3-Hydroxyphenylphosphinyl-propanoic acid are: (1)ACD/LogP: -0.331; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -4.29; (4)ACD/LogD (pH 7.4): -5.07; (5)ACD/BCF (pH 5.5): 1.00; (6)ACD/BCF (pH 7.4): 1.00; (7)ACD/KOC (pH 5.5): 1.00; (8)ACD/KOC (pH 7.4): 1.00; (9)#H bond acceptors: 4; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 4; (12)Polar Surface Area: 84.41 Å2; (13)Index of Refraction: 1.554; (14)Molar Refractivity: 50.567 cm3; (15)Molar Volume: 157.658 cm3; (16)Polarizability: 20.046×10-24cm3; (17)Surface Tension: 57.6 dyne/cm; (18)Density: 1.358 g/cm3; (19)Flash Point: 272.281 °C; (20)Enthalpy of Vaporization: 84.319 kJ/mol; (21)Boiling Point: 526.605 °C at 760 mmHg; (22)Vapour Pressure: 0 mmHg at 25°C.

When you are using this chemical, please be cautious about it as the following:
This chemical has a risk of serious damage to eyes. 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 eye/face protection.

You can still convert the following datas into molecular structure:
(1)SMILES: O=P(O)(c1ccccc1)CCC(=O)O
(2)Std. InChI: InChI=1S/C9H11O4P/c10-9(11)6-7-14(12,13)8-4-2-1-3-5-8/h1-5H,6-7H2,(H,10,11)(H,12,13)
(3)Std. InChIKey: MORLYCDUFHDZKO-UHFFFAOYSA-N  

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