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550-74-3

Picrolonic Acid, also known as picric acid, is an organic compound with the chemical formula C?H?(NO?)?OH. It is a beige to ochre-yellow powder that has been widely used as an analytical reagent in various applications due to its unique chemical properties.

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  • 550-74-3 Structure

  • Basic information

    1. Product Name: PICROLONIC ACID
    2. Synonyms: PICROLONIC ACID;2,4-dihydro-5-methyl-4-nitro-2-(4-nitrophenyl)-3h-pyrazol-3-on;2-Pyrazolin-5-one, 3-methyl-4-nitro-1-(p-nitrophenyl)-;3H-Pyrazol-3-one, 1,4-dihydro-5-methyl-4-nitro-2-(4-nitrophenyl)-;3-methyl-4-nitro-1-(p-nitrophenyl)-2-pyrazolin-5-on;3-Methyl-4-nitro-1-(p-nitrophenyl)-2-pyrazolin-5-one;5-Methyl-4-nitro-2-(4-nitrophenyl)-2,4-dihydro-3H-pyrazol-3-one;3-methyl-4-nitro-1-p-nitrophenyl-5-pyrazolone
    3. CAS NO:550-74-3
    4. Molecular Formula: C10H8N4O5
    5. Molecular Weight: 264.19
    6. EINECS: 208-986-6
    7. Product Categories: N/A
    8. Mol File: 550-74-3.mol

  • Chemical Properties

    1. Melting Point: 119 °C
    2. Boiling Point: 548.8 °C at 760 mmHg
    3. Flash Point: 285.7 °C
    4. Appearance: beige to ochre-yellow powder
    5. Density: 1.65 g/cm3
    6. Vapor Pressure: 4.26E-12mmHg at 25°C
    7. Refractive Index: 1.714
    8. Storage Temp.: Refrigerator (+4°C)
    9. Solubility: 0.27 % in water at room temperature, readily soluble in alcohol.
    10. PKA: 2.44±0.40(Predicted)
    11. Water Solubility: Slightly soluble in water. Soluble in alcohol.
    12. Merck: 14,7412
    13. BRN: 623723
    14. CAS DataBase Reference: PICROLONIC ACID(CAS DataBase Reference)
    15. NIST Chemistry Reference: PICROLONIC ACID(550-74-3)
    16. EPA Substance Registry System: PICROLONIC ACID(550-74-3)

  • Safety Data

    1. Hazard Codes: Xn,Xi
    2. Statements: 68-36/37/38-22-36/38-7
    3. Safety Statements: 37/39-26-36
    4. RIDADR: 3224
    5. WGK Germany:
    6. RTECS: UQ9510000
    7. TSCA: Yes
    8. HazardClass: N/A
    9. PackingGroup: N/A
    10. Hazardous Substances Data: 550-74-3(Hazardous Substances Data)

550-74-3 Usage

Uses

Used in Chemical Analysis:
Picrolonic Acid is used as an analytical reagent for the detection and estimation of various elements, including alkaloids, tryptophan, phenylalanine, calcium, magnesium, lead, strontium, and thorium. Its ability to form practically insoluble complexes with calcium(II), lead(II), and thorium(IV) makes it particularly useful for the accurate determination of minute amounts of these metals.
Used in Spectrophotometric Determination:
Picrolonic Acid has also proved suitable for the spectrophotometric determination of calcium. When transformed by bromine water in an alkaline medium, it forms a red, water-soluble complex called calcium picrolonate. The absorption of this compound is constant for about two days and follows the Beer-Lambert Law, making it a reliable method for calcium analysis.
Used in the Isolation of Amines:
Picrolonic Acid serves as a reagent for the isolation of amines as crystalline π-complexes. This application is particularly useful in the field of organic chemistry, where the separation and identification of amines are crucial for various research and industrial processes.

Purification Methods

Crystallise picrolic acid from water or EtOH (solubility is 0.123% at 15o and 1.203% at 100o in H2O; and 1.107% at 0o and 11.68% at 81o in EtOH). It forms Ca, Cu Hg, Mg, Na, Sr, Pb and many other metal complexes [Maquestian et al Bull Soc Chim Belg 82 233 1973, Isaki et al. Chem Ber 74 1420 1941]. [Beilstein 24 H 51, 24 I 218, 24 II 25, 22 III/IV 105.]

Check Digit Verification of cas no

The CAS Registry Mumber 550-74-3 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 5,5 and 0 respectively; the second part has 2 digits, 7 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 550-74:
(5*5)+(4*5)+(3*0)+(2*7)+(1*4)=63
63 % 10 = 3
So 550-74-3 is a valid CAS Registry Number.
InChI:InChI=1/C10H8N4O5/c1-6-9(14(18)19)10(15)12(11-6)7-2-4-8(5-3-7)13(16)17/h2-5,9H,1H3/t9-/m1/s1

550-74-3 Well-known Company Product Price

  • Brand
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  • Detail

  • Alfa Aesar

  • (A10836)  Picrolonic acid, 98+%   

  • 550-74-3

  • 1g

  • 182.0CNY

  • Detail

  • Alfa Aesar

  • (A10836)  Picrolonic acid, 98+%   

  • 550-74-3

  • 5g

  • 629.0CNY

  • Detail

  • Alfa Aesar

  • (A10836)  Picrolonic acid, 98+%   

  • 550-74-3

  • 25g

  • 2825.0CNY

  • Detail

  • Alfa Aesar

  • (A10836)  Picrolonic acid, 98+%   

  • 550-74-3

  • 100g

  • 10341.0CNY

  • Detail

550-74-3SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 13, 2017

Revision Date: Aug 13, 2017

1.Identification

1.1 GHS Product identifier

Product name Picrolonic Acid

1.2 Other means of identification

Product number -
Other names 3H-Pyrazol-3-one, 2,4-dihydro-5-methyl-4-nitro-2-(4-nitrophenyl)-

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:550-74-3 SDS

550-74-3Synthetic route

{(C6H5C6H5)2Cr}(1+)*OC6H5(1-)={(C6H5C6H5)2Cr}OC6H5
33409-77-7

{(C6H5C6H5)2Cr}(1+)*OC6H5(1-)={(C6H5C6H5)2Cr}OC6H5

picrolonic acid
550-74-3

picrolonic acid

{(C6H5C6H5)2Cr}(1+)*C10H7N4O5(1-)={(C6H5C6H5)2Cr}C10H7N4O5

{(C6H5C6H5)2Cr}(1+)*C10H7N4O5(1-)={(C6H5C6H5)2Cr}C10H7N4O5

Conditions
ConditionsYield
70%
70%
methyl thioisocyanate
556-61-6

methyl thioisocyanate

picrolonic acid
550-74-3

picrolonic acid

2-(5-i.propil-4-imidazolilmetiltio)etilamina dibromidrato

2-(5-i.propil-4-imidazolilmetiltio)etilamina dibromidrato

N-metil-N'-<2-(5-i.propil-4-imidazolilmetiltio)etil>tiourea picrolonato

N-metil-N'-<2-(5-i.propil-4-imidazolilmetiltio)etil>tiourea picrolonato

Conditions
ConditionsYield
1.) water, 8 h, r.t; 2.) ethanol, water; Yield given. Multistep reaction;
N-(2-methoxycarbonylhexa-2,4-dienyl)-N-methyldiphenylphosphinamide

N-(2-methoxycarbonylhexa-2,4-dienyl)-N-methyldiphenylphosphinamide

picrolonic acid
550-74-3

picrolonic acid

1,2-dimethyl-5-methoxycarbonyl-1,2,3,6-tetrahydropyridinium picrolonate

1,2-dimethyl-5-methoxycarbonyl-1,2,3,6-tetrahydropyridinium picrolonate

Conditions
ConditionsYield
Yield given. Multistep reaction;
(+/-)-8-benzyloxy-3α-ethyl-1,3,4,6,7,11bα-hexahydro-9,10-dimethoxy-2H-benzoquinolizine-2β-acetic acid
61194-41-0, 65942-18-9

(+/-)-8-benzyloxy-3α-ethyl-1,3,4,6,7,11bα-hexahydro-9,10-dimethoxy-2H-benzoquinolizine-2β-acetic acid

picrolonic acid
550-74-3

picrolonic acid

(+/-)-7 picrolonate

(+/-)-7 picrolonate

Conditions
ConditionsYield
In ethanol
picrolonic acid
550-74-3

picrolonic acid

strontium chloride

strontium chloride

picrolonic acid, strontium salt * 7 H2O

picrolonic acid, strontium salt * 7 H2O

Conditions
ConditionsYield
In sodium hydroxide satd. pyrazolone acid; pH=7; 0.033 n Sr soln.; equimolar;; pptn.;;
barium(II)

barium(II)

picrolonic acid
550-74-3

picrolonic acid

barium picrolonate

barium picrolonate

Conditions
ConditionsYield
In water addition of a satd. picolonic acid-solution to a neutral or weak acidic Ba-salt-solution forms Ba(C10H7O5N4)2;;
In water
silver nitrate

silver nitrate

picrolonic acid
550-74-3

picrolonic acid

Ag(3-methyl-4-nitro-1-(4-nitro-phenyl)-5-pyrazolone)NO3

Ag(3-methyl-4-nitro-1-(4-nitro-phenyl)-5-pyrazolone)NO3

Conditions
ConditionsYield
In water
In water
manganese(II) chloride tetrahydrate

manganese(II) chloride tetrahydrate

picrolonic acid
550-74-3

picrolonic acid

Mn(2+)*2C10H7N4O5(1-)*2.5H2O=Mn(C10H7N4O5)2*2.5H2O

Mn(2+)*2C10H7N4O5(1-)*2.5H2O=Mn(C10H7N4O5)2*2.5H2O

Conditions
ConditionsYield
In water with twofold excess of picrolonic acid; heated to boiling; ppt. washed with water and ethanol, then ether and dried at 100°C in vac.;
In water
{(C6H5C6H5)2Cr}(1+)*OC6H5(1-)={(C6H5C6H5)2Cr}OC6H5
33409-77-7

{(C6H5C6H5)2Cr}(1+)*OC6H5(1-)={(C6H5C6H5)2Cr}OC6H5

picrolonic acid
550-74-3

picrolonic acid

{(C6H5C6H5)2Cr}(1+)*C10H7N4O5(1-)={(C6H5C6H5)2Cr}C10H7N4O5

{(C6H5C6H5)2Cr}(1+)*C10H7N4O5(1-)={(C6H5C6H5)2Cr}C10H7N4O5

Conditions
ConditionsYield
70%
70%
methyl thioisocyanate
556-61-6

methyl thioisocyanate

picrolonic acid
550-74-3

picrolonic acid

2-(5-i.propil-4-imidazolilmetiltio)etilamina dibromidrato

2-(5-i.propil-4-imidazolilmetiltio)etilamina dibromidrato

N-metil-N'-<2-(5-i.propil-4-imidazolilmetiltio)etil>tiourea picrolonato

N-metil-N'-<2-(5-i.propil-4-imidazolilmetiltio)etil>tiourea picrolonato

Conditions
ConditionsYield
1.) water, 8 h, r.t; 2.) ethanol, water; Yield given. Multistep reaction;
N-(2-methoxycarbonylhexa-2,4-dienyl)-N-methyldiphenylphosphinamide

N-(2-methoxycarbonylhexa-2,4-dienyl)-N-methyldiphenylphosphinamide

picrolonic acid
550-74-3

picrolonic acid

1,2-dimethyl-5-methoxycarbonyl-1,2,3,6-tetrahydropyridinium picrolonate

1,2-dimethyl-5-methoxycarbonyl-1,2,3,6-tetrahydropyridinium picrolonate

Conditions
ConditionsYield
Yield given. Multistep reaction;
(+/-)-8-benzyloxy-3α-ethyl-1,3,4,6,7,11bα-hexahydro-9,10-dimethoxy-2H-benzoquinolizine-2β-acetic acid
61194-41-0, 65942-18-9

(+/-)-8-benzyloxy-3α-ethyl-1,3,4,6,7,11bα-hexahydro-9,10-dimethoxy-2H-benzoquinolizine-2β-acetic acid

picrolonic acid
550-74-3

picrolonic acid

(+/-)-7 picrolonate

(+/-)-7 picrolonate

Conditions
ConditionsYield
In ethanol
picrolonic acid
550-74-3

picrolonic acid

strontium chloride

strontium chloride

picrolonic acid, strontium salt * 7 H2O

picrolonic acid, strontium salt * 7 H2O

Conditions
ConditionsYield
In sodium hydroxide satd. pyrazolone acid; pH=7; 0.033 n Sr soln.; equimolar;; pptn.;;
barium(II)

barium(II)

picrolonic acid
550-74-3

picrolonic acid

barium picrolonate

barium picrolonate

Conditions
ConditionsYield
In water addition of a satd. picolonic acid-solution to a neutral or weak acidic Ba-salt-solution forms Ba(C10H7O5N4)2;;
In water
silver nitrate

silver nitrate

picrolonic acid
550-74-3

picrolonic acid

Ag(3-methyl-4-nitro-1-(4-nitro-phenyl)-5-pyrazolone)NO3

Ag(3-methyl-4-nitro-1-(4-nitro-phenyl)-5-pyrazolone)NO3

Conditions
ConditionsYield
In water
In water
manganese(II) chloride tetrahydrate

manganese(II) chloride tetrahydrate

picrolonic acid
550-74-3

picrolonic acid

Mn(2+)*2C10H7N4O5(1-)*2.5H2O=Mn(C10H7N4O5)2*2.5H2O

Mn(2+)*2C10H7N4O5(1-)*2.5H2O=Mn(C10H7N4O5)2*2.5H2O

Conditions
ConditionsYield
In water with twofold excess of picrolonic acid; heated to boiling; ppt. washed with water and ethanol, then ether and dried at 100°C in vac.;
In water

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