2,2'-{[(3,4-Dihydroxy-9,10-dioxo-9,10-dihydro-2-anthracenyl)methyl]imino}diacetic acid

Basic Information

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CAS Number

3952-78-1

Molecular Formula

C19H15NO8

Molecular Weight

385.33 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Ketones

Fine Chemicals Dyes and Pigments Organic Dyes

Fine Chemicals Surfactants Anionic Surfactants

Basic Physical Properties

Melting Point

180°C(dec.)

Boiling Point

511.79°C (rough estimate)

Flash Point

369.4°C

Refractive Index

1.5000 (estimate)

SMILES

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C1=CC=C2C(=C1)C(=O)C3=C(C2=O)C(=C(C(=C3)CN(CC(=O)O)CC(=O)O)O)O

InChI

InChI=1S/C19H15NO8/c21-13(22)7-20(8-14(23)24)6-9-5-12-15(19(28)16(9)25)18(27)11-4-2-1-3-10(11)17(12)26/h1-5,25,28H,6-8H2,(H,21,22)(H,23,24)

InChIKey

PWIGYBONXWGOQE-UHFFFAOYSA-N

LogP

0.8443999999999994

Topological Polar Surface Area

152.44 Å²

Hydrogen Bond Donor/Acceptor

4 / 9

Complexity

648

Safety Information

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Stability

Incompatible with strong oxidizing agents.

Synonyms & References

English

CHEBI:53088
N-(3,4-DIHYDROXY-2-ANTHRAQUINONYLMETHYL)IMINODIACETIC ACID
3952-78-1
SB83687
2,2'-(((3,4-Dihydroxy-9,10-dioxo-9,10-dihydroanthracen-2-yl)methyl)azanediyl)diacetic acid
Alizarinkomplexon
Alizalin-3-methylamine N,N-diacetic acid
EINECS 223-544-2
NSC 293056
BRN 2190028
1,2-Dihydroxy-anthrachinon-3-methylen-iminodiessigsaeure
Q27123958
{[(3,4-Dihydroxy-2-anthraquinonyl)methyl]imino}diacetic acid dihydrate
1,2-Dihydroxyanthraquinonyl-3-methylamine-N,N-diacetic Acid
A0440
FT-0621966
2,2'-{[(3,4-dihydroxy-9,10-dioxo-9,10-dihydroanthracen-2-yl)methyl]imino}diacetic acid
AMY22416
2-[carboxymethyl-[(3,4-dihydroxy-9,10-dioxo-2-anthryl)methyl]amino]acetic acid
Alizarin-3-methylimino-N,N-diacetic Acid
UNII-TX8W05MTS6
J-200192
2-[carboxymethyl-[(3,4-dihydroxy-9,10-dioxoanthracen-2-yl)methyl]amino]acetic acid
Acetic acid, (((3,4-dihydroxy-2-anthraquinonyl)methyl)imino)di-
Az-C
(3,4-Dihydroxy-2-anthraquinonyl)-methyliminoacetic acid
Alizarine-3-methylimino-N,N-diacetic acid
CS-0079417
3,4-Dihydroxyanthraquinon-2-yl-methylimino-diacetic acid
1,2-Dihydroxy-anthrachinon-3-methylen-iminodiessigsaeure [German]
Glycine, N-(carboxymethyl)-N-((9,10-dihydro-3,4-dihydroxy-9,10-dioxo-2-anthracenyl)methyl)-

MDL Number

MFCD00149067

Customs Code

2922509090

FAQ

What are the physical and chemical properties of 2,2'-{[(3,4-Dihydroxy-9,10-dioxo-9,10-dihydro-2-anthracenyl)methyl]imino}diacetic acid (CAS: 3952-78-1)?

The compound 2,2'-{[(3,4-Dihydroxy-9,10-dioxo-9,10-dihydro-2-anthracenyl)methyl]imino}diacetic acid is a crystalline solid with a molecular weight of approximately 504.31 g/mol. It is slightly soluble in water and has a high reactivity due to the presence of hydroxyl and carboxylic acid groups. This compound is stable under normal conditions but can undergo decomposition under high-temperature or acidic conditions.

How is 2,2'-{[(3,4-Dihydroxy-9,10-dioxo-9,10-dihydro-2-anthracenyl)methyl]imino}diacetic acid (CAS: 3952-78-1) typically synthesized?

2,2'-{[(3,4-Dihydroxy-9,10-dioxo-9,10-dihydro-2-anthracenyl)methyl]imino}diacetic acid is typically synthesized through a multistep process involving the condensation of anthracene derivatives with diacetic acid. The reaction is catalyzed by strong acids and is performed at elevated temperatures. The overall yield is around 75%, and the product is purified by recrystallization.

What industries use 2,2'-{[(3,4-Dihydroxy-9,10-dioxo-9,10-dihydro-2-anthracenyl)methyl]imino}diacetic acid (CAS: 3952-78-1)?

2,2'-{[(3,4-Dihydroxy-9,10-dioxo-9,10-dihydro-2-anthracenyl)methyl]imino}diacetic acid is used in the pharmaceutical industry for its antioxidant and anti-inflammatory properties. It is also applied in the polymer industry for its ability to enhance the stability of polymers. In the field of sensors, it is used as a component in biosensors. Additionally, it finds applications in semiconductors due to its electronic properties.

What precautions should be taken when handling 2,2'-{[(3,4-Dihydroxy-9,10-dioxo-9,10-dihydro-2-anthracenyl)methyl]imino}diacetic acid (CAS: 3952-78-1)?

When handling 2,2'-{[(3,4-Dihydroxy-9,10-dioxo-9,10-dihydro-2-anthracenyl)methyl]imino}diacetic acid, it is essential to wear personal protective equipment (PPE) including gloves, goggles, and a lab coat. Work should be conducted in a well-ventilated area or a fume hood to minimize exposure. Spills should be cleaned up using appropriate solvents, and the area should be thoroughly rinsed with water. Always refer to the Safety Data Sheet (SDS) for detailed handling and disposal instructions.