1,10-Phenanthroline-2-carboxylic acid

Basic Information

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CAS Number

1891-17-4

Molecular Formula

C13H8N2O2

Molecular Weight

224.22 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Dyes and Pigments Organic Dyes

Fine Chemicals Surfactants Anionic Surfactants

Basic Physical Properties

SMILES

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C1=CC2=C(C3=C(C=C2)C=CC(=N3)C(=O)O)N=C1

InChI

InChI=1S/C13H8N2O2/c16-13(17)10-6-5-9-4-3-8-2-1-7-14-11(8)12(9)15-10/h1-7H,(H,16,17)

InChIKey

MTAHTDBOMUECCQ-UHFFFAOYSA-N

LogP

2.4811999999999994

Topological Polar Surface Area

63.08 Å²

Hydrogen Bond Donor/Acceptor

1 / 4

Complexity

308

Synonyms & References

English

UNII-N269GEQ2TJ
FT-0696631
N269GEQ2TJ
1,10-Phenanthroline-2-carboxylicacid
1891-17-4
NSC-242683
NSC 242683
CS-0203359
2-Carboxy-1,10-phenanthroline
1,10-Phenanthroline-2-carboxylic acid
NSC242683
DTXSID10172303
SCHEMBL3930639
A880473
[1,10]phenanthroline-2-carboxylic acid
2-(COO)-1,10-phen
2-carboxyl-1,10-phenanthroline
2-carboxyphenanthroline
AC1L40ZD
AC1Q5V3N
AR-1B4288
CTK0I0502
KST-1B1363
SureCN3930639

MDL Number

MFCD09881313

FAQ

What are the physical and chemical properties of 1,10-Phenanthroline-2-carboxylic acid (CAS: 1891-17-4)?

1,10-Phenanthroline-2-carboxylic acid (CAS: 1891-17-4) is a crystalline solid with a molecular formula of C12H8O3. It has a molecular weight of approximately 204.22 g/mol and a melting point of 239-241°C. This compound is slightly soluble in water and has a pKa value of 2.8, indicating its acidic nature. It reacts readily with transition metal ions, making it a useful ligand in coordination chemistry.

How is 1,10-Phenanthroline-2-carboxylic acid (CAS: 1891-17-4) typically synthesized?

1,10-Phenanthroline-2-carboxylic acid (CAS: 1891-17-4) is commonly synthesized via the condensation of 1,10-phenanthroline with acetyl chloride or acetic anhydride. The reaction is typically carried out at room temperature, with the addition of a catalytic amount of a tertiary amine such as pyridine to enhance the reaction yield. The product is then purified by recrystallization from a suitable solvent such as ethanol.

What industries use 1,10-Phenanthroline-2-carboxylic acid (CAS: 1891-17-4)?

1,10-Phenanthroline-2-carboxylic acid (CAS: 1891-17-4) is widely used in various industries, particularly in pharmaceuticals for the synthesis of metal chelates, in polymer science as a stabilizer, in sensors for metal ion detection, and in semiconductors for its role as a ligand in transition metal complexes. It is also employed in analytical chemistry for complexometric titrations and as a chelating agent.

What precautions should be taken when handling 1,10-Phenanthroline-2-carboxylic acid (CAS: 1891-17-4)?

When handling 1,10-Phenanthroline-2-carboxylic acid (CAS: 1891-17-4), it is important to wear appropriate personal protective equipment (PPE), including gloves and safety glasses. Ensure that the work is conducted in a well-ventilated area or a fume hood to minimize inhalation risks. Spills should be cleaned up using appropriate absorbent materials, and the area should be rinsed with water. Always consult the Safety Data Sheet (SDS) for detailed handling and disposal guidelines.