6-Chloro-2-quinolinecarboxylic acid

Basic Information

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CAS Number

59394-30-8

Molecular Formula

C10H6ClNO2

Molecular Weight

207.62 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

Agricultural Chemicals Pesticides Herbicides

Basic Physical Properties

Physical State

White to Yellow Solid

SMILES

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C1=CC2=C(C=CC(=N2)C(=O)O)C=C1Cl

InChI

InChI=1S/C10H6ClNO2/c11-7-2-4-8-6(5-7)1-3-9(12-8)10(13)14/h1-5H,(H,13,14)

InChIKey

UKMWQYNJAVNCOZ-UHFFFAOYSA-N

LogP

2.5864000000000003

Topological Polar Surface Area

50.19 Å²

Hydrogen Bond Donor/Acceptor

1 / 3

Complexity

234

Safety Information

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Hazard Statement

H302 Harmful if swallowed
Acute toxicity, oral

H315 Causes skin irritation
Skin corrosion/irritation

H319 Causes serious eye irritation
Serious eye damage/eye irritation

H335 May cause respiratory irritation
Specific target organ toxicity, single exposure; Respiratory tract irritation

Synonyms & References

English

AS-35584
DTXSID50489164
AB52747
CS-0099704
EN300-104940
SCHEMBL740617
6-CHLORO-2-QUINOLINECARBOXYLIC ACID
UKMWQYNJAVNCOZ-UHFFFAOYSA-N
MFCD09834123
AKOS000320312
A850492
6-CHLOROQUINOLINE-2-CARBOXYLICACID
59394-30-8
6-CHLOROQUINOLINE-2-CARBOXYLIC ACID
2-Quinolinecarboxylic acid, 6-chloro-
6-Chloro-2-quinolinecarboxylic acid
6-chloroquinoline-2-carboxylic acid
AK205394
AB0049138

MDL Number

MFCD09834123

FAQ

What are the physical and chemical properties of 6-Chloro-2-quinolinecarboxylic acid (CAS: 59394-30-8)?

6-Chloro-2-quinolinecarboxylic acid (CAS: 59394-30-8) is a crystalline solid with a molecular weight of approximately 200.58 g/mol. It is slightly soluble in water and ethanol. Chemically, it is highly reactive, particularly with nucleophiles due to the presence of the carboxylic acid group and the electron-withdrawing chlorine atom. It also exhibits acidic properties in aqueous solutions.

How is 6-Chloro-2-quinolinecarboxylic acid (CAS: 59394-30-8) typically synthesized?

6-Chloro-2-quinolinecarboxylic acid (CAS: 59394-30-8) is typically synthesized via the condensation of 2-quinolinecarboxylic acid with thionyl chloride in the presence of a base like triethylamine. The reaction proceeds through an acyl chloride intermediate, followed by acidification to yield the desired acid. The yield is generally good, around 85-90%, with minimal by-products.

What industries use 6-Chloro-2-quinolinecarboxylic acid (CAS: 59394-30-8)?

6-Chloro-2-quinolinecarboxylic acid (CAS: 59394-30-8) is used in the pharmaceutical industry as a precursor for the synthesis of certain bioactive compounds. It also finds applications in the development of sensors due to its reactivity and can be used in the production of semiconductors for its electronic properties.

What precautions should be taken when handling 6-Chloro-2-quinolinecarboxylic acid (CAS: 59394-30-8)?

When handling 6-Chloro-2-quinolinecarboxylic acid (CAS: 59394-30-8), it is essential to use appropriate personal protective equipment (PPE) such as gloves, goggles, and a lab coat. It should be stored in a closed container away from heat and ignition sources. Spills should be cleaned up using appropriate safety measures, and the area should be well-ventilated. Always refer to the Safety Data Sheet (SDS) for detailed handling instructions.