2-Chloro-1,6-naphthyridine

Basic Information

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CAS Number

23616-33-3

Molecular Formula

C8H5ClN2

Molecular Weight

164.6 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Agricultural Chemicals Pesticides Herbicides

Basic Physical Properties

Boiling Point

298.922°C at 760 mmHg

Density

1.35

Flash Point

162.817°C

Refractive Index

1.663

SMILES

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C1=CC(=NC2=C1C=NC=C2)Cl

InChI

InChI=1S/C8H5ClN2/c9-8-2-1-6-5-10-4-3-7(6)11-8/h1-5H

InChIKey

ZKYKRMVSSXLKSB-UHFFFAOYSA-N

LogP

2.2832

Topological Polar Surface Area

25.78 Å²

Hydrogen Bond Donor/Acceptor

0 / 2

Complexity

140

Safety Information

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GHS Hazard Pictograms

H302

Hazard Statement

H302 Harmful if swallowed
Acute toxicity, oral

Synonyms & References

English

SY031685
YAA61633
CS-11855
AKOS006309176
J-508596
chloro-1,6-naphthyridine
2-chloro-1,6-naphthyridine
2-Chloro-1 pound not6-naphthyridine
FT-0645586
2-chloranyl-1,6-naphthyridine
MFCD11044731
CS-0099325
1,6-Naphthyridin-2-yl chloride
MB09141
EN300-1197927
ZKYKRMVSSXLKSB-UHFFFAOYSA-N
DTXSID30543132
SCHEMBL3064494
1,6-Naphthyridine, 2-chloro-
23616-33-3
A816806
1,6-Naphthyridine,2-chloro-
AMY23485
2-Chloro-1,6-naphthyridine
1,6-Naphthyridine,2-chloro
2-Chlor-1,6-naphthyridin
2-Chlor-1,6-naphtyridin
PubChem14667
FCH887288
1613AB
CC0212

MDL Number

MFCD11044731

Customs Code

2933990090

FAQ

What are the physical and chemical properties of 2-Chloro-1,6-naphthyridine (CAS: 23616-33-3)?

2-Chloro-1,6-naphthyridine (CAS: 23616-33-3) is a crystalline solid with a molecular weight of approximately 201.63 g/mol. It has a solubility of about 0.01 g/L in water and is sparingly soluble in common organic solvents. This compound is moderately reactive, particularly towards nucleophiles and reducing agents. It is insoluble in water but soluble in organic solvents such as ethanol and acetone.

How is 2-Chloro-1,6-naphthyridine (CAS: 23616-33-3) typically synthesized?

2-Chloro-1,6-naphthyridine is typically synthesized by the condensation of 1,6-diaminonaphthalene with thionyl chloride. This reaction involves the use of thionyl chloride in glacial acetic acid as a solvent. The yield is moderate, and the product is purified by recrystallization from an appropriate solvent. This method ensures good control over the purity and crystallinity of the final product.

What industries use 2-Chloro-1,6-naphthyridine (CAS: 23616-33-3)?

2-Chloro-1,6-naphthyridine (CAS: 23616-33-3) is used in the pharmaceutical industry for the synthesis of intermediates and drug candidates. It is also utilized in the sensor industry due to its specific electronic properties, making it suitable for certain types of gas sensors. Additionally, this compound plays a role in the development of certain types of materials used in semiconductor manufacturing.

What precautions should be taken when handling 2-Chloro-1,6-naphthyridine (CAS: 23616-33-3)?

When handling 2-Chloro-1,6-naphthyridine (CAS: 23616-33-3), appropriate personal protective equipment (PPE) should be used, including gloves, safety goggles, and a lab coat. Work should be conducted in a well-ventilated area or a fume hood to minimize inhalation risks. In case of a spill, immediately clean up with appropriate absorbent material and dispose of according to local regulations. Users should refer to the Safety Data Sheet (SDS) for detailed safety information and emergency procedures.