4-Chloro-1H-indole-3-carbaldehyde

Basic Information

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CAS Number

876-72-2

Molecular Formula

C9H6ClNO

Molecular Weight

179.61 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Aldehydes

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

Boiling Point

373.4℃ at 760 mmHg

SMILES

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C1=CC2=C(C(=C1)Cl)C(=CN2)C=O

InChI

InChI=1S/C9H6ClNO/c10-7-2-1-3-8-9(7)6(5-12)4-11-8/h1-5,11H

InChIKey

MSYJFNQAVTYKOP-UHFFFAOYSA-N

LogP

2.6338

Topological Polar Surface Area

32.86 Å²

Hydrogen Bond Donor/Acceptor

1 / 2

Complexity

185

Safety Information

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Hazard Statement

Synonyms & References

English

SCHEMBL1337252
1H-Indole-3-carboxaldehyde, 4-chloro-
4-Chloro-1H-indole-3-carboxaldehyde
4-chloro-3-formylindole
4-chloroindole-3-carboxaldehyde, AldrichCPR
AKOS005664105
A25806
AB01324452-02
CS-W006142
NCGC00328471-01
J-515151
4-chloro-1H-indole-3-carbaldehyde
876-72-2
4-CHLOROINDOLE-3-CARBALDEHYDE
FT-0654300
AC-18158
DTXSID60542294
4-Chloroindole-3-carboxaldehyde
MSYJFNQAVTYKOP-UHFFFAOYSA-N
MFCD05864704
EN300-181670
SY056968
DS-0071
Z1201623227
AM20041289
4-Chloroindole-3-carbaldehyde
4-chloroindole-3-carboxaldehyde
Indole-3-carboxaldehyde,4-chloro- (7CI,8CI)
4-Chloro-3-indolecarbaldehyde
4-Chloro-3-indolecarboxaldehyde
PubChem7685

MDL Number

MFCD05864704

Customs Code

2933990090

FAQ

What are the physical and chemical properties of 4-Chloro-1H-indole-3-carbaldehyde (CAS: 876-72-2)?

4-Chloro-1H-indole-3-carbaldehyde (CAS: 876-72-2) is a crystalline solid with a molecular weight of approximately 165.01 g/mol. It has a low solubility in water but is more soluble in organic solvents like dichloromethane and acetonitrile. The compound is moderately reactive, particularly towards nucleophiles. It shows basic behavior due to the presence of an indole ring, which can form hydrogen bonds and participate in aromatic processes.

How is 4-Chloro-1H-indole-3-carbaldehyde (CAS: 876-72-2) typically synthesized?

4-Chloro-1H-indole-3-carbaldehyde (CAS: 876-72-2) can be synthesized via a multistep process starting from indole. A common method involves the acylation of indole with chloroacetaldehyde followed by the introduction of a chlorine atom using a suitable chlorinating agent. This reaction typically proceeds with a high yield and good selectivity under mild conditions, often utilizing catalytic amounts of a base like sodium bicarbonate.

What industries use 4-Chloro-1H-indole-3-carbaldehyde (CAS: 876-72-2)?

4-Chloro-1H-indole-3-carbaldehyde (CAS: 876-72-2) finds applications in the pharmaceutical industry due to its structural similarity to natural indole derivatives, which are often used as precursors for drug synthesis. It is also utilized in the synthesis of various organic materials, including polymers and sensors. Additionally, it can be used in the development of new semiconductors, although its primary use is still predominantly in pharmaceutical and organic chemistry applications.

What precautions should be taken when handling 4-Chloro-1H-indole-3-carbaldehyde (CAS: 876-72-2)?

When handling 4-Chloro-1H-indole-3-carbaldehyde (CAS: 876-72-2), it is essential to wear appropriate personal protective equipment (PPE) such as gloves and goggles. It should always be handled in a well-ventilated fume hood to minimize exposure to its vapors. Spills should be handled carefully with absorbent materials and promptly disposed of according to local regulations. Always consult the Safety Data Sheet (SDS) for detailed handling and disposal instructions.