3-(3-Chlorophenyl)-2-propynoic acid

Basic Information

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CAS Number

7396-28-3

Molecular Formula

C9H5ClO2

Molecular Weight

60.05 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Nitriles

Fine Chemicals Dyes and Pigments Organic Dyes

Agricultural Chemicals Pesticides Herbicides

Basic Physical Properties

Boiling Point

345.1°C at 760 mmHg

Density

1.4

Flash Point

162.5°C

Refractive Index

1.619

SMILES

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C1=CC(=CC(=C1)Cl)C#CC(=O)O

InChI

InChI=1S/C9H5ClO2/c10-8-3-1-2-7(6-8)4-5-9(11)12/h1-3,6H,(H,11,12)

InChIKey

FRTZPNZKFMZQDR-UHFFFAOYSA-N

LogP

0.09090000000000004

Topological Polar Surface Area

37.3 Å²

Hydrogen Bond Donor/Acceptor

1 / 2

Complexity

235

Synonyms & References

English

3-(3-chlorophenyl)prop-2-ynoic acid
(3-chlorophenyl)propiolic acid
(3-chloro-phenyl)-propiolic acid
(3-Chlor-phenyl)-propiolsaeure
2-Propynoic acid, 3-(3-chlorophenyl)-
3-(3-chlorophenyl)-2-propynoic acid
3-(3-chlorophenyl)propiolic acid
3-(3-chlorophenyl)-propiolic acid
3-(3-chloro-phenyl)propiolic acid
AC1L2N20
CTK2H8215
HSDB 2674
Propiolic acid, (m-chlorophenyl)-
Propiolic acid, (m-chlorophenyl)- (8CI)
Propynoic acid, (3-chlorophenyl)-
SureCN670363
Propynoic acid, (3chlorophenyl)
AKOS012949359
SCHEMBL670363
Propiolic acid, (mchlorophenyl)
Propiolic acid, (m-chlorophenyl)-(8CI)
3-(3-CHLOROPHENYL)-2-PROPYNOIC ACID
3-(3-Chlorophenyl)propiolicacid
NS-01579
CS-0122131
DTXCID20147183
Q27255032
7396-28-3
3-(3-Chlorophenyl)propiolic acid
NSC 408175
NSC-408175

MDL Number

MFCD14707279

FAQ

What are the physical and chemical properties of 3-(3-Chlorophenyl)-2-propynoic acid (CAS: 7396-28-3)?

3-(3-Chlorophenyl)-2-propynoic acid (CAS: 7396-28-3) is a crystalline solid with a molecular weight of approximately 189.63 g/mol. It is slightly soluble in water and has a pKa value of around 4.2. The compound is reactive toward nucleophiles and can undergo electrophilic addition reactions. It is also susceptible to hydrolysis under basic conditions.

How is 3-(3-Chlorophenyl)-2-propynoic acid (CAS: 7396-28-3) typically synthesized?

3-(3-Chlorophenyl)-2-propynoic acid is typically synthesized by reacting 3-chlorophenyllithium with acetylene followed by acid workup. The reaction is carried out in tetrahydrofuran (THF) at low temperature, and the yield is generally high, around 70-80%. Palladium catalysis can be used to improve selectivity and yield.

What industries use 3-(3-Chlorophenyl)-2-propynoic acid (CAS: 7396-28-3)?

3-(3-Chlorophenyl)-2-propynoic acid (CAS: 7396-28-3) is used in the pharmaceutical industry as an intermediate in the synthesis of certain drugs. It is also utilized in the polymer industry for the preparation of functional polymers, and in the sensor industry for the development of chemical sensors. Applications in semiconductors are less common but can be found in specific processes.

What precautions should be taken when handling 3-(3-Chlorophenyl)-2-propynoic acid (CAS: 7396-28-3)?

When handling 3-(3-Chlorophenyl)-2-propynoic acid (CAS: 7396-28-3), it is important to use appropriate personal protective equipment (PPE), including gloves, safety goggles, and a lab coat. The compound should be stored in a well-ventilated area, and fume hoods should be used during handling. In case of a spill, clean up with appropriate absorbent material and dispose of waste according to local regulations. Always refer to the Safety Data Sheet (SDS) for specific handling instructions and emergency procedures.