4-Chlorophenylacetylene Chemical Properties

Melting point:

45-47 °C(lit.)

Boiling point:

79-82 °C (23 mmHg)

Density 

1.24 g/cm3(Temp: 50 °C)

Flash point:

10 °C

storage temp. 

Sealed in dry,2-8°C

solubility 

Acetone, Chloroform (Slightly), Dichloromethane, DMF, DMSO, Ethanol, Ethyl Acetate)

form 

Crystalline Mass

color 

Yellow to pale brown

Water Solubility 

Insoluble in water. Soluble in acetone, chloroform, dichloromethane, DMF, DMSO, ethanol, ethyl acetate, hexane, methanol,THF and toluene.

Stability:

Light Sensitive

InChI

InChI=1S/C8H5Cl/c1-2-7-3-5-8(9)6-4-7/h1,3-6H

InChIKey

LFZJRTMTKGYJRS-UHFFFAOYSA-N

SMILES

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

CAS DataBase Reference

873-73-4(CAS DataBase Reference)

NIST Chemistry Reference

Benzene, 1-chloro-4-ethynyl-(873-73-4)

Safety Information

Hazard Codes 

F,Xi

Risk Statements 

36/37/38-11

Safety Statements 

16-26-36-37/39

RIDADR 

UN 1325 4.1/PG 2

WGK Germany 

3

Hazard Note 

Irritant/Keep Cold

HazardClass 

FLAMMABLE

HazardClass 

4.1

PackingGroup 

Ⅱ

HS Code 

29039990

Storage Class

4.1B - Flammable solid hazardous materials

Hazard Classifications

Eye Irrit. 2
Flam. Sol. 1
Skin Irrit. 2
STOT SE 3

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS

4-Chlorophenylacetylene Usage And Synthesis

Chemical Properties

White Crystalline Solid

Uses

4-Chlorophenylacetylene is used as pharmaceutical intermediate.

Synthesis Reference(s)

Synthesis, p. 728, 1984 DOI: 10.1055/s-1984-30947

General Description

1-Chloro-4-ethynylbenzene undergoes standard Sonogashira reaction with iodophenyl groups on the film surfaces via the formation of C?C bonds.

Synthesis

9.5 g (0.04 mol) of 4-chloroiodobenzene and 4.2 g (0.05 mol) of 3-methylbutynol, 0.3 g of diphenylphosphine palladium dichloride Pd[(C6H5)3P]2Cl2, and 100 ml of triethylamine were mixed, and the mixture was allowed to mix and stir under the protection of nitrogen for 15 minutes. While keeping the mixture in nitrogen atmosphere, 180 mg of cuprous iodide was added. A precipitate was observed to form almost immediately. The mixture was stirred at room temperature for about 12 h. The mixture was diluted by adding ether (200 ml) and filtered. The resulting filtrate was removed from the filtrate by evaporation under reduced pressure to remove almost all the solvent and the residue was diluted with 150 ml of toluene. To the resulting solution 2.5 g of NaOH powder was added and heated to reflux the reaction for 4 hours. After filtration while hot, the solvent was removed from the filtrate by evaporation under reduced pressure. 4.6 g of 4-chlorophenylacetylene in the form of a waxy solid was obtained.

4-Chlorophenylacetylene(873-73-4)Related Product Information

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