2,2',4-Trichlorobiphenyl

Basic Information

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CAS Number

37680-66-3

Molecular Formula

C12H7Cl3

Molecular Weight

257.55 g/mol

Chemical Classification

Agricultural Chemicals Pesticides Herbicides

Basic Physical Properties

Melting Point

63.91°C (estimate)

Boiling Point

334.36°C (rough estimate)

Solubility

Insuluble (1.7E-4 g/L) (25 ºC),

Refractive Index

1.6040 (rough estimate)

SMILES

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C1=CC=C(C(=C1)C2=C(C=C(C=C2)Cl)Cl)Cl

InChI

InChI=1S/C12H7Cl3/c13-8-5-6-10(12(15)7-8)9-3-1-2-4-11(9)14/h1-7H

InChIKey

YKKYCYQDUUXNLN-UHFFFAOYSA-N

LogP

5.313800000000001

Topological Polar Surface Area

0.0 Å²

Hydrogen Bond Donor/Acceptor

0 / 0

Complexity

207

Synonyms & References

English

2,2',4-Trichloro-1,1'-biphenyl
PCB 17
NS00076987
2,2,4-TRICHLOROBIPHENYL
Q27294424
1,1'-Biphenyl, 2,2',4-trichloro-
PCB No 17
2,4-dichloro-1-(2-chlorophenyl)benzene
DTXCID2039384
SCHEMBL2934558
YKKYCYQDUUXNLN-UHFFFAOYSA-N
UNII-YA6CZ8O8B4
1,1'-Biphenyl,2,2',4-trichloro-
CHEMBL1797260
DTXSID1073492
2,2',4-TRICHLOROBIPHENYL
37680-66-3
YA6CZ8O8B4
2,2',4,5,5'-PENTACHLOROBIPHENYL
Quebec Ministry of Environment Congener Mix
2,2',4-Trichlorobiphenyl
PCB No 15
PCB15 in Octane
2,4,2'-Trichlorobiphenyl

MDL Number

MFCD00661122

Customs Code

2903999090

FAQ

What are the physical and chemical properties of 2,2',4-Trichlorobiphenyl (CAS: 37680-66-3)?

2,2',4-Trichlorobiphenyl (CAS: 37680-66-3) is a crystalline solid at room temperature with a high melting point. Its molecular weight is approximately 329.04 g/mol. This compound has low water solubility and moderate solubility in organic solvents like chloroform and acetone. It is relatively unreactive under normal conditions but can undergo substitution reactions under certain conditions. Due to its toxicity, it is important to handle with care and follow appropriate safety guidelines.

How is 2,2',4-Trichlorobiphenyl (CAS: 37680-66-3) typically synthesized?

2,2',4-Trichlorobiphenyl is typically synthesized through a Friedel-Crafts alkylation reaction of biphenyl with chlorine gas in the presence of a Lewis acid catalyst like aluminum chloride. The reaction requires strict control of temperature and pressure to achieve high selectivity and yield. This method ensures that the chlorine atoms are added preferentially to the 2,2', and 4-positions of the biphenyl, leading to a high purity product.

What industries use 2,2',4-Trichlorobiphenyl (CAS: 37680-66-3)?

2,2',4-Trichlorobiphenyl (CAS: 37680-66-3) is used in various industries, particularly in the production of pesticides, plasticizers, and flame retardants. It has also been utilized in the synthesis of other chlorinated compounds for industrial applications. Due to environmental concerns, its use is limited in modern industrial practices, but it still finds occasional use in specialized applications where its properties are advantageous.

What precautions should be taken when handling 2,2',4-Trichlorobiphenyl (CAS: 37680-66-3)?

When handling 2,2',4-Trichlorobiphenyl (CAS: 37680-66-3), it is crucial to wear appropriate personal protective equipment (PPE), including gloves, safety goggles, and a lab coat. Work within a well-ventilated area or fume hood, as it is toxic and can cause skin irritation and respiratory issues. In case of a spill, immediately evacuate the area and contact the chemical safety officer. Always consult the Safety Data Sheet (SDS) for detailed safety instructions and emergency procedures.