Skip to main content

4-Chlorophenyl isothiocyanate

ADVERTISEMENT
Identification
Molecular formula
C7H4ClNS
CAS number
2131-55-7
IUPAC name
1-chloro-4-isothiocyanato-benzene
State
State

At room temperature, 4-Chlorophenyl isothiocyanate is typically in a liquid state due to its relatively low melting point.

Melting point (Celsius)
27.00
Melting point (Kelvin)
300.00
Boiling point (Celsius)
248.00
Boiling point (Kelvin)
521.00
General information
Molecular weight
171.63g/mol
Molar mass
171.6330g/mol
Density
1.3380g/cm3
Appearence

4-Chlorophenyl isothiocyanate appears as a colorless to pale yellow liquid. It has a distinct, pungent odor that is characteristic of isothiocyanate compounds. It may darken upon exposure to light and air.

Comment on solubility

Solubility of 1-chloro-4-isothiocyanato-benzene

1-chloro-4-isothiocyanato-benzene, also known as p-chlorobenzyl isothiocyanate, exhibits distinctive solubility properties. This compound is generally considered to be:

  • Low solubility in water: Its hydrophobic aromatic ring reduces its affinity for polar solvents like water, which limits its solubility.
  • Soluble in organic solvents: It is more soluble in organic solvents such as ethanol, benzene, and dimethyl sulfoxide (DMSO), allowing it to dissolve more readily in non-polar environments.

The solubility behavior can be attributed to its structural characteristics, including:

  1. Aromaticity: The presence of the benzene ring contributes to substantial pi-stacking interactions in non-polar solvents.
  2. Functional groups: The isothiocyanate group can engage in hydrogen bonding with solvents that have available hydrogen bonding sites, enhancing solubility in select organic solvents.

In summary, when considering the solubility of 1-chloro-4-isothiocyanato-benzene, it is important to note its preference for organic solvents while exhibiting low solubility in aqueous environments. As the motto goes, "Like dissolves like," and this compound exemplifies that principle effectively.

Interesting facts

Interesting Facts about 1-Chloro-4-isothiocyanato-benzene

1-Chloro-4-isothiocyanato-benzene, also known by its IUPAC name, is a compound that stands out in the world of organic chemistry. This compound boasts a variety of applications and intriguing characteristics:

  • Versatile Reactivity: Due to the presence of both the chloro and isothiocyanato functional groups, this compound can participate in numerous chemical reactions, making it a valuable building block in synthetic chemistry.
  • Role in Medicinal Chemistry: Compounds like 1-chloro-4-isothiocyanato-benzene are often explored for their potential in developing pharmaceuticals, including anti-cancer agents. The isothiocyanate group, in particular, has been studied for its bioactive properties.
  • Research Applications: This compound serves as a useful reagent in chemical synthesis and the study of various biological systems. It is frequently utilized in the investigation of thiocyanate derivatives and their biological interactions.
  • Environmental Importance: Understanding how this compound behaves in environmental contexts is essential, especially in relation to its potential impacts and transformations in ecosystems.

As a chemist or a student in the field, one might find it fascinating to consider how the integration of different functional groups in 1-chloro-4-isothiocyanato-benzene opens the door to innovative synthesis pathways. It exemplifies the intricate balance between reactivity and stability in organic compounds, a key concept in the study of chemical sciences. As noted by many chemists, “In the world of organic synthesis, the possibilities are as vast as one’s imagination.”

Exploring compounds like this not only enhances our understanding of chemistry but also inspires the search for novel applications across various scientific disciplines.

Synonyms
4-Chlorophenyl isothiocyanate
2131-55-7
1-CHLORO-4-ISOTHIOCYANATOBENZENE
Sch 20350
EINECS 218-358-3
NSC 20213
BRN 0471610
AI3-29697
Sch-20350
DTXSID70175577
4-12-00-01214 (Beilstein Handbook Reference)
DTXCID9098068
218-358-3
inchi=1/c7h4clns/c8-6-1-3-7(4-2-6)9-5-10/h1-4
mzzvfxmtztvufo-uhfffaoysa-n
p-Chlorophenyl isothiocyanate
Benzene, 1-chloro-4-isothiocyanato-
1-chloro-4-isothiocyanato-benzene
4-Chlorophenylisothiocyanate
Isothiocyanic acid, p-chlorophenyl ester
4-Chlor-phenyl-isothiocyanat
Isothiocyanic acid, 4-chlorophenyl ester
MFCD00004810
NSC-20213
Isothiocyanic Acid 4-Chlorophenyl Ester
4-Chlor-phenyl-isothiocyanat [German]
WLN: SCNR DG
p-chlorophenylisothiocyanate
4chlorophenyl isothiocyanate
p-Chlorphenyl-iso-thiocyanat
4-chloro-phenylisothiocyanate
SCHEMBL161833
4-chloro-phenyl isothiocyanate
1-chloro-4-isothiocyanato benzene
NSC20213
4-Chlorophenyl isothiocyanate, 99%
1-chloranyl-4-isothiocyanato-benzene
BBL027480
STK301655
AKOS000212347
393YTR4225
SY012197
DB-045541
I0167
NS00026841
EN300-16936
A815263
4-Chlorophenyl isothiocyanate, purum, >=98.0% (AT)
Z56824382
F2121-0328