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Phenyl isothiocyanate

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Identification
Molecular formula
C7H5NS
CAS number
103-72-0
IUPAC name
isothiocyanatobenzene
State
State

Phenyl isothiocyanate is a liquid at room temperature. It is typically handled as a liquid for industrial and chemical synthesis applications.

Melting point (Celsius)
-30.00
Melting point (Kelvin)
243.15
Boiling point (Celsius)
222.00
Boiling point (Kelvin)
495.15
General information
Molecular weight
135.19g/mol
Molar mass
135.1900g/mol
Density
1.1200g/cm3
Appearence

Phenyl isothiocyanate is a colorless to pale yellow liquid with a pungent odor. It is a volatile compound and can turn yellow when exposed to light and air, indicating some degree of instability upon long exposure to environmental conditions.

Comment on solubility

Solubility of Isothiocyanatobenzene

Isothiocyanatobenzene, with the chemical formula C7H6N2S, exhibits a unique solubility profile that is influenced by its functional groups. Solubility in various solvents can be summarized as follows:

  • Polar solvents: Isothiocyanatobenzene is generally poorly soluble in water due to its hydrophobic aromatic ring structure.
  • Organic solvents: It shows greater solubility in organic solvents such as ethanol, acetone, and chloroform, making it more accessible for various applications in organic chemistry.
  • Temperature impact: The solubility may increase with temperature, emphasizing the importance of thermal conditions in practical applications.

As a rule of thumb, compounds featuring aromatic systems like isothiocyanatobenzene tend to dissolve well in non-polar and slightly polar solvents, while their solubility in polar solvents like water remains limited. This characteristic is crucial for scientists and researchers when selecting appropriate solvents for reactions or extractions involving isothiocyanatobenzene. In summary, when handling isothiocyanatobenzene, consider the solvent polarity and temperature to optimize its solubility.

Interesting facts

Interesting Facts about Isothiocyanatobenzene

Isothiocyanatobenzene, also known as phenyl isothiocyanate, is a fascinating compound that plays a significant role in both agricultural and medicinal chemistry. Here are some intriguing facts about this distinct isothiocyanate:

  • Natural Occurrence: Isothiocyanatobenzene is derived from mustard oil and can be found in various plants, especially in the Brassicaceae family. This makes it a natural component of many cruciferous vegetables.
  • Biological Activity: This compound exhibits noteworthy biological activities, including antimicrobial and anticancer properties. It has been studied for its potential to inhibit the growth of certain cancer cells, making it an interesting subject in cancer research.
  • Flavor Compound: Isothiocyanatobenzene contributes to the spicy flavor profile of mustard and horseradish, making it a key player in culinary uses. Its pungent flavor is a result of its sulfur-containing structure, which can enhance food experiences.
  • Reaction with Nucleophiles: The isothiocyanate functional group is known to react readily with nucleophiles, forming thioureas and other derivatives. This property makes it useful in organic synthesis, particularly in the production of pharmaceutical compounds.
  • Environmental Significance: Isothiocyanates, including isothiocyanatobenzene, are considered biofumigants. They can naturally suppress soil-borne pests and diseases, making them beneficial for sustainable agriculture practices.

As you explore the world of isothiocyanatobenzene, remember its potential to bridge agriculture and healthcare, along with its multifaceted applications in various scientific fields. Its unique properties and roles in nature illustrate how chemistry plays a crucial part in understanding and enhancing our everyday lives.

Synonyms
Isothiocyanatobenzene
PHENYL ISOTHIOCYANATE
103-72-0
Phenylisothiocyanate
Thiocarbanil
Benzene, isothiocyanato-
PITC
Benzene-1-isothiocyanate
Phenylsenfoel
Isothiocyanic acid phenyl ester
Phenyl thioisocyanate
Isothiocyanato-benzene
Fenylisothiokyanat
Isothiocyanic acid, phenyl ester
USAF M-4
NSC 5583
CCRIS 3144
CHEBI:85103
EINECS 203-138-1
UNII-0D58F84LSU
BRN 0471392
0D58F84LSU
DTXSID0021129
AI3-09310
NSC-5583
DTXCID501129
4-12-00-00867 (Beilstein Handbook Reference)
Phenylsenfoel [German]
Fenylisothiokyanat [Czech]
MFCD00004798
phenyisothiocyanate
phenylisothiocynate
Isothiocynatobenzene
phenyl isothiocynate
AKOS BBS-00004438
isothiocynato benzene
phenyl-isothiocyanate
phenyl isothio cyanate
phenyl isothio-cyanate
1-Isothiocyanatobenzene
WLN: SCNR
Phenylisothiocyanate1533
Phenylisothiocyanate Phenolic
SCHEMBL20984
CHEMBL309036
NSC5583
PHENYL ISOTHIOCYANATE [MI]
BCP22726
CS-B1640
Tox21_201128
BBL027476
BDBM50073665
STL281854
AKOS000119287
FP01158
FS-4271
NCGC00248931-01
NCGC00258680-01
CAS-103-72-0
Phenyl isothiocyanate, reagent grade, 98%
A5513
I0191
NS00020251
EN300-17278
D77304
A800790
Q422311
Phenyl isothiocyanate, 99%, for protein sequencing
Z56904678
F2121-0322
InChI=1/C7H5NS/c9-6-8-7-4-2-1-3-5-7/h1-5
Phenyl isothiocyanate, for protein sequence analysis, >=99.5% (GC)
203-138-1
Phenyl isothiocyanate, Sigma Grade, 8.36 M, suitable for solid phase protein sequencing analysis, >=99% (GC), liquid