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1,4-diisothiocyanatobenzene

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Identification
Molecular formula
C8H4N2S2
CAS number
4044-65-9
IUPAC name
1,4-diisothiocyanatobenzene
State
State
Solid at room temperature.
Melting point (Celsius)
60.00
Melting point (Kelvin)
333.15
Boiling point (Celsius)
384.10
Boiling point (Kelvin)
657.25
General information
Molecular weight
188.26g/mol
Molar mass
188.2520g/mol
Density
1.3280g/cm3
Appearence

1,4-diisothiocyanatobenzene appears as a pale yellow solid. It may have a crystalline texture and emits a slight odor typical of thiocyanate compounds.

Comment on solubility

Solubility of 1,4-Diisothiocyanatobenzene

1,4-Diisothiocyanatobenzene, also known as DITC, presents unique solubility characteristics that are worth noting:

  • Solvent Compatibility: This compound tends to be soluble in various organic solvents such as ethanol, acetone, and dimethyl sulfoxide (DMSO).
  • Water Solubility: It has limited solubility in water, which is typical for compounds of this class due to their hydrophobic aromatic nature.

Researchers often emphasize that the solubility of 1,4-diisothiocyanatobenzene can be significantly influenced by temperature and pH conditions in the medium:

  • Increased temperature may enhance the solubility in organic solvents.
  • Acidic or alkaline conditions can alter the reactivity of the compound, potentially impacting its solubility.

Understanding its solubility is crucial for applications in organic chemistry, particularly in reactions where solvent choice can affect yield and selectivity. As quoted in the literature, "the behavior of solubility is as essential as the chemical identity itself."

This knowledge helps in designing experiments and optimizing conditions for the effective use of 1,4-diisothiocyanatobenzene in various chemical applications.

Interesting facts

Interesting Facts about 1,4-Diisothiocyanatobenzene

1,4-Diisothiocyanatobenzene, also known by its common name, is a fascinating compound with unique properties and applications. Here are some insights that showcase its importance in various fields:

  • Structural Description: This compound features a benzene ring substituted with two isothiocyanate (-N=C=S) groups at the 1 and 4 positions. This symmetrical arrangement plays a significant role in its chemical reactivity and interactions with other molecules.
  • Applications in Research: 1,4-Diisothiocyanatobenzene is widely utilized in the fields of organic synthesis and chemical biology. It serves as a precursor for the development of various biochemical probes and reagents due to its ability to react with amines and hydroxyl functions.
  • Biological Significance: This compound has been studied for its potential effects on biological systems. It may exhibit antitumor and anti-inflammatory properties, making it a candidate for further exploration in medicinal chemistry.
  • Polymer Chemistry: The reactivity of isothiocyanates allows them to polymerize, leading to applications in the creation of advanced materials. Polymers derived from 1,4-diisothiocyanatobenzene demonstrate interesting mechanical and thermal properties.
  • Environmental Research: Compounds like 1,4-diisothiocyanatobenzene are examined for their role in environmental chemistry. Their behavior in various ecosystems, especially in relation to soil and water pollution, is an active area of study.

As a student or a researcher, understanding these aspects of 1,4-diisothiocyanatobenzene can pave the way for innovative applications and enhance your appreciation for the complexities of chemical compounds. With its multifaceted roles in both practical applications and theoretical research, this compound stands out as a noteworthy subject of study.

Synonyms
BITOSCANATE
4044-65-9
1,4-Phenylene diisothiocyanate
1,4-Diisothiocyanatobenzene
Jonit
p-Phenylene diisothiocyanate
Benzene, 1,4-diisothiocyanato-
p-Phenylene bis(isothiocyanate)
Bitoscanate [INN]
Bitoscanato
WM 842
Isothiocyanic acid, 1,4-phenylenedi-
NSC-758884
Benzene 1,4-Diisothiocyanate
6D1R3P86GX
DTXSID3046532
NCGC00166077-01
Bitoscanat
1,4-phenylenediisothiocyanate
Phenylene thiocyanate
Bitoscanatum [Latin]
Bitoscanato [Spanish]
Bitoscanatum
Biscomate
p-Phenylene diisothiocyanate;1,4-Diisothiocyanatobenzene;PDITC
Phenylene-1,4-diisothiocyanate
Bitoscanatum [INN-Latin]
Bitoscanato [INN-Spanish]
1,4-Phenylen-diisothiocyanat
PDITC
Hoe 16842
HSDB 6435
Isothiocyanic acid p-phenylene ester
EINECS 223-741-3
BRN 2414340
UNII-6D1R3P86GX
benzene-1,4-diisothiocyanate
AI3-28258
Isothiocyanic acid, p-phenylene ester
MFCD00004811
BITOSCANATE [MI]
BITOSCANATE [HSDB]
1,4-phenylendiisothiocyanat
4-13-00-00174 (Beilstein Handbook Reference)
SCHEMBL157128
Phenylene 1,4-diisothiocyanate
CHEMBL2104676
DTXCID1026532
OMWQUXGVXQELIX-UHFFFAOYSA-
CHEBI:134845
HMS3264M11
Pharmakon1600-01504502
p-Phenylene diisothiocyanate, 98%
HY-B1160
Tox21_112306
GEO-02685
NSC758884
AKOS015840452
CCG-213933
CS-4676
FP34758
NSC 758884
NCGC00166077-02
BS-43781
CAS-4044-65-9
SBI-0207088.P001
NS00030790
P1279
D92097
AB01563219_01
SR-01000872743
Q4918921
SR-01000872743-1
BRD-K77548206-001-02-9
InChI=1/C8H4N2S2/c11-5-9-7-1-2-8(4-3-7)10-6-12/h1-4H