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Benzotrichloride

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Identification
Molecular formula
C7H5Cl3
CAS number
98-07-7
IUPAC name
trichloromethylbenzene
State
State

At room temperature, benzotrichloride is in a liquid state. It is commonly encountered as a fuming liquid due to its reactivity with moisture in the air. This reactivity makes it a potential hazard in laboratory and industrial environments.

Melting point (Celsius)
-5.00
Melting point (Kelvin)
268.15
Boiling point (Celsius)
220.00
Boiling point (Kelvin)
493.15
General information
Molecular weight
195.46g/mol
Molar mass
195.4560g/mol
Density
1.3840g/cm3
Appearence

Benzotrichloride appears as a colorless to slightly yellow liquid. It is often clear, but can turn darker upon exposure to light and moisture due to chemical changes. Its lachrymatory properties make it an eye-irritant, and it emits a pungent, acrid odor.

Comment on solubility

Solubility of Trichloromethylbenzene

Trichloromethylbenzene, with the chemical formula C7H5Cl3, exhibits unique solubility characteristics that arise from its molecular structure. As a chlorinated aromatic compound, it tends to have limited solubility in polar solvents due to the presence of the bulky trichloromethyl group.

Here are some key points regarding the solubility of trichloromethylbenzene:

  • Solubility in water: Trichloromethylbenzene is insoluble in water. This is primarily due to its hydrophobic aromatic structure and the chlorinated groups that prevent favorable interactions with water molecules.
  • Solubility in organic solvents: It is, however, soluble in many organic solvents, including:
    • Aromatic hydrocarbons (like benzene and toluene)
    • Chloroform
    • Ethyl acetate
  • Impact of temperature: The solubility in organic solvents can increase with temperature, which can enhance molecular motion and interactions.
  • Environmental consideration: Due to its limited solubility in water, trichloromethylbenzene may persist in environmental contexts, raising concerns regarding its potential bioaccumulation and toxicity.

In summary, while trichloromethylbenzene shows excellent solubility in a variety of non-polar organic solvents, its practical application in aqueous environments is significantly constrained by its hydrophobic nature. Understanding its solubility profile is crucial for safe handling and environmental assessment.

Interesting facts

Interesting Facts About Trichloromethylbenzene

Trichloromethylbenzene, a fascinating compound, has several noteworthy characteristics that make it of interest to both scientists and industrial chemists. Here are some intriguing aspects of this compound:

  • Structure and Stability: Trichloromethylbenzene is composed of a benzene ring with three chlorine substituents. The placement of these chlorine atoms makes the molecule highly stable, influencing its reactivity and interaction with other compounds.
  • Use in Organic Synthesis: This compound serves as an important intermediate in organic synthesis, particularly in the production of various pharmaceuticals, pesticides, and dyes. Its ability to undergo electrophilic substitution reactions enhances its utility in diverse chemical pathways.
  • Environmental Considerations: Due to its chlorinated nature, trichloromethylbenzene may pose environmental challenges. As a potential environmental pollutant, it is critical to study its persistence and bioaccumulation in ecosystems.
  • Safety and Handling: The compound should be handled with care due to its potential health hazards. Proper safety protocols should be in place when working with trichloromethylbenzene to mitigate risks such as toxicity or irritation.
  • Historical Context: Chlorinated compounds like trichloromethylbenzene have been used extensively since the mid-20th century. Their discovery marked significant advancements in chemical manufacturing, influencing modern chemistry.

In conclusion, trichloromethylbenzene's unique structure and versatility not only make it a valuable compound in synthetic chemistry but also highlight the importance of understanding its environmental interactions and safety implications. As researchers and students explore this compound further, its role in advancing both scientific knowledge and practical applications continues to grow.

Synonyms
BENZOTRICHLORIDE
98-07-7
(Trichloromethyl)benzene
Trichloromethylbenzene
alpha,alpha,alpha-Trichlorotoluene
Phenylchloroform
TRICHLOROTOLUENE
Toluene trichloride
Benzenyl trichloride
Benzyl trichloride
1-(Trichloromethyl)benzene
Benzylidyne chloride
Benzene, (trichloromethyl)-
Phenyltrichloromethane
Trichlorophenylmethane
Phenyl chloroform
Benzoic trichloride
Trichlormethylbenzol
Triclorometilbenzene
Triclorotoluene
Trichloormethylbenzeen
Chlorure de benzenyle
Benzenyl chloride
Benzotricloruro
RCRA waste number U023
Benzene, trichloromethyl-
Benzotricloruro [Spanish]
Triclorotoluene [Italian]
Trichlormethylbenzol [German]
NSC 14663
Trichloormethylbenzeen [Dutch]
Triclorometilbenzene [Italian]
a,a,a-Trichlorotoluene
Chlorure de benzylidyne
CCRIS 1292
Chlorure de benzenyle [French]
Chlorure de benzylidyne [French]
HSDB 2076
AI3-02583
EINECS 202-634-5
U62VHG99AM
UN2226
Toluene, alpha,alpha,alpha,-trichloro-
BRN 0508152
DTXSID1020148
CHEBI:82274
EINECS 250-252-2
MFCD00000786
NSC-14663
Toluene, alpha,alpha,alpha-trichloro-
BENZOTRICHLORIDE [MI]
DTXCID30148
BENZOTRICHLORIDE [HSDB]
30583-33-6
EC 202-634-5
4-05-00-00820 (Beilstein Handbook Reference)
NSC14663
Benzotricloruro (Spanish)
Toluene, .alpha.,.alpha.,.alpha.-trichloro-
TRICLOROTOLUENE (ITALIAN)
Chlorure de benzylidyne (French)
TRICHLORMETHYLBENZOL (GERMAN)
TRICHLOORMETHYLBENZEEN (DUTCH)
TRICLOROMETILBENZENE (ITALIAN)
CHLORURE DE BENZENYLE (FRENCH)
CAS-98-07-7
Methyltrichlorobenzene
ALPHA,ALPHA,ALPHA-TRICHLOROTOLUENE-D5
benzene,(trichloromethyl)-
RCRA waste no. U023
UNII-U62VHG99AM
benzotrichlorid
omega,omega,omega-Trichlorotoluene
Benzene, trichloromethyl
WLN: GXGGR
?,?,?-Trichlorotoluene
1(Trichloromethyl)benzene
benzene (trichloromethyl)-
Benzene, (trichloromethyl)
PHENYL TRICHOROMETHANE
61878-57-7
MLS001055387
SCHEMBL522316
CHEMBL1347516
.alpha.,.alpha.-Trichlorotoluene
.omega.,.omega.-Trichlorotoluene
DTXSID501061113
HMS3039D05
alpha, alpha,alpha-Trichlorotoluene
1-(TRICHLOROMETHYL) BENZENE
TDA23245
Toluene, alpha,alpha,alpha,trichloro
Toluene,.alpha.,.alpha.-trichloro-
Tox21_201290
Tox21_300181
STL280431
Toluene,.alpha.,.alpha.,-trichloro-
AKOS000120182
FB12169
UN 2226
alpha , alpha , alpha -Trichlorotoluene
alpha,alpha,alpha-Trichlorotoluene, 98%
NCGC00090931-01
NCGC00090931-02
NCGC00090931-03
NCGC00090931-04
NCGC00254133-01
NCGC00258842-01
.alpha.,.alpha.,.alpha.-Trichlorotoluene
.omega.,.omega.,.omega.-Trichlorotoluene
Benzotrichloride [UN2226] [Corrosive]
LS-13253
SMR000677940
DB-080489
DB-309453
TOLUENE, ALPHA,ALPHA,ALPHA-TRICHLORO
NS00004266
T0399
EN300-19413
.alpha.,.alpha.,.alpha.-Trichloromethylbenzene
C19166
A845800
Q426111
alpha,alpha,alpha-Trichlorotoluene, analytical standard
alpha,alpha,alpha-Trichlorotoluene, purum, >=97.0% (GC)
alpha,alpha,alpha-Trichlorotoluene 100 microg/mL in Acetonitrile
202-634-5
250-252-2