Trichloroacetonitrile: Difference between revisions

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'''Trichloroacetonitrile''' is a [[chemical compound]] with the formula CCl3CN. It is a colorless liquid that is used as a [[reagent]] in [[organic chemistry]].  
{{Short description|Chemical compound}}
{{Chembox
| ImageFile = Trichloroacetonitrile.png
| ImageSize = 200px
| ImageAlt = Structural formula of trichloroacetonitrile
| IUPACName = Trichloroacetonitrile
| OtherNames = Trichloroacetonitrile
| Section1 = {{Chembox Identifiers
  | CASNo = 545-06-2
  | PubChem = 11230
  | ChemSpiderID = 10757
  | UNII = 3X1W1O0V7A
  | SMILES = C(#N)C(Cl)(Cl)Cl
  | InChI = 1S/C2Cl3N/c3-2(4,5)1-6
  | InChIKey = ZFQYQXKZKJXQNO-UHFFFAOYSA-N
}}
| Section2 = {{Chembox Properties
  | C = 2
  | Cl = 3
  | N = 1
  | Appearance = Colorless liquid
  | Density = 1.44 g/cm_
  | MeltingPt = -45 °C
  | BoilingPt = 82 °C
}}
}}


==Chemical Properties==
'''Trichloroacetonitrile''' is a [[chemical compound]] with the formula CCl_CN. It is a colorless liquid that is used as an intermediate in the synthesis of various organic compounds.  
Trichloroacetonitrile is a [[nitrile]] compound. Nitriles are organic compounds that contain a -C≡N functional group. They are often used as solvents or as starting materials for the synthesis of other compounds. Trichloroacetonitrile, specifically, is a trichloro compound, meaning it contains three chlorine atoms.  
 
==Structure and Properties==
Trichloroacetonitrile consists of a nitrile group (_C_N) attached to a trichloromethyl group (_CCl_). The presence of the three chlorine atoms makes the compound highly electronegative and reactive. The compound is a volatile liquid with a relatively low boiling point of 82 °C and a melting point of -45 °C. It has a density of 1.44 g/cm_, making it denser than water.


==Synthesis==
==Synthesis==
Trichloroacetonitrile can be synthesized from [[trichloroacetic acid]] and [[ammonium chloride]]. The reaction is typically carried out in a [[solvent]] such as [[acetonitrile]].
Trichloroacetonitrile can be synthesized through the chlorination of [[acetonitrile]] in the presence of a suitable catalyst. The reaction involves the substitution of hydrogen atoms in acetonitrile with chlorine atoms, resulting in the formation of trichloroacetonitrile.


==Uses==
==Applications==
In organic chemistry, trichloroacetonitrile is used as a reagent for the [[conversion]] of carboxylic acids to acid chlorides. It is also used in the synthesis of [[peptides]] and other organic compounds.
Trichloroacetonitrile is primarily used as an intermediate in the production of [[pharmaceuticals]], [[agrochemicals]], and other organic compounds. Its reactivity makes it a valuable building block in organic synthesis, particularly in the formation of more complex molecules.


==Safety==
==Safety and Handling==
Trichloroacetonitrile is a hazardous substance. It is harmful if swallowed, inhaled, or comes into contact with the skin. It can cause burns and eye damage. Proper [[safety measures]] should be taken when handling this compound.
Trichloroacetonitrile is a hazardous chemical and should be handled with care. It is toxic if inhaled or ingested and can cause irritation to the skin and eyes. Proper [[personal protective equipment]] (PPE) such as gloves and goggles should be worn when handling this compound. It should be stored in a cool, well-ventilated area away from sources of ignition.


==See Also==
==Environmental Impact==
* [[Trichloroacetic acid]]
Due to its volatility and reactivity, trichloroacetonitrile can pose environmental risks if not managed properly. It should be disposed of in accordance with local regulations to prevent contamination of water sources and soil.
* [[Ammonium chloride]]
 
* [[Organic chemistry]]
==Related pages==
* [[Acetonitrile]]
* [[Chlorination]]
* [[Nitrile]]
* [[Nitrile]]
* [[Organic synthesis]]


[[Category:Chemical compounds]]
[[Category:Chemical compounds]]
[[Category:Organic chemistry]]
[[Category:Nitriles]]
[[Category:Nitriles]]
[[Category:Reagents for organic chemistry]]
[[Category:Organochlorides]]
 
{{Chem-stub}}
{{medicine-stub}}

Latest revision as of 17:43, 18 February 2025

Chemical compound


Chemical Compound
Identifiers
CAS Number
PubChem CID
ChemSpider ID
UNII
ChEBI
ChEMBL
Properties
Chemical Formula
Molar Mass
Appearance
Density
Melting Point
Boiling Point
Hazards
GHS Pictograms [[File:|50px]]
GHS Signal Word
GHS Hazard Statements
NFPA 704 [[File:|50px]]
References

Trichloroacetonitrile is a chemical compound with the formula CCl_CN. It is a colorless liquid that is used as an intermediate in the synthesis of various organic compounds.

Structure and Properties[edit]

Trichloroacetonitrile consists of a nitrile group (_C_N) attached to a trichloromethyl group (_CCl_). The presence of the three chlorine atoms makes the compound highly electronegative and reactive. The compound is a volatile liquid with a relatively low boiling point of 82 °C and a melting point of -45 °C. It has a density of 1.44 g/cm_, making it denser than water.

Synthesis[edit]

Trichloroacetonitrile can be synthesized through the chlorination of acetonitrile in the presence of a suitable catalyst. The reaction involves the substitution of hydrogen atoms in acetonitrile with chlorine atoms, resulting in the formation of trichloroacetonitrile.

Applications[edit]

Trichloroacetonitrile is primarily used as an intermediate in the production of pharmaceuticals, agrochemicals, and other organic compounds. Its reactivity makes it a valuable building block in organic synthesis, particularly in the formation of more complex molecules.

Safety and Handling[edit]

Trichloroacetonitrile is a hazardous chemical and should be handled with care. It is toxic if inhaled or ingested and can cause irritation to the skin and eyes. Proper personal protective equipment (PPE) such as gloves and goggles should be worn when handling this compound. It should be stored in a cool, well-ventilated area away from sources of ignition.

Environmental Impact[edit]

Due to its volatility and reactivity, trichloroacetonitrile can pose environmental risks if not managed properly. It should be disposed of in accordance with local regulations to prevent contamination of water sources and soil.

Related pages[edit]