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Tetrachloroaluminate: Difference between revisions

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Revision as of 15:19, 11 February 2011 editYobot (talk | contribs)Bots4,733,870 editsm WP:CHECKWIKI error fixes + general fixes using AWB (7595)← Previous edit Latest revision as of 08:25, 12 December 2024 edit undoPreimage (talk | contribs)Extended confirmed users1,347 edits Lede: Similar to carbon tetrachloride -> Isoelectronic with silicon tetrachloride 
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{{Short description|Ion}}
<!-- Below the chembox new. Notes: <!-- Below the chembox new. Notes:
* Parameters work only in their own section. * Parameters work only in their own section.
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For more information, see ]. --> For more information, see ]. -->
{{chembox {{chembox
| verifiedrevid = 413309017
| ImageFile = Tetrachloroaluminate-anion-2D-A.png | ImageFile = Tetrachloroaluminate-anion-2D-A.png
| ImageSize = 150px | ImageSize = 150px
| IUPACName = Tetrachloroaluminate(1–) | IUPACName = Tetrachloroaluminate(1–)
| SystematicName = Tetrachloroaluminate(1-)
| OtherNames = | OtherNames = &nbsp;
| Section1 = {{Chembox Identifiers
* Aluminate(1-), tetrachloro
| PubChem =
* tetrachloridoaluminate(1-)
| CASNo =
* tetrachloridoaluminate(1-); tetrachloroalumanuide
| SMILES = }}
* tetrachloroalumanuide
| Section2 = {{Chembox Properties
|Section1={{Chembox Identifiers
| Formula = AlCl<sub>4</sub><sup></sup>
| CASNo = 17611-22-2
| CASNo_Ref = {{Cascite|changed|EPA}}
| ChEBI = 30110
| ChemSpiderID = 10737456
| DTXSID = DTXSID301336609
| PubChem = 3728926
| SMILES = Cl(Cl)(Cl)Cl
| StdInChI = InChI=1S/Al.4ClH/h;4*1H/q+3;;;;/p-4
| StdInChIKey = BXILREUWHCQFES-UHFFFAOYSA-J
| InChI = InChI=1S/Al.4ClH/h;4*1H/q+3;;;;/p-4
| InChIKey = BXILREUWHCQFES-UHFFFAOYSA-J
| Gmelin = 2297}}
|Section2={{Chembox Properties
| Formula = AlCl<sub>4</sub><sup></sup>
| Al=1 | Cl=4
| Formula_Charge = -1
| MolarMass = | MolarMass =
| Appearance = | Appearance =
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| BoilingPt = | BoilingPt =
| Solubility = }} | Solubility = }}
| Section3 = {{Chembox Hazards |Section3={{Chembox Structure
| PointGroup = T<sub>d</sub>
| MainHazards =
| MolShape = ]
| FlashPt =
| OrbitalHybridisation = sp<sup>3</sup>}}
| Autoignition = }}
}}<!-- Text starts below--> }}<!-- Text starts below-->


'''Tetrachloroaluminate''' <sup>&minus;</sup> is a ] formed from ] and ]. The anion has a ] shape, similar to ] where carbon is replaced with aluminium. Some tetrachloroaluminates are soluble in organic solvents, creating an ionic non-aqueous solution, making them '''suitable''' as component of electrolytes for batteries. E.g. ] is used in some ]. '''Tetrachloroaluminate''' <sup>&minus;</sup> is an ] formed from ] and ]. The anion has a ] shape and is ] with ]. Some tetrachloroaluminates are soluble in organic solvents, creating an ionic non-aqueous solution, making them suitable as component of electrolytes for batteries. For example, ] is used in some ].


== Formation ==
]
Tetrachloroaluminate ions are formed as intermediates in the ] when ] is used as the catalyst. In the case of the Friedel]Crafts alkylation, the reaction can be broken into three steps as follows:<ref name="chemguide"/>
]
# The alkyl halide reacts with the strong Lewis acid to form an activated electrophile composed of the tetrachloroaluminate ion and the alkyl group.
#:]
# The aromatic ring (] in this case) reacts with the activated electrophile forming an alkylbenzenium carbocation.
#:]
# The alkylbenzenium carbocation reacts with a tetrachloroaluminate anion, regenerating the aromatic ring and the Lewis acid and forming ] (HCl).
#:]


A similar mechanism occurs in the Friedel-Crafts acylation.<ref>. Organic-chemistry.org. Retrieved on 2014-01-11.</ref>


== References ==
{{inorganic-compound-stub}}
{{reflist|refs=
<ref name="chemguide">{{Cite web|title=electrophilic substitution - the alkylation of benzene|url=https://www.chemguide.co.uk/mechanisms/elsub/fcalkyl.html|access-date=2020-09-07|website=www.chemguide.co.uk}}</ref>
}}


]
]
]
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