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Indium(III) chloride is the
chemical compound A chemical compound is a chemical substance composed of many identical molecules (or molecular entities) containing atoms from more than one chemical element held together by chemical bonds. A molecule consisting of atoms of only one element ...
with the formula In Cl3. This
salt Salt is a mineral composed primarily of sodium chloride (NaCl), a chemical compound belonging to the larger class of salts; salt in the form of a natural crystalline mineral is known as rock salt or halite. Salt is present in vast quantitie ...
is a white, flaky solid with applications in
organic synthesis Organic synthesis is a special branch of chemical synthesis and is concerned with the intentional construction of organic compounds. Organic molecules are often more complex than inorganic compounds, and their synthesis has developed into one o ...
as a
Lewis acid A Lewis acid (named for the American physical chemist Gilbert N. Lewis) is a chemical species that contains an empty orbital which is capable of accepting an electron pair from a Lewis base to form a Lewis adduct. A Lewis base, then, is any sp ...
. It is also the most available soluble derivative of indium.


Synthesis and structure

Being a relatively electropositive metal,
indium Indium is a chemical element with the symbol In and atomic number 49. Indium is the softest metal that is not an alkali metal. It is a silvery-white metal that resembles tin in appearance. It is a post-transition metal that makes up 0.21 parts p ...
reacts quickly with chlorine to give the trichloride. Indium trichloride is very soluble and deliquescent. A synthesis has been reported using an electrochemical cell in a mixed
methanol Methanol (also called methyl alcohol and wood spirit, amongst other names) is an organic chemical and the simplest aliphatic alcohol, with the formula C H3 O H (a methyl group linked to a hydroxyl group, often abbreviated as MeOH). It is a ...
-
benzene Benzene is an organic chemical compound with the molecular formula C6H6. The benzene molecule is composed of six carbon atoms joined in a planar ring with one hydrogen atom attached to each. Because it contains only carbon and hydrogen atoms, ...
solution. Like AlCl3 and TlCl3, InCl3 crystallizes as a layered structure consisting of a close-packed chloride arrangement containing layers of octahedrally coordinated In(III) centers,Egon Wiberg, Arnold Frederick Holleman (2001) ''Inorganic Chemistry'', Elsevier a structure akin to that seen in YCl3.Wells, A.F. Structural Inorganic Chemistry, Oxford: Clarendon Press, 1984. . In contrast, GaCl3 crystallizes as dimers containing Ga2Cl6. Molten InCl3 conducts electricity, whereas AlCl3 does not as it converts to the molecular dimer, Al2Cl6.


Reactions

InCl3 is a Lewis acid and forms complexes with donor
ligand In coordination chemistry, a ligand is an ion or molecule (functional group) that binds to a central metal atom to form a coordination complex. The bonding with the metal generally involves formal donation of one or more of the ligand's electr ...
s, L, InCl3L, InCl3L2, InCl3L3. For example, with the chloride ion it forms tetrahedral InCl4, trigonal bipyramidal InCl52−, and octahedral InCl63−. In
diethyl ether Diethyl ether, or simply ether, is an organic compound in the ether class with the formula , sometimes abbreviated as (see Pseudoelement symbols). It is a colourless, highly volatile, sweet-smelling ("ethereal odour"), extremely flammable liq ...
solution, InCl3 reacts with
lithium hydride Lithium hydride is an inorganic compound with the formula Li H. This alkali metal hydride is a colorless solid, although commercial samples are grey. Characteristic of a salt-like (ionic) hydride, it has a high melting point, and it is not solub ...
, LiH, to form LiInH4. This unstable compound decomposes below 0 °C, and is reacted ''in situ'' in organic synthesis as a reducing agent and to prepare tertiary amine and phosphine complexes of InH3.
Trimethylindium Trimethylindium, often abbreviated to TMI or TMIn, is the organoindium compound with the formula In(CH3)3. It is a colorless, pyrophoric solid. Unlike trimethylaluminium, but akin to trimethylgallium, TMI is monomeric. Preparation TMI is prepared ...
, InMe3, can be produced by reacting InCl3 in
diethyl ether Diethyl ether, or simply ether, is an organic compound in the ether class with the formula , sometimes abbreviated as (see Pseudoelement symbols). It is a colourless, highly volatile, sweet-smelling ("ethereal odour"), extremely flammable liq ...
solution either with the
Grignard reagent A Grignard reagent or Grignard compound is a chemical compound with the general formula , where X is a halogen and R is an organic group, normally an alkyl or aryl. Two typical examples are methylmagnesium chloride and phenylmagnesium bromide ...
MeMgI or
methyllithium Methyllithium is the simplest organolithium reagent with the empirical formula CH3Li. This s-block organometallic compound adopts an oligomeric structure both in solution and in the solid state. This highly reactive compound, invariably used in so ...
, LiMe.
Triethylindium Triethylindium is an organometallic compound. Its chemical formula is . Synthesis This compound can be obtained by reacting indium(III) chloride with a diethyl ether solution of ethyl magnesium chloride: : + 3 → In(C2H5)3 + 3 Other routes ...
can be prepared in a similar fashion but with the grignard reagent EtMgBr. : + 3LiMe -> + 3LiCl : + 3MeMgI -> + 3MgClI : + 3EtMgBr -> + 3MgBr2 InCl3 reacts with indium metal at high temperature to form the lower valent indium chlorides In5Cl9, In2Cl3 and InCl.


Catalyst in chemistry

Indium chloride is a Lewis acid
catalyst Catalysis () is the process of increasing the rate of a chemical reaction by adding a substance known as a catalyst (). Catalysts are not consumed in the reaction and remain unchanged after it. If the reaction is rapid and the catalyst recyc ...
in
organic reaction Organic reactions are chemical reactions involving organic compounds. The basic organic chemistry reaction types are addition reactions, elimination reactions, substitution reactions, pericyclic reactions, rearrangement reactions, Mechanistic Organ ...
s such as Friedel-Crafts acylations and Diels-Alder reactions. As an example of the latter,''An efficient synthesis of novel pyrano ,3-d and furopyrano ,3-dyrimidines via Indium-Catalyzed Multicomponent Domino Reaction'' Prajapati, D. Mukut Gohain, M.
Beilstein Journal of Organic Chemistry The ''Beilstein Journal of Organic Chemistry'' is a peer-reviewed open-access scientific journal established in 2005. It is published by the Beilstein Institute for the Advancement of Chemical Sciences, a German non-profit foundation. The editor-in ...
2006, 2:11
the reaction proceeds at
room temperature Colloquially, "room temperature" is a range of air temperatures that most people prefer for indoor settings. It feels comfortable to a person when they are wearing typical indoor clothing. Human comfort can extend beyond this range depending on ...
, with 1 mole% catalyst loading in an
acetonitrile Acetonitrile, often abbreviated MeCN (methyl cyanide), is the chemical compound with the formula and structure . This colourless liquid is the simplest organic nitrile (hydrogen cyanide is a simpler nitrile, but the cyanide anion is not clas ...
-water solvent mixture. The first step is a
Knoevenagel condensation In organic chemistry, the Knoevenagel condensation () reaction is a type of chemical reaction named after German chemist Emil Knoevenagel. It is a modification of the aldol condensation. A Knoevenagel condensation is a nucleophilic addition o ...
between the barbituric acid and the aldehyde; the second step is a reverse electron-demand Diels-Alder reaction, which is a
multicomponent reaction In chemistry, a multi-component reaction (or MCR), sometimes referred to as a "Multi-component Assembly Process" (or MCAP), is a chemical reaction where three or more compounds react to form a single product. By definition, multicomponent reaction ...
of N,N'-dimethyl-
barbituric acid Barbituric acid or malonylurea or 6-hydroxyuracil is an organic compound based on a pyrimidine heterocyclic skeleton. It is an odorless powder soluble in water. Barbituric acid is the parent compound of barbiturate drugs, although barbituric acid ...
,
benzaldehyde Benzaldehyde (C6H5CHO) is an organic compound consisting of a benzene ring with a formyl substituent. It is the simplest aromatic aldehyde and one of the most industrially useful. It is a colorless liquid with a characteristic almond-like odor. ...
and
ethyl vinyl ether Ethyl vinyl ether is an organic compound with the chemical formula CH3CH2OCH=CH2. It is the simplest enol ether that is liquid at room temperature. It is used as a synthetic building block and a monomer. Preparation and reactions Ethyl vinyl e ...
. With the catalyst, the reported
chemical yield In chemistry, yield, also referred to as reaction yield, is a measure of the quantity of moles of a product formed in relation to the reactant consumed, obtained in a chemical reaction, usually expressed as a percentage. Yield is one of the pr ...
is 90% and the percentage
trans isomer Trans- is a Latin prefix meaning "across", "beyond", or "on the other side of". Used alone, trans may refer to: Arts, entertainment, and media * Trans (festival), a former festival in Belfast, Northern Ireland, United Kingdom * ''Trans'' (film ...
is 70%. Without the catalyst added, the yield drops to 65% with 50% trans product. :


References

{{Chlorides Chlorides Metal halides Indium compounds