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Reducing agent



 
 
A reducing agent (also called a reductant or reducer) is the element or compound in a redox
Redox

Redox describes all chemical reactions in which atoms have their oxidation number changed.This can be either a simple redox process such as the oxidation of carbon to yield carbon dioxide or the reduction of carbon by hydrogen to yield methane , or it can be a complex process such as the oxidation of sugar in the human body through a ser...
 (reduction-oxidation) reaction (see electrochemistry
Electrochemistry

Electrochemistry is a branch of chemistry that studies chemical reactions which take place in a solution at the interface of an electron Electrical conductor and an ionic conductor , and which involve electron transfer between the electrode and the electrolyte or species in solution....
) that reduces another species
Chemical species

Chemical species are atoms, molecules, molecular fragments, ions, etc., as entities being subjected to a chemical process or to a measurement. Generally, a chemical species can be defined as an ensemble of chemically identical molecular entity that can explore the same set of molecular energy levels on a characteristic or delineated time scal...
. In doing so, it becomes oxidized, and is therefore the electron donor
Electron donor

An electron donor is a chemical entity that donates electrons to another compound. It is a reducing agent that, by virtue of its donating electrons, is itself oxidized in the process....
 in the redox. For example consider the following reaction:

[Fe(CN)6]4- + 1/2 Cl2 ? [Fe(CN)6]3- + Cl-
The reducing agent in this reaction is ferrocyanide
Ferrocyanide

Ferrocyanide is the name of the anion Iron64-. In aqueous solutions, this coordination complex is relatively unreactive. It is usually available as the potassium salt potassium ferrocyanide, which has the formula K4Fe6....
: it donates an electron, converting to ferricyanide
Ferricyanide

Ferricyanide is the name for the anion [Fe6]3-. Its systematic name is hexacyanoferrate ion. The most common salt of this anion is potassium ferricyanide, a red crystalline material that is used as an oxidant in organic chemistry....
, simultaneous with the reduction of chlorine
Chlorine

Chlorine...
 to chloride
Chloride

The chloride ion is formed when the chemical element chlorine picks up one electron to form an anion Cl−....
.

In organic chemistry
Organic chemistry

Organic chemistry is a discipline within chemistry which involves the science study of the structure, properties, composition, chemical reaction, and preparation of chemical compounds that contain carbon....
, reduction refers to the addition of hydrogen to a molecule.






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A reducing agent (also called a reductant or reducer) is the element or compound in a redox
Redox

Redox describes all chemical reactions in which atoms have their oxidation number changed.This can be either a simple redox process such as the oxidation of carbon to yield carbon dioxide or the reduction of carbon by hydrogen to yield methane , or it can be a complex process such as the oxidation of sugar in the human body through a ser...
 (reduction-oxidation) reaction (see electrochemistry
Electrochemistry

Electrochemistry is a branch of chemistry that studies chemical reactions which take place in a solution at the interface of an electron Electrical conductor and an ionic conductor , and which involve electron transfer between the electrode and the electrolyte or species in solution....
) that reduces another species
Chemical species

Chemical species are atoms, molecules, molecular fragments, ions, etc., as entities being subjected to a chemical process or to a measurement. Generally, a chemical species can be defined as an ensemble of chemically identical molecular entity that can explore the same set of molecular energy levels on a characteristic or delineated time scal...
. In doing so, it becomes oxidized, and is therefore the electron donor
Electron donor

An electron donor is a chemical entity that donates electrons to another compound. It is a reducing agent that, by virtue of its donating electrons, is itself oxidized in the process....
 in the redox. For example consider the following reaction:

[Fe(CN)6]4- + 1/2 Cl2 ? [Fe(CN)6]3- + Cl-
The reducing agent in this reaction is ferrocyanide
Ferrocyanide

Ferrocyanide is the name of the anion Iron64-. In aqueous solutions, this coordination complex is relatively unreactive. It is usually available as the potassium salt potassium ferrocyanide, which has the formula K4Fe6....
: it donates an electron, converting to ferricyanide
Ferricyanide

Ferricyanide is the name for the anion [Fe6]3-. Its systematic name is hexacyanoferrate ion. The most common salt of this anion is potassium ferricyanide, a red crystalline material that is used as an oxidant in organic chemistry....
, simultaneous with the reduction of chlorine
Chlorine

Chlorine...
 to chloride
Chloride

The chloride ion is formed when the chemical element chlorine picks up one electron to form an anion Cl−....
.

In organic chemistry
Organic chemistry

Organic chemistry is a discipline within chemistry which involves the science study of the structure, properties, composition, chemical reaction, and preparation of chemical compounds that contain carbon....
, reduction refers to the addition of hydrogen to a molecule. For example, benzene
Benzene

Benzene, or benzol, is an organic compound chemical compound and a known carcinogen with the molecular formula Carbon6Hydrogen6....
 is reduced to cyclohexane
Cyclohexane

Cyclohexane is a cycloalkane with the molecular formula Carbon6Hydrogen12. Cyclohexane is used as a nonpolar solvent for the chemical industry, and also as a raw material for the industrial production of adipic acid and caprolactam, both of which are intermediates used in the production of nylon....
 in the presence of a platinum catalyst:
C6H6 + 3 H2 ? C6H12
In organic chemistry, good reducing agents are reagents that deliver H2.

What makes a strong reducing agent?

Strong reducing agents easily lose (or donate) electrons. Atoms with relatively large atomic radii tend to be better reductants. In such species, the distance from the nucleus to the valence electron
Valence electron

In science, valence electrons are the electrons contained in the outermost, or valence, electron shell of an atom. Valence electrons are important in determining how an chemical element reacts chemically with other elements: The fewer valence electrons an atom holds, the less reactivity it becomes and the more likely it is to chemical rea...
s is so long that these electrons are not strongly attracted. These elements tend to be strong reducing agents. Good reducing agents tend to consist of atoms with a low electronegativity
Electronegativity

Electronegativity, symbol χ, is a chemical property that describes the ability of an atom to attract electrons towards itself in a covalent bond....
, the ability of an atom or molecule to attract bonding electrons1, and relatively small ionization energies serve as good reducing agents too. "The measure of a material to oxidize or lose electrons is known as its oxidation potential"2. The table below shows a few reduction potentials that could easily be changed to oxidation potential by simply changing the sign. Reducing agents can be ranked by increasing strength by ranking their oxidation potentials. The reducing agent will be the strongest when it has a more positive oxidation potential and will be a weak reducing agent whenever it has a negative oxidation potential. The following table provides the reduction potentials of the indicated reducing agent at 25° C. Also remember the useful mnemonic devices, "OIL RIG," which means Oxidation Is Loss (of electrons) and Reduction Is Gain (of electrons), or "LEO the lion says GER," which means Loss of Electrons is Oxidation and Gain of Electrons is Reduction.

















Oxidizing AgentReducing AgentReduction Potential (v)
Li+ + e- =Li-3.04
Na+ + e- =Na-2.71
Mg2+ + 2e- =Mg-2.38
Al3+ + 3e- =Al-1.66
2H2O(l) + 2e- = H2(g) + 2OH - -0.83
Cr3+ + 3e- =Cr-0.74
Fe2+ + 2e- =Fe-0.41
2H+ + e- =H20.00
Sn4+ + 2e- =Sn2++0.15
Cu2+ + e- =Cu++0.16
Ag+ + e- =Ag+0.80
Br2 + 2e- =2Br-+1.07
Cl2 + 2e- =2Cl-+1.36
MnO42- + 8H+ + 5e- =Mn2+ + 4H2O+1.49


In order to tell which is the strongest reducing agent, change the sign of its respective reduction potential in order to make it oxidation potential. The bigger the number the stronger a reducing agent it is.

For example if one were to list Cu, Cl-, Na and Cr in order, one would get their reduction potential, change the sign to make it oxidation potential and list them from greatest to least. One will get Na, Cr, Cu and Cl-; Na being the strongest reducing agent and Cl- being the weakest one.

A few good common reducing agents include active metals such as potassium, calcium, barium, sodium and magnesium and also, compounds that contain the H- ion, those being NaH, LiAlH4 and CaH2.

Also, some elements and compounds can be both reducing or oxidizing agent
Oxidizing agent

An oxidizing agent can be defined as either:#a chemical compound that readily transfers oxygen atoms, or#a substance that gains electrons in a redox chemical reaction...
s. Hydrogen gas is a reducing agent when it reacts with non-metals and an oxidizing agent when it reacts with metals.

2Li(s) + H2(g) -->2LiH(s) hydrogen acts as an oxidizing agent because it accepts an electron donation from lithium, which causes Li to be oxidized.

Half Reactions 2Li(s)0 -->2Li(s)+1 + 2e-: H20(g) + 2e- --> 2H-1(g)

H2(g) + F2(g) --> 2HF(g) hydrogen acts as a reducing agent because it donates its electrons to fluorine, which allows fluorine to be reduced.

Half Reactions H20(g) --> 2H+1(g) + 2e-: F20(g) + 2e- --> 2F-1(g)

Importance of reducing and oxidizing agents

Reducing agents and oxidizing agents are the ones responsible for corrosion
Corrosion

Corrosion means the breaking down of essential properties in a material due to chemical reactions with its surroundings. In the most common use of the word, this means a loss of electrons of metals reacting with water and oxygen....
, which is the “degradation of metals as a result of electrochemical activity”3. Corrosion requires an anode
Anode

An anode is an electrode through which electric charge flows into a polarized electrical device. Mnemonic: ACID . Electrons flow in the opposite direction to the positive electric current....
 and cathode
Cathode

A cathode is an electrode through which electric charge flows out of a polarized electrical device. Mnemonic: CCD .From an electrochemical point of view, positively charged ion invariably move toward the cathode and/or negatively charged ion move away from it to balance the electrons arriving from external circuitry....
 to take place. The anode is an element that loses electrons (reducing agent), thus oxidation always occurs in the anode, and the cathode is an element that gains electrons (oxidizing agent), thus reduction always occurs in the cathode. Corrosion occurs whenever there’s a difference in oxidation potential. When this is present, the anode metal will begin deteriorating given that there is an electrical connection and the presence of an electrolyte
Electrolyte

An electrolyte is any substance containing free ions that behaves as an electrical conductor medium. Because they generally consist of ions in solution, electrolytes are also known as ionic solutions, but molten electrolytes and solid electrolytes are also possible....
.

Example of redox reaction

The formation of iron(III) oxide;
4Fe + 3O2 ? 2Fe2O3


In the above equation, the Iron
Iron

Iron is a chemical element with the symbol Fe and atomic number 26. Iron is a Group 8 element and period 4 element. Iron is lustrous and silvery in color....
 (Fe) has an oxidation number of 0 before and 3+ after the reaction. For oxygen
Oxygen

Oxygen no O2 produced; 2) O2 produced, but absorbed in oceans & seabed rock; 3) O2 starts to gas out of the oceans, but is absorbed by land surfaces and formation of ozone layer; 4-5) O2 sinks filled and the gas accumulates]]...
 (O) the oxidation number began as 0 and decreased to 2−. These changes can be viewed as two "half-reaction
Half-reaction

A half reaction is either the oxidation or reduction reaction component of a redox reaction. A half reaction is obtained by considering the change in oxidation states of individual substances involved in the redox reaction....
s" that occur concurrently:

  1. Oxidation Half Reaction: Fe0 ? Fe3+ + 3e
  2. Reduction Half Reaction: O2 + 4e ? 2 O2−


Iron III (Fe) has been oxidized because the oxidation number increased and is the reducing agent because it gave electrons to the oxygen (O). Oxygen (O) has been reduced because the oxidation number has decreased and is the oxidizing agent because it took electrons from iron (Fe)

Common reducing agents

  • Ferrous ion
    Ferrous

    Ferrous, in chemical science, indicates a bivalent iron compound , as opposed to ferric, which indicates a trivalent iron compound .Outside of chemical science, ferrous is an adjective used to indicate the presence of iron....
  • Lithium aluminium hydride
    Lithium aluminium hydride

    Lithium aluminium hydride , commonly abbreviated to LAH, is a reducing agent used in organic synthesis. It is more powerful than the related reagent sodium borohydride due to the weaker Al-H bond compared to the B-H bond....
     (LiAlH4)
  • Nascent hydrogen
    Nascent hydrogen

    H atoms, also called nascent hydrogen or atomic hydrogen, are claimed to exist transiently but long enough to effect chemical reactions. According to one claim, nascent hydrogen is generated in situ usually by the reaction of zinc with an acid, or by electrolysis at the cathode....
  • Sodium amalgam
    Sodium amalgam

    Sodium amalgam, commonly denoted Na, is an amalgam, or alloy of mercury , with sodium metal. When metallic sodium is dissolved in mercury, it reacts exothermically to produce the intermetallic compound NaHg2, with enough heat to cause localised boiling of the mercury....
  • Sodium borohydride
    Sodium borohydride

    Sodium borohydride, also known as sodium tetrahydroborate, has the chemical formula sodiumboronhydrogen4. This white solid, usually encountered as a powder, is a specialty reducing agent used in the manufacture of Pharmacologys and other organic and inorganic compounds....
     (NaBH4)
  • Stannous ion
  • Sulfite
    Sulfite

    Sulfites are chemical compound that contain the sulfite ion sulfuroxygen32- ....
     compounds
  • Hydrazine
    Hydrazine

    Hydrazine is a chemical compound with the chemical formula N2H4. It is a colourless liquid with an ammonia-like odor and is derived from the same industrial chemistry processes that manufacture ammonia....
     (Wolff-Kishner reduction
    Wolff-Kishner reduction

    The Wolff-Kishner reduction is a chemical reaction that fully redox a ketone to an alkane.The method originally involved heating the hydrazone with sodium ethoxide in a sealed vessel at about 200 ?C....
    )
  • Zinc-mercury amalgam (Zn(Hg)) (Clemmensen reduction
    Clemmensen reduction

    The Clemmensen reduction is a chemical reaction described as a redox of ketones to alkanes using zinc amalgam and hydrochloric acid. This reaction is named after Erik Christian Clemmensen, a Danish chemist....
    )
  • Diisobutylaluminum hydride (DIBAH)
  • Lindlar catalyst
    Lindlar catalyst

    A Lindlar catalyst is a heterogeneous catalyst that consists of palladium deposited on calcium carbonate and treated with various forms of lead....
  • Oxalic acid
    Oxalic acid

    Oxalic acid is the chemical compound with the chemical formula H2C2O4. This dicarboxylic acid is better described with the formula HOOCCOOH....
     (C2H2O4)
  • Formic acid
    Formic acid

    Formic acid is the simplest carboxylic acid. Its formula is hydrogencarbonoxygenOH or CH2O2. It is an important intermediate in chemical synthesis and occurs naturally, most notably in the venom of bee and ant stingers....
     (HCOOH)


Common reducing agents and their products







AgentProduct
H2 Hydrogen
Hydrogen

Hydrogen is the chemical element with atomic number 1. It is represented by the chemical symbol H. At standard temperature and pressure, hydrogen is a colorless, odorless, nonmetallic, tasteless, highly combustion and explosive Diatomic molecule gas with the molecular formula H2....
H+, H2O
metalsmetal ions
CCO2 carbon dioxide
Carbon dioxide

Carbon dioxide is a chemical compound composed of two oxygen atoms covalent bond to a single carbon atom. It is a gas at standard temperature and pressure and exists in Earth's atmosphere in this state....
hydrocarbonsCO2 carbon dioxide
Carbon dioxide

Carbon dioxide is a chemical compound composed of two oxygen atoms covalent bond to a single carbon atom. It is a gas at standard temperature and pressure and exists in Earth's atmosphere in this state....
, H2O


See also

  • Organic reduction
  • Oxidizing agent
    Oxidizing agent

    An oxidizing agent can be defined as either:#a chemical compound that readily transfers oxygen atoms, or#a substance that gains electrons in a redox chemical reaction...
  • electronegativity
    Electronegativity

    Electronegativity, symbol χ, is a chemical property that describes the ability of an atom to attract electrons towards itself in a covalent bond....
  • electrochemistry
    Electrochemistry

    Electrochemistry is a branch of chemistry that studies chemical reactions which take place in a solution at the interface of an electron Electrical conductor and an ionic conductor , and which involve electron transfer between the electrode and the electrolyte or species in solution....
  • corrosion
    Corrosion

    Corrosion means the breaking down of essential properties in a material due to chemical reactions with its surroundings. In the most common use of the word, this means a loss of electrons of metals reacting with water and oxygen....
  • electrolyte
    Electrolyte

    An electrolyte is any substance containing free ions that behaves as an electrical conductor medium. Because they generally consist of ions in solution, electrolytes are also known as ionic solutions, but molten electrolytes and solid electrolytes are also possible....


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