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Hydration reaction

 

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Hydration reaction



 
 
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....
, a hydration reaction is a chemical reaction
Chemical reaction

A chemical reaction is a process that always results in the interconversion of chemical substances. The substance or substances initially involved in a chemical reaction are called reactants....
 in which a hydroxyl
Hydroxyl

Hydroxyl in chemistry stands for a molecule consisting of an oxygen atom and a hydrogen atom connected by a covalent bond. The neutral form is a hydroxyl Radical and the hydroxyl anion is called a hydroxide....
 group (OH-) and a 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....
 cation (an acid
Acid

An acid is traditionally considered any chemical compound that, when dissolved in water, gives a solution with a hydrogen ion Activity greater than in pure water, i.e....
ic proton
Proton

The proton is a subatomic particle with an electric charge of +1 elementary charge. It is found in the nucleus of each atom but is also stable by itself and has a second identity as the hydrogen ion, H+....
) are added to the two carbon
Carbon

Carbon is a chemical element with chemical symbol C and atomic number 6. As a member of group 14 on the periodic table, it is nonmetallic and tetravalence?making four electrons available to form covalent bond chemical bonds....
 atom
Atom

|-! bgcolor=gray | Properties|-||}The atom is a basic unit of matter consisting of a dense, central atomic nucleus surrounded by a electron cloud of electric charge electrons....
s bond
Covalent bond

A covalent bond is a form of chemical bonding that is characterized by the sharing of pairs of electrons between atoms, or between atoms and other covalent bonds....
ed together in the carbon-carbon double bond which makes up an alkene
Alkene

In organic chemistry, an alkene, olefin, or olefine is an Saturation chemical compound containing at least one carbon-to-carbon double bond....
 functional group
Functional group

In organic chemistry, functional groups are specific groups of atoms within molecules that are responsible for the characteristic chemical reactions of those molecules....
. The reaction usually runs in a strong acidic, aqueous solution
Solution

In chemistry, a solution is a homogeneous mixture composed of two or more substances. In such a mixture, a solute is dissolved in another substance, known as a solvent....
. Hydration differs from hydrolysis
Hydrolysis

Hydrolysis is a chemical reaction during which one or more water are split into hydrogen and hydroxide ions which may go on to participate in further reactions....
 in that hydrolysis cleaves the non-water component in two. Hydration leaves the non-water component intact.

The general chemical equation
Chemical equation

A chemical equation may be described as a chemical reaction or a means of writing out and describing such a phenomenon. The coefficients next to the symbols and formulae of entities are the absolute values of the stoichiometric coefficient....
 of the reaction is the following:

RRC=CH2 in H2O/acid → RRC-CH2-OH


In the first step, the acidic proton bonds to the less substituted carbon of the double bond following Markovnikov's rule
Markovnikov's rule

In organic chemistry, Markovnikov's rule or Markownikoff's rule is an observation based on Zaitsev's rule. It was formulated by the Russian chemist Vladimir Vasilevich Markovnikov in 1870 ....
.






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Encyclopedia


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....
, a hydration reaction is a chemical reaction
Chemical reaction

A chemical reaction is a process that always results in the interconversion of chemical substances. The substance or substances initially involved in a chemical reaction are called reactants....
 in which a hydroxyl
Hydroxyl

Hydroxyl in chemistry stands for a molecule consisting of an oxygen atom and a hydrogen atom connected by a covalent bond. The neutral form is a hydroxyl Radical and the hydroxyl anion is called a hydroxide....
 group (OH-) and a 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....
 cation (an acid
Acid

An acid is traditionally considered any chemical compound that, when dissolved in water, gives a solution with a hydrogen ion Activity greater than in pure water, i.e....
ic proton
Proton

The proton is a subatomic particle with an electric charge of +1 elementary charge. It is found in the nucleus of each atom but is also stable by itself and has a second identity as the hydrogen ion, H+....
) are added to the two carbon
Carbon

Carbon is a chemical element with chemical symbol C and atomic number 6. As a member of group 14 on the periodic table, it is nonmetallic and tetravalence?making four electrons available to form covalent bond chemical bonds....
 atom
Atom

|-! bgcolor=gray | Properties|-||}The atom is a basic unit of matter consisting of a dense, central atomic nucleus surrounded by a electron cloud of electric charge electrons....
s bond
Covalent bond

A covalent bond is a form of chemical bonding that is characterized by the sharing of pairs of electrons between atoms, or between atoms and other covalent bonds....
ed together in the carbon-carbon double bond which makes up an alkene
Alkene

In organic chemistry, an alkene, olefin, or olefine is an Saturation chemical compound containing at least one carbon-to-carbon double bond....
 functional group
Functional group

In organic chemistry, functional groups are specific groups of atoms within molecules that are responsible for the characteristic chemical reactions of those molecules....
. The reaction usually runs in a strong acidic, aqueous solution
Solution

In chemistry, a solution is a homogeneous mixture composed of two or more substances. In such a mixture, a solute is dissolved in another substance, known as a solvent....
. Hydration differs from hydrolysis
Hydrolysis

Hydrolysis is a chemical reaction during which one or more water are split into hydrogen and hydroxide ions which may go on to participate in further reactions....
 in that hydrolysis cleaves the non-water component in two. Hydration leaves the non-water component intact.

The general chemical equation
Chemical equation

A chemical equation may be described as a chemical reaction or a means of writing out and describing such a phenomenon. The coefficients next to the symbols and formulae of entities are the absolute values of the stoichiometric coefficient....
 of the reaction is the following:

RRC=CH2 in H2O/acid → RRC-CH2-OH


In the first step, the acidic proton bonds to the less substituted carbon of the double bond following Markovnikov's rule
Markovnikov's rule

In organic chemistry, Markovnikov's rule or Markownikoff's rule is an observation based on Zaitsev's rule. It was formulated by the Russian chemist Vladimir Vasilevich Markovnikov in 1870 ....
. In the second step an H2O molecule
Molecule

In chemistry, a molecule is defined as a sufficiently stable, electric charge neutral group of at least two atoms in a definite arrangement held together by very strong chemical bonds....
 bonds to the other, more highly substituted carbon. The oxygen atom at this point has three bonds and carries a positive charge. Another water molecule comes along and takes up the extra proton.

When carried out in the laboratory, this reaction tends to yield many undesirable side products and in its simple form described here is not considered very useful for the production of alcohol.

Conceptually similar reactions include:
  • hydroamination
    Hydroamination

    The hydroamination reaction is the addition of an N-H bond across the C=C or C=C bonds of an alkene or alkyne. This is a highly atom economy method of preparing substituted amines that are attractive targets for organic synthesis and the pharmaceutical industry ....
  • hydroalkoxylation
  • hydrosilylation
    Hydrosilylation

    Hydrosilylation, also called catalytic hydrosilation, describes the addition of Si-H bonds across unsaturated bonds. Ordinarily the reaction is conducted catalytically and usually the substrates are unsaturated organic compounds....
  • hydrohalogenation
    Hydrohalogenation

    A hydrohalogenation reaction is the electrophilic addition of hydrohalic acids like hydrogen chloride or hydrogen bromide to alkenes to yield the corresponding haloalkanes ....


Mechanism

This is an example reaction mechanism of the hydration of 1-methylcyclohexene to 1-methylcyclohexanol.


See also

  • Dehydration reaction
    Dehydration reaction

    In chemistry, a dehydration reaction is usually defined as a chemical reaction that involves the loss of water from the reacting molecule. Dehydration reactions are a subset of elimination reactions....