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An aldehyde.-R is the group attached to the aldehyde group.
An aldehyde.
-R is the group attached to the aldehyde group.

An aldehyde is an organic compound containing a terminal carbonyl group. In Organic chemistry, a carbonyl group is a Functional group composed of a Carbon Atom double-bonded to an Oxygen This functional group, which consists of a carbon atom bonded to a hydrogen atom and double-bonded to an oxygen atom (chemical formula O=CH-), is called the aldehyde group. In Organic chemistry, functional groups are specific groups of Atoms within Molecules that are responsible for the characteristic Chemical reactions Carbon (kɑɹbən is a Chemical element with the symbol C and its Atomic number is 6 Hydrogen (ˈhaɪdrədʒən is the Chemical element with Atomic number 1 Oxygen (from the Greek roots ὀξύς (oxys (acid literally "sharp" from the taste of acids and -γενής (-genēs (producer literally begetteris the The aldehyde group is also called the formyl or methanoyl group.

The word aldehyde seems to have arisen from alcohol dehydrogenated. In the past, aldehydes were sometimes named after the corresponding alcohols, for example, vinous aldehyde for acetaldehyde. In Chemistry, an alcohol is any Organic compound in which a Hydroxyl group ( - O[[hydrogen H]]) is bound to a Carbon Acetaldehyde, sometimes known as ethanal, is an organic chemical compound with the formula C[[Hydrogen H]]3CH O or MeCHO (Vinous is from Latin vinum = wine, the traditional source of ethanol; compare vinyl. Latin ( lingua Latīna, laˈtiːna is an Italic language, historically spoken in Latium and Ancient Rome. A vinyl compound is any Organic compound that contains a vinyl group (also called ethenyl) &minus C[[Hydrogen H]] =CH sub>2 )

The aldehyde group is polar. "Polar molecule" and "Non-polar" redirect here Oxygen, more electronegative than carbon, pulls the electrons in the carbon-oxygen bond towards itself, creating an electron deficiency at the carbon atom. Oxygen (from the Greek roots ὀξύς (oxys (acid literally "sharp" from the taste of acids and -γενής (-genēs (producer literally begetteris the " Electronegativity " is the opposite of " Electropositivity," which describes an element's ability to donate electrons A carbon-oxygen bond is a Covalent bond between Carbon and Oxygen and one of the most abundant in Organic chemistry and Biochemistry

Owing to resonance stabilization of the conjugate base, an α-hydrogen in an aldehyde is more acidic than a hydrogen atom in an alkane, with a typical pKa of 17. The alpha carbon in Organic chemistry refers to the first carbon that attaches to a Functional group (the carbon is attached at the first or alpha position

Contents

Nomenclature

IUPAC names for aldehydes

Examples of IUPAC nomenclature for aldehydes.
Examples of IUPAC nomenclature for aldehydes.

IUPAC prescribes the following nomenclature for aldehydes:[1][2][3]

  1. Acyclic aliphatic aldehydes are named as derivatives of the longest carbon chain containing the aldehyde group. The International Union of Pure and Applied Chemistry ( IUPAC) (aɪjuːpæk or ay-yoo-pec) is an international Non-governmental organization In Organic chemistry, compounds composed of Carbon and Hydrogen are divided into two classes Aromatic compounds which contain Benzene rings Thus, HCHO is named as a derivative of methane, and CH3CH2CH2CHO is named as a derivative of butane. The name is formed by changing the suffix -e of the parent alkane to -al, so that HCHO is named methanal, and CH3CH2CH2CHO is named butanal. Alkanes, also known as Paraffins are Chemical compounds that consist only of the elements Carbon (C and Hydrogen (H (i Formaldehyde is a Chemical compound with the formula H2CO It is the simplest Aldehyde —an organic compound containing a terminal Carbonyl Butyraldehyde, also known as butanal, is an Organic compound that is the Aldehyde analog of Butane as well as an isomer of Butanone
  2. In other cases, such as when a -CHO group is attached to a ring, the suffix -carbaldehyde may be used. Thus, C6H11CHO is known as cyclohexanecarbaldehyde. If the presence of another functional group demands the use of a suffix, the aldehyde group is named with the prefix formyl-. This prefix is preferred to methanoyl-.
  3. If the compound is a natural product or a carboxylic acid, the prefix oxo- may be used to indicate which carbon atom is part of the aldehyde group; for example, CHOCH2COOH is named 3-oxopropanoic acid.
  4. If replacing the aldehyde group with a carboxyl (-COOH) group would yield a carboxylic acid with a trivial name, the aldehyde may be named by replacing the suffix -ic acid or -oic acid in this trivial name by -aldehyde. For example:
  • HCHO may be called formaldehyde. Formaldehyde is a Chemical compound with the formula H2CO It is the simplest Aldehyde —an organic compound containing a terminal Carbonyl
  • CH3CHO may be called acetaldehyde. Acetaldehyde, sometimes known as ethanal, is an organic chemical compound with the formula C[[Hydrogen H]]3CH O or MeCHO
  • C6H5CHO may be called benzaldehyde. Benzaldehyde (C6H5CHO is a chemical compound consisting of a Benzene ring with an Aldehyde substituent

Other nomenclature

The carbon atom adjacent to a carbonyl group is called the α carbon. Carbon atoms further away from the group may be named β for the carbon atom bonded to the α carbon, γ for the next, and so on. Hydrogen atoms bonded to these carbon atoms are named likewise: an α hydrogen is a hydrogen atom bonded to the α carbon and so on.

A reaction that introduces an aldehyde group is known as a formylation reaction. A formylation reaction in Organic chemistry is the catch-all name for any Organic reaction in which an Organic compound is functionalized with a Formyl

Chemistry

Synthesis

There are several methods for preparing aldehydes:

CH3CH2CH2OH —→ CH3CH2CHO
Image:Oxidation of pentan-1-ol to pentanal.svg

Keto-enol tautomerism

Aldehydes can exist in either the keto or enol tautomers. The McFadyen-Stevens reaction is a Chemical reaction best described as a base-catalyzed thermal decomposition of acylsulfonylhydrazides to Aldehydes Dudman Enols (also known as alkenols) are Alkenes with a Hydroxyl group affixed to one of the carbon atoms composing the Double bond. Tautomers are Organic compounds that are interconvertible by a Chemical reaction called tautomerization. Keto-enol tautomerism is catalyzed by either acid or base. In Organic chemistry, keto-enol Tautomerism refers to a Chemical equilibrium between a keto form (a Ketone or an Aldehyde

Common reactions

Reduction and oxidation

Nucleophilic addition reactions

In nucleophilic addition reactions a nucleophile can add to the carbon atom in the carbonyl group, yielding an addition compound in which this carbon atom has tetrahedral molecular geometry. In Chemistry, a nucleophile (literally nucleus lover as in nucleus and phile) is a Reagent that forms a Chemical bond to In a Tetrahedral molecular geometry a central Atom is located at the center with four Substituents that are located at the corners of a Tetrahedron. Together with protonation of the oxygen atom in the carbonyl group (which can take place either before or after addition); this yields a product where the carbon atom in the carbonyl group is bonded to the nucleophile, a hydrogen atom, and a hydroxyl group.

In many cases, a water molecule is removed after the addition takes place; in this case, the reaction is classed as an addition-elimination or addition-condensation reaction. An addition reaction, in Chemistry, is in its simplest terms an Organic reaction where two or more molecules combine to form a larger one An elimination reaction is a type of Organic reaction in which two Substituents are removed from a molecule in either a one or two-step mechanism. An addition reaction, in Chemistry, is in its simplest terms an Organic reaction where two or more molecules combine to form a larger one A condensation reaction is a Chemical reaction in which two Molecules or moieties ( Functional groups) combine to form one single molecule together with

There are various examples of nucleophilic addition reactions.

More complex reactions

Examples of aldehydes

Related compounds

Other kinds of organic compounds containing carbonyl groups include

References

  1. ^ Short Summary of IUPAC Nomenclature of Organic Compounds, web page, University of Wisconsin Colleges, accessed on line August 4, 2007. Formaldehyde is a Chemical compound with the formula H2CO It is the simplest Aldehyde —an organic compound containing a terminal Carbonyl Acetaldehyde, sometimes known as ethanal, is an organic chemical compound with the formula C[[Hydrogen H]]3CH O or MeCHO Propionaldehyde or propanal is the Organic compound with the formula CH3CH2CHO Butyraldehyde, also known as butanal, is an Organic compound that is the Aldehyde analog of Butane as well as an isomer of Butanone Glucose (Glc a Monosaccharide (or simple Sugar) also known as grape sugar, is an important Carbohydrate in Biology. Benzaldehyde (C6H5CHO is a chemical compound consisting of a Benzene ring with an Aldehyde substituent Cinnamic aldehyde or cinnamaldehyde (more precisely trans -cinnamaldehyde, the only naturally-occurring form is the Chemical compound that In Organic chemistry, a carbonyl group is a Functional group composed of a Carbon Atom double-bonded to an Oxygen A ketone (pronounced as key tone) is either the Functional group characterized by a Carbonyl group (O=C linked to two other Carbon atoms or Carboxylic acids are Organic acids characterized by the presence of a Carboxyl group, which has the formula -C(=OOH usually written -COOH or -CO2H In Chemistry, an amide is one of three kinds of Compounds (sometimes called acid amide the organic Functional group characterized Events 70 - The Destruction of the Second Temple in Jerusalem by the Romans. Year 2007 ( MMVII) was a Common year starting on Monday of the Gregorian calendar in the 21st century.
  2. ^ §R-5.6.1, Aldehydes, thioaldehydes, and their analogues, A Guide to IUPAC Nomenclature of Organic Compounds: recommendations 1993, IUPAC, Commission on Nomenclature of Organic Chemistry, Blackwell Scientific, 1993.
  3. ^ §R-5.7.1, Carboxylic acids, A Guide to IUPAC Nomenclature of Organic Compounds: recommendations 1993, IUPAC, Commission on Nomenclature of Organic Chemistry, Blackwell Scientific, 1993.
  4. ^ Called Corey-Gilman-Ganem oxidation: New methods for the oxidation of aldehydes to carboxylic acids and esters Elias J. Corey, Norman W. Elias James Corey (born July 12, 1928) is an American organic chemist. Gilman, and B. E. Ganem J. Am. Chem. Soc. 1968; 90(20) pp 5616 - 5617; doi:10.1021/ja01022a059
The Journal of the American Chemical Society (usually abbreviated as J A digital object identifier ( DOI) is a permanent identifier given to an Electronic document.

Dictionary

aldehyde

-noun

  1. (organic chemistry) Any of a large class of reactive organic compounds (R·CHO) having a carbonyl functional group attached to one hydrocarbon radical and a hydrogen atom.
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