Alkoxy group

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Alkoxy groups Alkoxy group.svg
Alkoxy groups
Aryloxy groups Aryloxygruppe structural formulae v.1.png
Aryloxy groups

In chemistry, the alkoxy group is an alkyl group which is singularly bonded to oxygen; thus R−O. The range of alkoxy groups is vast, the simplest being methoxy (CH3O−). [1] An ethoxy group (CH3CH2O−) is found in the organic compound ethyl phenyl ether (C6H5OCH2CH3, also known as ethoxybenzene).

Related to alkoxy groups are aryloxy groups, which have an aryl group singularly bonded to oxygen such as the phenoxy group (C6H5O−).

An alkoxy or aryloxy group bonded to an alkyl or aryl (R−O−R') is an ether. If bonded to H it is an alcohol.

An alkoxide can refer to salts of alcohols, and they are ionic compounds containing an alkoxide ions RO; it is a derivative of an alcohol where the hydrogen of the –OH group is replaced by a metal, [2] for example sodium salt of ethanol (CH3CH2OH) is sodium ethoxide, containing ethoxide anions CH3CH2O and sodium cations Na+.

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In chemistry, an alcohol is a type of organic compound that carries at least one hydroxyl functional group bound to a saturated carbon atom. Alcohols range from the simple, like methanol and ethanol, to complex, like sucrose and cholesterol. The presence of an OH group strongly modifies the properties of hydrocarbons, conferring hydrophilic (water-loving) properties. The OH group provides a site at which many reactions can occur.

<span class="mw-page-title-main">Ether</span> Organic compounds made of alkyl/aryl groups bound to oxygen (R–O–R)

In organic chemistry, ethers are a class of compounds that contain an ether group—an oxygen atom connected to two alkyl or aryl groups. They have the general formula R−O−R′, where R and R′ represent the alkyl or aryl groups. Ethers can again be classified into two varieties: if the alkyl or aryl groups are the same on both sides of the oxygen atom, then it is a simple or symmetrical ether, whereas if they are different, the ethers are called mixed or unsymmetrical ethers. A typical example of the first group is the solvent and anaesthetic diethyl ether, commonly referred to simply as "ether". Ethers are common in organic chemistry and even more prevalent in biochemistry, as they are common linkages in carbohydrates and lignin.

<span class="mw-page-title-main">Ester</span> Compound derived from an acid

In chemistry, an ester is a compound derived from an acid in which the hydrogen atom (H) of at least one acidic hydroxyl group of that acid is replaced by an organyl group. Analogues derived from oxygen replaced by other chalcogens belong to the ester category as well. According to some authors, organyl derivatives of acidic hydrogen of other acids are esters as well, but not according to the IUPAC.

<span class="mw-page-title-main">Ketone</span> Organic compounds of the form >C=O

In organic chemistry, a ketone is a functional group with the structure R−C(=O)−R', where R and R' can be a variety of carbon-containing substituents. Ketones contain a carbonyl group −C(=O)−. The simplest ketone is acetone, with the formula (CH3)2CO. Many ketones are of great importance in biology and in industry. Examples include many sugars (ketoses), many steroids, and the solvent acetone.

<span class="mw-page-title-main">Phenols</span> Chemical compounds in which hydroxyl group is attached directly to an aromatic ring

In organic chemistry, phenols, sometimes called phenolics, are a class of chemical compounds consisting of one or more hydroxyl groups (−OH) bonded directly to an aromatic hydrocarbon group. The simplest is phenol, C
6
H
5
OH
. Phenolic compounds are classified as simple phenols or polyphenols based on the number of phenol units in the molecule.

<span class="mw-page-title-main">Williamson ether synthesis</span> Method for preparing ethers

The Williamson ether synthesis is an organic reaction, forming an ether from an organohalide and a deprotonated alcohol (alkoxide). This reaction was developed by Alexander Williamson in 1850. Typically it involves the reaction of an alkoxide ion with a primary alkyl halide via an SN2 reaction. This reaction is important in the history of organic chemistry because it helped prove the structure of ethers.

<span class="mw-page-title-main">Victor Grignard</span> French chemist (1871–1935)

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<span class="mw-page-title-main">Methoxy group</span> Chemical group (–OCH3)

In organic chemistry, a methoxy group is the functional group consisting of a methyl group bound to oxygen. This alkoxy group has the formula R−O−CH3.

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<span class="mw-page-title-main">Sodium ethoxide</span> Ionic compound made of a C2H5–O anion and a sodium cation

Sodium ethoxide, also referred to as sodium ethylate, is the ionic, organic compound with the formula C2H5ONa, or NaOEt. It is a white solid, although impure samples appear yellow or brown. It dissolves in polar solvents such as ethanol. It is commonly used as a strong base.

<span class="mw-page-title-main">Thiophenol</span> Chemical compound

Thiophenol is an organosulfur compound with the formula C6H5SH, sometimes abbreviated as PhSH. This foul-smelling colorless liquid is the simplest aromatic thiol. The chemical structures of thiophenol and its derivatives are analogous to phenols. An exception is the oxygen atom in the hydroxyl group (-OH) bonded to the aromatic ring is replaced by a sulfur atom. The prefix thio- implies a sulfur-containing compound and when used before a root word name for a compound which would normally contain an oxygen atom, in the case of 'thiol' that the alcohol oxygen atom is replaced by a sulfur atom.

<span class="mw-page-title-main">Hydroperoxide</span> Class of chemical compounds

Hydroperoxides or peroxols are compounds of the form ROOH, which contain the hydroperoxy functional group (–OOH). The hydroperoxide anion and the neutral hydroperoxyl radical (HOO·) consist of an unbond hydroperoxy group. When R is organic, the compounds are called organic hydroperoxides. Such compounds are a subset of organic peroxides, which have the formula ROOR. Organic hydroperoxides can either intentionally or unintentionally initiate explosive polymerisation in materials with unsaturated chemical bonds.

<span class="mw-page-title-main">Sodium methoxide</span> Ionic organic compound (CH3ONa)

Sodium methoxide is the simplest sodium alkoxide. With the formula CH3ONa, it is a white solid, which is formed by the deprotonation of methanol. It is a widely used reagent in industry and the laboratory. It is also a dangerously caustic base.

<span class="mw-page-title-main">Titanium ethoxide</span> Chemical compound

Titanium ethoxide is a chemical compound with the formula Ti4(OCH2CH3)16. It is a commercially available colorless liquid that is soluble in organic solvents but hydrolyzes readily. Alkoxides of titanium(IV) and zirconium(IV) are used in organic synthesis and materials science. They adopt more complex structures than suggested by their empirical formulas.

<span class="mw-page-title-main">Carbonyl α-substitution reactions</span>

Alpha-substitution reactions occur at the position next to the carbonyl group, the α-position, and involve the substitution of an α hydrogen atom by an electrophile, E, through either an enol or enolate ion intermediate.

<span class="mw-page-title-main">Niobium(V) ethoxide</span> Chemical compound

Niobium(V) ethoxide is an metalorganic compound with formula Nb2(OC2H5)10. It is a colorless liquid that dissolves in some organic solvents but hydrolyzes readily. It is mainly used for the sol-gel processing of materials containing niobium oxides.

<span class="mw-page-title-main">Phenol ether</span> O-alkyl derivative of phenol

In chemistry, a phenol ether (or aromatic ether) is an organic compound derived from phenol (C6H5OH), where the hydroxyl (-OH) group is substituted with an alkoxy (-OR) group. Usually phenol ethers are synthesized through the condensation of phenol and an organic alcohol; however, other known reactions regarding the synthesis of ethers can be applied to phenol ethers as well. Anisole (C6H5OCH3) is the simplest phenol ether, and is a versatile precursor for perfumes and pharmaceuticals. Vanillin and ethylvanillin are phenol ether derivatives commonly utilized in vanilla flavorings and fragrances, while diphenyl ether is commonly used as a synthetic geranium fragrance. Phenol ethers are part of the chemical structure of a variety of medications, including quinine, an antimalarial drug, and dextromethorphan, an over-the-counter cough suppressant.

<span class="mw-page-title-main">Alkoxide</span> Conjugate base of an alcohol

In chemistry, an alkoxide is the conjugate base of an alcohol and therefore consists of an organic group bonded to a negatively charged oxygen atom. They are written as RO, where R is the organyl substituent. Alkoxides are strong bases and, when R is not bulky, good nucleophiles and good ligands. Alkoxides, although generally not stable in protic solvents such as water, occur widely as intermediates in various reactions, including the Williamson ether synthesis. Transition metal alkoxides are widely used for coatings and as catalysts.

References

  1. "alkoxy group chemistry - trainingstrategies.co.uk". trainingstrategies.co.uk. 2022-03-24. Retrieved 2022-08-06.[ dead link ]
  2. Wade, Leroy G. (1998-07-20). "ether | chemical compound | Britannica". www.britannica.com. Archived from the original on 2022-08-06. Retrieved 2022-08-06.