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Sulfonyl group information


A sulfone. It consists of a sulfonyl group bonded with two organic substituents.

In organosulfur chemistry, a sulfonyl group can refer either to a functional group found primarily in sulfones, or to a substituent obtained from a sulfonic acid by the removal of the hydroxyl group, similarly to acyl groups.[1]: 1470–1476  Sulfonyl groups can be written as having the general formula R−S(=O)2−R′, where there are two double bonds between the sulfur and oxygen.[1]: 53 [2]

Sulfonyl groups can be reduced to the sulfide with DIBALH. Lithium aluminium hydride (LiAlH4) reduces some but not all sulfones to sulfides.[1]: 1851 

In inorganic chemistry, when the group −S(=O)2 is not connected to any carbon atoms, it is referred to as sulfuryl.[3]

  1. ^ a b c Smith, Michael B.; March, Jerry (2007). March's Advanced Organic Chemistry (6th ed.). John Wiley & Sons. ISBN 978-0-471-72091-1.
  2. ^ Clayden, Jonathan; Greeves, Nick; Warren, Stuart; Wothers, Peter (2001). Organic Chemistry (1st ed.). Oxford University Press. pp. 1249–1251. ISBN 978-0-19-850346-0.
  3. ^ Greenwood, Norman N.; Earnshaw, Alan (1997). Chemistry of the Elements (2nd ed.). Butterworth-Heinemann. pp. 694–695. ISBN 978-0-08-037941-8.

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Sulfonyl group

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In organosulfur chemistry, a sulfonyl group can refer either to a functional group found primarily in sulfones, or to a substituent obtained from a sulfonic...

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Tosyl group

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of a tolyl group, −C6H4−CH3, joined to a sulfonyl group, −SO2−, with the open valence on sulfur. This group is usually derived from the compound tosyl...

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Brosyl group

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anion of p-bromophenylsulfonic acid (BrC6H4SO3−). Tosyl group Tosylic acid Triflic acid Sulfonyl group Smith, Michael B.; March, Jerry (2007). March's Advanced...

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Sulfonyl halide

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In inorganic chemistry, sulfonyl halide groups occur when a sulfonyl (>S(=O)2) functional group is singly bonded to a halogen atom. They have the general...

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Sulfonamide

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sulfonamide functional group (also spelled sulphonamide) is an organosulfur group with the structure R−S(=O)2−NR2. It consists of a sulfonyl group (O=S=O) connected...

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Sulfonylurea

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agriculture. The functional group consists of a sulfonyl group (-S(=O)2) with its sulphur atom bonded to a nitrogen atom of a ureylene group (N,N-dehydrourea, a...

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Sulfonic acid

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an organic alkyl or aryl group and the S(=O)2(OH) group a sulfonyl hydroxide. As a substituent, it is known as a sulfo group. A sulfonic acid can be thought...

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Polysulfone

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They are composed of para-linked aromatics, sulfonyl groups and ether groups and partly also alkyl groups. Polysulfones have outstanding resistance to...

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Desulfonylation reactions

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reactions leading to the removal of a sulfonyl group from organic compounds. As the sulfonyl functional group is electron-withdrawing, methods for cleaving...

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Sodium benzenesulfonate

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Sodium benzenesulfonate is an organic compound with the formula C6H5SO3Na. It is white, water-soluble solid, It is produced by the neutralization benzenesulfonic...

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SO2

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(SO2), an oxide of sulfur, a chemical compound to a Sulfonyl group (R-SO2-R) The special orthogonal group of degree 2 oxygen saturation (SO2), in medicine...

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Sulfuryl

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organic chemistry, this group is found in sulfones (RSO2R′) and sulfonyl halides (RSO2X), where it is called the sulfonyl group. Greenwood, Norman N.;...

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Bisphenol S

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the formula (HOC6H4)2SO2. It has two phenol functional groups on either side of a sulfonyl group. It is commonly used in curing fast-drying epoxy resin...

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Sulfonyl nitrene

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sulfonyl nitrene is a chemical compound with generic formula RSO2N. Known sulfonyl nitrenes include methyl sulfonyl nitrene, trifluoromethyl sulfonyl...

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Triflate

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trifluoromethanesulfonate), is a functional group with the formula R−OSO2CF3 and structure R−O−S(=O)2−CF3. The triflate group is often represented by −OTf, as opposed...

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Electrophilic aromatic substitution

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2 position involves the loss of CO2 as the leaving group. Desulfonation in which a sulfonyl group is substituted by a proton is a common example. See...

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Electrophilic aromatic directing groups

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formed. An electron donating group (EDG) or electron releasing group (ERG, Z in structural formulas) is an atom or functional group that donates some of its...

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Sulfonate

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p-I−C6R4−SO−3, where R is any group. Nosylate (o- or p-nitrobenzenesulfonate), o- or p-O2N−C6H4−SO−3 Sulfate Sulfoxide Sulfonyl Adolf Strecker, Ueber eine...

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Dapansutrile

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beneficial for heart failure and multiple sclerosis. Dapansutrile is a β-sulfonyl nitrile compound with four carbon, seven hydrogen, one nitrogen, two oxygen...

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Functional group

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functional group is a substituent or moiety in a molecule that causes the molecule's characteristic chemical reactions. The same functional group will undergo...

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Vinyl sulfone dyes

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ester (see image), an aniline substituted with a [2-(sulfooxy)ethyl]sulfonyl group. The vinyl sulfone parabase ester can be used as a diazo component in...

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Sulfur dioxide

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highly oxidizing salts. It is also used occasionally as a source of the sulfonyl group in organic synthesis. Treatment of aryl diazonium salts with sulfur...

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Carbohydrate sulfotransferase

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Sulfotransferases catalyze the transfer of a sulfonyl group from an activated sulfate donor onto a hydroxyl group (or an amino group, although this is less common)...

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Sulfone

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chemistry, a sulfone is a organosulfur compound containing a sulfonyl (R−S(=O)2−R’) functional group attached to two carbon atoms. The central hexavalent sulfur...

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Methylsulfonylmethane

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methylsulfonylmethane (MSM). This colorless solid features the sulfonyl functional group and is the simplest of the sulfones. It is relatively inert chemically...

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Amine

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amines to form amides (the "Schotten–Baumann reaction"). Similarly, with sulfonyl chlorides, one obtains sulfonamides. This transformation, known as the...

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