Category
page 2Functional groups
alkoxide
thumb|144 px|Structure of the methoxide anion. Although alkali metal alkoxides are not salts and adopt complex structures, they behave chemically as sources of .
thumb|right|The structure of the methoxide ion
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 , 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 inte

methylmercury(1+)
thumb|Methylation reaction of mercury under sunlight
thumb|class=skin-invert-image|Structures of two main types of complexes formed by methylmercury. X− = anion, L = neutral Lewis base.

disulfide
In chemistry, a disulfide (or disulphide in British English) is a compound containing a functional group or the anion. In inorganic chemistry, the anion appears in a few rare minerals. Compounds of the form are usually called persulfides instead.
alkoxy group
functional group
phosphonate
thumb|right|General ester of phosphonic acid; in fact, the phosphorus has a formal charge of +1, the oxygen above it has a formal charge of −1, and the bond between them is single.
sulfinic acid
class of compounds

hydrazones
thumb|150px|Structure of the hydrazone functional group
Hydrazones are a class of organic compounds with the structure . They are related to ketones and aldehydes by the replacement of the oxygen =O with the = functional group. They are formed usually by the action of hydrazine on ketones or aldehydes.

sulfonamide
thumb|200px|The structure of the sulfonamide group
nitroamine
thumb|right|150px|Structure of the nitroamino group, >, here bonded to two R groups
methine
functional group derived from methane by removing three hydrogen atoms
Schiff base
any imine having a hydrocarbyl group on the nitrogen atom
isothiocyanate
thumb|right|upright=1.1|alt=General structure of an isothiocyanate.|General structure of an isothiocyanate.

amidines
thumb|right|150px|The structural formula of acetamidine (acetimidamide).
Amidines are organic compounds with the functional group RC(NR)NR2, where the R groups can be the same or different. They are the imine derivatives of amides (RC(O)NR2). The simplest amidine is formamidine, HC(=NH)NH2.
diazo compound
300px|right|Diazo compounds have two main Lewis structures in resonance: R2>C−–N+≡N and R2>CH=N+=N−
acyl halide
any chemical compound having a halogen atom bonded to an acyl group

hemiaminal
thumb|right|120px|Generic hemiaminal
semicarbazide
Semicarbazide is the chemical compound with the formula OC(NH2)(N2H3). It is a water-soluble white solid. It is a derivative of urea.

cyanohydrin
thumb|right|The structure of a general cyanohydrin.

thioketone
thumb|right|140px|General formula of a thioketone

thial
thumb|right|150px|Chemical structure of a thial
amine oxide
any chemical compound having an oxygen atom bonded to tertiary amino group

xanthate
thumb|150px|right|Sodium salt of ethyl xanthate ([[sodium ethylxanthate or sodium O-ethyl dithiocarbonate)]]
thumb|150px|Structure of a xanthate ester
thumb|Cellulose xanthate.
A xanthate is a salt or ester of a xanthic acid. The formula of the salt of xanthic acid is (where R is organyl group and M is usually Na or K). Xanthate also refers to the anion . The formula of a xanthic acid is , such as ethyl xanthic acid, while the formula of a xanthate ester is , where R and R' are organyl groups. The salts of xanthates are sometimes called O-organyl dithioates. The esters of xanthic acid are some
hydrazide
Hydrazides in organic chemistry are a class of organic compounds with the formula where R is acyl (), sulfonyl (), phosphoryl (), phosphonyl (), etc. and and R' are any groups (typically hydrogen or organyl). Unlike hydrazine and alkylhydrazines, hydrazides are nonbasic owing to the inductive influence of the acyl, sulfonyl, or phosphoryl substituent.

thioacetal
thumb|100px|right|General structure of a monothioacetal
thumb|100px|right|General structure of a dithioacetal
nitroso group
thumb | right | Structural formula of nitroso group

dioxirane
In chemistry, dioxirane (systematically named dioxacyclopropane, also known as methylene peroxide or peroxymethane) is an organic compound with formula . The molecule consists of a ring with one methylene and two oxygen atoms. It is of interest as the smallest cyclic organic peroxide, but otherwise it is of little practical value.
nitronium ion
cation containing nitrogen and oxygen

thioamide
thumb|right|150px|class=skin-invert-image|General structure of a thioamide
A thioamide (rarely, thionamide, but also known as thiourylenes) is a functional group with the general structure , where are any groups (typically organyl groups or hydrogen). Analogous to amides, thioamides exhibit greater multiple bond character along the C-N bond, resulting in a larger rotational barrier.

aminal
thumb|class=skin-invert-image|upright=0.5|Generic aminal
phosphonium cation
thumb|140px|right|class=skin-invert|Phosphonium ion
140px|right|thumb|Structure of , the parent phosphonium cation.

nitrone
150px|right|thumb|General structure of a nitrone.

acetylide
In chemistry, an acetylide is a compound that can be viewed as the result of replacing one or both hydrogen atoms of acetylene (ethyne) by metallic or other cations. Calcium carbide is an important industrial compound, which has long been used to produce acetylene for welding and illumination. It is also a major precursor to vinyl chloride. Other acetylides are reagents in organic synthesis.

lactol
thumb|right|120px|The lactol functional group, highlighted in blue, is present in many sugars such as ribose shown here.
orthoester
ester of an orthocarboxylic acid
hydroxamic acid
any chemical compound derived from oxoacid by replacing a hydroxy group by –NHOH group (in which the hydrogen atom bonded to the nitrogen atom may be substituted by a hydrocarbyl group)

ylide
An ylide () or ylid () is a neutral dipolar molecule containing a formally negatively charged atom (usually a carbanion) directly attached to a heteroatom with a formal positive charge (usually nitrogen, phosphorus or sulfur), and in which both atoms have full octets of electrons. The result can be viewed as a structure in which two adjacent atoms are connected by both a covalent and an ionic bond; normally written X+–Y−. Ylides are thus 1,2-dipolar compounds, and a subclass of zwitterions. They appear in organic chemistry as reagents or reactive intermediates.
sulfonyl group
any functional group having a sulfur atom doubly-bonded to two oxygen atoms
methylene bridge
any part of a molecule with the chemical formula –CH2–
iminium
thumb|right|150px|The general structure of an iminium cation
carbodiimide
thumb|right|General structure of trans-carbodiimides: The core functional group is shown in blue with attached Substituent|R groups
acetoxy group
acyloxy group derived from acetic acid
acyloin
thumb|right|The structure of a typical acyloin.
silyl enol ether
class of organic compounds
phosphine oxide
class of chemical compounds

oxaziridine
thumb|right|class=skin-invert-image|A generic oxaziridine derivative.
hydroxymethyl
functional group
boronic acid
compounds that contain the basic structure RB(OH)2
phosphite ester
any ester derived from phosphorous acid
thiocarboxylic acid
class of compounds
carbonate ester
ester derived from carbonic acid
nitrate ester
ester of nitric acid
phosphite ion
anion
silyl ether
class of chemical compounds
enol ether
class of chemical compounds

halohydrin
thumb|right|100px|General structure of a halohydrin, where X = I, Br, F, or Cl
thumb|right|100px|Structure of the halohydrin 2-Chloroethanol|2-chloroethanol
In organic chemistry a halohydrin (also a haloalcohol or β-halo alcohol) is a functional group in which a halogen and a hydroxyl are bonded to adjacent carbon atoms, which otherwise bear only hydrogen or hydrocarbyl groups (e.g. 2-chloroethanol, 3-chloropropane-1,2-diol). The term only applies to saturated motifs, as such compounds like 2-chlorophenol would not normally be considered halohydrins. Megatons of some chlorohydrins, e.g. propyl
propargyl
functional group

selenol
thumb|right|upright=0.5|The structure of a generic selenol

thioketal
thumb|right|150px|General chemical structure of a dithioketal
azoxy compounds
class of chemical compounds
dithiocarbamate
thumb|right|General chemical structure of dithiocarbamate esters. R and R" is any group (typically hydrogen or [[organyl), and R' is organyl.]]