Category
page 3Reagents for organic chemistry

[bis(trifluoroacetoxy)iodo]benzene
(Bis(trifluoroacetoxy)iodo)benzene, , is a hypervalent iodine compound used as a reagent in organic chemistry. It can be used to carry out the Hofmann rearrangement under acidic conditions.
Trost ligand
chemical compound
TASF reagent
chemical compound
(+/-)-tert-butylsulfinamide
'''tert-Butanesulfinamide (also known as 2-methyl-2-propanesulfinamide or Ellman's sulfinamide') is an organosulfur compound and a member of the class of sulfinamides. Both enantiomeric forms are commercially available and are used in asymmetric synthesis as chiral auxiliaries, often as chiral ammonia equivalents for the synthesis of amines. tert-Butanesulfinamide and the associated synthetic methodology was introduced in 1997 by Jonathan A. Ellman et al''.

tris(benzyltriazolylmethyl)amine
Tris((1-benzyl-4-triazolyl)methyl)amine (TBTA) is a tertiary amine containing the 1,2,3-triazole moiety. When used as a ligand, complexed to copper(I), it allows for quantitative, regioselective formal Huisgen 1,3-dipolar cycloadditions between alkynes and azides, in a variety of aqueous and organic solvents.
dibutylboron trifluoromethanesulfonate
chemical compound
tetrabutylammonium tribromide
chemical compound
trifluoromethyltrimethylsilane
Trifluoromethyltrimethylsilane (known as Ruppert-Prakash reagent, TMSCF3) is an organosilicon compound with the formula CF3Si(CH3)3. It is a colorless liquid. The compound is a reagent used in organic chemistry for the introduction of the trifluoromethyl group.
N-methylmorpholine
'''N-Methylmorpholine' is the organic compound with the formula O(CH2CH2)2NCH3. It is a colorless liquid. It is a cyclic tertiary amine. It is used as a base catalyst for generation of polyurethanes and other reactions. It is produced by the reaction of methylamine and diethylene glycol as well as by the hydrogenolysis of N-formylmorpholine. It is the precursor to N-methylmorpholine N''-oxide, a commercially important oxidant.
bis(pinacolato)diborane
Bis(pinacolato)diboron is a covalent compound containing two boron atoms and two pinacolato ligands. It has the formula [(CH3)4C2O2B]2; the pinacol groups are sometimes abbreviated as "pin", so the structure is sometimes represented as B2pin2. It is a colourless solid that is soluble in organic solvents. It is a commercially available reagent for making pinacol boronic esters for organic synthesis. Unlike some other diboron compounds, B2pin2 is not moisture-sensitive and can be handled in air.
iodobenzene dichloride
chemical compound
dichloromethyl methyl ether
chemical compound
trichloroacetonitrile
Trichloroacetonitrile is an organic compound with the formula CCl3CN. It is a colourless liquid, although commercial samples often are brownish. It is used commercially as a precursor to the fungicide etridiazole. It is prepared by dehydration of trichloroacetamide. As a bifunctional compound, trichloroacetonitrile can react at both the trichloromethyl and the nitrile group. The electron-withdrawing effect of the trichloromethyl group activates the nitrile group for nucleophilic additions. The high reactivity makes trichloroacetonitrile a versatile reagent, but also causes its susceptibility t
triphenylphosphine dichloride
chemical compound
2,2,2-Trichlorethoxycarbonyl chloride
chemical compound
dansyl chloride
chemical compound
dimsyl sodium
chemical compound
disiamylborane
Disiamylborane (bis(1,2-dimethylpropyl)borane) is an organoborane with the formula (abbreviation: Sia2BH). It is a colorless waxy solid that is used in organic synthesis for hydroboration–oxidation reactions. Like most dialkyl boron hydrides, it has a dimeric structure with bridging hydrides.
1,1,1-triethoxyethane
chemical compound
2,6-di-tert-butylpyridine
'2,6-Di-tert-butylpyridine' is an organic compound with the formula (Me3C)2C5H3N. This colourless, oily liquid is derived from pyridine by replacement of the two H atoms with tert-butyl groups. It is a hindered base. For example, it can be protonated, but it does not form an adduct with boron trifluoride.
sodium trifluoromethanesulfinate
chemical compound
1,1'-azobis(N,N-dimethylformamide)
Tetramethylazodicarboxamide (also known as TMAD and diamide) is a reagent used in biochemistry for oxidation of thiols in proteins to disulfides. It has also been used as a reagent in the Mitsunobu reaction in place of diethyl azodicarboxylate.
bis(trimethylsilyl)acetamide
Bis(trimethylsilyl)acetamide (BSA) is an organosilicon compound with the formula (Me = CH3). It is a colorless liquid that is soluble in diverse organic solvents, but reacts rapidly with moisture and solvents containing OH and NH groups. It is used in analytical chemistry to increase the volatility of analytes, e.g., for gas chromatography. It is also used to introduce the trimethylsilyl protecting group in organic synthesis. A related reagent is N,O-bis(trimethylsilyl)trifluoroacetamide (BSTFA).
Hagemann's ester
chemical compound
pempidine
Pempidine is a nicotinic antagonist drug, first reported in 1958 by two research groups working independently, and introduced as an oral treatment for hypertension.
Pyridinium p-toluenesulfonate
chemical compound
benzyltrimethylammonium hydroxide
chemical compound
dansylamide
chemical compound
hexyllithium
'''n-Hexyllithium, C6H13Li, sometimes abbreviated to HxLi or NHL''', is an organolithium compound used in organic synthesis as a strong base or as a lithiation reagent. It is usually encountered as a colorless or pale yellow solution in hexanes. Such solutions are highly sensitive to air and can ignite when treated with water.
trifluoroperacetic acid
chemical compound

Comins' reagent
chemical compound
Benzyltrimethylammonium fluoride
chemical compound
tribromoisocyanuric acid
chemical compound
iodobenzene diacetate
(Diacetoxyiodo)benzene, also known as phenyliodine(III) diacetate (PIDA) is a hypervalent iodine chemical with the formula . It is used as an oxidizing agent in organic chemistry.
tris(triphenylphosphine)rhodium carbonyl hydride
chemical compound
pivaloyl chloride
chemical compound
triethyl phosphonoacetate
chemical compound
Camphorsultam
Camphorsultam, also known as bornanesultam, is a crystalline solid primarily used as a chiral auxiliary in the synthesis of other chemicals with a specific desired stereoselectivity. Camphorsultam is commercially available in both enantiomers of its exo forms: (1R)-(+)-2,10-camphorsultam and (1S)-(−)-2,10-camphorsultam.
Naphthalen-1,8-diyl 1,3,2,4-dithiadiphosphetane 2,4-disulfide
chemical compound
N-(cyclohexylthio)phthalimide
Cyclohexylthiophthalimide (abbreviated CTP) is an organosulfur compound that is used in production of rubber. It is a white solid, although commercial samples often appear yellow. It features the sulfenamide functional group, being a derivative of phthalimide and cyclohexanethiol. In the production of synthetic rubber, CTP impedes the onset of sulfur vulcanization.
2,2'-pyridine disulfide
2,2′-Dipyridyldisulfide, sometimes known as DPS, is used for preparing thiols and activating carboxylic acid for coupling reactions, as in the following reaction:
600px
polymethylhydrosiloxane
Polymethylhydrosiloxane (PMHS) is a polymer with the general structure . It is used in organic chemistry as a mild and stable reducing agent easily transferring hydrides to metal centers and a number of other reducible functional groups. A variety of related materials are available under the following CAS registry numbers 9004-73-3, 16066-09-4, 63148-57-2, 178873-19-3. These include the tetramer (), copolymers of dimethylsiloxane and methylhydrosiloxane, and trimethylsilyl terminated materials.
Nysted reagent
chemical compound
Tributyltin azide
chemical compound
CBS catalyst
asymmetric catalyst derived from proline
hydrindantin
Hydrindantin is an organic chemical thought to be involved with the ninhydrin test for amines.
phosphonium iodide
chemical compound
allyltrimethylsilane
Allyltrimethylsilane is the organosilicon compound with the formula (CH3)3SiCH2CH=CH2. The molecule consists of the trimethylsilyl group attached to allyl group. This colorless liquid is used in organic synthesis.
Tetrakis(pyridine)silver(II) peroxydisulfate
chemical compound
Benzyl carbamate
chemical compound
hydroxylamine-O-sulfonic acid
chemical compound
Trimethylsulfoxonium iodide
chemical compound
bis(trimethylsilyl) peroxide
Bis(trimethylsilyl)peroxide (sometimes abbreviated as BTSP) is an organosilicon compound with the formula ((CH3)3SiO)2. It is a colorless liquid that is soluble in organic solvents so long as they lack acidic groups. The compound represents an aprotic analogue of hydrogen peroxide and as such it is used for certain sensitive organic oxidations. Upon treatment with organolithium compounds, it affords the silyl ether.
phenyl triflimide
Bis(trifluoromethanesulfonyl)aniline is the organic compound with the formula C6H5N(SO2CF3)2. It is a white solid. The compound is used to install the triflyl group (SO2CF3). Its behavior is akin to that of triflic anhydride, but milder.
tris(tert-butoxy)silanethiol
'Tris(tert-butoxy)silanethiol' is a silicon compound containing three tert-butoxy groups and a rare Si–S–H functional group. This colourless compound serves as a hydrogen donor in radical chain reactions. It was first prepared by alcoholysis of silicon disulfide and purified by distillation:
3 (CH3)3COH + SiS2 → [(CH3)3CO]3SiSH + H2S
tert-butyldimethylchlorosilane
chemical compound
AD-mix
In organic chemistry, AD-mix is a commercially available mixture of reagents that acts as an asymmetric catalyst for various chemical reactions, including the Sharpless asymmetric dihydroxylation of alkenes. The two letters AD, stand for asymmetric dihydroxylation. The mix is available in two variations, "AD-mix α" and "AD-mix β" following ingredient lists published by Barry Sharpless.
Rieke metals
group specially prepared, highly reactive metal powder
(R)-2-Methyl-CBS-oxazaborolidine
'(R)-2-Methyl-CBS-oxazaborolidine' is an organoboron catalyst that is used in organic synthesis. This catalyst, developed by Shinichi Itsuno and Elias James Corey, is generated by heating (R)-(+)-2-(diphenylhydroxymethyl) pyrrolidine along with trimethylboroxine or methylboronic acid. It is an excellent tool for the synthesis of alcohols in high enantiomeric ratio. Generally, 2-10 mol% of this catalyst is used along with borane-tetrahydrofuran (THF), borane-dimethylsulfide, borane-N,N-diethylaniline, or diborane as the borane source. Enantioselective reduction using chiral oxazaborolidine cata
phosphorus oxoacid
class of chemical compound