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Reactions, with alkyl halides

The proton of terminal acetylenes is acidic (pKa= 25), thus they can be deprotonated to give acetylide anions which can undergo substitution reactions with alkyl halides, carbonyls, epoxides, etc. to give other acetylenes. [Pg.115]

The same cannot be said about reactions with alkyl halides as substrates The conver Sion of optically active 2 octanol to the corresponding halide does involve a bond to the chirality center and so the optical purity and absolute configuration of the alkyl halide need to be independently established... [Pg.353]

Because etiolate anions are sources of nucleophilic carbon one potential use m organic syn thesis IS their reaction with alkyl halides to give a alkyl denvahves of aldehydes and ketones... [Pg.781]

Reaction with Alkyl Halide. The active methylene group of an Al-acylamino-malonic acid ester or Ai-acylamino cyanoacetic acid ester condenses readily with primary alkyl hahdes. [Pg.277]

Pyrrolethiols, readily obtained from the corresponding thiocyanates by reduction or treatment with alkali, rapidly oxidize to the corresponding disulfides. They are converted into thioethers by reaction with alkyl halides in the presence of base. Both furan- and thiophene-thiols exist predominantly as such rather than in tautomeric thione forms. [Pg.78]

Trimethyl phosphite P(OMe)3 spontaneously iso-merizes to methyl dimethylphosphonate MePO-(OMe)2, whereas other trialkyl phosphites undergo the Michaelis-Arbusov reaction with alkyl halides via a phosphonium intermediate ... [Pg.515]

The triazole 76, which is more accurately portrayed as the nucleophilic carbene structure 76a, acts as a formyl anion equivalent by reaction with alkyl halides and subsequent reductive cleavage to give aldehydes as shown (75TL1889). The benzoin reaction may be considered as resulting in the net addition of a benzoyl anion to a benzaldehyde, and the chiral triazolium salt 77 has been reported to be an efficient asymmetric catalyst for this, giving the products (/ )-ArCH(OH)COAr, in up to 86% e.e. (96HCA1217). In the closely related intramolecular Stetter reaction e.e.s of up to 74% were obtained (96HCA1899). [Pg.100]

The (V-methyldihydrodithiazine 125 has also been used as an effective formyl anion equivalent for reaction with alkyl halides, aldehydes, and ketones (77JOC393). In this case there is exclusive alkylation between the two sulfur atoms, and hydrolysis to give the aldehyde products is considerably easier than for dithianes. However, attempts to achieve a second alkylation at C2 were unsuccessful, thus ruling out the use of this system as an acyl anion equivalent for synthesis of ketones. Despite this limitation, the compound has found some use in synthesis (82TL4995). [Pg.108]

Mechanistically the reaction can be divided into two steps. Initially the alkyl halide 1 reacts with sodium to give an organometallic species 3, that can be isolated in many cases. In a second step the carbanionic R of the organometallic compound 3 acts as nucleophile in a substitution reaction with alkyl halide 1 to replace the halide ... [Pg.304]

Reaction with Alkyl Halides The gas inlet tube is replaced by an addition funnel, and 10 ml of HMPT is added rapidly with stirring. The mixture is cooled to 10-15°, and a solution of the alkyl halide (0.1 mole) in 20 ml of THF is added dropwise over a period of 30-40 minutes. The mixture is then heated to 40° for 2-3 hours. The thick white suspension of the sodium halide is cooled and dilute cold hydrochloric acid is carefully added until the mixture is clear. The organic layer is separated, and the aqueous layer is extracted three times with 20-ml portions of ether, the ethereal extracts then being combined with the organic material. The ethereal solution is washed twice with saturated sodium chloride solution and dried. The ether and THF are removed under reduced pressure (rotary evaporator), and the alkyne is distilled. [Pg.123]

The reaction often works poorly unless an excess of the nucleophile is used because the product thiol can undergo a second S 2 reaction with alkyl halide to give a sulfide as a by-product. To circumvent this problem, thiourea, (NH2J2C=S, is often used as the nucleophile in the preparation of a thiol from an alkyl halide. The reaction occurs by displacement of the halide ion to yield an intermediate alkyl isothiourea salt, which is hydrolyzed by subsequent reaction with aqueous base. [Pg.667]

Thiophene, aromaticity of, 530 Thiourea, reaction with alkyl halides, 667... [Pg.1317]

Silver cyanide, reaction with alkyl halides in synthesis of iso-cyamdes, 46, 77... [Pg.137]

Tertiary amines also depolymerize lithium alkyl tetramers and hexamers and can be used to trigger reactions with alkyl halides (Lepley, 1968). However, when triethylamine is used to initiate the butyl... [Pg.110]

The SH2y mechanism is most clearly shown by the exchange of RaSn-(155,156), and by the reaction with alkyl halides (157, 158). [Pg.14]

Like dicyclopentadienyltin, it undergoes oxidative addition-reactions with alkyl halides, and, again, there is evidence for a homolytic chain-mechanism (330, 331). [Pg.27]


See other pages where Reactions, with alkyl halides is mentioned: [Pg.115]    [Pg.119]    [Pg.124]    [Pg.1283]    [Pg.1286]    [Pg.1290]    [Pg.1299]    [Pg.1317]    [Pg.71]    [Pg.315]    [Pg.539]   
See also in sourсe #XX -- [ Pg.80 , Pg.82 ]

See also in sourсe #XX -- [ Pg.488 , Pg.492 , Pg.494 , Pg.495 , Pg.501 , Pg.513 , Pg.525 , Pg.548 , Pg.555 , Pg.561 , Pg.707 , Pg.787 , Pg.805 , Pg.807 ]

See also in sourсe #XX -- [ Pg.411 ]

See also in sourсe #XX -- [ Pg.80 ]

See also in sourсe #XX -- [ Pg.80 ]

See also in sourсe #XX -- [ Pg.28 ]

See also in sourсe #XX -- [ Pg.245 ]




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Acetylide anions reactions with alkyl halides

Alcohols reaction with alkyl halides

Alkenes reaction with alkyl halides

Alkyl groups alcohol reactions with hydrogen halides

Alkyl halide reaction with Gilman reagents

Alkyl halide reaction with carboxylate ions

Alkyl halide reaction with phthalimide ion

Alkyl halide reaction with thiourea

Alkyl halide reaction with tributyltin hydride

Alkyl halides Compounds with halogen elimination reaction

Alkyl halides alcohol reactions with hydrogen

Alkyl halides reaction with acetylides

Alkyl halides reaction with water

Alkyl halides reactions

Alkyl halides reactions with ambident

Alkyl halides reactions with organocopper reagents

Alkyl halides reactions with sulfur

Alkyl halides synthetic reactions with

Alkyl halides with chlorine, reaction

Alkyl halides with nitrogen, reaction

Alkyl halides, alkylation reactions

Alkyl halides, reaction with aluminum

Alkyl halides, reaction with indole Grignard

Alkyl halides, reaction with indole Grignard reagents

Alkyl halides, reactions with arene

Alkyl halides, reactions with arene Table

Alkyl halides, reactions with trimethylsilyl

Alkyl reaction with

Alkylation reactions phenols with alkyl halides

Alkylation with alkyl halides

Alkyne anions reaction with alkyl halides

Ammonia reaction with alkyl halides

Antimony, reaction with alkyl halides

Azide ion reaction with alkyl halides

Benzylic reaction with alkyl halides

Butyrolactones, reactions with alkyl halide

By Reaction with Alkyl Halides

Carbocation alkyl halide reaction with Lewis

Catalytic asymmetric cross-coupling reactions with secondary alkyl halides

Copper reactions with alkyl halides

Cross-coupling reactions alkyl halides with Grignard reagents

Cross-coupling reactions with alkyl halides

Cyanamide reaction with alkyl halides

Cyanides, metal, reaction with alkyl halides

Cyanocuprates, reactions with alkyl halides

Dithiane anions reaction with alkyl halides

Enolate anions reaction with alkyl halides

Enolate anions, dianions reaction with alkyl halides

Enolate anions, esters, reaction with alkyl halides

Enolates reaction with alkyl halide

Ethers reaction with alkyl halides

Friedel-Crafts reaction with alkyl halides

Gilman cuprates, reactions with alkyl halides

Grignard reaction: alkylation with mercury halides

Grignard reagents coupling reactions with alkyl halides

Grignard reagents, reaction with alkyl halides

Halide ions reaction with alkyl halides

Halides coupling reactions with primary alkyl Grignard

Halides, alkyl intramolecular reactions with

Halides, alkyl reaction with NaSH

Halides, alkyl reaction with acetoacetic ester anions

Halides, alkyl reaction with acid salts

Halides, alkyl reaction with alkoxides

Halides, alkyl reaction with alkynes

Halides, alkyl reaction with aluminum hydride reagents

Halides, alkyl reaction with amide anions

Halides, alkyl reaction with amines

Halides, alkyl reaction with aromatic compounds

Halides, alkyl reaction with carbanions

Halides, alkyl reaction with carboxylic acid salts

Halides, alkyl reaction with cyanohydrins

Halides, alkyl reaction with enamines

Halides, alkyl reaction with hexamethylenetetramine

Halides, alkyl reaction with hydrazone anions

Halides, alkyl reaction with hydrogen sulfide

Halides, alkyl reaction with hydroxide

Halides, alkyl reaction with ketone enolate anions

Halides, alkyl reaction with ketones

Halides, alkyl reaction with lithium

Halides, alkyl reaction with magnesium

Halides, alkyl reaction with malonate anions

Halides, alkyl reaction with metals

Halides, alkyl, reaction with Bu3SnH

Halides, alkyl, reaction with Lewis acids

Halides, alkyl, reaction with Subject

Halides, alkyl, reaction with acid dianions

Halides, alkyl, reaction with amino ester enolates

Halides, alkyl, reaction with amino-alcohols

Halides, alkyl, reaction with azide

Halides, alkyl, reaction with cuprates

Halides, alkyl, reaction with cyanide

Halides, alkyl, reaction with cyanoborohydride

Halides, alkyl, reaction with dimethyl sulfide

Halides, alkyl, reaction with ester dianions

Halides, alkyl, reaction with ester enolates

Halides, alkyl, reaction with ferrate

Halides, alkyl, reaction with imides

Halides, alkyl, reaction with lactone enolates

Halides, alkyl, reaction with malonate enolates

Halides, alkyl, reaction with nitrile enolates

Halides, alkyl, reaction with nitro compounds

Halides, alkyl, reaction with organocuprates

Halides, alkyl, reaction with organolithium reagents

Halides, alkyl, reaction with phthalimide

Halides, alkyl, reaction with succinimide

Halides, alkyl, reaction with sulfides

Heck-type Reaction of Alkyl Halides with Styrenes

Hydroxide, potassium reaction with alkyl halides

Hydroxy halides, alkylation reaction, with alkali

Iodide, potassium reaction rates with alkyl halides

Iodide, sodium reaction with alkyl halides

Iron, reaction with alkyl halides

LiAlH4, reaction with alkyl halides

Lithium, vinylalkylation reaction with alkyl halides

Magnesium reaction of with alkyl and aryl halide

Magnesium reaction with alkyl halides, mechanism

Magnesium, reaction with alkyl halides form Grignard reagents

Metal phosphites reaction with alkyl halides

Nitrite, sodium reaction with alkyl halides

Organocopper compounds, reactions with alkyl halides

Organometallic compounds reaction with alkyl halides

Organozinc reagents cross-coupling reactions with alkyl halides

Oxazine anions, reaction with alkyl halides

Oxazine anions, reaction with alkyl halides alkylation

Palladium, phenylbis catalysis arylmagnesium halide reaction with alkyl halides

Phosphines reaction with alkyl halides

Phosphines reaction with alkyl halides, kinetics

Phosphoramidic acid, N- diethyl ester reaction with alkyl halides

Phosphorane, iminovinylidenetriphenylphosphonium ylide synthesis reactions with alkyl halides

Phosphorus, reaction with alkyl halides

Primary alkyl coupling reactions with alkenyl halides

Primary alkyl coupling reactions with aromatic halides

Primary alkyl reactions with alkenyl halides

Radicals, coupling reactions with alkyl halides

Reaction of Alkyl, Alkenyl, and Aryl Halides with Metals

Reaction of Amines with Alkyl Halides

Reaction of Lithiated Bis(methylthio)methane with Alkyl Halides

Reaction of alkyl halides with sulfites and sulfinic acids

Reaction of stabilized carbanions (enolates) with alkyl halides (enolate alkylation)

Reaction with Alkyl and Aryl Halides

Reaction with alkyl halides to form

Reactions with Simple Alkyl Halides

Reactions with activated alkyl halides

Reactivity, alkyl halides with reactions

Secondary alkyl halides acetylide anion reactions with

Silver cyanide, reaction with alkyl halides in synthesis of isocyanides

Silver nitrate, reaction with alkyl halides

Silver reaction with alkyl halides

Sodium acetylide reaction with, alkyl halides

Sodium reaction with alkyl halides

Sodium sulfide, reaction with alkyl halides

Sulfones anions, reaction with alkyl halides

Tertiary alkyl coupling reactions with alkenyl halides

Tetracarbonylferrate reaction with alkyl halides

The Reaction with Alkyl Halides

Thiocyanates reaction with alkyl halides

Thioethers reaction with alkyl halides

Thiol reaction with alkyl halides

Thiolate ions reaction with alkyl halides

Thiols reaction with alkyl halides

Thioureas reaction with alkyl halides

Triphenylphosphine reaction with alkyl halides

With alkyl halides

Zinc, reaction with alkyl halides

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