Zn mediated regioselective Barbier reaction of propargylic bromides
... high selectivity [9]. It was reported recently that allenic alcohols were obtained with high selectivity by indium-mediated coupling of propargylic halides with aldehydes in aqueous media [7]. The zinc mediated regioselective synthesis of allenic alcohols in media containing water is not documented. ...
... high selectivity [9]. It was reported recently that allenic alcohols were obtained with high selectivity by indium-mediated coupling of propargylic halides with aldehydes in aqueous media [7]. The zinc mediated regioselective synthesis of allenic alcohols in media containing water is not documented. ...
Organic Chemistry – Summary of Reactions and Conditions
... H2O has a lone pair of electrons and can act as a nucleophile in a similar way to OH -. Lacking an overall negative charge, H2O is a weaker nucleophile than OH-. One method of following the reaction of a halogenoalkane with water is to carry out the reaction in the presence of AgNO3 (aq). The Ag+ (a ...
... H2O has a lone pair of electrons and can act as a nucleophile in a similar way to OH -. Lacking an overall negative charge, H2O is a weaker nucleophile than OH-. One method of following the reaction of a halogenoalkane with water is to carry out the reaction in the presence of AgNO3 (aq). The Ag+ (a ...
Chapter 16: Ethers, Epoxides, and Sulfides
... In general, the C-O bonds of ethers have low reactivity. 16.3: Physical Properties of Ethers the O-H group of alcohols act as both an H-bond donor (Lewis acid) and H-bond acceptor (Lewis base). Ethers are only H-bond acceptors (Lewis base) 16.4: Crown Ethers (Please read) ...
... In general, the C-O bonds of ethers have low reactivity. 16.3: Physical Properties of Ethers the O-H group of alcohols act as both an H-bond donor (Lewis acid) and H-bond acceptor (Lewis base). Ethers are only H-bond acceptors (Lewis base) 16.4: Crown Ethers (Please read) ...
Catalytic Enantioselective Dibromination of Allylic Alcohols
... power of achieving asymmetric dibromination would stem from the versatility of alkyl bromides as building blocks in organic synthesis and the myriad of derivatizations to enriched chiral molecules that it could enable. Herein we report the development of a unique dibromination reaction that has been ...
... power of achieving asymmetric dibromination would stem from the versatility of alkyl bromides as building blocks in organic synthesis and the myriad of derivatizations to enriched chiral molecules that it could enable. Herein we report the development of a unique dibromination reaction that has been ...
Synthesis of Four Diastereomeric 3,5-Dialkoxy-2,4
... treatment of the dimesylate 24 with 2.4 equiv of methylmagnesium bromide in THF at 0 °C for 10 min afforded the desired diol 25 in 92% yield.11 ...
... treatment of the dimesylate 24 with 2.4 equiv of methylmagnesium bromide in THF at 0 °C for 10 min afforded the desired diol 25 in 92% yield.11 ...
Option G Further Organic Chemistry
... reactivity due to the presence of –CH3 can be explained in terms of its electronreleasing nature. The greatly increased reactivity due to the presence of –OH can be explained in terms of its partial donation of a non-bonded electron pair. The decreased reactivity due to the presence of –NO2 can be e ...
... reactivity due to the presence of –CH3 can be explained in terms of its electronreleasing nature. The greatly increased reactivity due to the presence of –OH can be explained in terms of its partial donation of a non-bonded electron pair. The decreased reactivity due to the presence of –NO2 can be e ...
Chem 150 Unit 4 - Chemical Properties I Chemical Reactions
... This increases the kinetic energy, which increases the motion of the reactant molecules. This increases the frequency with which they will collide with one another to react. ...
... This increases the kinetic energy, which increases the motion of the reactant molecules. This increases the frequency with which they will collide with one another to react. ...
Lab 9 - Academic Computer Center
... addition of two H atoms. The first H atom comes from a hydride, H-, of NaBH4. The second comes from the workup of the reaction, which is normally conducted in aqueous acid. Sodium borohydride, NaBH4, is the mildest of the three hydride reagents and is easy to use in the lab, because it is soluble in ...
... addition of two H atoms. The first H atom comes from a hydride, H-, of NaBH4. The second comes from the workup of the reaction, which is normally conducted in aqueous acid. Sodium borohydride, NaBH4, is the mildest of the three hydride reagents and is easy to use in the lab, because it is soluble in ...
Derivatives of carboxylic acids - amides, acid anhydrides and nitriles
... Simple compounds containing an -NH2 group such as ammonia, NH3, or a primary amine like methylamine, CH3NH2, are weak bases. A primary amine is a compound where the -NH2 group is attached to a hydrocarbon group. The active lone pair of electrons on the nitrogen atom in ammonia can combine with a hyd ...
... Simple compounds containing an -NH2 group such as ammonia, NH3, or a primary amine like methylamine, CH3NH2, are weak bases. A primary amine is a compound where the -NH2 group is attached to a hydrocarbon group. The active lone pair of electrons on the nitrogen atom in ammonia can combine with a hyd ...
Methodology for the olefination of aldehydes and ketones via the Meyer-Schuster reaction
... tool for generating carbon–carbon bonds, is typically achieved using aldol condensation1, Wittig, Horner–Wadsworth–Emmons (HWE), or other olefination methods2,3. Of these, the aldol condensation is most attractive from an atom economy4 standpoint in that water is the only by-product of the reaction. ...
... tool for generating carbon–carbon bonds, is typically achieved using aldol condensation1, Wittig, Horner–Wadsworth–Emmons (HWE), or other olefination methods2,3. Of these, the aldol condensation is most attractive from an atom economy4 standpoint in that water is the only by-product of the reaction. ...
Alkane
... The addition of hydrogen to the C=C double bond always involves catalysis by such metals as Ni, Pt at room temperature and pressure. ...
... The addition of hydrogen to the C=C double bond always involves catalysis by such metals as Ni, Pt at room temperature and pressure. ...
Lectures 15, 16 and 17
... carbonyl determines the type of reactions the carbonyl compound will undergo. • Carbonyl carbons are sp2 hybridized, trigonal planar, and have bond angles that are ~1200. In these ways, the carbonyl group resembles the trigonal planar sp2 hybridized carbons of a C=C. ...
... carbonyl determines the type of reactions the carbonyl compound will undergo. • Carbonyl carbons are sp2 hybridized, trigonal planar, and have bond angles that are ~1200. In these ways, the carbonyl group resembles the trigonal planar sp2 hybridized carbons of a C=C. ...
Nugget
... choice ), we completed per-methylation of the carborane cage to yield CB11Me12 and H-CB11Me11 anions via reaction with methyl triflate. We subsequently synthesized the ether and toluene acids with it. Currently we are working on the protonation reactions using these new reagents with the ruthenium C ...
... choice ), we completed per-methylation of the carborane cage to yield CB11Me12 and H-CB11Me11 anions via reaction with methyl triflate. We subsequently synthesized the ether and toluene acids with it. Currently we are working on the protonation reactions using these new reagents with the ruthenium C ...
Chapter 10: Alkyl Halides
... Allylic Bromination with NBS is analogous to the radical reaction with an alkane, a halogen and uv light (Ch. 5). The NBS can be thought of as producing a Br radical. The Br radical removes a hydrogen, leaving an allylic radical and forming HBr. This allylic radical reacts with Br2 (which is formed ...
... Allylic Bromination with NBS is analogous to the radical reaction with an alkane, a halogen and uv light (Ch. 5). The NBS can be thought of as producing a Br radical. The Br radical removes a hydrogen, leaving an allylic radical and forming HBr. This allylic radical reacts with Br2 (which is formed ...
SYNOPSIS
... The acid-catalyzed reaction of electron-rich heterocyclic compounds with pdimethylamino benzaldehyde is known as Ehrlich test for -electron excessive heterocycles such as pyroles and indoles. The analogous reaction of indoles with other aromatic or aliphatic aldehyde and ketones produces azafulveni ...
... The acid-catalyzed reaction of electron-rich heterocyclic compounds with pdimethylamino benzaldehyde is known as Ehrlich test for -electron excessive heterocycles such as pyroles and indoles. The analogous reaction of indoles with other aromatic or aliphatic aldehyde and ketones produces azafulveni ...
22. Oxidation of Cyclohexanol
... into cyclohexanone. Bleach solution will be added to a mixture of cyclohexanol and acetic acid. No additional solvent will be used, the only solvent will be the water from the bleach solution. This oxidation reaction is exothermic, which means it releases heat to the environment as the reaction prog ...
... into cyclohexanone. Bleach solution will be added to a mixture of cyclohexanol and acetic acid. No additional solvent will be used, the only solvent will be the water from the bleach solution. This oxidation reaction is exothermic, which means it releases heat to the environment as the reaction prog ...
ELECTROPHILIC ADDITIONS OF ALKENES AS THE
... Alkenes are primarily prepared by elimination reactions of molecules that contain good leaving groups attached to sp3 carbons. Examples of such reactions are dehydrohalogenations with strong base, and acid-catalyzed dehydrations of alcohols. The opposite of an elimination is an addition reaction. In ...
... Alkenes are primarily prepared by elimination reactions of molecules that contain good leaving groups attached to sp3 carbons. Examples of such reactions are dehydrohalogenations with strong base, and acid-catalyzed dehydrations of alcohols. The opposite of an elimination is an addition reaction. In ...
Alcohols from Alkenes: Oxymercuration–Demercuration
... form of the starting material reacts in such a way that it gives a specific stereoisomeric form of the product. ...
... form of the starting material reacts in such a way that it gives a specific stereoisomeric form of the product. ...
Chapter 1-
... In the step 1 of the mechanism, bromine reacts with ferric bromide to generate an electrophilic bromine species In step 2, the highly electrophilic bromine reacts with p electrons of the benzene ring, forming an arenium ion In step 3, a proton is removed from the arenium ion and aromaticity is ...
... In the step 1 of the mechanism, bromine reacts with ferric bromide to generate an electrophilic bromine species In step 2, the highly electrophilic bromine reacts with p electrons of the benzene ring, forming an arenium ion In step 3, a proton is removed from the arenium ion and aromaticity is ...
Baylis–Hillman reaction
The Baylis–Hillman reaction is a carbon-carbon bond forming reaction between the α-position of an activated alkene and an aldehyde, or generally a carbon electrophile. Employing a nucleophilic catalyst, such as tertiary amine and phosphine, this reaction provides a densely functionalized product (e.g. functionalized allyl alcohol in the case of aldehyde as the electrophile). This reaction is also known as the Morita–Baylis–Hillman reaction or MBH reaction. It is named for the Japanese chemist Ken-ichi Morita, the British chemist Anthony B. Baylis and the German chemist Melville E. D. Hillman.DABCO is one of the most frequently used tertiary amine catalysts for this reaction. In addition, nucleophilic amines such as DMAP and DBU as well as phosphines have been found to successfully catalyze this reaction.MBH reaction has several advantages as a useful synthetic method: 1) It is an atom-economic coupling of easily prepared starting materials. 2) Reaction of a pro-chiral electrophile generates a chiral center, therefore an asymmetric synthesis is possible. 3) Reaction products usually contain multiple functionalities in a proximity so that a variety of further transformations are possible. 4) It can employ a nucleophilic organo-catalytic system without the use of heavy metal under mild conditions.Several reviews have been written.