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Download View/Open Survey 1-Butanol (d) Butylammonium bromide 11 5 (a) (CH3)2N (b) (CH3)3N 11 6 CH3OTos CH3Br (CH3)2CHCl (CH3)3CCl 11 7 Similar to protic solvents 11 8 Racemic 1-ethyl-1-methylhexyl acetate 11 9 90 1% racemization 9 9% inversion 11 10 H3C OH C (S)-Bromide (c) H2S CH2CH3 Racemic 10 5 11 11 H2C U CHCH(Br)CH3 CH3CH(Br)CH3

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Seminario de Mecanismos I

3) a- Disponga los siguientes compuestos en orden de su reactividad esperada hacia la reaccin SN2: CH3Br CH3OTos (CH3)3CCl (CH3)2 CHCl CH3CH2I b- Predecir el compuesto de cada par que participe ms rpidamente en una reaccin SN2 : Cl i)-Cl o ii)Cl iii)-Cl o

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Seminario de Mecanismos I

3) a- Disponga los siguientes compuestos en orden de su reactividad esperada hacia la reaccin SN2: CH3Br CH3OTos (CH3)3CCl (CH3)2 CHCl CH3CH2I b- Predecir el compuesto de cada par que participe ms rpidamente en una reaccin SN2 : Cl i)-Cl o ii)Cl iii)-Cl o

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Download View/Open Survey 1-Butanol (d) Butylammonium bromide 11 5 (a) (CH3)2N (b) (CH3)3N 11 6 CH3OTos CH3Br (CH3)2CHCl (CH3)3CCl 11 7 Similar to protic solvents 11 8 Racemic 1-ethyl-1-methylhexyl acetate 11 9 90 1% racemization 9 9% inversion 11 10 H3C OH C (S)-Bromide (c) H2S CH2CH3 Racemic 10 5 11 11 H2C U CHCH(Br)CH3 CH3CH(Br)CH3

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2 lista de exerccios

instituto federal de educao cincia e tecnologia tringulo mineiro disciplina: qumica orgnica 2 curso de licenciatura em qumica professor: cludio mrcio de castro turno: noturno exerccios de fixao substituio nucleoflica questo 1 a) qual a base mais forte: ro ou rs?

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ORGANIC CHEMISTRY I

ORGANIC CHEMISTRY I – PRACTICE EXERCISE Sn1 and Sn2 Reactions 1) Which of the following best represents the carbon-chlorine bond of methyl chloride? C H C l H H H C H C H Cl H H C H Cl H H C H l H d +d-d d d+ d+ d d-IV V 2) Provide a detailed stepwise mechanism for

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ZASADY SYSTEMATYCZNEGO NAZEWNICTWA

CH3Br CH3OTos (CH3)3CCl (CH3)2CHCl 11 What product(s) would you expect to obtain from reaction of (S)-3-chloro-3-methyloctane with acetic acid? Show the stereochemistry of both starting material and product 12 Rank the following alkyl halides in order of their expected reactivity towards SN1 reaction:

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PPT

Chapter 11 Reactions of Alkyl Halides: Nucleophilic Substitutions and Eliminations Introduction Alkyl halides – are polarized at the carbon- halide bond making the carbon electrophilic – are electrophiles Alkyl halides – react with nucleophiles and bases Slideshow 4411096 by

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Answer Key for Test 1

Answer Key for Test 1 advertisement CH3OTos Tosylate is a better leaving group than chloride (b) The SN2 displacement by CH3CO2- on bromoethane or on bromocyclohexane Bromoethane Bromocyclohexane is more sterically hindered and harder to displace (c) The SN2 displacement on 2-bromopropane by CH3CH2O- or by CNCN- is a better nucleophile

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!!!Whichreactionineachoft

(a) The Sn2 displacement by I- on CH3Cl or on CH3OTos (b) The Sn2 displacement by CH3CO2- on bromoethane or on bromocyclohexane (c) The Sn2 displacement on 2-bromopropane by CH3CH2O- or by CN- (d) The Sn2 displacement by HC≡C- on bromomethane in benzene or in hexa- methylphosphoramide

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Download View/Open Survey 1-Butanol (d) Butylammonium bromide 11 5 (a) (CH3)2N (b) (CH3)3N 11 6 CH3OTos CH3Br (CH3)2CHCl (CH3)3CCl 11 7 Similar to protic solvents 11 8 Racemic 1-ethyl-1-methylhexyl acetate 11 9 90 1% racemization 9 9% inversion 11 10 H3C OH C (S)-Bromide (c) H2S CH2CH3 Racemic 10 5 11 11 H2C U CHCH(Br)CH3 CH3CH(Br)CH3

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Chapter 11

Chapter 11 11 1 What product would you expect to obtain from a nucleophilic substitution reaction of (S)-2-bromohexane with acetate ion CH3CO2-? Assume that inversion of configuration occur and show the stereochemistry of both reactant and product The SN2 displacement by I- on CH3Cl or on CH3OTos Solution: On CH3OTs The SN2 displacement

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Chapter 9 Supplemental Problems

Rank the following compounds in order of their expected reactivity toward SN2 reaction: CH3Br CH3OTos (CH3)3CCl (CH3)2CHCl What product(s) would you expect from the reaction of (S)-3-chloro-methyloctane with acetic acid? Show the stereochemistry of both reactant and product (11 8)

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February 26 2013 (b) N

(b) N-bromosuccinimide (c) Tosylate (d) Allyl bromide 2 Which reaction in each of the following pairs would you expect to be faster (5 points each)? (a) The SN2 displacement by I-on CH 3Cl or on CH 3OTos (OTos = tosylate) CH3OTos Tosylate is a better leaving group than chloride (b) The SN2 displacement by CH 3CO 2-on bromoethane or on

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6 83 The graph below shows the first three ionization

6 83 The graph below shows the first three ionization energies for sodium magnesium and aluminum Without consulting a list of values determine which line in the graph corresponds to each element CH3OTos (CH3)3C Organic Chemistry The number of carboxyl groups and amino groups present respectively in a nonpolar amino acid is a 1

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When molten sulfur reacts with chlorine gas a vile

Chemistry Chemistry When molten sulfur reacts with chlorine gas a vile-smelling orange liquid forms that has an empirical formula of SCl The structure of this compound has a formal charge of zero on all elements in the compound Draw the Lewis structure for the vile smelling orange liquid

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SUSTITUCIN NUCLEOFILICA (SN1 Y SN2)

Explique por queacute a) (CH3)2N- o (CH3)2NH b) (CH3)3B o (CH3)3N c) H2O o H2S Problema 6 Clasifique los compuestos siguientes por reactividad creciente en la reaccion SN2: CH3Br CH3OTos (CH3)3CCl (CH3)2CHCl Problema 7 iquest Queacute producto o productos espera obtener de la reaccion de (S)-3-cloro-3-metiloctano con acido aceacute

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Answer Key for Test 1

Answer Key for Test 1 advertisement CH3OTos Tosylate is a better leaving group than chloride (b) The SN2 displacement by CH3CO2- on bromoethane or on bromocyclohexane Bromoethane Bromocyclohexane is more sterically hindered and harder to displace (c) The SN2 displacement on 2-bromopropane by CH3CH2O- or by CNCN- is a better nucleophile

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Solved: Rank The Following Compounds In Order Of

Rank the following compounds in order of their expected reactivity toward SN2 reaction: CH3Br CH3Otos (CH3)3CC (CH3)2CHCI Rank the following substances in order of their expected SN1 reactivity: CH3CH2Br H2C-CHCH(Br)CH3 H2C-CHBr CH3CH(Br)CH3

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Seminario de Mecanismos I

3) a- Disponga los siguientes compuestos en orden de su reactividad esperada hacia la reaccin SN2: CH3Br CH3OTos (CH3)3CCl (CH3)2 CHCl CH3CH2I b- Predecir el compuesto de cada par que participe ms rpidamente en una reaccin SN2 : Cl i)-Cl o ii)Cl iii)-Cl o

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Organica ns1

Clasifique los compuestos siguientes por reactividad creciente en la reaccion SN2: CH3Br CH3OTos (CH3)3CCl (CH3)2CHCl Problema 7 Qu producto o productosespera obtener de la reaccion de (S)-3-cloro-3-metiloctano con acido actico? Indique la estereoqumica del reactivo y la del producto Problema 8 Clasifique las sustancias siguientes por su probablereactividad SN1 creciente

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