Alcohols can be converted to alkyl chlorides using SOCI, with complete inversion of stereochemistry. OH SOCI₂ pyridine Cl Using curved arrows draw the stepwise mechanism for chlorination of an alcohol. Be sure to include lone pairs necessary to the mechanism steps and any non- zero formal charges. OH CI CI AdriRemove step X

Alcohols can be converted to alkyl chlorides using SOCI, with complete inversion of stereochemistry. OH SOCI₂ pyridine Cl Using curved arrows draw the stepwise mechanism for chlorination of an alcohol. Be sure to include lone pairs necessary to the mechanism steps and any non- zero formal charges. OH CI CI AdriRemove step X

Organic Chemistry: A Guided Inquiry

2nd Edition

ISBN:9780618974122

Author:Andrei Straumanis

Publisher:Andrei Straumanis

Chapter7: Cycloalkanes

Section: Chapter Questions

Problem 17E: Build a model of methylcyclohexane, and use the model to complete the following Newmanprojections of...

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Alcohols can be converted to alkyl chlorides using SOCl2 with complete inversion of stereochemistry. Using curved arrows draw the stepwise mechanism for chlorination of an alcohol. Be sure to include lone pairs necessary to the mechanism steps and any non-zero formal charges.
TReview TOpics] [References Draw a structural formula for the major product of the reaction shown. CH3 CH3CHCH=CH2 Show product steréochemistry IF the reactant alkene has both carbons of the double bond within a • Do not show stereochemistry in other cases. If the reaction produces a racemic mixture, just draw one stereoisomer. C P opy aste C.
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Build a model of methylcyclohexane, and use the model to complete the following Newmanprojections of methylcyclohexane in the chair conformation: a. When the methyl group is in an axial or equatorial (circle one) position, the molecule is inits lowest potential energy conformation. b. Label one Newman projection above anti and the other gauche to describe the relationshipbetween the methyl group and C3 of the ring. c. In general, which is a lower PE conformation, anti or gauche? d. Explain how your answer to b and c provide an explanation for why it is more favorable fora large group to be in an equatorial than an axial position.
Draw the major organic product(s) for the following reactions, including stereochemistry when appropriate
CH3 CH3 CH3 CH;=ĊCH,CHCH;OH H2SO4, H3C H3C Referring to the above reaction: 1. Which atom does the H2SO4 first remove? 2. Identify the reaction if it's hydrogenation, hydrohalogenation, etc. 3. Propose a mechanism for the reaction, using the arrow formalism to indicate the flow of electrons.
Below is a mechanism that represents the following single reaction sequence: a certain alcohol undergoes acid- catalyzed dehydration (conversion that involves the loss of water from the reacting molecule or ion) to form an alkene product. Write the IUPAC name of the product. Include E/Z stereochemistry. Hint: Name of the substituent of the product is similar to that of reactant. * :ÖH :O: :0: :O: 1-phenylpropanol oxonium ion H. нон Carbocation stabilised by resonance loss of water benzylic carbocation organic product + H-B Alkene formed ;B proton abstraction
[References] The two alkenes below react with HI at different rates. CH3 CH3CH=CHCH3 and CH;ċ=CHCH3 Draw the structural formula of the MAJOR product formed by the alkene having the HIGHER reaction rate. You do not have to consider stereochemistry. • You do not have to explicitly draw H atoms. In cases where there is more than one answer, just draw one. C P opy aste Previous Next ChemDoodle®
Review Topics] [References] Draw a structural formula for the major product of the reaction shown. CH;CH2 c=CHCH3 CH;CH2 Br2 H20 • Show product stereochemistry IF the reactant alkene has both carbons of the double bond within a ring. • Do not show stereochemistry in other cases. • If the reaction produces a racemic mixture, just draw one stereoisomer. Previous Next ChemDoodle Save and Ex tv ill I 11 МacBook Air DII DD F12 F11 F10 80 888 F9 F7 FB F6 F5 F4 F3 * & $ %3D 5 6. 7 8 9. 4 { P E R T Y H J K F + * CO
Draw the alkene that would react with the reagent given to account for the product formed. OH H₂SO4 CH3CH2CCH2CH3 ? + H₂O CH2CH3 . You do not have to consider stereochemistry. • You do not have to explicitly draw H atoms. • In cases where there is more than one answer, just draw one.
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4. Using the curved arrow formalism to show all the bond-making and bond- breaking steps of the following reaction, indicating stereochemistry, where appropriate, by using wedges and dashes. CH,CH2OH H3C OCH,CH3 H,C. OCH CH3