(a) Rate =k [Alkyl Halide][Base] (b) Process follows inversion in stereochemistry (c) Rate of reactivity follows the trend CH3>1°> 2° >3 (d) Mechanism involves carbocations
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Label the following as: SN1, SN2, E1, E2 reactions. Create examples with drawn mechanisms.
![(a) Rate =k [Alkyl Halide][Base]
(b) Process follows inversion in stereochemistry
(c) Rate of reactivity follows the trend CH3>1°> 2° >3
(d) Mechanism involves carbocations](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2F9a14a4fe-84d4-4d9d-934f-c00bddb83415%2F4669963f-8901-42ec-8392-99f01d882764%2F65p83_processed.jpeg&w=3840&q=75)
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- 1. Draw the structure of all reactants and product for the following reactions. (a) 2-methyl-1-iodocyclopentane + NaOCH3 ------>A (b) A + (1) Hg(OAc)2, H2O/(2) NaBH4 ------>Alkenes can be converted to alcohols by hydroboration-oxidation. (a) Draw the structure of the alcohol or alcohols formed in the reaction sequence. Clearly indicate stereochemistry by drawing a wedged bond, a dashed bond and two O Hint in-plane bonds per each chiral carbon. Draw hydrogen atoms that are connected to wedge-and-dash bonds.(b) Characterize the product or products of the reactions. The first step of the reaction, hydroboration, involves addition of BH, to the double bond, with -BH, attached to one carbon and hydrogen Be sure to draw hydrogens on oxygen, where applicable. attached to the other. Consider both Rings the regioselectivity and the Select Draw More Erase stereochemistry of this addition. H Diborane, B,H,, is a source of borane, BH,, and can be used 1. B2H6, interchangeably. Diglyme is a solvent. diglyme 2. H2О2, НО", The product or products of the reaction are characterized as being O S. O racemic. O achiral. O R,S (and/or S,R). O R. O S,S. O R.R. O diastereomers.(a) What happens when CH3—O—CH<sub3 is heated with HI?(b) Explain mechanism for hydration of acid catalyzed ethene :CH2 = CH2 + HzO CH3—CH,—OH
- 4. identify the structure of A and B in the following synthetic scheme: Write out complete reactions for each step, showing the structure of all reactants and products. (a) cyclohexanol +Na2Cr2O7/H2SO4, H2O -------> A (b) A + Et2NH/H2SO4 ----->BProvide the structure of the product(s) with stereochemisty if appropriate. If multiple products indicate major product or if products are formed in equal amounts. If there is no reaction expected explain why. (a) OH HIO4 (the protecting group is remained) CHO H HOH2C OH (b) CHO -ОН NaCN # HO -H H -OH CH₂OH (c) CHO HO- -H HO -H NH₂OH 張一 H -OH H -OH CH₂OH i) Ba(OH)2 ii) MeOH, H₂SO4 NaOAc Ac₂0 NaOMe MeOH/&:&$((($:&:&:&;$
- For each of the following reactions, fill in the missing products, reactants, or reagents as appropriate. Account for stereochemistry when appropriate.Reaction of Zn/Hg; HCI ( Clemmensen conditions) with CH3CH2C(O)C6H5 forms ____ as the product. (a) CH3CHCHC6H5 (b) CH3CH2COOH and C6H5COOH (c) CH3CH2CH2OH and C6H5OH (d) CH3CH2CH(OH)C6H5 (e) CH3CH2CH2C6H51. The conversion between alcohols, ethers, and epoxides is an important process in organic synthesis. (a) Draw a mechanism for the classic epoxidation of an alkene using MCPBA. (b) Show how this epoxidation can be converted to alcohols/ethers using both acidic and basic conditions. Be sure to highlight the difference between regio- and stereochemistry with the different reactions. (c) Name the end products and be sure to include all necessary stereochemistry. MCPBA CH3OH +H O + Diastereomer SN 1 CH₂ONa SN 2 ↓ OH OCH3 um OCH 3
- Substitution and elimination: predict the product Maximum allowed tries per question: Unlimited (7) Draw the major organic product of the reaction. Follow this procedure: determine whether the reaction conditions are acidic or basic; identify the most nucleophilic/basic atom, the electrophilic atom, and the leaving group; predict whether elimination or substitution will occur; and then draw the product. Indicate the stereochemistry at every stereocenter with a single wedged (up), hashed (down), or wavy (a mixture of up and down; either) bond. Launch MarvinJSTM viewer or click image to copy source CH3 H3C EtONa EtOH BrSubstitution and elimination: predict the product Maximum allowed tries per question: Unlimited (5) Draw the major organic product of the reaction. Follow this procedure: determine whether the reaction conditions are acidic or basic; identify the most nucleophilic/basic atom, the electrophilic atom, and the leaving group; predict whether elimination or substitution will occur; and then draw the product. Indicate the stereochemistry at every stereocenter with a single wedged (up), hashed (down), or wavy (a mixture of up and down; either) bond. Launch MarvinJSTM viewer or click image to copy source CI benzene A2) Complete the following: Stereochemistry and regiochemistry may be important. (10 pts) a) MeO₂C b) c) d) e) type type type type type NH, a) b) CO₂Et a) b) MeO₂C a) b) c) Acetoacetic ester synthesis a) NaH, THF b) BnBr, THF c) aq, NaOH; aq. HCI; D Aldol Condensation IZ CO₂Et CO₂Et O CO₂H CHO f) g) h) i) j) type type type O type H type a) CO,Et b) c) tor Br CO₂H Selective Catalytic Hydrogenation -Não ol EtOH OEt O a) SOCI2, D b) p-MeC6H4OH AICI3, C6H5NO2₂ OH HO H