For each pair of substrates below, choose the one that will react faster in a substitution reaction, assuming that: 1. the rate of substitution doesn't depend on nucleophile concentration and 2. the products are a roughly 50/50 mixture of enantiomers. Substrate A Xa CI Substrate B R. you Faster Rate (Choose one) (Choose one) (Choose one)
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- History Bookmarks X Substrate N & Profiles CI Explanation O SUBSTITUTION REACTIONS Identifying resonance stabilized carbocation intermediates in... N Tab vu.aleks.com/alekscgi/x/lsl.exe/1o_u-IgNslkr7j8P3jH-liGBdp5ulp5VqUnMDyPOVaX6q0CRPLZSQ5NDSL9PhmOKLh4CDt9PkN0_SUK... ALEKS - Tiffany Te-L-Peng - L X + Br Check For each of the substrates below, identify whether: (A) the rate of substitution doesn't depend on nucleophile concentration and (B) the product distribution from substitution gives a 50/50 mix of enantiomers. If you answered "yes" for the first susbtrate, draw the intermediate that forms during a nucleophilic substitution reaction in the space below the table. Window Help Oyes O no Are both A and B true? Oyes O no Oyes O no Oyes O no B X 5 MacBook Pro C C US E O c+ 32 000/5 Tiffar Ⓒ2022 McGraw Hill LLC. All Rights Reserved. Terms of Use | Privacy Center AccCambridge International AS Level Chemistry ot boe slo plgmes s al snsdismonooli End-of-chapter questions 1 1-bromobutane will undergo reactions when heated, as shown by reactions A and B. ot dwab on s bl auoltse s boaub svsd 20 swoll gab ods-suai la yel snoso sdr ssiganm n2 monl gnivims noiteibar VU luad CH;CH,CH,CH,Br B CH;CH,CH,CH,OH CH;CH,CH=CH, 90u S1s 2O1D Isdh tuo gomia sli ni qu dgid tod a guch pecoue For reactions A and B give the reagents used in each case. b Reaction A was repeated using 1-iodobutane instead of 1-bromobutane. Explain any difference in the rate of reaction observed. p bas- od mon c What type of organic reaction is A? d Show the mechanism for reaction A. e Reaction A was repeated with 2-bromo-2-methylpropane instead of 1-bromobutane. i Name the organic compound formed. elle ii The mechanism of the reaction with 2-bromo-2-methylpropane differs from the mechanism of smitas nosd asd i anol reaction A. Describe how the mechanisms differ. f What type of reaction is…Profiles Tab Window Help ALEKS - Tiffany Te-L-Peng - L X = sl.exe/10_u-IgNslkr7j8P3jH-liGBdp5ulp5VqUnMDyPOVaX6q0CRPLZSQ5NeEtFRBekLt6yRz O SUBSTITUTION REACTIONS Identifying resonance stabilized carbocation intermediates in... Substrate For each of the substrates below, identify whether: (A) the rate of substitution doesn't depend on nucleophile concentration and (B) the product distribution from substitution gives a 50/50 mix of enantiomers. If you answered "yes" for the first susbtrate, draw the intermediate that forms during a nucleophilic substitution reaction in the space below the table. 'Br á Br Are both A and true? Oyes Ono + Oyes O no Oyes Ono Oyes Ono ㅂ Click and drag to start drawing a structure. X C с X Tiffa
- Predict the products of each reaction. If the product has stereochemistry, draw the products using dash wedge notation. Draw all stereoisomers formed and indicate if the product is achiral or chiral. Draw a mechanism for each reaction clearly showing how the product stereochemistry is produced. You are not required to draw the final step(s) in the mechanism for reactions involving organometallic intermediates.e Edit View History Bookmarks Profiles Tab Window Help с ALEKS ← O SUBSTITUTION REACTIONS Understanding how the degree of substrate substitution... Br www-awu.aleks.com/alekscgi/x/Isl.exe/1o_u-IgNslkr7j8P3jH-liGBdp5ulp5VqUnMDyPOVaX6q0CRPLZSQ5Neibwylv0Xa9PGXX794jCYYPc4Wwmj2... Explanation A 2 X A ALEKS - Tiffany Te-L-Peng - L X + Substrate + Bri Br r Use the first column to rank each substrate by the rate at which it will undergo SN2 ubstitution. Use the second column to rank each substrate by the rate at which it will undergo S1 substitution. 3 Check с 54 $ Rate of S2 (Choose one) ▼ (Choose one) ▼ (Choose one) ▼ % Rate of S1 5 (Choose one) ▼ (Choose one) ▼ (Choose one) ▼ G Search or type URL B A 6 MacBook Pro X & 7 3 ☆ * 00 8 US ODDOD 0/5 © 2022 McGraw Hill LLC. All Rights Reserved. Terms of Use | Privacy Center + O $ 61 9 432 e ) O Q I' a 90 Tiffany V ? L de Ar AccessibilityFile Edit View History Bookmarks Profiles Tab Window Help ● с ALEKS O SUBSTITUTION REACTIONS Understanding how the degree of substrate substitution... www-awu.aleks.com/alekscgi/x/lsl.exe/10_u-IgNslkr7j8P3jH-liGBdp5ulp5VqUnMDyPOVaX6q0CRPLZSQ5Ne1rzjYfhTzHbIRMe2EN-ukW4SrUeFejsT... Explanation @ ALEKS - Tiffany Te-L-Peng - L X + → You want to replace all the CI atoms in the following molecule with hydroxy (OH) groups, and you know there are two competing mechanisms by which this reaction can occur: # Check Mechanism 1: A nucleophile can replace the Cl atom in several steps, the slowest of which is unimolecular. Highlight in red the CI atom that would be replaced quickest if the reaction went by this type of mechanism. Mechanism 2: A nucleophile can replace the Cl atom in a concerted, bimolecular step. Highlight in blue the Cl atom that would be replaced quickest if the reaction went by this type of mechanism. If you would highlight the same Cl atom for both mechanisms, highlight it in…
- 6. Complete reaction scheme below indicating reagents, catalysts and conditions, and side product trigil bezinslog si6101fon 290b 1l (b Senines levirba 6 gaubong nasamots gniwollot ads to doinW 01 sniowl (6 CH3 40 CH3 Scansgowi (d Ege nodie) ( nsgyxo (b NO₂ 19m02 2i gniwollet sits to mainW II HO7. Reaction Scheme. NH₂ NH2 or two differnet methods (no same steps/reagents) C5H12N2 1. xs Mel, xs K2CO3 2. Ag2O, H₂O 3. heat Br2, xs NaOH, xs H₂O OHC 1.03 2. DMS CHOThe clecona position of nitramide. ) Solutionat 25°C in.ayueous. NH2NO2 la)- has the Follacing reahonship between rate and concentrahionwhere the bracket anund thse formula indicates concentration and K is a Constant caled the rate constant. hate K [NH2NO2] IF the value of Kis l6.49x10s-1 rate of the reaction when MH,NO=0.3016M? -5 what is the Ms-
- 3. Draw mechanism and predict product niwollo) ardnot abog ojs ed 1bo19 (q) 1. NaOH H. 2.Which conditions will cause the interconversion shown? how? H H2/ Lindlar catalyst oa. Li/ NH3lia) ob. H2 / PtO2 (1) Brg: (2) KOH / E:OH od. (1) Hg(OAc)2 / THF / H2O: (2) NaBH4 е.3. Draw the complete reaction mechanism in each step for the formation of compound C and D. i) ) PdCl (M CN), 1) -CH(CO,Et); Ph Ph. Ph (EtO,C)HC, N O li) co H- 60 - 95% R 97% de iv) Me,SnR co,Me ÓTMS Pd(OAc)2 CH,CN CO2Et 55%