e) second reaction undergo reaction by SN1 order mechanism where Br is replace by OH of water forming 3deg. Alcohol. Whereas the first reaction will be slower by SN1 mechanism
f) oxygen has more affinity and reactivity than S so 1st reaction is more stable.
g) here Alcohol react easily with acidic hydrogen bromide but it do not react with non acidic bromide so reaction 1 will only react under acidic catalyst whereas reaction 2 is feasible
h) Here Ch3OH is bulky so it undergo reaction with 3deg. Slower than 2deg. Hence reaction 1 is faster.
i) in reaction 2 CH3 group create hinderance while raction with HS- but in reaction 1 no hinderance is there so reaction one will be faster.
но (CH,),CHBr (CH),CH-OH (е) но (CHJ,СB (CH),C-Он acetone - сн,сH,осH,сн, + Br CH,CH,O' + CH,сH, Br...
For each pair of reactions given below indicate which is faster
and explain your reasoning:
HO (CH3),CHBT (CH),CH-OH но (CH3),CBr - (CH),C-OH acetone CH,CH,0 + CH.CH,Br CH,CH,OCH,CH, + Br acetone CH,CH,S + CH,CH_Br > CH CH SCH,CH2 + Br (CH3),COH + KBr -- (CH), CBr + KOH (CH3),COH + HB (CH) CB + H2O СН.ОН (CH3),CHBr (CH3),CH-OCH CHOH (CH3),CBr (CH3),C-OCH, "SH + Br Br + HS - "SH + Bri Br + HS
1. Draw the product of each reaction CH сн, CHT CH он OH CHy c ctly Hcl + CH3 сH, -Of + NH2 Ph PhRou H2O Ph -아H Ph d. он +HaO NH2 CH + HC NO2 f HaN Кон CH3 NH2 Но 1-04 9
CH3 H2SO4 н,с. OH сH, 2. OTs SH NaSH н, с сH, OTs No reaction H,с. Cн, o CH3 HBr Br HO H,с CH Provide the reagents necessary to carry out the following conversions. Br SH NadH NasH
the weakest base: CH3 HO HS the fastest in an Syl reaction: (CE)_CACHOSCH (CH3CB (CH.) CHCH(Br)CH, (CH),C(Br)CH (CH3)2CHCH Br 2. For each pair of reactions given below indicate which is faster and explain your reasoning. + CHỊ N + C CH3Cl + N CH3 + Ng CH₃N₂ + i CHg. + NaCN CH, CN + Nal DMSO CH3-1 + NaCN C H, CN + Nal Cho (c) CH,0 + CH,CH,Br - HƠ + CHỊCH,Br CH,CH,OCH, + Bril CH,CH,OH + Br...
H3PO4 1. НО. 165° OH 2. Aqueous acetone + H2O Br + ОН + HBr a = Proton transfer d = Electrophilic addition e=E1 Elimination f=E2 Elimination g=Snl Nucleophilic substitution h=Sn2 Nucleophilic substitution b = Lewis acid/base c= Radical chain substitution Identify the mechanism by which each of the reactions above proceeds from among the mechanisms listed. Use the letters a - i for your answers. 1. 2.g
1) + NaOH J) OH PCC CH,C1, K) H СН,ОН L) 1. Mg, ether -Br o 2. 3. H,0 M) OH Na Cr 0 H2SO4 4. Propose Mechanism (Show your work) (14 pts) A) CH,CH,CH,OH CHỊCH CHỊCHCHỊCOH