8.54 Draw the organic products formed in each reaction. Br -OC(CH3)3 Br DBU a. d. gomod-Sto 08IHO OCH½CH3 rdiw ensqoiqomoid-S to noitosen erli yriw nialqxa sa.8 ert Ju toub as yleviauloxe HOOGHO) l OC(CH3)3 b. ns e. Br meldor9 opneller CI CI Br 6 WBY c8.8 "NH2 se1 pCH3CH2OH f. (2 equiv) C.
Reactive Intermediates
In chemistry, reactive intermediates are termed as short-lived, highly reactive atoms with high energy. They rapidly transform into stable particles during a chemical reaction. In specific cases, by means of matrix isolation and at low-temperature reactive intermediates can be isolated.
Hydride Shift
A hydride shift is a rearrangement of a hydrogen atom in a carbocation that occurs to make the molecule more stable. In organic chemistry, rearrangement of the carbocation is very easily seen. This rearrangement can be because of the movement of a carbocation to attain stability in the compound. Such structural reorganization movement is called a shift within molecules. After the shifting of carbocation over the different carbon then they form structural isomers of the previous existing molecule.
Vinylic Carbocation
A carbocation where the positive charge is on the alkene carbon is known as the vinyl carbocation or vinyl cation. The empirical formula for vinyl cation is C2H3+. In the vinyl carbocation, the positive charge is on the carbon atom with the double bond therefore it is sp hybridized. It is known to be a part of various reactions, for example, electrophilic addition of alkynes and solvolysis as well. It plays the role of a reactive intermediate in these reactions.
Cycloheptatrienyl Cation
It is an aromatic carbocation having a general formula, [C7 H7]+. It is also known as the aromatic tropylium ion. Its name is derived from the molecule tropine, which is a seven membered carbon atom ring. Cycloheptatriene or tropylidene was first synthesized from tropine.
Stability of Vinyl Carbocation
Carbocations are positively charged carbon atoms. It is also known as a carbonium ion.
In case of dihalide like problem 8.54 c.
1.
my think is like this.
at the first E2 reaction, the hydrogen on cyclohexyl will be participate because its carbon is more substituted.
then second E2 reaction, there are no more hydrogen on left carbon. so hydrogen on right carbon will be partcipate. as a result, the product is double bond not triple bond.
Why is this wrong and only form triple bond?
2.
Is it impossible to make Sn2 reaction that NH2- is working as nucleophile?
![cohols. Ethers
g. The reaction of CH3CH,Br with NaOH occurs by this mechanis
h. Racemization at a stereogenic center occurs.
omp
ounds
i. Tertiary (3°) alkyl halides react faster than 2° or 1° alkyl halides.
j. The reaction follows a second-order rate equation.
HO
8.54 Draw the organic products formed in each reaction.
Br
FOC(CH3)3
Br
DBU
a.
d.
g.
HO
s29vig HOHoc
eevipHOC
dtiw ensqorqomoid-S to noitosen erll ydw nislqx3 sa.8
nd-Sto
0igomond-Sjo neilose1 et futoubg as vleviauloxe
Ose1 ert tudoubgas yleviauloxe
omad-o
08IHO OCH,CH3
OC(CH3)3
b.
е.
h.
(CHPCHOCH
Br
Pneldo19spr
epnelled
CI CI
Br
da s
WSIC ca.8
NH2
Jose pCH3CH2OH
С.
f.
(2 equiv)
8.55 What is the major product formed when each alkyl halide is treated
reagents: [1] NAOCOCH3; [2] NaOCH3; [3] KOC(CH3)3? If it is not pos
product, identify the products in the mixture and the mechanism by
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