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F H C B F F F Chemical Formula: CH BF O

This document provides three chemistry problems involving organic reactions: 1) Identifying Lewis acids and bases in given reactions. Acetic acid and triethylamine are identified as the Lewis acid and base in one reaction. 2) Calculating formal charges in ions such as methanolate (CH3O-) and cyanide (CN-). 3) Outlining possible reaction mechanisms for substitutions and additions, including a halohydrocarbon substitution, an acid-base reaction between aniline and hydrogen chloride, and a Fischer esterification between acetic acid and an alcohol.

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Fadilla Azhari
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44 views3 pages

F H C B F F F Chemical Formula: CH BF O

This document provides three chemistry problems involving organic reactions: 1) Identifying Lewis acids and bases in given reactions. Acetic acid and triethylamine are identified as the Lewis acid and base in one reaction. 2) Calculating formal charges in ions such as methanolate (CH3O-) and cyanide (CN-). 3) Outlining possible reaction mechanisms for substitutions and additions, including a halohydrocarbon substitution, an acid-base reaction between aniline and hydrogen chloride, and a Fischer esterification between acetic acid and an alcohol.

Uploaded by

Fadilla Azhari
Copyright
© © All Rights Reserved
We take content rights seriously. If you suspect this is your content, claim it here.
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TUGAS KIMIA ORGANIK PERTEMUAN 4

Nama : Fadilla Azhari


NPM : 3335190048
Teknik Kimia B

1. Tentukan asam-basa lewis dari reaksi berikut


Jawab :
a.
H
H2 H2
C C

O H3C N CH3
H2 H2 O
C C
H3 C N CH3
H CH2
+ C
O
CH2 H3C O H3C
H3 C acetic acid triethylammonium
Chemical Formula: C2H4O2 acetate
triethylamine Chemical Formula: C6H16N+
Chemical Formula: C6H15N Chemical Formula: C2H3O2-

(Basa Lewis) (Asam Lewis)

b.
F
H3 C F

H3 C OH + B
O B F
F F
methanol
Chemical Formula: CH4O trifluoroborane H F
Chemical Formula: BF3
Chemical Formula: CH4BF3O

(Basa Lewis) (Asam Lewis)

c.
CH3 CH3

C
+ H3C C CH3
O
H3C CH3 H H
OH2
water
2-methylpropan-2-ylium Chemical Formula: H2O tert-butyloxonium
Chemical Formula: C4H9+ Chemical Formula: C4H11 O+

(Asam Lewis) (Basa Lewis)


2. Tentukan Muatan Formal dalam ion beriku
Jawab:
a. CH3O- b. CN-
H

H C O-
N C-
H
cyanide
methanolate
Chemical Formula: CN-
Chemical Formula: CH3O-

Muatan formal = jml ev – jml eb – ½ jml ei Muatan formal = jml ev – jml eb – ½ jml ei
Muatan formal C = 4 – 0 – 8/2 = 0 Muatan formal C = 4 – 2 – 6/2 = -1
Muatan formal H1 = 1 – 0 – 2/2 = 0 Muatan formal N = 5 – 2 – 6/2 = 0
Muatan formal H2 = 1 – 0 – 2/2 = 0 Total muatan formal CN- = -1
Muatan formal H3 = 1 – 0 – 2/2 = 0
Muatan formal O = 6 – 6 – 2/2 = -1
Total muatan formal CH3O- = -1

c. HCO3-
O

HO O-
bicarbonate
Chemical Formula: CHO3-

Muatan formal = jml ev – jml eb – ½ jml ei


Muatan formal C = 4 – 0 – 8/2 = 0
Muatan formal O1 = 6 – 6 – 2/2 = -1
Muatan formal O2 = 6 – 4 – 4/2 = 0
Muatan formal O3 = 6 – 4 – 4/2 = 0
Muatan formal H = 1 – 0 – 2/2 = 0
Total muatan formal HCO3- = -1

3. Buatlah rancangan mekanisme reaksi yang mungkin terjadi


Jawab:
a.
CH3
CH3
H2 O
Cl +
+ H C C Cl + H H
H O C
H2 C chloride water
hydroxide CH3 CH3 Chemical Formula: H2O
Chemical Formula:
2-chloro-2-methylpropane 2-methylprop-1-ene
HO-
Chemical Formula: C4H9Cl Chemical Formula: C4H8
b.
NH2
NH3
+ H Cl
+ Cl

hydrogen chloride chloride


Chemical Formula: ClH
aniline
Chemical Formula: C6H7N benzenaminium
Chemical Formula: C6H8N+

c.

O O

+ H2SO4 (trace)
+ H2O

OH HO O OH
acetic acid 3-methylbutan-1-ol 3-hydroxybutyl acetate
Chemical Formula: C2H4O2 Chemical Formula: C5H12O Chemical Formula: C6H12O3

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