Question 3: [10 marks]

Make drawings of the molecules with the following IUPAC names:

a) 3-ethyl-1,4-dimethylcyclopent-1-ene

b) (E)-3-chloro-4-phenylbut-2-en-2-ol

c) (Z)-1-bromo-2-methylbut-1-en-3-yn-1-amine

d) N-ethyl-N-methyl-1-phenylethan-1-amine

e) sec-butyl ethyl ketone



Answer :

Answer:

Here are the molecular structures based on the given IUPAC names:

### a) 3-ethyl-1,4-dimethylcyclopent-1-ene

**Structure Description:**

- A cyclopentene ring (a five-membered ring with one double bond).

- An ethyl group (–CH₂CH₃) attached to the third carbon of the ring.

- Two methyl groups (–CH₃) attached to the first and fourth carbons of the ring.

**Drawing:**

```

CH₂CH₃

|

CH₃-C₁

/ \

CH₃-C₄ C₂

\ /

C₅

|

C=C

```

### b) (E)-3-chloro-4-phenylbut-2-en-2-ol

**Structure Description:**

- A butene backbone with a double bond between C2 and C3.

- A chloro group (–Cl) at the third carbon.

- A phenyl group (–C₆H₅) at the fourth carbon.

- An alcohol group (–OH) at the second carbon.

- The E configuration indicates the highest priority groups are on opposite sides of the double bond.

**Drawing:**

```

OH

|

C₁= C₂-C₃- C₄-C₆H₅

|

Cl

```

### c) (Z)-1-bromo-2-methylbut-1-en-3-yn-1-amine

**Structure Description:**

- A butene backbone with a double bond between C1 and C2.

- A bromo group (–Br) and an amine group (–NH₂) at the first carbon.

- A methyl group (–CH₃) at the second carbon.

- A triple bond (–C≡C–) at the third carbon.

- The Z configuration indicates the highest priority groups are on the same side of the double bond.

**Drawing:**

```

NH₂

|

Br-C₁= C₂-C≡C-C₄

|

CH₃

```

### d) N-ethyl-N-methyl-1-phenylethan-1-amine

**Structure Description:**

- An ethanamine backbone (two carbon atoms with an amine group).

- A phenyl group (–C₆H₅) attached to the first carbon.

- An ethyl group (–CH₂CH₃) and a methyl group (–CH₃) both attached to the nitrogen atom.

**Drawing:**

```

CH₃

|

N-CH₂CH₃

|

C₆H₅

|

C₂H₅

```

### e) sec-butyl ethyl ketone

**Structure Description:**

- A ketone group (–C=O) with an ethyl group (–CH₂CH₃) attached to the carbonyl carbon.

- The butyl group is attached in the secondary position (sec-butyl).

**Drawing:**

```

CH₃

|

CH₃-CH₂-CO-CH₂CH₃

|

CH₂CH₃

```

These drawings provide a basic representation of the structures based on the IUPAC names given.