Which of the following can give 1° amine?

Options

A. `Ph - overset(overset(CH_3)(|))CH - OH overset(NaCN, H^(oplus))(to)`
B. `Ph - CH = CH - overset(overset(O)(||))C - NH_(2) underset(CH_(3) OH) overset(NaOCI) (to)`
C. `Ph - C -= C -overset(overset(O)(||)) C - NH_(2) overset("NaOBr")( to)`
D. `Ph - overset(overset(O)(||))C - CI underset(Delta) overset(NaN_3) (to) , overset(LiAIH_4) (to)`

Explanation

To determine which of the given reactions can produce a primary amine, we will analyze each option step by step.

### Step 1: Analyze Option 1
**Reaction:** Ph-CH(OH)-CH3 + NaCN

In this reaction, the hydroxyl group (OH) is replaced by the cyanide group (CN) through a nucleophilic substitution reaction. The product formed will be Ph-CH(CN)-CH3.

**Conclusion:** The product has a nitrogen atom bonded to one carbon (the one from the cyanide) and two hydrogens, which does not meet the criteria for a primary amine. Therefore, **Option 1 does not give a primary amine.**

### Step 2: Analyze Option 2
**Reaction:** Ph-CH=CH-C(=O)-NH2 + NaOCl

In this case, the NaOCl reagent will oxidize the carbonyl group (C=O) and facilitate the attachment of the nitrogen directly to the carbon chain. The product formed will be Ph-CH=CH-NH2.

**Conclusion:** The nitrogen atom is attached to one carbon and has two hydrogens, which fits the definition of a primary amine. Therefore, **Option 2 gives a primary amine.**

### Step 3: Analyze Option 3
**Reaction:** Ph-C≡C-C(=O)-NH2 + NaOBr

Similar to the previous reaction, NaOBr will also facilitate the removal of the carbonyl group and attach the nitrogen directly to the carbon chain. The product will be Ph-C≡C-NH2.

**Conclusion:** The nitrogen is attached to one carbon and has two hydrogens, which means this is also a primary amine. Therefore, **Option 3 gives a primary amine.**

### Step 4: Analyze Option 4
**Reaction:** Ph-C(=O)-Cl + NaN3

Here, the chlorine atom is substituted by the azide ion (N3) to form Ph-C(=O)-N3. Upon heating, the azide decomposes to form a nitrene, which can lead to the formation of an amine. When treated with LiAlH4, a strong reducing agent, the product will be Ph-CH2-NH2.

**Conclusion:** The nitrogen is bonded to one carbon and has two hydrogens, which confirms this is a primary amine. Therefore, **Option 4 gives a primary amine.**

### Final Conclusion
The options that give primary amines are:
- **Option 2**
- **Option 3**
- **Option 4**