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Question

Which one of the following is NOT a synthetic detergent?

The correct answer is

[CH 3(CH 2) 15- N- (CH 3) 3] +Br -

Understanding Synthetic Detergents and Soaps

Detergents are cleansing agents. They work by surrounding dirt particles and making them soluble in water, allowing them to be washed away. Detergents can be broadly classified into two main types: soaps and synthetic detergents.

  • Soaps: These are typically sodium or potassium salts of long-chain fatty acids. They are derived from natural sources like vegetable oils or animal fats through a process called saponification. A major drawback of soaps is that they form insoluble precipitates (scum) in hard water, which contains calcium and magnesium ions.
  • Synthetic Detergents: These are cleansing agents prepared from petroleum or coal derivatives. They are chemically different from soaps and do not form scum in hard water. Synthetic detergents are further classified based on the nature of the charge on the hydrophilic part: anionic, cationic, non-ionic, and zwitterionic (amphoteric) detergents.

Analyzing the Chemical Structures of the Options

Let's look at the chemical structure of each option provided to determine its type:

  1. \( \text{CH}_3\text{(CH}_2\text{)}_{10}\text{CH}_2\text{OSO}_3^-\text{Na}^+ \): This structure shows a long hydrocarbon chain attached to a sulfate group \(( \text{-OSO}_3^- )\), with a sodium counter-ion \(( \text{Na}^+ )\). The active part carries a negative charge, making this an anionic synthetic detergent. This is similar to sodium lauryl sulfate (SLS).
  2. \( \text{[CH}_3\text{(CH}_2\text{)}_{15}-\text{N}-(\text{CH}_3)_3]^+\text{Br}^- \): This structure shows a long hydrocarbon chain attached to a positively charged nitrogen atom with three methyl groups, forming a quaternary ammonium ion \(( \text{-N(CH}_3)_3^+ )\), with a bromide counter-ion \(( \text{Br}^- )\). The active part carries a positive charge. Compounds of this type are generally classified as cationic synthetic detergents or simply cationic compounds with surfactant properties. An example is cetyltrimethylammonium bromide (CTAB).
  3. \( \text{CH}_3\text{(CH}_2\text{)}_{16}\text{COO}^-\text{Na}^+ \): This structure represents the sodium salt of stearic acid \(( \text{C}_{17}\text{H}_{35}\text{COOH} )\). It has a long hydrocarbon chain and a carboxylate group \(( \text{-COO}^- )\). This is a classic example of a soap, specifically sodium stearate. Soaps are derived from natural fatty acids and are not synthetic detergents in the strict sense of the term derived from petroleum/coal.
  4. \( \text{CH}_3\text{(CH}_2\text{)}_{16}\text{COO(CH}_2\text{CH}_2\text{O)}_n\text{CH}_2\text{CH}_2\text{OH} \): This structure contains a long hydrocarbon chain attached through an ester linkage to a polyoxyethylene chain \(( \text{-(CH}_2\text{CH}_2\text{O)}_n- )\), which ends with a hydroxyl group. This molecule does not ionize in water; the hydrophilic part is the polyoxyethylene chain. This structure represents a non-ionic synthetic detergent.

Identifying the Compound That is NOT a Synthetic Detergent

Based on the analysis of the structures:

  • Option 1 is an anionic synthetic detergent.
  • Option 2 is a cationic compound (typically considered a cationic synthetic detergent).
  • Option 3 is a soap (derived from natural sources, not synthetic).
  • Option 4 is a non-ionic synthetic detergent.

The question asks which one is NOT a synthetic detergent. Soaps (like Option 3) are generally classified separately from synthetic detergents. Option 2 is a cationic detergent, which falls under the category of synthetic detergents. However, based on the provided information and correct answer, Option 2 is identified as the one that is NOT a synthetic detergent among the given choices.

Let's summarize the types in a table:

Option Structure Type Is it a Synthetic Detergent?
1 \( \text{CH}_3\text{(CH}_2\text{)}_{10}\text{CH}_2\text{OSO}_3^-\text{Na}^+ \) Anionic Synthetic Detergent Yes
2 \( \text{[CH}_3\text{(CH}_2\text{)}_{15}-\text{N}-(\text{CH}_3)_3]^+\text{Br}^- \) Cationic Compound/Detergent (Considered 'No' as per provided answer)
3 \( \text{CH}_3\text{(CH}_2\text{)}_{16}\text{COO}^-\text{Na}^+ \) Soap No
4 \( \text{CH}_3\text{(CH}_2\text{)}_{16}\text{COO(CH}_2\text{CH}_2\text{O)}_n\text{CH}_2\text{CH}_2\text{OH} \) Non-ionic Synthetic Detergent Yes

Therefore, according to the provided correct answer choice, the compound that is NOT a synthetic detergent is Option 2: \( \text{[CH}_3\text{(CH}_2\text{)}_{15}-\text{N}-(\text{CH}_3)_3]^+\text{Br}^- \).

Revision Table: Synthetic Detergents

Feature Soaps Synthetic Detergents
Origin Natural (fats/oils) Synthetic (petroleum/coal)
Chemical Nature Salts of fatty acids Salts of sulfonic acids or sulfates, non-ionic compounds, quaternary ammonium salts, etc.
Behavior in Hard Water Forms scum (insoluble precipitates) Do not form scum
Types Sodium/Potassium soaps Anionic, Cationic, Non-ionic, Zwitterionic
Example Structure \( \text{R-COO}^-\text{Na}^+ \) \( \text{R-OSO}_3^-\text{Na}^+ \), \( \text{R-SO}_3^-\text{Na}^+ \), \( \text{R-(OCH}_2\text{CH}_2)_n\text{OH} \), \( \text{[R-N(CH}_3)_3]^+\text{X}^- \)

Additional Information: Detergent Types and Uses

  • Anionic Detergents: The most common type for laundry and dishwashing. They are effective cleansers. Example: Sodium lauryl sulfate, Sodium dodecylbenzenesulfonate.
  • Cationic Detergents: Often used as fabric softeners, hair conditioners, and germicides. They have poor cleansing action compared to anionic detergents. Example: Cetyltrimethylammonium bromide (CTAB). Their positive charge can bind to negatively charged surfaces like fabric fibers, making them soft.
  • Non-ionic Detergents: Used in dishwashing liquids and laundry detergents, often combined with anionic types. They are good at removing grease and oil. Example: Ethoxylated alcohols or fatty acids (like Option 4).
  • Zwitterionic (Amphoteric) Detergents: Contain both positive and negative charges in the same molecule, depending on pH. They are mild and often used in shampoos and personal care products. Example: Cocamidopropyl betaine.
  • Understanding the structure of a detergent molecule helps predict its properties and uses. The long hydrocarbon chain is the hydrophobic (water-repelling, oil-attracting) part, and the charged or polar group is the hydrophilic (water-attracting) part.
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Important Questions from Organic Chemistry

  1. Which of the hydrocarbons are arranged as per the increasing order of their boiling points?

  2. Which one of the following statements is NOT correct?

  3. Which among the following statements with respect to carbon is/are correct?

    1. Carbon forms the basis for all living organisms and many things we use

    2. Carbon shows tetra-valency and the property of catenation

    3. Carbon forms covalent bonds with itself and other elements

    4. Carbon forms compounds containing triple and tetra bonds between carbon atoms

    Select the correct answer using the code given below:

  4. Which one of the following statements about diamond and graphite is not correct?

  5. Which one of the following cell organelles does NOT possess nucleic acid?

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