Consider the following compound (X) beginarrayc mathrm I \\ mathrm H - mathrm C equiv mathrm C - mathrm C H _ 2 - mathrm C H - mathrm C H _ 3 \\ mathrm I \\ mathrm C H _ 3 endarray The most stable and least stable carbon radicals, respectively, produced by homolytic cleavage of corresponding mathrmC - H bond are :

Solution & Explanation

### Related Formula Free radical stability structural hierarchy sequence: textResonance Stabilized (Propargyl/Allyl) > 3^circ > 2^circ > 1^circ > textVinylic/Alkyne Center ### Core Logic Let's analyze individual cleavage points across the carbon backbone skeleton: * **Position II** yields a propargyl intermediate radical directly adjacent to the alkyne bond. This allows strong resonance stabilization across the pi system, making it the most stable radical position. * **Position I** places the radical directly on an mathrmsp-hybridized carbon center. The high electronegativity of mathrmsp orbitals tightly holds the unpaired electron, making homolytic cleavage extremely difficult and rendering this intermediate the least stable radical position.
Free Radical Stability
Free Radical Stability
### Step 1: Verdict Therefore, the most stable and least stable positions are II and I, respectively. ### Pattern Recognition Radicals located on mathrmsp carbons (vinylic/alkynic) are highly unstable due to poor orbital overlap, while positions next to triple bonds (propargylic) are exceptionally stable due to active resonance delocalization. ### Evaluation Rubric / Model Answer null ### Chapter Mix Class 11 Chemistry: Organic Chemistry - Some Basic Principles and Techniques

More Organic Chemistry - Some Basic Principles and Techniques Previous-Year Questions — Page 9

Q39 jee_main_2025_24_jan_evening Directive Influence of Functional Groups
Identify the correct statement/s from the following options: (A) -mathrmOCH_3 and -mathrmNHCOCH_3 are activating groups (B) -mathrmCN and -mathrmOH are meta directing groups (C) -mathrmCN and -mathrmSO_3mathrmH are meta directing groups (D) Activating groups act as ortho- and para- directing groups (E) Halides are activating groups Choose the correct answer from the options given below :
  • A. \text{(A), (C) and (D) only}
  • B. \text{(A), (B) and (E) only}
  • C. \text{(A) only}
  • D. \text{(A) and (C) only}

Solution

### Core Logic Let's evaluate each statement based on electrophilic aromatic substitution guidelines: * Statement (A): Both -mathrmOCH_3 and -mathrmNHCOCH_3 have lone pairs on the atom directly attached to the benzene ring. These lone pairs undergo resonance delocalization into the ring, increasing electron density and activating it toward substitution. This statement is true. * Statement (B): While -mathrmCN is a deactivating meta-directing group, -mathrmOH is a strongly activating ortho/para-directing group due to resonance. This statement is false. * Statement (C): Both -mathrmCN and -mathrmSO_3mathrmH withdraw electron density via inductive and resonance effects (-I, -M). This deactivates the ring and directs substitution to the meta position. This statement is true. * Statement (D): Activating groups increase electron density primarily at the ortho and para positions via resonance, directing incoming electrophiles to those sites. This statement is true. * Statement (E): Halogens are an exception: they are deactivating due to their strong inductive effect (-I), but ortho/para-directing due to resonance (+M). This statement is false. Therefore, statements (A), (C), and (D) are correct, which matches Option (1). ### Pattern Recognition Groups that activate the aromatic ring by donating electrons via resonance always direct incoming electrophiles to the ortho and para positions. Halogens are a unique exception: they deactivate the ring but still direct to the ortho and para positions. ### Evaluation Rubric / Model Answer null ### Chapter Mix Class 11 Chemistry: Hydrocarbons Class 12 Chemistry: Haloalkanes and Haloarenes
Q47 jee_main_2025_24_jan_evening Isomerism
The possible number of stereoisomers for 5-phenylpent-4-en-2-ol is .
Numerical Answer. Answer: 4 to 4

Solution

### Related Formula For an unsymmetrical molecule with n distinct stereogenic units (chiral centers or stereogenic double bonds): textTotal Stereoisomers = 2^n ### Core Logic Let's examine the structure of 5-phenylpent-4-en-2-ol: mathrmPh-CH=CH-CH_2-CH(OH)-CH_3 Identify the stereogenic units: 1. **Double Bond (mathrm-CH=CH-):** Positioned between carbons 4 and 5, this alkene group can exist in 2 distinct geometric configurations: *cis* (Z) or *trans* (E). 2. **Chiral Carbon Center (*mathrmC):** Carbon-2 is attached to four distinct groups: -mathrmH, -mathrmOH, -mathrmCH_3, and -mathrmCH_2-CH=CH-Ph. This asymmetric carbon center can exist in 2 distinct optical configurations: (R) or (S). Since the molecule is unsymmetrical, the two stereogenic units behave independently (n = 2): textTotal Stereoisomers = 2^2 = 4 ### Visual Mapping The structural tracking confirms the presence of these stereogenic sites:
Isomerism solution diagram for Q47 - JEE Main 2025 Evening
Isomerism solution diagram for Q47 - JEE Main 2025 Evening
### Pattern Recognition Always break the molecule down to count chiral centers and stereogenic double bonds independently. Since the molecule has asymmetric ends, you can safely use the simplified 2^n formula without worrying about meso configurations. ### Evaluation Rubric / Model Answer null ### Chapter Mix Class 11 Chemistry: Organic Chemistry - Some Basic Principles and Techniques
Q49 jee_main_2025_24_jan_evening Degree of Unsaturation
The hydrocarbon (X) with molar mass 80 g mol ^-1 and 90% carbon has ____ degree of unsaturation.
Numerical Answer. Answer: 3 to 3

Solution

### Related Formula For a hydrocarbon with the molecular formula mathrmC_x mathrmH_y, the Double Bond Equivalent (DBE) or Degree of Unsaturation (DU) is given by: textDU = x + 1 - fracy2 ### Core Logic 1. Calculate the mass of carbon in 1 mole of the hydrocarbon: textMass of Carbon = 80text g cdot 90\% = 72text g 2. Find the number of carbon atoms (x): x = frac7212 = 6 3. Find the mass and number of hydrogen atoms (y): textMass of Hydrogen = 80text g - 72text g = 8text g y = frac81 = 8 Thus, the molecular formula of hydrocarbon (X) is mathrmC_6mathrmH_8. 4. Calculate the degree of unsaturation: textDU = 6 + 1 - frac82 = 7 - 4 = 3 ### Pattern Recognition First, use the percentage composition and total molar mass to determine the exact number of carbon and hydrogen atoms. Once you have the molecular formula, plug it into the standard textDU = x + 1 - fracy2 equation to find the total number of rings and/or pi bonds. ### Evaluation Rubric / Model Answer null ### Chapter Mix Class 11 Chemistry: Organic Chemistry - Some Basic Principles and Techniques
Q50 jee_main_2025_24_jan_evening Quantitative Elemental Analysis
In Carius method of estimation of halogen, 0.25 g of an organic compound gave 0.15 g of silver bromide (AgBr). The percentage of Bromine in the organic compound is ____ times 10^-1 % (Nearest integer). (Given : Molar mass of Ag is 108 and Br is 80 g mol ^-1)
Numerical Answer. Answer: 255 to 255

Solution

### Related Formula \% text Bromine = fractextMolar Mass of BrtextMolar Mass of AgBr cdot fractextMass of AgBr formedtextMass of Organic Sample cdot 100 ### Core Logic 1. Calculate the molar mass of silver bromide (mathrmAgBr): textMolar Mass of AgBr = 108 + 80 = 188text g/mol 2. Substitute the given values into the Carius quantitative formula: * textMass of AgBr = 0.15text g * textMass of sample = 0.25text g \% mathrmBr = frac80188 cdot frac0.150.25 cdot 100 \% mathrmBr = frac80188 cdot 0.6 cdot 100 = frac48188 cdot 100 = 25.5319\% 3. Convert the percentage to match the requested output units (times 10^-1\%): 25.5319\% = 255.319 cdot 10^-1\% approx 255 cdot 10^-1\% Rounding to the nearest integer gives 255. ### Pattern Recognition Pay close attention to the final multiplier units requested in the blank (times 10^-1\%). Always calculate the raw percentage first, then adjust the decimal place to match the required format. ### Evaluation Rubric / Model Answer null ### Chapter Mix Class 11 Chemistry: Organic Chemistry - Some Basic Principles and Techniques
Q29 jee_main_2025_24_jan_morning Stability of Carbocations
  • A. Structure (1)
    Stability of Carbocations
    Stability of Carbocations
  • B. Structure (2)
    Stability of Carbocations
    Stability of Carbocations
  • C. Structure (3)
    Stability of Carbocations
    Stability of Carbocations
  • D. Structure (4)
    Stability of Carbocations
    Stability of Carbocations

Solution

### Core Logic Carbocations are stabilized by structural factors such as the inductive effect (+I), mesomeric effect (+M), and hyperconjugation. In Structure (2), the carbocation center is situated directly adjacent to a strong electronic donor methoxy group (-OCH_3). This configuration allows highly effective lone pair donation into the vacant p-orbital of the carbocation via the structural +M mesomeric path, rendering it exceptionally stable. ### Pattern Recognition An adjacent heteroatom with a lone pair (O, N) triggers dynamic back-bonding stability (+M), which fundamentally outweighs basic hyperconjugation trends. ### Evaluation Rubric / Model Answer null ### Chapter Mix Class 11 Chemistry: Organic Chemistry - Some Basic Principles and Techniques
Rankbit System
JEE Physics: Waves (+15.5%) | Electrostatics: Concentric Shells (-29.7%) | Modern Physics: Photoelectric Clones (+34.2%) | Mathematics: Definite Integrals (+18.1%) | Chemistry: Coordination Splitting (-11.4%) | JEE Physics: Waves (+15.5%) | Electrostatics: Concentric Shells (-29.7%) | Modern Physics: Photoelectric Clones (+34.2%) | Mathematics: Definite Integrals (+18.1%) | Chemistry: Coordination Splitting (-11.4%)