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Published on: 07/09/2019
Basic concept of organic reactions
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1.
The geometrical shape of carbocation is ______________.
Linear
tetrahedral
Planar
Pyramidal
2.
Which of the following species does not acts as a nucleophile ?
ROH
ROR
PCl3
BF3
3.
Which of the following represent a set of nuclephiles ?
BF3, H2O, NH2-
AlCl3, BF3, NH3
CN-, RCH2-, ROH
H+, RNH3+, :CCl2
4.
Heterolytic fission of C-C bond results in the formation of _____________.
free radical
Carbanion
Carbocation
Carbanion and Carbocation
5.
Which of the following carbocation will be most stable ?
Ph3C-+
\({ C }{ H }_{ 3 }-\overset { + }{ C } { H }_{ 2 }\)
\(\left( { CH }_{ 3 } \right) _{ 2 }-\overset { + }{ C } { H }\)
\(CH_{ 2 }=CH-\overset { + }{ C } { { H }_{ 2 } }\)
6.
-I effect is shown by ____________.
-Cl
-Br
both (a) and (b)
-CH3
7.
Which of the following species does not exert a resonance effect ?
C6H5OH
C6H5Cl
C6H5NH2
\({ C }_{ 6 }{ H }_{ 5 }\overset { + }{ N } { H }_{ 3 }\)
8.
Which of the group has highest +I effect ?
CH3-
CH3 - CH2 -
(CH3)2 - CH-
(CH3)3 - C-
9.
Hyper Conjugation is also known as ___________.
no bond resonance
Baker - nathan effect
both (a)and (b)
none of these
10.
Homolytic fission of covalent bond leads to the formation of ___________.
electrophile
nucleophile
Carbo cation
free radical
11.
Which of the following species is not electrophilic in nature ?
Cl+
BH3
H3O+
+NO2
12.
Decreasing order of nucleophilicity is ____________.
OH- > NH2- > -OCH3 > RNH2
NH2- > OH- > -OCH3 > RNH2
NH2- > CH3O- > OH- > RNH2
CH3O- > NH2- > OH- > RNH2
13.
What is the hybridisation state of benzyl carbonium ion ?
sp2
spd2
sp3
sp2d
14.
For the following reactions
(A) CH3CH2CH2Br + KOH → CH3 - CH = CH2 +KBr + H2O
(B) (CH3)3CBr + KOH → (CH3)3 COH + KBr
(C) 
Which of the following statement is correct ?
(A) is elimination, (B) and (C) are substitution
(A) is substitution, (B) and (C) are elimination
(A) and (B) are elimination and (C) is addition reaction
(A) is elimination, B is substitution and (C) is addition reaction
15.
Assertion : Tertiary Carbocations are generally formed more easily than primary Carbocations ions.
Reason : Hyper conjugation, as well as inductive effect due to additional alkyl group, stabilize tertiary carbonium ions.
(a) both assertion and reason are true and reason is the correct explanation of assertion.
(b) both assertion and reason are true but reason is not the correct explanation of assertion.
(c) Assertion is true but reason is false
(d) Both assertion and reason are false
both assertion and reason are true and reason is the correct explanation of assertion
both assertion and reason are true but reason is not the correct explanation of assertion
Assertion is true but reason is false
Both assertion and reason are false
16.
Write short notes on Resonance.
17.
Give examples for the following types of organic reactions
β - elimination.
18.
Explain electromeric effect.
19.
Show the heterolysis of covalent bond by using curved arrow notation and complete the following equations.
Identify the nucleophile is each case.
CH3 - Br + KOH →
20.
What are electrophiles and nucleophiles ? Give suitable examples for each.
1.
(c)
Planar
2.
(d)
BF3
3.
(c)
CN-, RCH2-, ROH
4.
(d)
Carbanion and Carbocation
5.
(a)
Ph3C-+
6.
(c)
both (a) and (b)
7.
(d)
\({ C }_{ 6 }{ H }_{ 5 }\overset { + }{ N } { H }_{ 3 }\)
8.
(d)
(CH3)3 - C-
9.
(c)
both (a)and (b)
10.
(d)
free radical
11.
(c)
H3O+
12.
(b)
NH2- > OH- > -OCH3 > RNH2
13.
(a)
sp2
14.
(d)
(A) is elimination, B is substitution and (C) is addition reaction
15.
(a) both assertion and reason are true and reason is the correct explanation of assertion.
16.
The resonance is a chemical phenomenon which is observed in certain organic compounds possessing double bonds at a suitable position. Certain organic compounds can be represented by more than one structure and they differ only in the position of
bonding and lone pair of electrons. Such structures are called resonance structures (canonical structures) and this phenomenon is called resonance. This phenomenon is also called mesomerism or mesomeric effect.
For example, the structure of aromatic compounds such as benzene and conjugated systems tike 1,3 - butadiene cannot be represented by a single structure, and their observed properties can be explained on the basis of a resonance hybrid.
In 1, 3 buta diene, it is expected that the bond between C1 - C2 and C3 - C4 should be shorter than that of C2 - C3, but the observed bond lengths are of same. This property cannot be explained by a simple structure in which two \(\pi\) bonds localised between C1 - C2 and C3 - C4 . Actually the \(\pi\) electrons are delocalised

These resonating structures are called canonical forms and the actual structure lies between these three resonating strucfures, and is called a resonance hybrid. The resonance hybrid is represented
Similar to the other electron displacement effect, mesomeric effect is also classified into positive mesomeric effect (+M or +R) and negative mesomeric effect (-M of -R) based on the nature of the functional group present adjacent to the multiple bond.
Positive Mesomeric Effect :
Positive resonance effect occurs, when the electrons move away from substituent attached to the conjugated system. It occurs, if the electron releasing substituents are attached to the conjugated system. In such cases, the attached group has a tendency to release electrons through resonance. These electron releasing groups are usually denoted as +R or +M groups.
Examples : -OH, -SH, -OR, -SR, -NH2, -O- etc...
Negative Mesomeric Effect :
Negative resonance effect occurs, when the electrons move towards the substituent attached to the conjugated system. It occurs if the electron withdrawing substituents are attached to the conjugated system.

In such cases, the attached group has a tendency to withdraw electrons through resonance. These electron withdrawing groups are usually denoted as -R or -M groups.
Examples : NO2, > C = O, -COOH, -C = N etc......
Resonance is useful in explaining certain properties such as acidity oi phenol. The phenoxide ion is more stabilised than phenol by resonance effect (+M effect) and hencp resonance tavours ionisation of phenol to form H+ and shows acidity.
The structures shows that there is a charge separation in the resonance structure of phenol which needs energy, where as there is no such hybrid structures in the case of phenoxide ion. This increased stability accounts for the acidic character of phenol.
17.
In this reaction two substituents are eliminated from the molecule, and a new C - C double bond is formed between the carbon atoms to which the eliminated atoms/groups are previbusly attached. Elimination reaction is always accompanied with chanle in hybridisation.
Example: n- Propyl bromide on reaction with alcoholic KOH gives Propene. In this reaction hydrogen and Br are eliminated.

18.
Electromeric is a temporary effect which operates in unsaturated compounds (containing >C = C <, > C = O, etc...) in the presence of an attacking reagent.
Let us consider two different compounds
(i) Compounds containing carbonyl group (> C = O) and
(ii) Unsaturated compounds such as alkenes (> C = C <).
When a nucleophile approaches the carbonyl compound, the \(\pi\) electrons between C and O is instantaneously shifted to the more electronegative oxygen. This makes the carbon electron deficient and thus facilitating the formation of a new bond between the incoming nucleophile and the carbonyl carbon atom.

On the other hand When an electrophile such as H+ approaches an alkene molecule, the π electrons are instantaneously shified to the electrophile and a new bond is formed between carbon and hydrogen. is makes the other carbon electron decient and hence it acquires a positive charge.

The electromeric effect, is denoted as E effect. Like the inductive effect, the electromeric effect is also classified as +E and -E based on the direction in which the pair of electron is transfered to form a new bond with the attacking agent.
When the π electron is transfer red towards the attacking reagent, it is called + E (positive electromeric) effect.
The addition of H+ to alkene as shown above is an example of +E effect.
When the π electron is transfered away from the attacking reagent, it is called, -E (negativc electromeric) effect.
The attack of CN- on a carbonyl carbon, as shown above, is an example of -E effect.
19.

20.
a) Electrophiles:
Electrophiles are reagents that are attracted towards negative charge or electron rich center. They are either positively charged ions or electron deficient neutral molecules. All Lewis acids act as electrophiles.
Neutral molecules like SnCl4 can also act as an electrophile, as it has vacant d-orbitals which can accommodate the electrons from others.
| Types | Examples | Electron deficiententity |
| Neutral electrophiles | Carbon dioxide (CO2), dichlorocarbene (CCl2) |
C |
| Aluminium chloride (AlCl3), boron trifluoride (BF3) and ferric chloride (FeCI3) | Metal (M) | |
| Positively charged electrophiles | Carbocations(R+) | C+ |
| Proton (H+) | H+ | |
| Alkyl halides (RX) | X+ | |
| Oxonium ion (H3O+) and nitrosonium ion (NO+) | O+ | |
| Nitronium ion (+NO2) | N+ |
b) Nucleophiles:
Nucleophiles are reagents that has high affinity for electro positive centers. They possess an atom has an unshared pair of electrons, and hence it is in search for an electro positive centre where it can have an opportunity to share its elections to form a covalent bond, and gets stabilised.
They are usually negatively charged ions or electron rich neutral molecules (contains one or more lone pair of electrons). AII Lewis bases act as nucleophiles.
| Types | Examples | Electron rich site |
| Neutral molecules having unshared pair of electron | Ammonia (NH3) and amines (RNH2) | N: |
| Water (H2O), alcohols(ROH) and ethers (R - O- R) |
:O: | |
| Hydrogen sulphide (H2S) and thiols (RSH) |
:S: | |
| Negatively, charged nucleophiles | Chlorides (Cl-), bromides (Br-) and iodides (I-) |
X- |
| Hydroxide ( HO-), alkoxide (RO-) and Carboxlate ions (RCOO-) |
O- | |
| Cyanide (CN-) | N- |
11th Standard Syllabus & Materials
11th Standard
TN 11th Tamil பீடு பெற நில் - செய்யுள் - காவடிச்சிந்து Important Questions And Answers Study Material - QB365 Set A
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TN 11th Tamil பீடு பெற நில் - உரைநடை - மலை இடப்பெயர்கள் : ஓர் ஆய்வு Important Questions And Answers Study Material - QB365 Set A
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TN 11th Tamil மாமழை போற்றுதும் - துணைப்பாடம் - யானை டாக்டர் Important Questions And Answers Study Material - QB365 Set A
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TN 11th Tamil மாமழை போற்றுதும் - செய்யுள் - ஐங்குறுநூறு Important Questions And Answers Study Material - QB365 Set A
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