Inductive effect
• When ó bond is formed between two atoms of different electronegativity then ó bond pair electron density is shifted towards more electronegative atom and due to shifting of electron cloud dipole is created between the two atoms. Due to this dipole in ó bond, electron density in the chain is also shifted and progressively moves into the chain. This permanent effect of polarization in the chain due to a dipole is called as inductive effect.
• Inductive effect is represented as I effect.
• I effect is a permanent effect i.e. it will always be present when carbon is attached to a more electronegative or less electronegative atom.
• This effect is distance dependent and its strength is generally negligible after 3 carbon atom in the chain.
• I effect is additive in nature i.e. when two groups of similar nature are present in molecule then their effects are added and if two groups of dissimilar nature are present in molecule then their effects are subtracted.
• One point should always be kept in mind that I effect always operate along ó bond. Never think of inductive effect in ð bonds because in ð bond some other effects are operative.
Inductive effect important points 1
• The C – H sigma bond is taken as a reference for I effect. Shifting of electron density or polarity in C – H sigma bond is considered to be negligible and I effect of H is taken to be zero.
• I effect is weak effect since the ó bond electrons are strongly held.
• A crossed arrow (→ ) is often used to indicate the direction of movement of electron. By convention the electrons are displaced in the direction of the arrow. The tail of the arrow (which looks like a plus sign) is electron poor ä+ & the head of arrow is electron rich (ä-).
• It is also important to remember that I effect creates only polarity in the sigma bond and not the ionization in the bond.
• Inductive effect is also called as transmission effect.
• In case of organometallic compounds for example lithium alkyl (R-Li) & Grignard reagent (R-MgX) carbon is bonded to the less electronegative metal atom. Due to this electronegativity difference between metal & Carbon, metals are electron donating in nature leading to creation of partial negative charge over carbon .
Inductive effect important points 2
• It is also important to remember that inductive effect is atom’s ability to polarize the bond i.e. shifting of electrons in a sigma bond in response to the electronegativity of nearby atoms. • Types of I effect. • On the basic of direction of electron flow along sigma bond which either make carbon electron deficient or electron rich in nature. So on the basis of it, inductive effect is of two types. • – I effect: • The atom or group which withdraws electron density (EWG group) from the carbon making carbon electron deficient are called as – I groups and effect is called as – I effect. • – I groups create partial positive charge over the carbon & partial negative charge over more electronegative atom. • Various groups with decreasing order of – I strength follows: -NR3+ > -SR2+ > -NH3+ > -NO2 > -SO3H > -CN > -CHO > -COOH > -F > -Cl > -Br > -I > -OR > -OH > C≡CH > -NH2 > -C6H5 > -CH=CH2 > -H www.OrganicChemistry.co.in
Inductive effect • + I effect: • The atom or group which release, repel or donate electron density (EDG group) to the carbon making carbon electron rich are called as + I groups and effect is called as + I effect. • + I groups create partial negative charge over the carbon & partial positive charge over less electronegative atom.
• Various groups with decreasing order of + I strength follows: • -O- > - COO- > C(CH3)3 > - CH(CH3)2 > - CH2CH3 > -CH3 > –D > - H
• Capsule: • If there is any electronegativity difference between two atoms along a sigma bond inductive effect is always operative. • In organic chemistry always look for the carbon whether substituent attach to it donate electron to it or withdraws electron from it. Electron donating group of any form is + group for carbon & electron withdrawing group of any form is – group for carbon. www.OrganicChemistry.co.in
