Why chlorine is deactivating but ortho para directing?

Why chlorine is deactivating but ortho para directing?

Chlorine has a lone pair of electrons and hence, shows +R effect. But its electronegativity is comparatively high (around 3.16). So, it has a higher tendency to pull electrons towards itself. This results in ortho-para directing the nature of chlorine in electrophilic aromatic substitution reaction.

Is Cl ortho meta or para directing?

Some common ortho para directing groups are –Cl, -Br, -I, -OH, -NH2, -CH3, -C2H5. The group which directs the second incoming group to the meta position, is called a meta-director. For example, alkylation of nitro benzene gives m-alkylnitro benzene as major product.

Which of the following is an ortho para directing but deactivating?

Name an ortho-and para-directing deactivating group. Halogen atom present in benzene ring is ortho, para directing, but deactivating.

Which group is both ortho para directing and ring deactivating?

Halogens. Halogens are an interesting hybrid case. They are ortho, para directors, but deactivators. Overall, they remove electron density from the ring, making it less reactive.

Why is chlorine meta directing?

Cl is meta directing. Hint: Chlorine has a lone pair so it can donate electrons to the benzene ring. Chlorine has high electronegativity so it can withdraw the electron density from the ring. So, they direct the attacking group at different positions of the benzene ring.

Do chlorine is an electron reductant agent but in substitution aromatic reaction it directs ortho and para position Why?

The -I effect of chlorine withdraws electrons from the benzene ring. Hence tends to destabilize the intermediate carbocation formed during the electrophilic substitution. Conversely Cl donates its lone pair of electrons to the aromatic ring and hence increase the electron density at ortho and para positions.

Is Cl deactivating group?

Halogens (F, Cl, Br, I) Are Deactivating.

Why are halogens Ortho para directing?

Halogens are very electronegative. This means that inductively they are electron withdrawing. However, because of their ability to donate a lone pair of electrons in resonance forms, they are activators and ortho/para directing.

Why are halogens op directing but deactivating?

Halogens are deactivating yet ortho para directing this is because of the fact they withdraw electrons by -I effect(i.e. they deactivate all the positions) but the deactivation at ortho n para positions is opposed by the +R effect of the halide atom.

Why group in phenol is ortho and para directing in nature?

In phenol , the electron pair on the oxygen atom is in ocnjugation with ring . As a result , the ortho and para positions are the point of high electron density as shown .

Why is chlorine a deactivating group?

The lone pair of an electron in a chlorine atom stabilizes the intermediate carbocation due to resonance. Since- I effect of Chlorine is stronger than it’s +R effect hence Cl causes net deactivation. Further Resonance effect opposes the inductive effect, it makes deactivation less at Ortho and para positions.

Why are deactivating groups meta directors?

The direction of the reaction The deactivating group directs the reaction to the meta position, which means the electrophile substitute the hydrogen that is on carbon 3 with the exception of the halogens that is a deactivating group but directs the ortho or para substitution.