OCOR vs. COOR organic chemistry

[Bonkers29]

in terms of substituent effects, the Activating, ortho/para-directing substituents include OCOR, and the Deactivating, meta-directing substituents include COOR which is the ester, what is OCOR then?? please help, anyone!

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[mg777]

OCOR and COOR is the same thing.

 

[Bonkers29]

OCOR and COOR is the same thing.

umm in the Kaplan Review Notes, it says that OCOR is ortho/para-directing while COOR is meta-directing so how can they be the same thing?

 

[mitshi]

umm in the Kaplan Review Notes, it says that OCOR is ortho/para-directing while COOR is meta-directing so how can they be the same thing?

The point of attachment to the phenyl ring is different. -OCOR is sometimes called the acyloxy group

 

[mg777]

umm in the Kaplan Review Notes, it says that OCOR is ortho/para-directing while COOR is meta-directing so how can they be the same thing?

Here it is:

Ph-OCOR

The Oxygen can hold either one or two bonds coming off the Ph. That is there are 2 resonance structures that can be formed using the oxygen. This makes it OP directing.

PH-COOR

The Carbon is locked here with 4 bonds. There are no resonance structures making it a meta directing group.

 

[Bonkers29]

oohhh.. thanks guys, I kinda get it now... its attached differently but still consists of the same thing and are still both esters but the OR's are like on different sides. and in the case of OCOR, the OR is more like O=C-O-Ph with another R on the Carbon. since Ph-OCOR has resonance structures, it makes them ortho/para-directing....

 

[Richnator]

oohhh.. thanks guys, I kinda get it now... its attached differently but still consists of the same thing and are still both esters but the OR's are like on different sides. and in the case of OCOR, the OR is more like O=C-O-Ph with another R on the Carbon. since Ph-OCOR has resonance structures, it makes them ortho/para-directing....

Yup. They are constitutional isomers.