sign up I login
 advanced
refer a friend - earn nickels!!

Ask & Discuss Questions with Community & Experts

Moderation Team
 90 chars left    advanced
Ask iit jee aieee pet cbse icse state board community Community Discussion Question: which is more acidic among o-hydroxybbenzoic acid and m-hydrxybenzoic acid and why ?
Forum Index -> Organic Chemistry like the article? email it to a friend.  
Author Message
mohity (0)

New kid on the Block

Olaaa!! Perrrfect answer. 0  [0 rates]

mohity's Avatar

total posts: 3    
offline Offline
which is more acidic among o-hydroxybbenzoic acid and m-hydrxybenzoic acid and why ?
    
shashankparewar (125)

Hot goIITian

Olaaa!! Perrrfect answer. 17  [37 rates]

shashankparewar's Avatar

total posts: 162    
offline Offline
i think it wil be ortho
 this reply: 0 points  (with Olaaa!! Perrrfect answer.   in 0 votes )   [?]
 
You have to be logged on to rate
  
rohitkuruvila (384)

Scorching goIITian

Olaaa!! Perrrfect answer. 62  bad job dude!! I dont approve of this answer! 1  [101 rates]

rohitkuruvila's Avatar

total posts: 239    
offline Offline

i would say meta is more acidic because there will be H-bonding in the case of ortho,which will reduce its acidity.


 

 this reply: 0 points  (with Olaaa!! Perrrfect answer.   in 0 votes )   [?]
 
You have to be logged on to rate
  
yash_gryffindor (622)

Blazing goIITian

Olaaa!! Perrrfect answer. 104  [155 rates]

yash_gryffindor's Avatar

total posts: 428    
offline Offline
I think tis ortho!~

Coz the value of Ka for Ortho is maximum,i.e, 107 x 10-5 nd as d value of Ka increases the acidic strength also increases!~

MY HOGWARTS ACC. http://harrypotter.ca/View_Profile_Member.php?User_Name=Yash%20Vardhan%20Sinha

I KHEN BCOZ I THINK I KHEN !!!!

IF TIS GOIN2 B, TIS UP2 ME !!!!

DER IS 1 CORNER IN D WORLD 2 B CORRECTED BY ME DATS MYSELF !!!!!!

IF I KHEN CORRECT MYSELF THEN I KHEN BLIV TAT DERS 1 IDIOT LESS IN DIS WORLD !!!!



 this reply: 2 points  (with Olaaa!! Perrrfect answer.   in 1 votes )   [?]
 
You have to be logged on to rate
  
BALGANESH (682)

Blazing goIITian

Olaaa!! Perrrfect answer. 106  [182 rates]

BALGANESH's Avatar

total posts: 309    
offline Offline

its ortho  & its because of ortho effect  which is mostly due to intra-molecular hydrogen bonding

 this reply: 0 points  (with Olaaa!! Perrrfect answer.   in 0 votes )   [?]
 
You have to be logged on to rate
  
kane (2203)

Blazing goIITian

Olaaa!! Perrrfect answer. 393  [512 rates]

kane's Avatar

total posts: 891    
offline Offline

at the ortho position there is greater extent of hydrogen bonding which results in increased stability.hence acidity is greater


there are numerous options besides I.I.T

<TABLE CELLSPACING="1" CELLPADDING="1" BORDER="0">
<TR><TD>


<DIV ALIGN="right">Glitter Graphics</DIV></TD></TR></TABLE>









 this reply: 2 points  (with Olaaa!! Perrrfect answer.   in 1 votes )   [?]
 
You have to be logged on to rate
  
EFFORT (36)

Cool goIITian

Olaaa!! Perrrfect answer. 6  [9 rates]

EFFORT's Avatar

total posts: 91    
offline Offline

i too think ortho is d ans.........

 this reply: 0 points  (with Olaaa!! Perrrfect answer.   in 0 votes )   [?]
 
You have to be logged on to rate
  
shashankparewar (125)

Hot goIITian

Olaaa!! Perrrfect answer. 17  [37 rates]

shashankparewar's Avatar

total posts: 162    
offline Offline
due to bulkiness of cooh group it leaves the plane of benzene and acts as a -I group insted of +r group due to this the acidity of the ortho substituted benzene is more than any other substituted benzene.
 this reply: 0 points  (with Olaaa!! Perrrfect answer.   in 0 votes )   [?]
 
You have to be logged on to rate
  
yaswant (0)

New kid on the Block

Olaaa!! Perrrfect answer. 0  [0 rates]

yaswant's Avatar

total posts: 27    
offline Offline

due to both intramolecular hydrogen bonding and ortho effect 0-hydroxy benzoic acid is more acidic

 this reply: 0 points  (with Olaaa!! Perrrfect answer.   in 0 votes )   [?]
 
You have to be logged on to rate
  
yaswant (0)

New kid on the Block

Olaaa!! Perrrfect answer. 0  [0 rates]

yaswant's Avatar

total posts: 27    
offline Offline

sorry ,the actual reason is that hydrogen bonding decreases the acidic character and orthoeffect increases acidic character but orho effect dominates over hydrogen bonding ,hence o-hydroxybenzoic acid is more acidic than m- 

 this reply: 0 points  (with Olaaa!! Perrrfect answer.   in 0 votes )   [?]
 
You have to be logged on to rate
  
sahilgupta_iit (603)

Blazing goIITian

Olaaa!! Perrrfect answer. 95  [159 rates]

sahilgupta_iit's Avatar

total posts: 764    
offline Offline
the more the stability of the original compound less is the reactivity and in this case to lose H+ ion. In ortho one there is intramolecular H-bonding so it is stable and less reactive. hence, meta one is more acidic.
 this reply: 0 points  (with Olaaa!! Perrrfect answer.   in 0 votes )   [?]
 
You have to be logged on to rate
  
islahul_101 (54)

Cool goIITian

Olaaa!! Perrrfect answer. 10  [12 rates]

islahul_101's Avatar

total posts: 47    
offline Offline
Well the answer is ortho is more acidic.We decide acidity of an organic compound mainly by its stability of the conjugate base. Here the conjugate base contains O- which is stabilised due to internal hydrogen bonding where the negative charge of O" of carboxylic group is stabilised by its partial sharing with hydrogen of hydroxyl group. if u liked answer pls rate
 this reply: 5 points  (with Olaaa!! Perrrfect answer.   in 1 votes )   [?]
 
You have to be logged on to rate
  
 
Forum Index -> Organic Chemistry
Go to:   

 Aakash Institute IIT/ AIEEE/ Medical Crash Course
Name  
E-mail  
Phone  
Mobile  
** Hurry. Exclusive goIIT Offer. Limited Seats Only!
available in: New Delhi, Amritsar, Bhatinda, Bokaro, Chandigarj, Dehradun, Guwhati, Hyderabad, Indore, Jaipur, Kanpur, Karnal, Kolkata, Kota, Lucknow, Ludhiana, Mumbai, Noida, Patiala, Patna, Pune, Ranchi, Varanasi
Top Offers for goIITians
Correspondence Courses
Brilliant Tutorials
Narayana Institute
Aakash Institute
Classroom/Crash Courses
Aakash-IITJEE : AIEEE
Aakash-IITJEE : DCE
Aakash-IITJEE : MHTCET
Aakash Institute : AIPMT
Online Test Series
Brilliant Tutorials