146 Replies
@Dexter
Ye kaisa rearrangement h
I'm too sleepy to explain this rn
Will see this in the morning.....
Or in the evening if I'm busy in the lab 😭🙏
Something that’s not in your syllabus :)
But in all seriousness. He is showing the empty p orbital right.
Plus charge on that bridge carbon is not stable.
So methyl shift happens.
jarur jab u get free kar dena
yeah but just the whole newman projection part is confusing me
as to how the rearrangement happened
See vo newmann projection for cyclohexane chair hai jiska alag se video bana rakha hai victor ne
If you want to mai bhi explain kar sakta hun
Nahi to uska video bhi dekh sakti ho
mere ko to dono chlega bas smj aane se matlab
agar aap free ho to aap hi bata do
Chalo mai dekhta hun ek second
Drawing it out
hnnn
Ye konse video ka hai link dena jara
Will try to listen ki kehna kya chah rahe
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Mil gaya mil gaya
ok okkk
Ye mujhe bhi thoda issue de raha hai
I’ll see this for myself koi ni
Bata dunga tumhe uske baad
Chhod sakti ho vaise paper me nahi aayega aisa kuch
ok okk
kuch seekh lenge smj liya to
Hmm hmm sure
Mai khud dekh lun bas thoda
hn hn sure suree
Actually no sir
This rearrangement is kind of also driven by the decrease in the number of axial groups on that 6 membered ring imo
Woops did not see the top carbons haha
uh
Dekhenge bua ji dekhenge 😭
Sahi me mere liye bhi bohot complicated hai ye ngl
yahan pr dikkat ky ho rha h saaf saaf toh h
as the charge can't occur on that bridgehead carbon but well we can even see that bridgehead carbon even doesn't much H atom...so what he did is just simple he connected the 3 and 1 making 2 not a bridgehead carbocation anymore and now he just turned kinda way he watched the planes like obviously it is named so ig there won't be any problem...and then tada OAc get attached to that carbocation
maybe vo bs newman m thora confusion ho rha hoga aapko 🙂
Why didn't the methyl shift from the other side occur?
And also yeah.
The newman is kinda confusing here
Me shift could have occured but yk there's already a lot rigidity in the compound so for the sake of it's flexibility...it happened that way ig
Not a really good reason imo
Dono taraf it was getting tertiary
I'm looking up newman for bicyclic compounds
Will tell when I'm done
Well see it's clear ki if methyl shift would have done the final product mein bridgehead carbon would have been very rigid along with a me with it jo ki pehle se h...which won't be the case in the way he's doin
Hmm fair
Still gotta be sure
itni complex language mere chote se brain me nhi ghusti
atleast abhi
hn bas archive na ho isiliye i put a msg
Accha Aisa bhi ho jaata hai kya
hn
konse step m nhi smjh a rha h??ya pura k pura nhin smjh aa rha h??
pura
um...wait...15 min baad step wise puch puch kr smjha denge aapko
sorry my bad class 5:30 tk h
koi nhi
tag kar dena jab batao pls
hmm wait lol isi m bta den?pura mess create ho jayega lol
aur kaise bataoge to 😭
anyways...look at the point 3 that's forming bond with 2...so when the carbocation got formed it just formed bond with 1
ye toh dikh rha h n??
repasting

@Sephrina hmmm??
jo 2-3 bond tha that shifted to 1-3 right?
yh yh
well lemme know why do u think vaisa nhin hona chahiye tha??
strain?
plus 2c is would have given 3 degree with methyl shift
kaisa strain💀
well look that can be formed but lemme let u know kyun nhin form krega voh...
uh ok wait
maine ye kyu bola
too much into kinetics
ignore that
like write it over ur notepad kya form krega after the Me shift
wait a sec
like keep it with urself jo bhi final product vaise bnega
n next time kisi teacher k saamne yuhin muh kholkr kch v mt bol dijiyega...nhin toh gyen aap kaam se...
isme kyu nhi react hua seedha?
like iske baad third me kyu gya?

lemme explain it duh...
i will clear it one by one
aap teacher thodi hai
plus galti sabse hoti hai
or shall i explain everything at once??
preferable
alag alag type ki glti pr alag alag tarike se students ko dhoya bhi jata h...anyways...what i am saying is ismein ky hua ki vo vaise shift krgya...now jo me shift se jo product bn rha tha look the bridgehead carbon is still a lot rigid with Me on it
but ismein ky ho rha h ki bs vaise shift kiya n now bridgehead pr H h...toh like rigid toh tha but ekdum packed type nhin lgega cuz of the each small H on each bridgehead carbon atom
got it till here??
bruh where did u leave i even have another class lol @Sephrina
lemme know kahan pr dikkat aya..will reply after 7:15 or otherwise ask @Enamine or sir...i m not even anyway good at explaining...(but i tried best explaining u tho)
Didn't get it yet??
@Shhh I don't think that was the major driving force
We didn't notice that the group migrating was a secondary carbon in the case of the shift that happened
Which is objectively better than a methyl shift
Secondary alkyls have more migratory aptitude right?
@Shhh
Sorry for too many pinged lmao
yaar mujhe bhi smajha do
sry ek sec dekhten h thori der m
compared to??
secondary have less than the tertiary ones and more than that of the primary ones
@Sephrina samajh aya mam?
nope
@Enamine bole the vo batenge
pta nhi kab
so...shall i even wait for him ya hum firse try kren??
i mean kar sakte hai
he will follow up soon
that i am sure
wait...lemme try audio note
lemme be iteachchem wale sir
lol
repasting

Kitna smjh aya??
Still 0?
internet hi nhi chl rha
laggy laptop
Wow🤧😭itna lamba suspenseful type or uske baad ka msg
😭
abhi bhinhi hua load
Chhoriye
Wait
cakey bot karne do
shhh122333
Transcription requested by Sephrina
यहाँ तो हम यह कह रहे थे कि इसमें क्या हो रहा है कि विथायल शिफ्ट हो सकता था बड़ इसलिए नहीं हो रहा है क्योंकि जो उस तरफ जो है बल्लब जो ब्रिजेट कार्बन से अटाएज़ है तो वो सेकन्डरी कार्बन है तो वो उससे कनेक्ट होगा तो फिर अगर उदर से disconnect करके इदर करें तो रहा है तो प्लश आईफेक्ट जादेगा तो इसलिए इधर आखे कनेक्ट होगा और फिर ये तो हैं और इसको प्लिप करने के लिए भी अगर आप प्लेइन से मैच कीज करके लिए अगर आप प्लेएन से मैच कीज करते हैं तो आपके सीख में प्लश आखे करके लिए दोलते हैं

Aapko first approach m dikkat aa rha ya second wale m??
2
1st wala clear h??
hn
carbocation formation to hai bas
Me shift kyun nhin hua??
Me no. 8 or 9
vaise technicLly to 2c pe jaata to 3 degree ban jata
to vo kyu nhihua?
Kyunki vahan pr lga h bredt's rule
Now hope u will go n have some study on it
ye kya bla hai?
Anyways second step m what I am saying is...wait...ig I need to make some efforts to let u understand
Bohot bada bala h...bridgehead carbon pr bohot rigidity hota h toh vo sp2 nhin bn skta bs yahi h inshort
a lot
bridgehead...
strain ka relation hai kya?
mai na laptop restart karti
bahtu laggy horah

Ye pic relate ho pa rha h bich wale structure se??

Then I just rotated it this way
Just observe how m rotating this object
Ab iske baad bhi...agr aap nhin smjh pa rhin then...fir ky hin bol payenge fir hum😭🤧
@Sephrina or ye aap smjhiyega then either me or enamine bhaiya will talk about the things happening in step 1
Btw bro I got another reason which would make much more sense ki vahan pr me shift se teen consecutive me ho jayenge already so hindered fir oAc bilkul v lgne sa too much sterically hindered ho jayega...I was even thinking hmm ye v kinda major toh keh hin skten h
idhr udhr kya 😭 my lord
Leave that
See ye upr wale sb pics n everything
merko thoda sa visualize karna hoga mai na ik var iska molecular structure bana leti hu thoda easy hoga
Aapko ye images videos se v nhin smjh aya?🥲🤧
thoda slow hai mera processor dimag ka par hn aaya kafii had tak
Lemme know kahin pr dikkat aye toh
N sry yahan pr I had even forgot ki aapko smjhane ki zrurat hin isiliye pad rhi kyunki u ain't able to visualise
first wala aisa first form aisa hai

Ok
hn thoda complex me problem hai
Nothing is complex once it's easy for u!
hhn bas thoda
acha merko bas ik chiz thoda problem hai isme
ki carbocation shift aisa kyu hora?
like uske pass ye best stable one kaise hai?
utna bhi agar aa jaye to merko ye khichdi smj aa jayegi
2nd step smjh agya???
hn
kyunki vo 3 degree hai to
hn jyda stable hai
Orey mori maiya
Mera mtlb rotate kaise hua smjh aya vo vala part
😭
Jo tb se illustrate kiyen aapko!?
ye?
hnnn
Pkka n?
hn
par ye karna hi kyu hai?
Hmm now voice note bhej skten h n?
hn
Taaki figure thora achha dikhe...bridged atom Mtlv bridge jo h bich m udta dikhe zameen k ek taraf leta hua nhin
ohh ok okkk
Ye itna lamba chal ra doubt :psyduck: :psyduck:
to matlab yaha strain aur hindrance aur bulkiness kam karne ke liye ho rha hai aisa?
in short?
😭 kya karu mai
Karo Karo bhai mujhe kya mujhe toh chem aati hi nahi
yaar km krne k liye nhin hota h...already zyada hone k karan hota hin nhin TvT
hn vahi ki hum hindrance avoid karte hai
yah ya better if u say
rearrangement se formed product me kam hindrance hoti haina
hinderance k karan nhin krten h
well hn vahi baat hui bas better phrased
@Enamine prabhu aap kuch add karenge to batayie
varna i will close this
hmmm toh already said ki 2 reasons hue yahan...
bulky and hindrance right
😭bulky or hindrance alag alag kaise??
mai isiliye phy aur organic sath nhi karti
😭
i have gone crazy
Koi nhin mt roiye hum bhi aapko phy padhte padhte hin chemistry smjhaiyen h...smjhdar hongi toh u would have already known that
But SN1 hai
Not very much affected by sterics but haan
Guys sorry itna late update ke liye 😭
Ye vala mai shaam ko kar raha tha
Bas bhej nahi paaya
Ab tab crashed hai
Mai draw karke bhejta hun
Vaise @Shhh ka samjhaya mujhe enough lag raha hai
bruh sn1 2 steps m hua n ek carbocation rearrangement and then rlly like sn2 type thing bs substitute nhin add ho rha
Are but planar hai na carbocation vala centre to
Usne sterics utna affect nahi karenge
Agar jahan attack hona hai vo site non planar hi tab sterics matter karte hain
Jaise SN2 me direct tetrahedral carbon pe attack hota hai
Tab sterics matter a lot
SN1 me not much
Baaki another thing which drives this reaction is the fact ki axial group kam ho gaye cyclohexane pe
na aya bhai aapki baat smjh m
Dekho
SN1 me kya hota hai?
Carbocation ban gaya ek baar
carbocation formation rearrangement then l.g. attach
To for that carbon ek plane hai nucleophile jiske upar ya niche se attack karega
To ab side se to aayega nahi
To steric repulsions effective honge nahi
Either above the plane
Ya below the plane
As far as it can be from other substituents
Par SN2 me ye nahi hoga
achha
vahan kahin se bhi aa skta h??
Samjhe?
SN2 me to fir piche se aata hai na
Jahan se kam repulsion ho plus orbital sigma star vala piche hota hai
ky baat kr rhe lol
Piche se with respect to C-(Leaving Group bond)
seriously bro...ye upr niche in the plane wali cheez v kch thik nhin lg rhi humein...
wait
lemme think
Socho
Mera tab chal jaata hai to mai draw karke bhi bhejta hun
nah bro ig tertiary carbocation rahega toh ek plane m 4 atoms layak jagah toh bilkul nhin bnega
oh so u mean perpendicularly aa kr attach ho jayega??
Yup
Normal to the plane
toh hinderance hmm....hoga nhin...but hmm baaki consecutive carb k karan ho skta h...but yh still
got ur words
Nice then
Tab bhi chal gaya mera
Finally conclude kar dete hain
he bhagwan
47 text
phir read karo
utha lo mujhe
new doubt discuss ho rha tha idhr
lol
not for u...close it now
mat karo
sir daantenge
alag se gen me kar lo
+solved @Shhh @Enamine
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