carbocation rearrangement

whatt happened here ...
No description
146 Replies
Sephrina
SephrinaOP2mo ago
@Dexter
Dexter
Dexter2mo ago
Ye kaisa rearrangement h
Varun_Arora
Varun_Arora2mo ago
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 😭🙏
iTeachChem
iTeachChem2mo ago
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.
Sephrina
SephrinaOP2mo ago
jarur jab u get free kar dena yeah but just the whole newman projection part is confusing me as to how the rearrangement happened
Varun_Arora
Varun_Arora2mo ago
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
Sephrina
SephrinaOP2mo ago
mere ko to dono chlega bas smj aane se matlab agar aap free ho to aap hi bata do
Varun_Arora
Varun_Arora2mo ago
Chalo mai dekhta hun ek second Drawing it out
Sephrina
SephrinaOP2mo ago
hnnn
Varun_Arora
Varun_Arora2mo ago
Ye konse video ka hai link dena jara Will try to listen ki kehna kya chah rahe
Sephrina
SephrinaOP2mo ago
Organic Chemistry with Victor
YouTube
Tricky SN1 Reactions
This video is dedicated to some trickstery your instructor might throw at you, so buckle up, these examples are wild! 📝 Download the Organic Chemistry Study Notes 📝 https://www.organicchemistrytutor.com/shop/ 👨‍🎓 Sign Up for the Organic Chemistry Course for More Practice Problems, Video Notes, and Tutorials https://www.organicche...
Varun_Arora
Varun_Arora2mo ago
Mil gaya mil gaya
Sephrina
SephrinaOP2mo ago
ok okkk
Varun_Arora
Varun_Arora2mo ago
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
Sephrina
SephrinaOP2mo ago
ok okk kuch seekh lenge smj liya to
Varun_Arora
Varun_Arora2mo ago
Hmm hmm sure Mai khud dekh lun bas thoda
Sephrina
SephrinaOP2mo ago
hn hn sure suree
Varun_Arora
Varun_Arora2mo ago
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
iTeachChem
iTeachChem2mo ago
Woops did not see the top carbons haha
Sephrina
SephrinaOP2mo ago
uh
Varun_Arora
Varun_Arora2mo ago
Dekhenge bua ji dekhenge 😭 Sahi me mere liye bhi bohot complicated hai ye ngl
Shhh
Shhh2mo ago
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 🙂
Varun_Arora
Varun_Arora2mo ago
Why didn't the methyl shift from the other side occur? And also yeah. The newman is kinda confusing here
Shhh
Shhh2mo ago
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
Varun_Arora
Varun_Arora2mo ago
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
Shhh
Shhh2mo ago
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
Varun_Arora
Varun_Arora2mo ago
Hmm fair Still gotta be sure
Sephrina
SephrinaOP2mo ago
itni complex language mere chote se brain me nhi ghusti atleast abhi hn bas archive na ho isiliye i put a msg
Varun_Arora
Varun_Arora2mo ago
Accha Aisa bhi ho jaata hai kya
Sephrina
SephrinaOP2mo ago
hn
Shhh
Shhh2mo ago
konse step m nhi smjh a rha h??ya pura k pura nhin smjh aa rha h??
Sephrina
SephrinaOP2mo ago
pura
Shhh
Shhh2mo ago
um...wait...15 min baad step wise puch puch kr smjha denge aapko sorry my bad class 5:30 tk h
Sephrina
SephrinaOP2mo ago
koi nhi tag kar dena jab batao pls
Shhh
Shhh2mo ago
hmm wait lol isi m bta den?pura mess create ho jayega lol
Sephrina
SephrinaOP2mo ago
aur kaise bataoge to 😭
Shhh
Shhh2mo ago
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??
Sephrina
SephrinaOP2mo ago
repasting
No description
Shhh
Shhh2mo ago
@Sephrina hmmm??
Sephrina
SephrinaOP2mo ago
jo 2-3 bond tha that shifted to 1-3 right?
Shhh
Shhh2mo ago
yh yh well lemme know why do u think vaisa nhin hona chahiye tha??
Sephrina
SephrinaOP2mo ago
strain? plus 2c is would have given 3 degree with methyl shift
Shhh
Shhh2mo ago
kaisa strain💀 well look that can be formed but lemme let u know kyun nhin form krega voh...
Sephrina
SephrinaOP2mo ago
uh ok wait maine ye kyu bola too much into kinetics ignore that
Shhh
Shhh2mo ago
like write it over ur notepad kya form krega after the Me shift
Sephrina
SephrinaOP2mo ago
wait a sec
Shhh
Shhh2mo ago
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...
Sephrina
SephrinaOP2mo ago
isme kyu nhi react hua seedha? like iske baad third me kyu gya?
No description
Shhh
Shhh2mo ago
lemme explain it duh... i will clear it one by one
Sephrina
SephrinaOP2mo ago
aap teacher thodi hai plus galti sabse hoti hai
Shhh
Shhh2mo ago
or shall i explain everything at once??
Sephrina
SephrinaOP2mo ago
preferable
Shhh
Shhh2mo ago
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??
Varun_Arora
Varun_Arora2mo ago
@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
Sephrina
SephrinaOP2mo ago
yaar mujhe bhi smajha do
Shhh
Shhh2mo ago
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?
Sephrina
SephrinaOP2mo ago
nope @Enamine bole the vo batenge pta nhi kab
Shhh
Shhh2mo ago
so...shall i even wait for him ya hum firse try kren??
Sephrina
SephrinaOP2mo ago
i mean kar sakte hai he will follow up soon that i am sure
Shhh
Shhh2mo ago
wait...lemme try audio note lemme be iteachchem wale sir lol
Sephrina
SephrinaOP2mo ago
repasting
No description
Shhh
Shhh2mo ago
Kitna smjh aya?? Still 0?
Sephrina
SephrinaOP2mo ago
internet hi nhi chl rha laggy laptop
Shhh
Shhh2mo ago
Wow🤧😭itna lamba suspenseful type or uske baad ka msg
Sephrina
SephrinaOP2mo ago
😭 abhi bhinhi hua load
Shhh
Shhh2mo ago
Chhoriye Wait
Sephrina
SephrinaOP2mo ago
cakey bot karne do
Cakey Bot
Cakey Bot2mo ago
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
Shhh
Shhh2mo ago
No description
Shhh
Shhh2mo ago
Aapko first approach m dikkat aa rha ya second wale m??
Sephrina
SephrinaOP2mo ago
2
Shhh
Shhh2mo ago
1st wala clear h??
Sephrina
SephrinaOP2mo ago
hn carbocation formation to hai bas
Shhh
Shhh2mo ago
Me shift kyun nhin hua?? Me no. 8 or 9
Sephrina
SephrinaOP2mo ago
vaise technicLly to 2c pe jaata to 3 degree ban jata to vo kyu nhihua?
Shhh
Shhh2mo ago
Kyunki vahan pr lga h bredt's rule Now hope u will go n have some study on it
Sephrina
SephrinaOP2mo ago
ye kya bla hai?
Shhh
Shhh2mo ago
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
Sephrina
SephrinaOP2mo ago
a lot bridgehead... strain ka relation hai kya? mai na laptop restart karti bahtu laggy horah
Shhh
Shhh2mo ago
No description
Shhh
Shhh2mo ago
Ye pic relate ho pa rha h bich wale structure se??
Shhh
Shhh2mo ago
No description
Shhh
Shhh2mo ago
Then I just rotated it this way
Shhh
Shhh2mo ago
Just observe how m rotating this object
Shhh
Shhh2mo ago
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
Sephrina
SephrinaOP2mo ago
idhr udhr kya 😭 my lord
Shhh
Shhh2mo ago
Leave that See ye upr wale sb pics n everything
Sephrina
SephrinaOP2mo ago
merko thoda sa visualize karna hoga mai na ik var iska molecular structure bana leti hu thoda easy hoga
Shhh
Shhh2mo ago
Aapko ye images videos se v nhin smjh aya?🥲🤧
Sephrina
SephrinaOP2mo ago
thoda slow hai mera processor dimag ka par hn aaya kafii had tak
Shhh
Shhh2mo ago
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
Sephrina
SephrinaOP2mo ago
first wala aisa first form aisa hai
No description
Shhh
Shhh2mo ago
Ok
Sephrina
SephrinaOP2mo ago
hn thoda complex me problem hai
Shhh
Shhh2mo ago
Nothing is complex once it's easy for u!
Sephrina
SephrinaOP2mo ago
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
Shhh
Shhh2mo ago
2nd step smjh agya???
Sephrina
SephrinaOP2mo ago
hn kyunki vo 3 degree hai to hn jyda stable hai
Shhh
Shhh2mo ago
Orey mori maiya Mera mtlb rotate kaise hua smjh aya vo vala part
Sephrina
SephrinaOP2mo ago
😭
Shhh
Shhh2mo ago
Jo tb se illustrate kiyen aapko!?
Sephrina
SephrinaOP2mo ago
ye? hnnn
Shhh
Shhh2mo ago
Pkka n?
Sephrina
SephrinaOP2mo ago
hn par ye karna hi kyu hai?
Shhh
Shhh2mo ago
Hmm now voice note bhej skten h n?
Sephrina
SephrinaOP2mo ago
hn
Shhh
Shhh2mo ago
Taaki figure thora achha dikhe...bridged atom Mtlv bridge jo h bich m udta dikhe zameen k ek taraf leta hua nhin
Sephrina
SephrinaOP2mo ago
ohh ok okkk
SchrodingerBilla
Ye itna lamba chal ra doubt :psyduck: :psyduck:
Sephrina
SephrinaOP2mo ago
to matlab yaha strain aur hindrance aur bulkiness kam karne ke liye ho rha hai aisa? in short? 😭 kya karu mai
SchrodingerBilla
Karo Karo bhai mujhe kya mujhe toh chem aati hi nahi
Shhh
Shhh2mo ago
yaar km krne k liye nhin hota h...already zyada hone k karan hota hin nhin TvT
Sephrina
SephrinaOP2mo ago
hn vahi ki hum hindrance avoid karte hai
Shhh
Shhh2mo ago
yah ya better if u say
Sephrina
SephrinaOP2mo ago
rearrangement se formed product me kam hindrance hoti haina
Shhh
Shhh2mo ago
hinderance k karan nhin krten h
Sephrina
SephrinaOP2mo ago
well hn vahi baat hui bas better phrased @Enamine prabhu aap kuch add karenge to batayie varna i will close this
Shhh
Shhh2mo ago
hmmm toh already said ki 2 reasons hue yahan...
Sephrina
SephrinaOP2mo ago
bulky and hindrance right
Shhh
Shhh2mo ago
😭bulky or hindrance alag alag kaise??
Sephrina
SephrinaOP2mo ago
mai isiliye phy aur organic sath nhi karti 😭 i have gone crazy
Shhh
Shhh2mo ago
Koi nhin mt roiye hum bhi aapko phy padhte padhte hin chemistry smjhaiyen h...smjhdar hongi toh u would have already known that
Varun_Arora
Varun_Arora2mo ago
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
Shhh
Shhh2mo ago
bruh sn1 2 steps m hua n ek carbocation rearrangement and then rlly like sn2 type thing bs substitute nhin add ho rha
Varun_Arora
Varun_Arora2mo ago
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
Shhh
Shhh2mo ago
na aya bhai aapki baat smjh m
Varun_Arora
Varun_Arora2mo ago
Dekho SN1 me kya hota hai? Carbocation ban gaya ek baar
Shhh
Shhh2mo ago
carbocation formation rearrangement then l.g. attach
Varun_Arora
Varun_Arora2mo ago
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
Shhh
Shhh2mo ago
achha vahan kahin se bhi aa skta h??
Varun_Arora
Varun_Arora2mo ago
Samjhe? SN2 me to fir piche se aata hai na Jahan se kam repulsion ho plus orbital sigma star vala piche hota hai
Shhh
Shhh2mo ago
ky baat kr rhe lol
Varun_Arora
Varun_Arora2mo ago
Piche se with respect to C-(Leaving Group bond)
Shhh
Shhh2mo ago
seriously bro...ye upr niche in the plane wali cheez v kch thik nhin lg rhi humein... wait lemme think
Varun_Arora
Varun_Arora2mo ago
Socho Mera tab chal jaata hai to mai draw karke bhi bhejta hun
Shhh
Shhh2mo ago
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??
Varun_Arora
Varun_Arora2mo ago
Yup Normal to the plane
Shhh
Shhh2mo ago
toh hinderance hmm....hoga nhin...but hmm baaki consecutive carb k karan ho skta h...but yh still got ur words
Varun_Arora
Varun_Arora2mo ago
Nice then Tab bhi chal gaya mera Finally conclude kar dete hain
Sephrina
SephrinaOP2mo ago
he bhagwan 47 text phir read karo utha lo mujhe
Shhh
Shhh2mo ago
new doubt discuss ho rha tha idhr lol not for u...close it now
Sephrina
SephrinaOP2mo ago
mat karo sir daantenge alag se gen me kar lo +solved @Shhh @Enamine
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