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Shweta Thakur posted an Question
July 31, 2020 • 22:44 pm
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30 points
30 points
- IIT JAM
- Chemistry (CY)
Plz explain this ..... ereocher ch ch, and stereochemistry (gauche > anti) - oh oh nh - nh, nh, oh -oh -f cooh cooh (low ph) f (fon o - nh
hemistry (B sic Concepts rganic Chemi and Stereocher CH CH, and Stereochemistry (Gauche > Anti) - OH OH NH - NH, NH, OH -OH -F COOH COOH (low pH) F (foN O - NH -C- OR But in this case CH CH (Anti> Gauche) R R - NH, NH, COO COO CI/Br/I CI/Br/l This is due to steric repulsion of bulky groups. Exampless CH CH, H (Gauche) OH OH (0 H H CH,-CH, (Gauche) (01) H H CI CH,-CH C C
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Priyanshu kumar
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https://youtu.be/qOaZXZaVCNc see this video
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check this
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Overlap of the sigma C-H orbitals with the sigma antiboding orbitals of C-O and C-F causes the stabilization, as their energy difference isn't so big (therefore the overlap is much bigger than the overlap of the sigma C-O with the antibonding sigma C-F orbital or vice versa in the anti conformation).So the overlap is much effective in gauche confirmation
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And 2nd factor which stabilise gauche conformer is Intramolecular Hydrogen bonding...So electronegativity factors here more dominance
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pls respond shweta😊
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sry I didn't see this
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it's ok😊
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Priyanshu kumar
Shweta when there is bulky substituent steric repulsions between groups arises..so in this case anti conformation is stable than gauche to minimise steric repulsions
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but in some case gauche is stable
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yes one concept is gauche effect example 1,2difluoroethane adopts a gauche conformation
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why
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https://en.m.wikipedia.org/wiki/Gauche_effect read this
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ok
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got Shweta??
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yes lil bit
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see the video which i sent and image with explanations
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ok sir thanku
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sir plz tell when vanderwalk strain is there then there is less internuclear distance
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Suman Kumar Best Answer
These are cases where gauche is more stable
https://youtu.be/ZFSTHwZ2CRk
thanku sir
please accept my answer after watching this video
ok sir
very useful video 👍 thanks
thanku
you are always welcome dear 😘