inversion

does inversion take place whenevr C-O bond breaks in an alcohol?
gott da dbt 4 rm dis 1

eg ...tosyl chloride addn 2 an alcohol inverts its config....as CO bond breaks...but PCL3 or SOCl2 dont as CO bond doesnt break....

10 Answers

11
Mani Pal Singh ·

his is due to the stronger nature of C=C compared to C-C
u must remember that there is restriction in the rotation across the C=C die to its small size ,strength and hindrance

But in C-C the restriction is not there due to the longer and less steric hindrance
Restriction is only possible i single bonds but not in double and triple bonds

That is the reason y u have diff type of isomers (geometrical......)by double bond
But in case of single bond there r only conformers[1]

11
Mani Pal Singh ·

it was not the answer to ur question but was the required facts to complete the above ques
every was told in general
C-O bond is also single
read the above carefully
i hope it could sought out ur problem[1]

1
AARTHI ·

OK SORRY [2]

1
AARTHI ·

BUT CAN U EXPLAIN...DA WHOLE THING?pl giv a detailed explanation

1
? ·

the thing is

when C-0 bond breaks , it follows S2N pathway (why ?)

and when O-R bond breaks , it prefers S1N pathway (why ?)

just think on this ..and have ur answer !

1
? ·

in PCl3 what happens is that it forms complex RPOCl2 AND it forms RCl as POCl2- is a good leaving group

( this complex is formed after PCl2 replaces H attached to O ..... the H then combines with Cl to form HCl (by product)

in SOCl2 i think we need a diagram ....coz when the SO2 escapes, Cl will be present on the same side and the retention takes place

need diagram ?

1
AARTHI ·

yup..please

1
? ·

ok ?

1
? ·

1
AARTHI ·

thanks a lot yaar...got it now...

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