Propose a structure that is consistent with the data given...

Propose a structure that is consistent with the data given below: a. C4H10O 1H NMR spectrum singlet, ?: 1.28 (9H) singlet, ?: 1.35 (1H) b. C3H7Br 1H NMR spectrum doublet, ?: 1.71 (6H) septet, ?: 4.32 (1H) c. C4H8O 1H NMR spectrum triplet, ?: 1.05 (3H) singlet, ?: 2.13 (3H) quartet, ?: 2.47 (2H) IR spectrum strong peak near 1720 cm-1 d. C4H7BrO2 1H NMR spectrum triplet, ?: 1.08 (3H) multiplet, ?: 2.07 (2H) triplet, ?: 4.23 (1H) singlet, ?: 10.97 (1H) IR spectrum broad peak in 2500 - 3000 cm-1 region and a peak at 1715 cm-1 e. C7H8O 1H NMR spectrum singlet, ?: 2.43 (1H) singlet, ?: 4.58 (2H) multiplet, ?: 7.28 (5H) IR spectrum broad peak in 3200 - 3550 cm-1 region f. C3H5Cl3 1H NMR spectrum singlet, ?: 2.20 (3H) singlet, ?: 4.02 (2H) g. C8H10 1H NMR spectrum triplet, ?: 1.25 (3H) quartet, ?: 2.68 (2H) multiplet, ?: 7.23 (5H)

Transcript

00:01 Hello everyone, in this video we are provided with the van der schennemann signal and ir data is also given and we need to reduce the structure.

00:08 So first triplet is given at the value of 1 .05 delta ppm for 3 hydrogen singlet, quadrate and the ir data 12720 has been provided.

00:19 So from quadrate what we can assume that we must have one ch3 group adjacent to if it shows a that means these two hydrogen are adjacent to a three hydrogen carbons so it would be like this ch2 ch3 so just like this this this two hydrogen that means these two hydrogen are giving quadrate for these three hydrogen so it would be like this ch3ch2.

00:48 From here we can see that these three hydrogen are giving a singlet molecule that means three hydrogen are definitely over here and in presence in neighboring to this any functional group must be present which is not giving any signals that way only ch3.

01:05 Now over here ch3 these three ch3 are giving a triplet that means here it might be talking about this if it is talking about this that means it is also having three hydrogen and these three hydrogen would be giving a triplet for these two hydrogen molecules that means it is giving singlet triplet.

01:25 So we got this one this one and this also we got that means the neighboring to ch3 one functional group must be present.

01:32 Now what kind of functional group it should be we have the ir data so from ir data what we can see that it is giving a strong peak at 1720 that means it is indicative for carbonyl group.

01:45 Carbonyl that means it is also functional group so we can keep a functional group neighboring to this ch3 molecule that only it will give a singlet so it would be like this ch3 carbonyl group c double bond o ch2 ch3 this would be a formula.

02:11 Now if i explain the signals it would be see these three ch3 that means these three hydrogen would giving a singlet molecule singlet because this one always remember in nmr we see the triplet singlet or any other peaks because of the neighboring hydrogen molecule so here no neighboring is there so it will give singlet.

02:30 Now these two hydrogen molecule would give a quadrat because of these three so it will give quadrat.

02:36 Now these three hydrogen molecules would give what triplet because of these two hydrogen molecules it will give triplet.

02:45 We use the formula n plus 1 that means if the neighboring two hydrogens are present it will give triplet sorry triplet because n plus 1 2 plus 1 equals to 3.

02:59 Similarly if three hydrogens are present it will give quadrat that means 3 plus 1 is 4 that is quadrat we go it by this...

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