tricky questiosn that caught me out

Question 1

do the 3rd one!

Answer 1

https: //www.youtube.com/watch?v=gvkoEbKfEug&t=1018s
17: 38

key point; DRAW THE STRUCTURE OUT then deduce. ALSO CONSIDER that benzaldehyde is in excess!

Question 2

Answer 2

https: //www.youtube.com/watch?v=UuEfvamQrP4
4: 18

Question 3

Answer 3

note; if C NMR AND H NMR SHOWN….

to get marks, show what the CNMR shows in one sperate paragraph and what the HNMR shows in another seperate paragraph ..

https: //www.youtube.com/watch?v=PqEw9EAtq-w
1: 05:00

Question 4

Answer 4

EASY MARK; “164 linked directly to molecular formula of C10H12O2” DO NOT MISS THIS OUT WHEN THEY MENTION MASS SPECTRA

Triplet at 2.8 ppm shows an adjacent CH2 AND Triplet at 4.4 ppm shows an adjacent CH2 

Peak at 2.2 shows CH3–C=O

Peak at 7.3 shows 5 aromatic Hs OR shows C6H5 

Peak at 2.8 shows C6H5–CH OR C6H5–CH2 

Peak at 4.4 due to HC–O OR H2C–O (remember, question says its an ESTER !)

Question 5

Answer 5

https: //www.youtube.com/watch?v=q8amleHpals
6: 10

OR ( imo better explanation )

https://www.youtube.com/watch?v=q8amleHpals

3;05

you could write out answers liek the one below !

Question 6

Answer 6

https: //www.youtube.com/watch?v=-mLdH0F2gOU&t=3s
12: 42
1. figure out mass of monomer, then deduct 129 from it to find ou thtat theres a difference of 1* ( mr of H2O ) suggesting that the water was removed
2. figure out that not only a linear polymer can be formed, but a cyclic pentane version of the amino acid can also be formed by hydrolysis of the OH and the NH2 groups on the same molecuel ( forming a pentagon )

Question 7

when in doubt…

Answer 7

draw cyclic molecules

Question 8

Answer 8

note: write it out it CRISS CROSS FORMAT

Question 9

if two things are being reduced…

Answer 9

add 4(H) instead of 2 (H)

Question 10

Answer 10

IMPORTANT: must say “X is reduced/ oxidised by Y”

krcr2o7 and h2so both oxidise

Question 11

how do we know a carb acid is rpesent in IR spec

Answer 11

peak in 2500-3300 AND show OH bond ( YOU NEED TO MENTION THIS)

Question 12

intergration number of 6 and ppm of 0.9, and a doublet (3)

the compound is an aldheyde too

Answer 12

so its a HC-R (note: THE HC bit does NOT have to include 1 hydrogen, it could also be 2 CH3 )

intergration number of 6= 2 ch3 groups attached to the “HC” (1)

doublet= neighbouring CH (1)

final:

If aldehyde is correc t (CH3)2CH CH2 CHO

(CH3)2 is the HC bit of HC-R (1)

ANOTHER NOTE: THE QUESTION MAY NOT GIVE YOU ALL INFO, JUST TAKE THE CLUES AND PIECE INFO TOGETHER !1

Question 14

draw 2,4 deca dienoate

Answer 14

note: ignore the “dienaoate”

Question 15

key word here: ONLY phenylethanal

Answer 15

since its only phenylethanal, you have to getanother phenylathanal and reduce it to phenylethanol to react with the phenyethanoic acid that youve made previously

this should make ester

IMPORTANT NOTE: esterification occurs by SULFURIC ACID CATALYST by REFLUX

IMPORTANT NOTE: OXIDATION OF ALDEHYDES HAPPEN UNDER REFLUX !

Question 17

https://www.youtube.com/watch?v=6pvXE1UHX3A