Question

3. (34 points total) Below are EI-MS and IR data for an unknown compound: 134 100 106 51 5 Mt 31 39 91 118 150 10 20 30 40 50 60 70 80 90 100 110 120 130 140 150 160 170 180 a 3 points) Draw the structure that best fits the data in the box provided.

Help!!!

0 0
Add a comment Improve this question Transcribed image text
Answer #1

The structure that best fits the given IR and EI-MS data can be drawn as follows.

IR spectrum:

(i) A signal at ~ 3400cm-1 corresponds to N-H stretch.

(ii) A signal at ~ 1600 cm-1 corresponds to aromatic C=C stretch.

(iii) A signal at ~ 1500 cm-1 corresponds to =C-N stretch.

(iv) A signal at ~ 1050 cm-1 corresponds to a C-O stretch of ether.

Mass spectrum:

(i) For the molecular ion (M+) peak, m/z = 165

(ii) The methyl group fragmentation results in m/z = 150 (i.e. 165-15)

Chemical Formula: CgH12NO Exact Mass 150 Chemical Formula: CH Exact Mass: 15

(iii) The OMe fragmentation results in m/z = 134 (i.e. 165 - 31)

Chemical Formula: CH20 Exact Mass: 31 Chemical Formula: CoH12N Exact Mass 134

(iv) The removal of ethylene from the fragment (m/z = 134) results m/z = 106 (i.e. 134-28)

H2C-CH2 Chemical Formula:CoH12N Exact Mass: 134 Chemical Fomula: C/N Chemical Formula C2H Exact Mass: 106 Exact Mass: 28

(v) The removal of NH=CH2 from the fragment (m/z = 106) results m/z = 77 (106-29)

HN-CH2 Chemical Formula: C7H3N Exact Mass: 106 Chemical Formula: CaH Exact Mass: 77 Chemical Formula: CH N Exact Mass: 29

Add a comment
Know the answer?
Add Answer to:
Help!!! 3. (34 points total) Below are EI-MS and IR data for an unknown compound: 134...
Your Answer:

Post as a guest

Your Name:

What's your source?

Earn Coins

Coins can be redeemed for fabulous gifts.

Not the answer you're looking for? Ask your own homework help question. Our experts will answer your question WITHIN MINUTES for Free.
Similar Homework Help Questions
ADVERTISEMENT
Free Homework Help App
Download From Google Play
Scan Your Homework
to Get Instant Free Answers
Need Online Homework Help?
Ask a Question
Get Answers For Free
Most questions answered within 3 hours.
ADVERTISEMENT
ADVERTISEMENT
ADVERTISEMENT