Use the data below from an electron impact mass spectrum of a pure compound to d

Question

Use the data below from an electron impact mass spectrum of a pure compound to deduce its structure. Draw your structure in the drawing window.

Use the data below from an electron impact mass spectrum of a pure compound to deduce its structure. Draw your structure in the drawing window.

Use the data below from an electron impact mass spectrum of a pure compound to deduce its structure. Draw your structure in the drawing window.

The functional groups in an organic compound can frequently be deduced from its infrared absorption spectrum. A compound containing no nitrogen exhibits strong, broad absorption across the 2500-3300 cm-1 region, accompanied by 2200 (w) and 1715 (s) cm-1 bands.
Relative absorption intensity: (s)=strong, (m)=medium, (w)=weak.

What functional class(es) does the compound belong to?
List only classes for which evidence is given here. Attach no significance to evidence not cited explicitly.
Do not over-interpret exact absorption band positions. None of your inferences should depend on small differences like 10 to 20 cm-1.

The functional class(es) of this compound is(are).(Enter letters from the table below, in any order, with no spaces or commas.)

Data selected from the NIST WebBook, http://webbook.nist.gov/chemistry/ m/z Relative intensity 73 1.0 72 25 57 8 43 100 29 17 D Cengagebrain - My Home x & OWLv2 Online teaching a x c Chegg. com G C AD west.cengagenow.com/irn/takeAssignment/takeCovalentActivity.do?locator-assignment-take&takeAssignmentSessionLocator-assignment-take; OX Q S E Chapter 12: Mastery [Review Topics (References 1. Mass Spectrometry: Determinati. 1 pts Determine the class of the compound, which contains carbon, hydrogen, and oxygen, and exhibits the infrared spectrum below. Possible compound classes are : 2. Infrared Spectroscopy: Basic 1 pts 3. Infrared Spectroscopy: Advanced 1 pts 2reg alkane, alkene, alkyne, aromatic, alcohol, amine, aldehyde ketone, carboxylic acid, acid chlorideester, amide Preparation Question Question The compound is an (Use your cursor to read the IR frequency scale .) Question Flash Installation and Troubleshooting 4. Determining compound Class fro... 1 pts 2reg Infrared 110% vided Electron C Wavenumber 3680 cm 1 0% 4000 3500 3000 2500 2000 1500 1000 450 Wavenumber (cm) submit answerRay Entire group 8 more group attempts remaining Progress I'm Cortana. Ask me anything a N 7:59 AM A so th) BS 3/3/2016

Explanation / Answer

Compound structure from mass spectrum

First data set,

M+ = 73

odd mass so it has N

loss of NH2 gives = m/z 57

loss of CH2 gives base peak m/z 43

Compound structure,

CH3-CH2-CH2-CH2-NH2

---

Second data set

M+ = 50 and M+2 at 52 in ratio 3 : 1, so it has 35Cl : 37Cl

loss of Cl gives m/z 15

structure,

CH3-Cl

---

Third mass data,

M+ 59

loss of -NH2 gives m/z 43

Structure,

CH3-CH2-CH2-NH2

---

IR spectrum analysis

--

First spectrum shows,

1750 cm-1 peaks for C=O stretch

The compound is an ester (k)

--

Second spectrum shows,

two peaks between 3300-3400 cm-1 peaks for N-H stretch

The compound is an amine (h.)

---

Third spectrum shows,

1750 cm-1 peaks for C=O stretch

The compound is an ester (k.)

Related Questions

Navigate

• Browse (All)
• Browse U
• Subjects

---

---

Integrity-first tutoring: explanations and feedback only — we do not complete graded work. Learn more.