The structure of the product on the basis of mass spectra, IR and NMR data is to be determined. Concept introduction: Hydrogenolysis reaction of benzyl alcohols results in the cleavage of the benzyl and oxygen bond. It may also involve group migration, which is usually carried out by the phenyl ring. Infrared absorption bands indicate the functional groups present in a compound. For example, carbonyl group shows a band from 1600 to 1750 cm -1 , hydroxyl group shows a band from 3400 to 35 50 cm -1 . So, if a compound shows a band in the carbonyl range only, it is an aldehyde or ketone , while if it shows one in the region of hydroxyl, it is an alcohol or a phenol. If two bands are observed with one in each region, it is a carboxylic acid . NMR data indicates the number and types of protons or carbons present in a compound based on the number of signals obtained in 1 H NMR or 13 C NMR, respectively. 1 H NMR signals are often with multiplicity such as doublets and triplets, which indicates the number of protons present on the carbons adjacent to that proton. The protons of an aromatic ring show a signal from 6.5 – 7.5 ppm , those of alkyl group from 0.5 to 1.5 ppm while alkyl groups adjacent to a carbonyl group or oxygen atom show signals from 2.0 to 3.0 ppm . Alcohol group shows a signal from 2.0 to 3.0 ppm but is always a singlet. The mass spectra of a compound indicate the molecular ion peak, which give the molecular mass of the compound.

Question

Want to see the full answer?

Answer 1

Question

Chapter 16, Problem 57P

Interpretation Introduction

Interpretation:

The structure of the product on the basis of mass spectra, IR and NMR data is to be determined.

Concept introduction:

Hydrogenolysis reaction of benzyl alcohols results in the cleavage of the benzyl and oxygen bond. It may also involve group migration, which is usually carried out by the phenyl ring.

Infrared absorption bands indicate the functional groups present in a compound. For example, carbonyl group shows a band from 1600 to 1750 cm-1, hydroxyl group shows a band from 3400 to 3550 cm-1. So, if a compound shows a band in the carbonyl range only, it is an aldehyde or ketone, while if it shows one in the region of hydroxyl, it is an alcohol or a phenol. If two bands are observed with one in each region, it is a carboxylic acid.

NMR data indicates the number and types of protons or carbons present in a compound based on the number of signals obtained in 1H NMR or 13C NMR, respectively. 1H NMR signals are often with multiplicity such as doublets and triplets, which indicates the number of protons present on the carbons adjacent to that proton. The protons of an aromatic ring show a signal from 6.5–7.5 ppm, those of alkyl group from 0.5 to 1.5 ppm while alkyl groups adjacent to a carbonyl group or oxygen atom show signals from 2.0 to 3.0 ppm. Alcohol group shows a signal from 2.0 to 3.0 ppm but is always a singlet.

The mass spectra of a compound indicate the molecular ion peak, which give the molecular mass of the compound.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Students have asked these similar questions

Part C IN H N. Br₂ (2 equiv.) AlBr3 Draw the molecule on the canvas by choosing buttons from the Tools (for bonds and + e (×) H± 12D T EXP. L CONT. ד

9. OA. Rank the expected boiling points of the compounds shown below from highest to lowest. Place your answer appropriately in the box. Only the answer in the box will be graded. (3) points) OH OH بر بد بدید 2 3

There is an instrument in Johnson 334 that measures total-reflectance x-ray fluorescence (TXRF) to do elemental analysis (i.e., determine what elements are present in a sample). A researcher is preparing a to measure calcium content in a series of well water samples by TXRF with an internal standard of vanadium (atomic symbol: V). She has prepared a series of standard solutions to ensure a linear instrument response over the expected Ca concentration range of 40-80 ppm. The concentrations of Ca and V (ppm) and the instrument response (peak area, arbitrary units) are shown below. Also included is a sample spectrum. Equation 1 describes the response factor, K, relating the analyte signal (SA) and the standard signal (SIS) to their respective concentrations (CA and CIS). Ca, ppm V, ppm SCa, arb. units SV, arb. units 20.0 10.0 14375.11 14261.02 40.0 10.0 36182.15 17997.10 60.0 10.0 39275.74 12988.01 80.0 10.0 57530.75 14268.54 100.0…