orgo 1 exam 5

Please give the DUN for.....

HDI= [2(#C)+2]-(#H)-(#X)+(#N)]/2

What is the IUPAC name for the following?

smaller half= alkoxy and long chain is the root name

What is the structure of....?

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Which the compounds shown has the highest boiling point?

look at h-bondingdipolethe one with the higher mass has higher boiling point

What molecular interactions in ethers are primarily responsible for their elevated boiling point relative to equivalent alkanes?

dipole-dipole interactionsThe dipole-dipole interaction due to electronegativity as well as presence of lone pair on oxygen in the ether molecules leads to increase in its boling point than that of alkanes which do not have such Interaction. Alkanes posses a weak vanderwaals force of attraction which is weaker than dipole-dipole interaction hence in ether they do have a greater boiling point as compared to equivalent alkanes.

Provide the reagents necessary to carry out the following conversion.

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What is an accurate curved arrow mechanism for the first step in the formation of the product shown?

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Predict the product of the following reaction sequence.

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Which of the statements given is NOT TRUE about electromagnetic radiation?

A. An X-ray is not a type of electromagnetic radiation.C. Radio waves are not electromagnetic radiation because the are very long.D. Hotter objects emit longer, more energetic wavelengths.

A compound with MW__ has the following IR. Which compound is it?

add mass on periodic table for molecular mass

Which of the given vibrations are observed in IR spectroscopy?

stretching and bending

Which of the given statements is true ... according to Hooke's law?

All else being equal, the stronger the bond, the faster the bonds vibratesAll else being equal, the lighter the atoms linked by the bond, the faster the bond vibrates.

Why is the expected stretching absorption of the XXX bond XXX cm-1 for the structure I and XXX cm-1 for structure II?

look at table provided

Which of the given statements is true for an IR-active bond?

A vibration must result in change of bond dipoleSince the change in the dipole moment of the bond will make IR active. If there is no change in dipole moment it can not become IR active

Concentrated alcohols show a _____absorption in the region of ...

broad or sharp

Which of the given compounds shows an absorption near XXX cm-1 and an absorption at XXX cm-1?

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How many unique (sets of) hydrogens are in the following molecule (be careful...tricky)?

count hydrogens and consider symmetry and 3d

Which of the type(s) of protons given are ....? chemically non equivalent

diastereotopic

How many signals would you expect in the 1H NMR spectrum of ....?

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Chemical shift question

describes how shielded or deshielded the hydrogens are. ppm

I used the n+1 rule to determine the multiplicity of the signals in the following compound. But I only did it correctly for one choice. Choose that one.

count number of adjacent atoms and add 1 heteroatom do NOT split. they act like a wall

How many total peaks would you expect to see in the signal corresponding the indicated hydrogen? D

(n+1) rule

Which of the following molecules best matches the NMR structure below? The numbers of hydrogens responsible for the signal is given, as is the type of multuplet.

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A compound with a molecular formula of XXX has the 1H NMR spectrum shown. Which structure shown is consistent with this spectrum? The number of hydrogens responsible for the signal is shown.

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How would you use 1H NMR spectroscopy to distinguish between the following compounds?

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What would the correct starting material be for the following transformation?

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