Orgo 2 exam review

Orgo 2 Lab

Final exam review

Multiple Choice

The literature value for MP for the desired product is 143-147C. Your product shows a MP of 122-136. Does the melting point lend strength to the argument that you formed the proper product?

• Yes

• No

• Maybe?

Multiple Choice

The literature value for MP for the desired product is 143-147C. Your product shows a MP of 140-155C. Does the melting point lend strength to the argument that you formed the proper product?

• Yes

• No

• Maybe?

Multiple Select

When running a TLC plate, you should (check all that apply)

• mark the solvent line before running the plate

• mark your initial spots in pencil

• circle the general area you see spots under UV

• Make sure your chamber is level before adding the plate

• Use a pipette to add spots of chemicals

Multiple Choice

The closer a group of Hydrogens is to an electron withdrawing group or electronegative atom, the more ________ it will be

• shielded

• deshielded

Multiple Choice

-OH peaks show on IR as:

• broad peak at about 3000

• broad peak at about 3400

• narrow peak at about 3000

• narrow peak at about 3400

Multiple Choice

Bromine can be identified in mass spec by its isotope peak pattern, which is:

• 2 peaks, 3:1 ratio of M+:M+2

• 2 peaks, 1:1 ratio M+:M+2

Multiple Choice

The nitrogen rule says that a compound with an even (or 0) number of nitrogens will have

• A molecular ion with an odd mass

• A molecular ion with an even mass

• A peak at m/z=14

Multiple Choice

A peak on mass spec at m/z=77 most likely indicates

• phenyl+

• phenyl-

• Br

• Pentane

Multiple Choice

An IR peak at 1720 indicates the presence of:

• aromatic

• amine

• carbonyl

• nitro group

Multiple Choice

This is a _______ fatty acid

• saturated

• monounsaturated

• polyunsaturated

Multiple Choice

This spectrum most likely belongs to which molecule?

Multiple Choice

Generally, carboxylic acid peaks show in IR ______ than -OH peaks

• lower

• higher

Multiple Select

Why did the nitration reaction have to be kept at low temperatures?

• To prevent the reaction mixture from boiling over

• To prevent the reaction from performing multiple side products

• To prevent harmful vapors from forming

• To encourage nitration at the desired position

Multiple Choice

The nitration reaction is an electrophilic aromatic substitution. In this reaction, the nitronium ion is the

• Electrophile

• Nucleophile

Multiple Select

If the nitration reaction were performed on this molecule, which would most likely receive the nitro group?

• 1

• 2

• 3

• 4

• 5

Multiple Choice

Our Wittig reaction resulted in the E,E isomer, which is the _____ product.

• Kinetic

• Thermodynamic

Multiple Select

To identify the formation of the specific isomer for the Wittig reaction, we used:

• Color of product

• J-values of NMR

• IR spectrum

• Melting point

Multiple Choice

The J-value for a double bond is 10. This bond is:

• cis

• trans

Multiple Choice

Oxidation of a primary alcohol results in:

• Alkane

• Aldehyde

• Carboxylic acid

• Depends on conditions

Multiple Choice

The Wittig reaction uses a phosphorus ylide. An ylide is:

• an uncharged molecule containing carbanion directly bonded to a positively charged heteroatom

• A catalyst to facilitate an addition reaction to a double bond

• A negatively charged carbanion molecule

• An inorganic salt

Multiple Select

What functional group or groups does the circled peak represent?

• Carbonyl

• Amine

• Alcohol

• sp3 C

• sp2 C

Multiple Choice

What is the purpose of the Sodium Laureth Sulfate added in the DEET experiment?

• Solvent

• Reactant

• Emulsifier

• Catalyst

Multiple Choice

Pd/C forms what function in the chalcone reduction?

• Reducing agent

• Oxidizing agent

• Starting material

• Catalyst

Multiple Choice

In the chalcone reaction, what is the hydrogen source?

• Tetramethylammonium hydroxide

• Ammonium Formate

• Sulfuric acid

• Pd/C

Multiple Select

What functional group or groups does the circled peak represent?

• Carbonyl

• Amine

• Alcohol

• sp3 C

• sp2

Multiple Choice

DEET is an insect repellent that works by:

• Killing the insect

• Blocking the response to lactic acid given off by prey

• Disguising the scent of the prey

Multiple Choice

What is the purpose of an emulsifier?

• Decrease reaction time

• Allow aqueous and organic layers to blend

• Allow organic items to be soluble in aqueous layer

• Reduce amount of heat needed for the reaction