O Chem 2 Final

1-methylcyclohexa-1,3-diene

2,3,5-trimethylcyclopenta-1,3-diene with HCl

Select the product

Select diene + dienophile

B-carotene

5.5E-006

Arrange these from shortest to longest

C, B, A

O-isobutylphenol

P-bromostyrene

2-chloro-4-ethyltoluene

select the structure that is not in resonance with the others

which of the compounds below are aromatic according to Huckels rule?

compound 2

How many lone pairs of electrons are present in pyrole

1

Select the halide that does not react with F-C alkylation reaction

CH3CH=CHCl

The product below was formed in low yields when benzene, Alcl3, and another compound were mixed together and heated.

Draw the missing reactant and draw the product withe the highest yield

Benzene reacts with:

1: CH3Cl / AlCl3

2: KMnO4 / H2O then H3O+

3: HNO3 / H2SO4

4: Cl2 / FeCl3

Select the product

Select the product of a reaction with furan and benzene

Select the product

Benzene —> 2-bromo-4-nitrotoluene

Benzene —> m-bromoaniline

What is the product after cyclohexane undergoes this reaction

Name this structure

3-phenyl-2-pentanol

Name this structure

3,5-dibromophenol

CH3CH2CH(OH)CH2CH3

3-pentanol

Select the appropriate reagent to complete this reaction

LiAlH4

Select the combo of Grignard reagents needed to product this product

Select the product

1-methylcyclopentanol + PCC —>

No reaction

Ethylbenzene —> 2-phenylacetic acid

Draw tert-butyl cyclopentyl ether

Select the product

Select the reactants needed to make benzyl isopropyl ether

Select the most likely product

cleavage of ethyl phenyl ether with HCl

Choose the reaction from 1-pentyne to pentane-1-thiol

Choose the product of a reaction with epoxide wither

(CH3)2CHBr reacts with Mg then ethylene oxide

Select the product

CH3CH(CH2CH3)CH2C(CH3)2CHO —>

2,2,4-trimethylhexanal

CH3C(=O)CH2C(=O)CH3 —>

2,4-pentandione

Select the product after the following reactions

Cyclohex-2-en-1-one reacts with the following reagents. Show each step in the reaction

Benzaldehyde reacts with the following reagents. Show each step in the reaction

Acetone reacts with the following reagents. Show each step in the reaction

Benzene —> phenylacetaldehyde

Cyclohex-2-en-1-one reacts with the following reagents. Show each step in the reaction

Name this structure

3-methylbutanoic acid

Name this structure

Hexanedioic acid

(CH3CH2)2CHCH2CN

3-ethylpentanenitrile

Benzene reacts with the following reagents. Show each step in the reaction

Benzene reacts with the following reagents. Show each step in the reaction

Benzamide reacts with the following reagents. Show each step in the reaction

Butanal —> 1-pentylamine

The pKA of a 0.1 M acetic acid is 5. At what pH is the concentration of the acetic acid 103 times the concentration acetate ion?

2

CH3CH2C(=O)N(CH2CH3)2

N,N-diethylbutanamide

Name this structure

benzoic propanoic anhydride

Phenylbenzoate

Formic acid reacts with the following reagents. Show each step in the reaction

Benzoyl chloride reacts with the following reagents. Show each step in the reaction

Benzyl acetate reacts with the following reagents. Show each step in the reaction

Select the monomers needed to make nylon 6,6

Lactam reacts with the following reagents. Show each step in the reaction

Select the enol tautomer of ethyl acetate

N-isobutylaniline

N,N-diisopropylbutylamine

Which compound is more basic

NaOH

Rank these compounds in order of increasing basicity

1: p-(trifluoromethyl) aniline

2: p-(fluoromethyl) aniline

3: p-methylamine

1 < 2 < 3

Phthalimide —> KOH —> 1-iodobutane —> NaOH/H2O

Benzaldehyde —> NaBH4 —> PBr3 —> NaN3 —> LiAlH4/H2O

Benzene —> m-nitrobenzoic acid

1,5,7,9,6,1

Select the monomer used to make this polymer

How many acidic hydrogens in propanal

2

Methyl ethanoate CH3CO2CH3 loses H+, which is NOT a structure

Select the most likely product from this reaction

Select the compound that would NOT be considered in the planned synthesis of 2-methylpentanoic acid under these conditions

1-(3-methylcyclobutyl)ethanone

Which carboxylic acid derivative would most readily react with water

Esterification of acetic acid by ethanol involves the attack of an

alcohol on the protonated acid

Select the compound with enough reactivity to form this product under these conditions

5(E)-6-methyl-5-nonen-4-one

Predict the mixed aldol products that are formed when cyclohexanone and cyclopentanone are exposed to a catalytic amount of sodium ethoxide

5-oxohexanal

Select the formed product from a claisen condensation of ethyl propanoate

Draw the product formed from the reaction of ethyl benzoate and 2,2-dimethylcyclohexanone with 1 eq sodium ethoxide

Select the product of a Dieckman cyclization of diethyl 4-methylheptanedioate

Select the product

Select the product

CH3CH2CH2CH2N(CH2CH3)2

N,N-dimethylbutylamine

This class of polymerization adds monomers one at a time to a reactive intermediate

Chain growth

A polymer contains -O-CO-Ph-CO-O-CH2-CH2-. The polymer is

Polyester