Escape McKinley Hall

Escape Mckinley Hall

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CHEM 531

THE MISSION

Escape McKinley Hall by answering questions about organic chemistry.

McKinley Hall

Find the failed titration to continue.

QUESTION 1/3

Alkyl Halide, NBS and Peroxide

What is the product of an allylic bromination reaction, and what reagents are used?

Alkyl Halide, HBr

QUESTION 2/3

SOCL2

Which of the following reagents reacts with inversion of configuration for chiral compounds?

HCl

QUESTION 3/3

Primary carbocation

Which is more stable, an allylic cation or a primary carbocation?

Allylic cation

McKinley Hall

Find the clue you need to keep moving forward

QUESTION 1/3

No reaction

What is the product when the following reagent is reacted with PBr3?

Tert-butyl bromide

Tert-buytl phosphide

QUESTION 2/3

the hydrogen will add to the most substituted carbon

Markovnikov's rule applies to alkenes, and states that...

the hydrogen will add to the least substituted carbon

the halogen will add to the least substituted carbon

QUESTION 3/3

To make the carbocation more stable

What is the purpose of a methyl and/or hydride shift?

to put the carbocation on a tertiary carbon

To make the molecule more stable as a whole

Mckinley hall

Describe a situation in which racemization will occur to move forward.

QUESTION 1/3

2-chloro-3-methylbutane

What is the product of the following reaction?

2-chloro-2-methylbutane

1-chloro-1,1-dimethylpropane

QUESTION 2/3

No single step can determine the rate of reaction

What is the rate-determining step in the following mechanism?

Step 2

Step 1

QUESTION 3/3

Cis alkane

What is the production of the following reaction?

Mixture of cis and trans alkanes

Trans alkane

Mckinley Hall

Write the mechanism for the following reaction to move forward.

QUESTION 1/3

What is the product of the following molecule and HCl?

Racemic mixture of both isomers shown above

Anything that accepts a pair of nonbonded electrons or pi electrons

QUESTION 3/3

Anything that can donate nonbonded electrons or pi electrons

What is the working definition of a Lewis base that we will use going forward?

Anything that can donate proton s

Anything that can donate a pair of nonbonded electrons

Mckinley Hall

Write the mechanism for the following reaction to move forward.

QUESTION 1/3

HCl

SOCL2

What reagent would you use to convert 1-pentanol to 1-chloropentane?

PBr3

NBS

QUESTION 2/3

What is the product when the molecule below reacts with SOCl2?

QUESTION 3/3

Primary carbocation

Secondary carbocation

Which is the most stable?

Benzylic carbocation

Allylic carbocation

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