Diagnostic Exam OrgChem2

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Valence bond theory predicts that carbon will use

How many s-sp2 bonds are in the following molecule?

The most stable position of bulky groups such as ( tert-butyl group) in the cyclohexane chair
conformation is at
For the following compound, is the indicated bond up or down?

What is the expected bond angle for the C-C-O bonds in the molecule below?

Consider the reaction below. What is the ROLE/FUNCTION of the indicated molecule in the reaction?

ANS: Electrophile
Identify if the reaction Involved oxidation, reduction or neither:

ANS: reduction

How are the molecules below related?

ANS: Constitutional Isomers

Consider the structure below. Does it meets HUCKEL’s RULE?


Which reaction is predicted as FASTER?

identify If the given structure Is an E or Z system:

ANS: Z

Consider the structure given below. identify the configuration of the Indicated atom
The most stable conformation of two methyl groups attached to adjacent carbon in a Newman
protection is the one containing the dihedral angle .

Identify the general type of organic reaction involved

is the indicated compound acting an acid or a base in the following reaction?


The least reactive compound in a SN1 reaction (Ph= Phenyl)

Identify the relationship between the following two structures.

ANS: Diastereomers

The indicated lone pair in the following compound is localized or delocalized:


What Is the IUPAC name of this structure?

ANS: 3,5-Dimethylbenzoic acid

What product(s) will be the MAJOR in the given reaction?

ANS: A and D

Consider the structure below. Does it meets HUCKEL's RULE?

Consider the substituents in the given cyclohexane with the corresponding chair conformation. What
POSITION and DIRECTION the CH 3 group is oriented
ANS: 1, equatorial

What product(s) will be the MINOR in the given reaction?

ANS: C and E

Identify if the structure below is CHIRAL or ACHIRAL?

ANS: Chiral

In Fischer projection, the ___ line(s) indicate(s) that the two bonds are oriented towards the observer

ANS: Horizontal
What EAS reaction is involved in this reaction?

ANS: Friedel-Crafts Acylation

Which of the following is a correct resonance structure of A?

ANS: 4

Give the IUPAC name of this compound:

ANS: 1-Bromo-4-phenylheptane
What REGIOSELECTIVITY of addition reaction is Involved in this reaction:

ANS: Markovnikov's addition

The reaction below will produce a product that follows

ANS: Anti-Markovnikov

In what position the next substituent will be directed in the following reaction:

ANS: III
Give the IUPAC name of this compound:

ANS: 8-Chloro-3-ethyl-2,6,8-trimethyl-5-[2-methylprop-1-yl]-4-[prop-2-yl]undecane

Consider the following reaction. What is the ROLE/FUNCTION of the Indicated molecule in the reaction?

ANS: Nucleophile

Provide the product for the following reaction?

ANS: II
HI is stonger acid than HF due to which concept in ARIO?

ANS: HI is stronger acid than HF due to increasing stability. Even though Fluorine is more electronegative
than Iodine, this does not suggest that Fluorine is a much stronger acid. Iodine is bigger compared to
Fluorine making it more stable as a larger atom.

In ammonium, nitrogen has a valence of 4, and zero nonbonding electrons. What is the correct formal
charge of nitrogen with 4 covalent bonds?

ANS: +1

Consider the reaction below to answer the following questions. When dichlorocarbene is generated in
the presence of an alkene, a dichlorocyclopropane is formed. What is the ROLE/FUNCTION of the
indicated molecule in the reaction?

ANS: nucleophile
The reaction of isobutene with HBr in ether gives one of the two products below as the major product.
Which product would be the major product?

ANS: Product B

Consider the structure given below. Identify the configuration of the indicated atom 1

ANS: R configuration

Which of the following molecules, with any formal charges omitted, would be expected to have a dipole
moment?

ANS: II, III, and IV

Consider the reaction below. The rate law expression is:

ANS: k[A][B]
In what position the next substituent will be directed in the following reaction:

ANS: IV

Which of the following is the correct structure for a compound with the IUPAC name (S)-3-
methylheptane.

ANS: B
Identify the SEQUENCE of PATTERNS of mechanisms involved in the following reaction

ANS:

1. Proton Transfer
2. Nucleophilic Attack

Consider the substituents in the given cyclohexane with the corresponding chair conformation. What
POSITION and DIRECTION the -OH group is oriented

ANS: 1, equatorial

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