Stereochemistry

Does the presence of a Center of Symmetry (COS) or Plane of Symmetry (POS) guarantee optical inactivity?

True or False: A molecule must have a chiral carbon to be chiral.

Under what condition is an allene ( $C=C=C$ ) chiral?

What prevents rotation in chiral Biphenyls (Atropisomerism)?

Why are simple chiral amines (like $N(CH_3)(Et)(Pr)$ ) not optically active at room temperature?

What is a Pseudo-asymmetric center?

How do you identify Homotopic protons?

How do you identify Enantiotopic protons?

Is the molecule $CH_3-CHD-OH$ chiral?

How do you assign priority between $-CH(CH_3)_2$ and$-CH=CH_2$using CIP rules?

If the lowest priority group (4) is on the horizontal line in a Fischer Projection, how is R/S assigned?

Assign E/Z to $F(Cl)C=C(Br)I$ .

How is Syn/Anti assigned in Aldoximes ( $R-CH=N-OH$ )?

How do you distinguish Erythro and Threo in Fischer Projections?

What is the formula for Specific Rotation $[\alpha]$ ?

A mixture has 75% (+) and 25% (-). What is the enantiomeric excess (ee)?

Formula for total stereoisomers with $n$ chiral centers and no symmetry?

Can a Meso compound be resolved into enantiomers?

Why is a racemic mixture optically inactive?

What distinguishes Epimers from Diastereomers?

What is the principle behind chemical resolution?

What are Anomers?

What is Mutarotation?

If pure R is $+50^\circ$ and sample is$-10^\circ$, find composition.

What is the difference between Conformation and Configuration?

Can $(\text{CH}_3)_2\text{C}=\text{C}(\text{Cl})\text{H}$ show GI?

Which has a higher dipole moment: Cis or Trans?

Why do Trans isomers usually have higher Melting Points?

How do you treat Cumulenes with an odd number of double bonds?

Which ethane conformation is most stable and why?

Why is Ethylene Glycol more stable in Gauche than Anti?

Why is Cyclohexane Chair more stable than Boat?

What happens to bonds during Ring Flipping?

Why is axial-Methylcyclohexane unstable?

Which Decalin isomer cannot ring flip?

Which cycloalkane has the highest angle strain?

Energy barrier for Cyclohexane chair flip?

Stereochemical outcome of $S_N2$ ?

Does $S_N1$ give 100% Racemization?

Stereochemical requirement for E2 elimination?

Cis-2-butene + $Br_2/CCl_4$ yields?

Trans-2-butene + $Br_2/CCl_4$ yields?

What is the Stereochemistry of $OsO_4$ or cold $KMnO_4$ addition across a C=C?

Stereochemistry of Hydroboration-Oxidation?

Stereochemistry of Catalytic Hydrogenation ( $H_2$ /Pd)?

Birch Reduction (Na/ $NH_3$ ) of internal alkyne yields?

Is Diels-Alder stereospecific?

Stereochemistry of Epoxidation (mCPBA)?

What is Bredt's Rule regarding chirality?

Difference: Stereospecific vs Stereoselective?

What is an Axis of Symmetry ( $C_n$ )?

Are Spiranes (two rings sharing one atom) chiral?

What is a Prochiral carbon?

Why are quaternary ammonium salts (e.g., $[N(R_1)(R_2)(R_3)(R_4)]^+$ ) optically active?

What is the Alternating Axis of Symmetry ( $S_n$ )?

Is Adamantane chiral?

How does D/L Nomenclature differ from R/S?

In CIP priority, how are isotopes ranked (e.g., H, D, T)?

What is the priority of a Lone Pair in CIP rules?

What is the "Golden Rule" for switching two groups in a Fischer Projection?

How do you assign R/S to a chiral center in a ring?

Configuration of natural Amino Acids?

Does temperature affect Specific Rotation?

What is Kinetic Resolution?

How many stereoisomers does Tartaric Acid have?

What is Diastereomeric Excess (de)?

Can a molecule be chiral without chiral centers?

What is Invertomer?

Does 1,2-dimethylcyclopropane show GI?

Formula for GI in polyenes ( $R-CH=CH-CH=CH-R$ ) with identical ends?

Compare Boiling Points of Cis vs Trans 1,2-dichloroethene.

Can Cyclooctene show Cis-Trans isomerism?

Does $N=N$ bond show Geometrical Isomerism?

Is stability always Trans > Cis?

Draw the potential energy profile of n-Butane. Which is the global minimum?

Compare stability of 1,4-trans vs 1,4-cis dimethylcyclohexane.

Compare stability of 1,3-trans vs 1,3-cis dimethylcyclohexane.

What is a Locking Group in cyclohexane?

What is the Anomeric Effect?

Is the Twist-Boat conformation chiral?

Heat of Combustion: Cis vs Trans isomers?

What is the SNi mechanism?

What is NGP (Neighboring Group Participation)?

Stereochemistry of Pyrolytic Elimination (Ei)?

Stereochemistry of E1cb reaction?

Stereochemistry of Dehalogenation with Zn dust?

How does steric hindrance affect SN2 stereochemistry?

Stereochemistry of Hofmann Elimination?

Stereochemistry of Carbene ( $:CH_2$ ) addition?

Stereochemistry of Halohydrin Formation ( $X_2/H_2O$ )?

Stereochemistry of Simmons-Smith Reaction ( $Zn-Cu, CH_2I_2$ )?

Stereochemistry of Lindlar's Catalyst Hydrogenation?

Beckmann Rearrangement Stereochemistry?

Baeyer-Villiger Oxidation Stereochemistry?

Stereochemistry of HBr + Peroxide (Kharasch effect)?

Woodward-Hoffmann Rule for Electrocyclic reactions?

Stereochemistry of Cope Elimination?

Hydroboration of hindered cyclic alkenes?

Stereochemistry of Ozonolysis?