Organic Chemistry Flashcards

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Questions and Answers

What type of bond is formed by the sharing of electrons between two unhybridized p-orbitals that align side-by-side?

  • Triple bond
  • Single bond
  • Double bond
  • Pi bond (correct)

What hybridization has 33% s character and 67% p character?

  • sp
  • sp3
  • s
  • sp2 (correct)

How are multiple bonds characterized compared to single bonds?

  • They allow for greater rotation.
  • They are shorter and stronger. (correct)
  • They are longer and weaker.
  • They involve only s bonds.

According to the Bronsted-Lowry definition, what is the role of acids?

<p>Donating protons (A)</p> Signup and view all the answers

What is the primary characteristic of conjugation in organic molecules?

<p>Alternates between single and multiple bonds (D)</p> Signup and view all the answers

What is the approximate bond angle in a molecule with sp3 hybridization?

<p>109.5° (C)</p> Signup and view all the answers

What does the Lewis definition state regarding bases?

<p>They donate electron pairs. (B)</p> Signup and view all the answers

What defines acidity in terms of pH?

<p>Lower pH indicates stronger acids. (A)</p> Signup and view all the answers

What is the correct suffix for naming an alkene?

<p>-ene (D)</p> Signup and view all the answers

In naming a compound, what is the highest priority functional group?

<p>-2 (B)</p> Signup and view all the answers

What prefix is used to denote two hydroxyl groups in an alcohol?

<p>-2 (B)</p> Signup and view all the answers

Which of the following describes a ketone?

<p>Carbonyl group on a nonterminal carbon (B)</p> Signup and view all the answers

What suffix is used when naming carboxylic acids?

<p>-oic acid (D)</p> Signup and view all the answers

Which compound replaces the -OH group of a carboxylic acid?

<p>Ester (D)</p> Signup and view all the answers

What is the general formula for alkanes?

<p>CnH(2n+2) (D)</p> Signup and view all the answers

How are substituents in a compound ordered during naming?

<p>Alphabetically (D)</p> Signup and view all the answers

What defines a nucleophile?

<p>An electron-rich species that donates electrons (B)</p> Signup and view all the answers

Which of the following is NOT an example of an electrophile?

<p>Halide ions (D)</p> Signup and view all the answers

What is the primary role of leaving groups in a reaction?

<p>To depart with electrons and stabilize transition states (D)</p> Signup and view all the answers

Which method is typically used to achieve chemoselectivity?

<p>Protecting groups to mask reactive sites (D)</p> Signup and view all the answers

Why is chemoselectivity beneficial in organic synthesis?

<p>It streamlines synthesis and minimizes waste (D)</p> Signup and view all the answers

Which of the following statements is true regarding electrophiles?

<p>They are electron-poor and accept electrons (A)</p> Signup and view all the answers

What property is commonly associated with nucleophiles?

<p>Presence of lone pairs (C)</p> Signup and view all the answers

What does the choice of reagents influence in a chemical reaction?

<p>The type of products formed (C)</p> Signup and view all the answers

Which of the following amino acids is not chiral?

<p>Glycine (B)</p> Signup and view all the answers

What type of reaction forms peptide bonds?

<p>Condensation (B)</p> Signup and view all the answers

What is the stereochemistry of all amino acids in eukaryotes except cysteine?

<p>(S) (D)</p> Signup and view all the answers

Which synthesis method involves an aldehyde and cyanide to generate an amino acid?

<p>Strecker Synthesis (C)</p> Signup and view all the answers

What character does the C-N bond in a peptide bond exhibit?

<p>Partial double bond character (A)</p> Signup and view all the answers

What is the result of hydrolyzing an aminonitrile in the Strecker Synthesis?

<p>Amino acid (D)</p> Signup and view all the answers

Which amino acids are considered aliphatic?

<p>Isoleucine, Leucine, Valine, and Methionine (B)</p> Signup and view all the answers

What is generated as part of the Gabriel Synthesis process?

<p>Phthalic acid (B)</p> Signup and view all the answers

What does a smaller difference between HOMO and LUMO indicate about a molecule's absorption capabilities?

<p>It can absorb longer wavelengths. (B)</p> Signup and view all the answers

What is the function of λ-max in spectroscopy?

<p>It shows the wavelength of maximum absorption. (B)</p> Signup and view all the answers

What are the components of inorganic phosphate at physiological pH?

<p>H2PO4 - and HPO4 2- (B)</p> Signup and view all the answers

Which effect does solvent polarity have on absorption?

<p>It shifts the absorption spectrum. (B)</p> Signup and view all the answers

What does NMR spectroscopy primarily measure?

<p>Alignment of nuclear spin in a magnetic field. (D)</p> Signup and view all the answers

Why are phosphate bonds considered high energy?

<p>They involve resonance stabilization and large negative charges. (D)</p> Signup and view all the answers

What type of molecules does UV spectroscopy primarily study?

<p>Compounds containing double bonds and/or conjugated systems (A)</p> Signup and view all the answers

What is spin-spin coupling in NMR spectroscopy?

<p>It occurs when adjacent hydrogens interfere with each other’s magnetic environment. (C)</p> Signup and view all the answers

What does the absorption of UV light cause in molecules?

<p>Electrons to move from lower-energy π-orbitals to higher-energy π*-orbitals (B)</p> Signup and view all the answers

What does the area under the peak in an NMR spectrum represent?

<p>The number of protons contained under the peak. (D)</p> Signup and view all the answers

What effect does deshielding have on an NMR peak?

<p>It moves the peak further downfield. (A)</p> Signup and view all the answers

What are chromophores responsible for in molecules?

<p>Absorbing UV light (C)</p> Signup and view all the answers

In mass spectroscopy, what happens to a charged molecule during the analysis?

<p>It collides with an electron, resulting in electron ejection. (D)</p> Signup and view all the answers

Which of the following is an example of an organic phosphate?

<p>Nucleotide triphosphates (such as ATP) (C)</p> Signup and view all the answers

What is an essential characteristic for a molecule to appear on a UV spectrum?

<p>A small energy difference between HOMO and LUMO (D)</p> Signup and view all the answers

What is released when forming phosphodiester bonds in DNA?

<p>Pyrophosphate (PPi) (C)</p> Signup and view all the answers

Flashcards

Parent Chain

The longest continuous carbon chain in a molecule that contains the highest priority functional group.

Substituent

A group of atoms attached to the parent chain that is not the highest priority functional group.

Alkanes

Hydrocarbons with only single bonds between carbon atoms. General formula: CnH(2n+2).

Alkenes

Hydrocarbons with at least one double bond between carbon atoms. Use the suffix '-ene'.

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Alkynes

Hydrocarbons with at least one triple bond between carbon atoms. Use the suffix '-yne'.

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Alcohols

A compound containing a hydroxyl group (-OH) attached to a carbon atom.

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Carbonyl Group

The functional group containing a carbonyl group (C=O).

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Ester

A carboxylic acid derivative where the -OH group is replaced with -OR. Use the suffix -oate.

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Single Bond

A chemical bond formed by the sharing of two electrons between two atomic orbitals that overlap head-to-head. In a single bond, each atom contributes one electron to the shared pair.

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Double Bond

A chemical bond formed by the sharing of four electrons between two atomic orbitals. It consists of one sigma bond and one pi bond, formed by the lateral overlap of two p orbitals.

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Triple Bond

A chemical bond formed by the sharing of six electrons between two atomic orbitals. It consists of one sigma bond and two pi bonds, formed by the lateral overlap of two sets of p orbitals.

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Resonance

A description of the delocalization of electrons in molecules with alternating single and multiple bonds. This delocalization creates a system of shared, mobile electrons.

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Conjugation

A pattern of alternating single and multiple bonds in a molecule, creating a system of unhybridized p orbitals. This allows for delocalization of electrons across the molecule.

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sp3 Hybridization

A type of hybridization where one s orbital and three p orbitals combine to form four equivalent sp3 hybrid orbitals. These orbitals are arranged in a tetrahedral geometry.

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sp2 Hybridization

A type of hybridization where one s orbital and two p orbitals combine to form three equivalent sp2 hybrid orbitals, arranged in a trigonal planar shape.

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sp Hybridization

A type of hybridization where one s orbital and one p orbital combine to form two equivalent sp hybrid orbitals, with a linear shape.

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Nucleophiles

Molecules that donate electrons to electron-deficient sites, often forming new bonds.

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Electrophiles

Molecules that accept electrons from electron-rich species, often forming new bonds.

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Leaving Groups

Groups or atoms that leave a molecule during a reaction, taking their bonding electrons with them. They stabilize the resulting transition state.

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Chemoselectivity

The ability to selectively react with one functional group over others in a molecule, even if multiple reactive groups are present.

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Protecting Groups

Temporary groups that block or protect specific functional groups from reacting, allowing other reactions to occur preferentially.

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Choice of Reagents

Specific chemicals used in reactions that target particular functional groups, enhancing the overall specificity and efficiency of a reaction.

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Reaction Conditions

The conditions under which a reaction is performed, such as temperature, solvent, or catalyst, that can influence the rate and selectivity of the reaction.

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Benefits of Chemoselectivity

By controlling reaction conditions, reagent choices, and the use of protecting groups, chemoselectivity helps optimize reactions, minimizes waste, and allows the efficient synthesis of complex molecules.

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α-Carbon

The central carbon atom in an amino acid, bonded to an amino group, a carboxyl group, a hydrogen atom, and a side chain (R group).

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Amphoteric

A molecule with both acidic and basic functional groups.

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Aliphatic Amino Acid

An amino acid with a non-aromatic side chain containing only carbon and hydrogen.

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Peptide Bond

A covalent bond formed between the carboxyl group of one amino acid and the amino group of another amino acid.

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Polypeptide

A molecule composed of multiple amino acids linked by peptide bonds.

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Protein

A large, folded polypeptide with a specific biological function.

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Strecker Synthesis

A laboratory method for synthesizing amino acids from aldehydes, ammonium chloride, and potassium cyanide.

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Gabriel Synthesis

A laboratory method for synthesizing amino acids from potassium phthalimide, diethyl bromomalonate, and an alkyl halide.

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Phosphoric Acid (Pi)

Phosphoric acid, also known as phosphate group or inorganic phosphate, plays a crucial role in biological systems, including DNA structure and energy storage.

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Phosphodiester Bonds

The backbone of DNA is built using phosphodiester bonds that form when a pyrophosphate, a molecule containing two phosphate groups, is released. This pyrophosphate can be broken down into two inorganic phosphates.

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Phosphoric Acid as a Buffer

A buffer system is formed by a weak acid and its conjugate base, which resists changes in pH. Phosphoric acid's multiple pKa values allow it to buffer a wide pH range.

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Organic Phosphates

Organic phosphates contain both carbon and phosphate groups, and are crucial components of biomolecules like ATP and DNA.

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UV Spectroscopy

UV spectroscopy measures the absorption of UV light by molecules, providing information about the structure of a compound by analyzing the electronic transitions.

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Conjugation in UV Spectroscopy

UV spectroscopy primarily studies the electronic transitions of conjugated systems, which involve alternating single and double bonds. These systems allow for delocalization of electrons across the molecule.

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Chromophores

Chromophores are specific groups within a molecule that absorb UV light, such as double bonds and aromatic rings. These groups are responsible for the distinct absorption patterns observed in UV spectra.

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HOMO & LUMO in UV Spectroscopy

The absorption of UV light by molecules is caused by the movement of electrons from the highest occupied molecular orbital (HOMO) to the lowest unoccupied molecular orbital (LUMO). The energy difference between these orbitals determines the wavelength of light absorbed.

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λ-max (Lambda-max)

The wavelength of maximum absorption in a molecule, indicating the type of chromophore present. Varies with solvent polarity.

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HOMO-LUMO Gap

The difference in energy between the highest occupied molecular orbital (HOMO) and the lowest unoccupied molecular orbital (LUMO).

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NMR Spectroscopy

The process of aligning nuclear spins with an applied magnetic field, providing information about a molecule's structure and functional groups.

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Chemical Shift (δ)

The chemical shift in NMR spectroscopy is measured in parts per million (ppm) of spectrophotometer frequency and is a standardized reference point for analyzing spectra.

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Spin-Spin Coupling

A splitting of NMR peaks due to the interaction of neighboring hydrogen atoms, providing information about the number and relative positions of protons in a molecule.

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Mass Spectroscopy

A technique for determining the molecular weight and aiding in structural analysis. Involves ionization and fragmentation of a molecule.

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Shielding (NMR)

A measure of the electron density around a proton, determining its position on an NMR spectrum. Higher electron density leads to higher shielding.

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Deshielding (NMR)

A measure of the electron density around a proton, determining its position on an NMR spectrum. Lower electron density leads to lower shielding.

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Study Notes

Organic Chemistry Flashcards

  • This set covers the complete flashcards for organic chemistry.
  • Includes naming conventions, nomenclature, and various functional groups.
  • Topics include hydrocarbons, alcohols, aldehydes, ketones, carboxylic acids, and derivatives.
  • Includes isomors, bonding, hybridization, and reactions of these compounds.
  • Includes a section on acids and base reactions, common reagents, and oxidation/reduction reactions.
  • Contains information on nucleophiles and electrophiles, leaving groups, chemoselectivity, and various reaction mechanisms.
  • Also includes sections on alcohols, phenols, and their different reactions.
  • Also covers aldehydes and ketones, including their nomenclature, reactions, and properties.
  • Also includes a section on carboxylic acid reactions, synthesis, and properties.
  • Includes sections on different types of chromatography for separation and purification of compounds.
  • Contains information on common organic compounds (e.g. carbohydrates, amino acids, nucleotides) and their structures along with physical and chemical properties.
  • Introduces concepts of isotopes and chemical bonds involved in functional groups.

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