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81 Cards in this Set
- Front
- Back
molecular weight
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relative molecular mass (Mr); the mass of a molecule relative to 1/12 the mass of 12C; there are no units associated with the values
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systematic name
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a name given in a systematic way to one unique group, organism, object, or chemical substance
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substituent
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an atom or functional group that replaces a hydrogen atom on a hydrocarbon
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phosphate
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PO4^3- or any compound containing this ion
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structural isomers
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molecules with the same molecular formula having different bond orders
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functional group
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a specific group of atoms within a molecule that is responsible for characteristic chemical reactions of that molecule
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resonance
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a way of describing delocalized electrons within certain molecules or polyatomic ions where the bonding cannot be expressed by one single Lewis formula
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resonance hybrid
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a compound, molecule, ion, or radical exhibiting resonance and having a structure represented in the written form as the average of two or more structural formulas separated each from the next by a double-headed arrow
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chiral compound
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not superimposable with its mirror image
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stereoisomers
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isomer molecules that have the same molecular formula and bonds, but differ by their three-dimensional orientation
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configuration
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D or L when referring to stereoisomers
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chiral center
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an atom in a molecule that is bonded to four different chemical species, allowing for optical isomerism
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tautomer
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organic compounds that are interconvertible by a chemical reaction called tautomerization
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intramolecular reaction
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reaction limited within the structure of a single molecule
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addition reaction
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the insertion of a small molecule directly into a double or triple carbon bond
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elimination reaction
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a type of chemical reaction where a reactant loses atoms or groups of atoms and forms a double bond
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substitution reaction
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a type of chemical reaction where an atom or functional group of a molecule is replaced by another atom or functional group
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mechanism
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sequence of steps which occurs during a chemical reaction
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catalysis
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the acceleration (or deceleration) of a chemical reaction due to the presence of a catalyst
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specific acid catalysis
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catalysis by protons
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curved arrow
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represents the shift of one electron pair
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electron pushing
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a bookkeeping device to easily keep track of bonding and formal charges when interconverting resonance structures or depicting reactions
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oxidation
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the loss of electrons during a reaction by a molecule, atom, or ion
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reduction
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the gain of electrons
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oxidation number
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the electrical charge that the central atom in a coordination compound would have if all the ligands and electron pairs were removed
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D-glucose
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a simple monosaccharide found in plants
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hydroxyl group
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a functional group consisting of a hydrogen atom covalently bonded to an oxygen atom
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ester
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an organic compound where the hydrogen in the compound's carboxyl group is replaced with a hydrocarbon group
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nonpolar
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no separation of charge; no positive or negative poles
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monosaccharide
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a simple sugar of three or more carbon atoms with the empirical formula (CH2O)n
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carbohydrate
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a compound that is a hydrate of carbon in which the ratio of C:H:O is 1:2:1; includes monomeric sugars (i.e., monosaccharides) and their polymers
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aldehyde
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a substance containing the CHO group at the end of a hydrocarbon chain
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ketone
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a compound containing a carbonyl functional group bridging two groups of atoms
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sp3-hybridized orbital
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form four bonds with tetrahedral geometry
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tetrahedral
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a central atom forms four bonds which are directed toward the corners of a regular tetrahedron
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sp2-hybridized
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forms three bonds
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trigonal planar
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one atom at the center and three atoms at the corners of a triangle all in one plane
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enantiomer
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one of a pair of optical isomers
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diastereomers
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stereoisomers that are not enantiomers or mirror images of each other
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Fischer projection
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a two-dimensional representation of a three-dimensional organic molecule by projection
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enolate ion
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anion formed when a hydrogen atom is removed from the hydroxyl group of an enol
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kinetic
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associated with motion
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thermodynamic
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associated with work, heat, and the related properties of chemical and mechanical systems
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carbonyl
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a C=O bond
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alcohol
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a compound that possesses a hydroxyl group
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phosphate
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-OPO3^2-
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carboxylic acid
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RCOOH
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carboxyl
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-COOH
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anhydride
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an organic compound that has two acyl groups bound to the same oxygen atom
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mixed anhydride
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R1-COOOC-R2
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phosphoanhydride
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phosphoric anhydride
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hydrolysis
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a reaction in which bonds are cleaved by treatment with water
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carboxylate
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-COO^-
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equivalent
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of equal energy
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hemiacetal
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a compound containing a hydroxyl group (OH) and an alkoxy group (OR) connected to the same carbon atom
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acetal
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a functional group characterized by two alkoxy (OR) groups connected to the same carbon atom; can be used as protecting groups for aldehydes or ketons
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hemiketal
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C connected to 1) R1; 2) R2; 3) OR3; and 4) OH
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ketal
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a type of acetal compound with the general structure R2C(OR')2 where neither R group is a hydrogen atom
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glucoside
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a glycoside that is derived from glucose
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glycoside
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an acetal that is obtained by treating the cyclic hemiacetal form of a monosaccharide with an alcohol under acid-catalyzed conditions
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N-glycoside
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the product obtained when a monosaccharide is treated with an amine in the presence of an acid catalyst
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amine
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compound containing a nitrogen atom that is connected to one, two, or three alkyl or aryl groups
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thiol
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compound containing a mercapto group (SH)
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primary amine
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RNH2
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secondary amine
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R2NH
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tertiary amine
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R3N
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primary ammonium ion
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RNH3^+
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nucleophile
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a compound containing an electron-rich atom that is capable of donating a pair of electrons
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disulfide
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a compound with the structure R-S-S-R
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phosphoester
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an ester bond with a phosphorus in place of the carbonyl carbon
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electrophile
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a compound containing an electron-deficient atom that is capable of accepting a pair of electrons
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Lewis acid
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a compound capable of functioning as an electron-pair acceptor
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redox
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reduction and oxidation
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ligan
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an atom, ion, or molecule that donates or share one or more of its electrons through a covalent bond with a central atom or ion
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enediol
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an alkene enol with a hydroxyl group attached to both carbon atoms of the carbon double bond
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aldol condensation
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an aldol addition followed by dehydration to give an alpha, beta-unsaturated ketone or aldehyde
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general base catalysis
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proton transfer to the reactant during the slow step of the reaction
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oxidizing agent
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the substance that becomes reduced during a redox reaction
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regiospecific
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one structural isomer is produced exclusively when other isomers are theoretically possible
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asymmetric induction
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the preferential formation in a chemical reaction of one enantiomer or diastereoisomer over the other as a result of the influence of a chiral feature present in the substrate, reagent, catalyst, or environment
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stereospecific
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a reaction in which the configuration of the product is dependent on the configuration of the starting material
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