Organic ChemistryR–1
SECTION R: ORGANIC CHEMISTRY
INDEX: R001LEVEL: (U)ANSWER: (D)KEYWORDS: molecular geometry, formulas and equations
ALTERNATIVE FORMAT: (TF)
is classified as an alkene. Use each response in a separate question. / Which is classified as an alkene?
(A)
(B)
(C)
(D)
INDEX: R002LEVEL: (A)ANSWER: (C)
KEYWORDS: industrial chemistry, molecular geometry, formulas and equations
ALTERNATIVE FORMAT: (FR)
Sketch the structural formula for naphthalene. / Which substance is an organic compound containing a ring structure?
(A)tartaric acid(D)isoprene
(B)cellulose nitrate(E)octane
(C)naphthalene
INDEX: R003LEVEL: (U)ANSWER: (A)
KEYWORDS: molecular geometry, formulas and equations
ALTERNATIVE FORMAT: (TF)
is a paraffin (methane series) hydrocarbon. Use each response in a separate question. / Which compound is a paraffin (methane series) hydrocarbon?
(A)C5H12(D)C6H6
(B)C5H11OH(E)C6H5Cl
(C)(C2H5)2O
INDEX: R004LEVEL: (U)ANSWER: (C)
KEYWORDS: formulas and equations
ALTERNATIVE FORMAT: (SA)
Omit responses. / What is the number of hydrogen atoms in the hydrocarbon pentane?
(A)5(B)8(C)10(D)12
INDEX: R005LEVEL: (U)ANSWER: (E)
KEYWORDS: molecular geometry
ALTERNATIVE FORMAT: (FR)
How do butane and isobutane differ? / Isobutane differs from butane in that the former
(A)has a higher molecular weight.
(B)has a different percentage composition.
(C)is not a saturated hydrocarbon.
(D)has a different empirical formula.
(E)has a different structural formula.
INDEX: R006LEVEL: (A)ANSWER: (E)
KEYWORDS: formulas and equations, molecular geometry
ALTERNATIVE FORMAT: (FR)
Give the names of the next four members of the hydrocarbon series that begins with ethene. / Which hydrocarbon belongs to the series that starts with ethene?
(A)acetylene(D)xylene
(B)ethane(E)propene
(C)benzene
INDEX: R007LEVEL: (U)ANSWER: (B)
KEYWORDS: acids and bases, molecular geometry, formulas and equations
ALTERNATIVE FORMAT: (FR)
Draw the functional group characteristic of organic acids. / An example of an organic acid is
(A)(C)
(B)(D)
INDEX: R008LEVEL: (U)ANSWER: (E)
KEYWORDS: acids and bases, formulas and equations, molecular geometry
ALTERNATIVE FORMAT: (TF)
is an organic acid. Use each response in a separate question. / Which is an organic acid?
(A)H3PO4(D)CH3CHO
(B)CH3OH(E)C15H31COOH
(C)CH3NH2
INDEX: R009LEVEL: (U)ANSWER: (B)
KEYWORDS: acids and bases, molecular geometry, formulas and equations
ALTERNATIVE FORMAT: (FR)
Sketch the functional group present in organic acids. / Which compound is an organic acid?
(A)(CH3)2CO(D)CH3CHO
(B)C12H23COOH(E)C5H12
(C)CH3OH
INDEX: R010LEVEL: (U)ANSWER: (E)
KEYWORDS: acids and bases, formulas and equations
ALTERNATIVE FORMAT: (SA)
What functional group tends to confer acidic properties upon an organic substance? / Which functional group tends to confer acidic properties upon an organic substance?
(A)–CHO(B)–CO(C)–CN(D)–NH2
(E)–COOH
INDEX: R011LEVEL: (U)ANSWER: (B)
KEYWORDS: formulas and equations, molecular geometry
ALTERNATIVE FORMAT: (SA)
is the formula of an alcohol. Use each response in a separate question. / Which is the formula of an alcohol?
(A)
(B)
(C)
(D)
INDEX: R012LEVEL: (U)ANSWER: (A)
KEYWORDS: molecular geometry, formulas and equations
ALTERNATIVE FORMAT: (TF)
is an alcohol. Use each response in a separate question. / Which compound is an alcohol?
(A)C3H5(OH)3(D)C2H5OC2H5
(B)C2H5CHO(E)HCOOH
(C)C6H14
INDEX: R013LEVEL: (U)ANSWER: (B)
KEYWORDS: molecular geometry, formulas and equations
ALTERNATIVE FORMAT: (FR)
Sketch the arrangement of atoms in an alcohol. / The type formula for an alcohol is
(A)(D)
(B)(E)
(C)
INDEX: R014LEVEL: (U)ANSWER: (A)
KEYWORDS: molecular geometry, formulas and equations
ALTERNATIVE FORMAT: (SA)
How is this compound classified? /
The compound is classified as a halogenated aliphatic
(A)aldehyde(C)acid
(B)ketone(D)ester
INDEX: R015LEVEL: (U)ANSWER: (A)
KEYWORDS: molecular geometry, formulas and equations
ALTERNATIVE FORMAT: (SA)
Omit responses. / The group is characteristic of
(A)aldehydes.(D)esters.
(B)ketones.(E)acids.
(C)alcohols
INDEX: R016LEVEL: (U)ANSWER: (B)
KEYWORDS: formulas and equations, molecular geometry
ALTERNATIVE FORMAT: (TF)
contains an amide linkage. Use each response in a separate question. / Which compound contains an amide linkage?
(A)
(B)
(C)
(D)
INDEX: R017LEVEL: (U)ANSWER: (C)
KEYWORDS: environmental and consumer chemistry, formulas and equations
ALTERNATIVE FORMAT: (SA)
What elements are always present in amino acids? / An amino acid must contain the elements
(A)C, H, O(C)C, H, N, O
(B)C, H, N(D)C, H, O, N, S
INDEX: R018LEVEL: (U)ANSWER: (D)
KEYWORDS: formulas and equations, molecular geometry, industrial chemistry
ALTERNATIVE FORMAT: (SA)
What organic functional group is present in ? Use each response in a separate question. / Which is an organic compound containing the –NH2 group?
(A)chloroform(D)aniline
(B)citric acid(E)cresol
(C)anthracene
INDEX: R019LEVEL: (U)ANSWER: (C)
KEYWORDS: molecular geometry, industrial chemistry
ALTERNATIVE FORMAT: (SA)
Omit responses. / The methane molecule, CH4, has a structure best described by the term
(A)cubic.(C)tetrahedral.
(B)square planar.(D)tetragonal.
INDEX: R020LEVEL: (U)ANSWER: (B)
KEYWORDS: bonding, molecular geometry, formulas and equations
ALTERNATIVE FORMAT: (TF)
has a larger dipole moment than does . Use pairs of responses in separate questions. / Which benzene derivative has the largest dipole moment?
(A)(C)
(B)(D)
INDEX: R021LEVEL: (U)ANSWER: (A)
KEYWORDS: acids and bases, bonding
ALTERNATIVE FORMAT: (FR)
Organic acids tend to form dimers in solution.Using sketches, explain the basis for this phenomenon. / Organic acids, such as , tend to form
hydrogen bonds and associate as shown.
This phenomenon is called
(A)dimerization.(C)tautomerization.
(B)polymerization.(D)chelation.
INDEX: R022LEVEL: (U)ANSWER: (B)
KEYWORDS: liquids and solids, formulas and equations
ALTERNATIVE FORMAT: (TF)
The boiling point of is higher than that of . Use pairs of responses in separate questions. / Which has the highest boiling point?
(A)n–butane C4H10
(B)n–heptane C7H16
(C)n–hexane C6H14
(D)n–pentane C5H12
INDEX: R023LEVEL: (U)ANSWER: (D)
KEYWORDS: industrial chemistry, laboratory
ALTERNATIVE FORMAT: (SA)
Omit responses. / A product of a reaction between an alcohol and a carboxylic acid is
(A)an aldehyde.(C)an ether.
(B)a ketone.(D)an ester.
INDEX: R024LEVEL: (U)ANSWER: (C)
KEYWORDS: industrial chemistry, formulas and equations, laboratory
ALTERNATIVE FORMAT: (FR)
Write the equation for the reaction between acetic acid and ethyl alcohol. What kind of a compound is formed as product? / The reaction between acetic acid and ethyl alcohol
CH3COOH + C2H5OH CH3COOC2H5 + H2O
is classified as
(A)saponification.(C)esterification.
(B)addition.(D)hydrolysis.
INDEX: R025LEVEL: (U)ANSWER: (B)
KEYWORDS: industrial chemistry, environmental and consumer chemistry, formulas and equations
ALTERNATIVE FORMAT: (SA)
When glucose, C6H12O6, is completely oxidized with excess oxygen, what are the products? / When glucose, C6H12O6, is completely oxidized with excess oxygen, the products are
(A)H2O2 and CO2(C)H2O2 and CO
(B)H2O and CO2(D)H2O and CO
INDEX: R026LEVEL: (U)ANSWER: (A)
KEYWORDS: industrial chemistry, bonding
ALTERNATIVE FORMAT: (TF)
would not be expected to react with metallic sodium. Use each response in a separate question. / Which compound would not be expected to react with metallic sodium?
(A)(D)
(B)(E)
(C)
INDEX: R027LEVEL: (A)ANSWER: (A)
KEYWORDS: bonding, molecular geometry, industrial chemistry
ALTERNATIVE FORMAT: (FR)
What feature is always present in molecules that undergo addition polymerization? / Which compound is most likely to be able to polymerize to form very large molecules (macromolecules)?
(A)CH2=CHCl(C)C17H35COOH
(B)C3H5(OH)3(D)CH3Cl
INDEX: R028LEVEL: (A)ANSWER: (B)
KEYWORDS: molecular geometry, bonding
ALTERNATIVE FORMAT: (TF)
One mole of will add only one mole of bromine. Use each response in a separate question. / One mole of which compound will add only one mole of bromine?
(A)methane, CH4(D)benzene, C6H6
(B)ethene, C2H4(E)propyne, C3H4
(C)ethyne, C2H2
INDEX: R029LEVEL: (A)ANSWER: (D)
KEYWORDS: formulas and equations, laboratory
ALTERNATIVE FORMAT: (SA)
Omit responses. / Ten grams of ethyl acetate were boiled with 100 g of water. By this treatment two new substances were formed. They were
(A)formaldehyde and acetone.
(B)methyl alcohol and ethane.
(C)diethyl ether and acetic acid.
(D)ethyl alcohol and acetic acid.
(E)ethyl alcohol and formaldehyde.
INDEX: R030LEVEL: (A)ANSWER: (C)
KEYWORDS: industrial chemistry, bonding
ALTERNATIVE FORMAT: (TF)
will react more rapidly with bromine than will . Use pairs of responses in separate questions. / Which compound will react most rapidly with bromine?
(A)CH4(D)C2H6
(B)C6H6(E)C2H4Cl2
(C)C2H4
INDEX: R031LEVEL: (U)ANSWER: (A)
KEYWORDS: industrial chemistry, bonding
ALTERNATIVE FORMAT: (SA)
What substance is an important primary product in the fermentation of sugar? / Which substance is an important primary product in the fermentation of sugar?
(A)
(B)
(C)
(D)
INDEX: R032LEVEL: (A)ANSWER: (D)
KEYWORDS: formulas and equations
ALTERNATIVE FORMAT: (TF)
The reaction of an alcohol with a carboxylic acid in organic chemistry resembles the reaction of an inorganic hydroxide with an acid only in . Use each response in a separate question. / The reaction of an alcohol with a carboxylic acid in organic chemistry resembles the reaction of an inorganic hydroxide with an acid only in
(A)the speed of the reaction.
(B)the completeness of the reaction.
(C)the production of an ionic salt as one end product.
(D)the production of water as one end product.
(E)the production of an ester as one end product.
INDEX: R033LEVEL: (A)ANSWER: (A)
KEYWORDS: molecular geometry, bonding
ALTERNATIVE FORMAT: (TF)
The straight–chain hydrocarbon is unsaturated. Use each response in a separate question. / Which straight–chain hydrocarbon is unsaturated?
(A)C5H10(B)C7H16(C)C6H14(D)C2H6
(E)C3H8
INDEX: R034LEVEL: (U)ANSWER: (A)
KEYWORDS: molecular geometry, bonding
ALTERNATIVE FORMAT: (FR)
Draw the structural formula for each possible isomer of
n–pentane, CH3(CH2)3CH3. / Which would be an isomer of n–pentane, CH3(CH2)3CH3?
(A)(C)CH3(CH2)5CH3
(B)(D)CH2=CHCH2CH2CH3
INDEX: R035LEVEL: (U)ANSWER: (A)
KEYWORDS: molecular geometry, bonding
ALTERNATIVE FORMAT: (TF)
An example of a pair of isomers is . Use each response in a separate question. / An example of a pair of isomers is
(A)CH3OCH3 and CH3CH2OH
(B)HOCH2CH3 and CH3CH2OH
(C)CH3OH and CH3CH2OH
(D)C and C
INDEX: R036LEVEL: (U)ANSWER: (C)
KEYWORDS: molecular geometry, bonding
ALTERNATIVE FORMAT: (SA)
Omit responses. / How many isomers are there for dibromobenzene?
(A)1(B)2(C)3(D)4
INDEX: R037LEVEL: (U)ANSWER: (D)
KEYWORDS: molecular geometry, bonding
ALTERNATIVE FORMAT: (TF)
is an isomer of l–butanol, CH3CH2CH2CH2OH.
ALTERNATIVE FORMAT: (FR)
Draw the structural formula of an isomer of l–butanol, CH3CH2CH2CH2OH. / Which would be an isomer of l–butanol, CH3CH2CH2CH2OH?
(A)(C)
(B)(D)
INDEX: R038LEVEL: (U)ANSWER: (C)
KEYWORDS: molecular geometry, formulas and equations, bonding
ALTERNATIVE FORMAT: (TF)
These formulas represent . Use each response in a separate question. /
These formulas represent
(A)isotopes.(C)structural isomers.
(B)optical isomers.(D)allotropes.
INDEX: R039LEVEL: (U)ANSWER: (B)
KEYWORDS: molecular geometry, formulas and equations, bonding
ALTERNATIVE FORMAT: (TF)
is an isomer of CH3—CH2—CH2—OH. Use each response in a separate question. / Which compound is an isomer of CH3—CH2—CH2—OH ?
(A)
(B)
(C)
(D)
INDEX: R040LEVEL: (U)ANSWER: (B)
KEYWORDS: molecular geometry, bonding, formulas and equations
ALTERNATIVE FORMAT: (SA)
Omit responses. / What is the maximum number of different substances that could be formed by substitution of a bromine atom for one of the hydrogen atoms in CH2ClCH2CH2Cl?
(A)one(B)two(C)three(D)four
(E)six
INDEX: R041LEVEL: (U)ANSWER: (D)
KEYWORDS: molecular geometry, bonding, formulas and equations
ALTERNATIVE FORMAT: (SA)
Omit responses. / (CH3)2O and C2H5OH are
(A)allotropes.(D)isomers.
(B)homologues.(E)isotopes.
(C)isobars.
INDEX: R042LEVEL: (A)ANSWER: (A)
KEYWORDS: molecular geometry, bonding, formulas and equations
ALTERNATIVE FORMAT: (SA)
Omit responses. / Which of these hydrocarbons are true isomers?
ICH3CH2CH2CH2CH3
II
III
IVCH3CH2CH2CH3
VCH3CH2CH2CH=CH2
(A)I, II, and III(D)II and IV only
(B)I and IV(E)IV and V only
(C)II, IV, and V
INDEX: R043LEVEL: (A)ANSWER: (B)
KEYWORDS: molecular geometry, bonding, formulas and equations
ALTERNATIVE FORMAT: (SA)
Omit responses. / Which pair of substances are isomers?
III
IIIIVV
(A)I and III(D)III and IV
(B)I and II(E)II and IV
(C)II and V
INDEX: R044LEVEL: (A)ANSWER: (E)
KEYWORDS: molecular geometry, bonding, formulas and equations
ALTERNATIVE FORMAT: (SA)
Omit responses. / Consider these compounds:
ab
cde
Which pair of the compounds consists of isomers?
(A)b and d(D)b and e
(B)c and e(E)a and c
(C)a and b
INDEX: R045LEVEL: (U)ANSWER: (B)
KEYWORDS: molecular geometry, bonding, formulas and equations
ALTERNATIVE FORMAT: (SA)
Omit responses. / Which pair of compounds are isomers?
(1)CH3CH2CH2OH(4)CH3COCH3
(2)CH3CH2CHO(5)CH3COOCH3
(3)CH3CH2OH(6)CH3COOH
(A)(1) and (2)(D)(3) and (5)
(B)(2) and (4)(E)(5) and (6)
(C)(4) and (5)
INDEX: R046LEVEL: (U)ANSWER: (B)
KEYWORDS: bonding, liquids and solids, solutions and colloids
ALTERNATIVE FORMAT: (FR)
What characteristics make organic compounds unique? / Which statement applies in general to all organic compounds?
(A)None are soluble in water.
(B)They are covalent.
(C)They ionize readily.
(D)They possess high melting points.
(E)They form no metallic compounds.
INDEX: R047LEVEL: (U)ANSWER: (D)
KEYWORDS: molecular geometry, bonding, formulas and equations
ALTERNATIVE FORMAT: (TF)
The formula and name { } are correctly matched. Use each response in a separate question. / Which pair is correctly matched?
(A), an organic acid
(B), an ether
(C), an ester
(D), an aldehyde
INDEX: R048LEVEL: (U)ANSWER: (D)
KEYWORDS: formulas and equations, molecular geometry
ALTERNATIVE FORMAT: (SA)
Omit responses. / The correct name for this compound is
(A)chlorohexane
(B)chloromethylpentane
(C)1–chloro–1–methylpentane
(D)2–chloro–2–methylpentane
INDEX: R049LEVEL: (U)ANSWER: (C)
KEYWORDS: molecular geometry, formulas and equations, environmental and consumer chemistry
ALTERNATIVE FORMAT: (SA)
Omit responses. /
The structural formula for the vitamin niacin may be written as shown. What is its molecular formula?
(A)CHO2N(C)C6H5O2N
(B)C6HO2N(D)C6H10O2N
INDEX: R050LEVEL: (U)ANSWER: (A)
KEYWORDS: acids and bases, formulas and equations, molecular geometry
ALTERNATIVE FORMAT: (SA)
Omit responses. / A correct name for this formula is
(A)formic acid.(D)oxalic acid.
(B)acetaldehyde.(E)acetic acid.
(C)glycerol.
INDEX: R051LEVEL: (U)ANSWER: (B)
KEYWORDS: formulas and equations, bonding, molecular geometry
ALTERNATIVE FORMAT: (TF)
contains a double bond between at least one pair of carbon atoms. Use each response in a separate question. / Which molecular formula could not represent a molecule with a double bond?
(A)C3H6(B)C4H10(C)C6H6(D)C4H6
INDEX: R052LEVEL: (U)ANSWER: (A)
KEYWORDS: bonding
ALTERNATIVE FORMAT: (SA)
How many bonds are there of each type between the carbon atoms in H–C∫C–H? / The triple bond in H–C∫C–H consists of
(A)l bond and 2 bonds.
(B)2 bonds and 1 bond.
(C)3 bonds.
(D)3 bonds.
INDEX: R053LEVEL: (U)ANSWER: (B)
KEYWORDS: molecular geometry, bonding
ALTERNATIVE FORMAT: (SA)
Omit responses. / In a saturated hydrocarbon, which carbon atoms are equivalent?
(A)3 and 4(B)l and 5(C)4 and 5(D)1 and 4
INDEX: R054LEVEL: (U)ANSWER: (B)
KEYWORDS: bonding, molecular geometry
ALTERNATIVE FORMAT: (TF)
Ethylene has . Use each response in a separate question. / What bonds are present in ethylene?
(A)four sigma bonds and one pi bond
(B)five sigma bonds and one pi bond
(C)six sigma bonds and one pi bond
(D)six sigma bonds
INDEX: R055LEVEL: (U)ANSWER: (B)
KEYWORDS: bonding, molecular geometry
ALTERNATIVE FORMAT: (SA)
Omit responses. / What is the number of sigma and pi bonds in oxalic acid?
(A)5, 2(B)7, 2(C)9, 0(D)9, 2
(SA) = short answer; (FR) = free response; (TF) = true/false(U) = understanding; (A) = analysis; (G) = generalization