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QOI 0809 OH #1
Name___________________________________

SHORT ANSWER. Write the word or phrase that best completes each statement or answers the question. 1) __________, also known as wood alcohol, is used as a fuel and as a solvent. Ingestion of this alcohol can lead to blindness and death. 2) __________ is dissolved in water to make the solution sold commercially as rubbing alcohol. 3)__________, commonly used in automobile antifreezes, is a diol which is highly toxic if ingested. 1)

2)

3)

MULTIPLE CHOICE. Choose the one alternative that best completes the statement or answers the question. 4) What type of orbital do the lone pair electrons on oxygen occupy in ethanol? A) sp3 B) π C) sp D) p 4) E) σ 5)

5) What two atomic orbitals or hybrid atomic orbitals overlap to formthe C O bond in ethanol? A) C sp3 + O sp3 B) C sp2 + O sp2 C) C sp3 + O sp2 D) C sp2 + O sp3 E) none of the above SHORT ANSWER. Write the word or phrase that best completes each statement or answers the question. 6) Provide the structure of the major organic product in the reaction below. 6)

7) Provide the structure of the major organic product in the reaction below.

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8) Provide thestructure of the major organic product in the reaction below.

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9) Provide the structure of the major organic product in the reaction below. (CH3 )2CHCH2 CH2 CHO 1. LiAlH4 → 2. H3 O+

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10) Provide the structure of the major organic product in the reaction below.

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11) Provide the reagents necessary to carry out the transformation shown below.

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12) Provide thereagents necessary to carry out the transformation shown below.

12)

MULTIPLE CHOICE. Choose the one alternative that best completes the statement or answers the question. 13) 2-Methylbutan-1-ol is classified as __________. A) an enol B) a primary alcohol C) a secondary alcohol D) a phenol E) a tertiary alcohol 14) 1-Methylcyclopentan-1-ol is classified as __________. A) a primary alcohol B) atertiary alcohol C) a secondary alcohol D) a phenol E) an enol 15) 2-Methylpentan-3-ol is classified as __________. A) a tertiary alcohol B) a primary alcohol C) a secondary alcohol D) a phenol E) an enol 13)

14)

15)

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ESSAY. Write your answer in the space provided or on a separate sheet of paper. 16) Provide an acceptable name for the compound below.

17) Provide an acceptable namefor the compound below.

18) Provide an acceptable name for the compound below.

19) Provide an acceptable name for the compound below.

20) Provide an acceptable name for the compound below. HOCH2 CH2 OH 21) Provide an acceptable name for the compound below. (CH3 )2CHCH2 OH 22) Provide an acceptable name for the compound below.

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23) Provide an acceptable name for the compound below.24) Provide an acceptable name for the compound below.

25) Provide an acceptable name for the compound below.

26) Which is more soluble in water, butan-1-ol or decan-1-ol? Explain briefly. SHORT ANSWER. Write the word or phrase that best completes each statement or answers the question. 27) __________ is the major intermolecular attraction responsible for the relatively high boilingpoints of alcohols. 28) Distillation of mixtures of ethanol and water cannot increase the ethanol content of the mixture above 95% because this solution boils at a lower temperature than either pure ethanol or pure water. The term which describes this lower boiling mixture is __________. 29) Ethanol that contains added impurities that make it unfit for drinking is described as __________. ESSAY. Writeyour answer in the space provided or on a separate sheet of paper. 30) How would one used a Grignard-based synthesis to accomplish the following transformation? pentanal (CH3 CH2 CH2 CH2CHO) to heptan-3-ol 31) How would one used a Grignard-based synthesis to accomplish the following transformation? methyl isobutyrate [(CH3 )2CHCO2 CH3 ] to 3-ethyl-2-methylpentan-3-ol 32) How would one used a...
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