Principles of General, Organic, Biological Chemistry
2nd Edition
ISBN: 9780073511191
Author: Janice Gorzynski Smith Dr.
Publisher: McGraw-Hill Education
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Textbook Question
Chapter 12.8, Problem 12.18P
Give the IUPAC name for each
- a. (CH3)2CHCH2CH2CH2CHO
- b. (CH3)3CC(CH3)2CH2CHO
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(a) Give an acceptable name for compound A. (b) Draw the organic products formed when A is treated with each reagent: [1] H3O+; [2] −OH, H2O; [3] CH3CH2CH2MgBr (excess), then H2O; [4] LiAlH4, then H2O.
Draw the product formed when (CH3)2CHOH is treated with each reagent (d, e and f)
Answer each question using the ball-and-stick model of compound A.
Draw a constitutional isomer that contains an ether and give its IUPACname.
Draw the products formed (including stereochemistry) when A istreated with each reagent: [1] NaH; [2] H2SO4; [3] POCl3, pyridine; [4]HCl; [5] SOCl2, pyridine; [6] TsCl, pyridine
Chapter 12 Solutions
Principles of General, Organic, Biological Chemistry
Ch. 12.1 - a. Label the hydroxyl groups, thiols, halogens,...Ch. 12.1 - Draw out each compound to clearly show what groups...Ch. 12.2 - Classify each alcohol as 1, 2, or 3.Ch. 12.2 - Classify each hydroxyl group in sorbitol as 1, 2,...Ch. 12.2 - Which compound in each pair has the higher boiling...Ch. 12.2 - Label each compound as water soluble or water...Ch. 12.2 - Give the IUPAC name for each compound.Ch. 12.2 - Give the structure corresponding to each name. a....Ch. 12.3 - Name each ether. a. CH3OCH2CH2CH2CH3 b....Ch. 12.3 - Prob. 12.10P
Ch. 12.3 - Which compound in each pair has the higher boiling...Ch. 12.5 - Prob. 12.12PCh. 12.5 - Prob. 12.13PCh. 12.6 - Prob. 12.14PCh. 12.6 - Prob. 12.15PCh. 12.6 - Give the structure corresponding to each name. a....Ch. 12.7 - Prob. 12.17PCh. 12.8 - Give the IUPAC name for each aldehyde. a....Ch. 12.8 - Prob. 12.19PCh. 12.8 - Give the IUPAC name for each aldehyde depicted in...Ch. 12.8 - Prob. 12.21PCh. 12.8 - Prob. 12.22PCh. 12.8 - Acetone and progesterone are two ketones that...Ch. 12.9 - Prob. 12.24PCh. 12.10 - Prob. 12.25PCh. 12.11 - Prob. 12.26PCh. 12.11 - Prob. 12.27PCh. 12.11 - Prob. 12.28PCh. 12.11 - Prob. 12.29PCh. 12.11 - Prob. 12.30PCh. 12.11 - Prob. 12.31PCh. 12.11 - Prob. 12.32PCh. 12 - Prob. 12.33UKCCh. 12 - Prob. 12.34UKCCh. 12 - Consider the following ball-and-stick model of an...Ch. 12 - Consider the following ball-and-stick model. a....Ch. 12 - Name each compound. a. CH3CH2OCH2CH2CH2CH3Ch. 12 - Name each compound. a. CH3OCH2CH2CH3 b....Ch. 12 - Answer the following questions about alcohol A. a....Ch. 12 - Answer the following questions about alcohol B. a....Ch. 12 - Prob. 12.41UKCCh. 12 - Prob. 12.42UKCCh. 12 - Prob. 12.43UKCCh. 12 - Prob. 12.44UKCCh. 12 - Prob. 12.45APCh. 12 - Prob. 12.46APCh. 12 - Prob. 12.47APCh. 12 - Prob. 12.48APCh. 12 - Prob. 12.49APCh. 12 - Prob. 12.50APCh. 12 - Prob. 12.51APCh. 12 - Prob. 12.52APCh. 12 - Prob. 12.53APCh. 12 - Give the structure corresponding to each name. a....Ch. 12 - Prob. 12.55APCh. 12 - Draw structures for the four constitutional...Ch. 12 - Prob. 12.57APCh. 12 - Rank the following compounds in order of...Ch. 12 - Explain why two four-carbon organic molecules have...Ch. 12 - Explain why the boiling point of CH3CH2CH2CH2OH...Ch. 12 - Which compound in each pair has the higher boiling...Ch. 12 - Which compound in each pair is more water soluble?...Ch. 12 - Prob. 12.63APCh. 12 - Prob. 12.64APCh. 12 - Prob. 12.65APCh. 12 - Prob. 12.66APCh. 12 - Prob. 12.67APCh. 12 - Xylitol is a nontoxic compound as sweet as table...Ch. 12 - Prob. 12.69APCh. 12 - Prob. 12.70APCh. 12 - Prob. 12.71APCh. 12 - Prob. 12.72APCh. 12 - Prob. 12.73APCh. 12 - Prob. 12.74APCh. 12 - Prob. 12.75APCh. 12 - Prob. 12.76APCh. 12 - Prob. 12.77APCh. 12 - Draw the structure corresponding to each name. a....Ch. 12 - Prob. 12.79APCh. 12 - Prob. 12.80APCh. 12 - What product is formed when each compound is...Ch. 12 - Prob. 12.82APCh. 12 - Prob. 12.83APCh. 12 - Prob. 12.84APCh. 12 - Prob. 12.85APCh. 12 - Prob. 12.86APCh. 12 - Prob. 12.87APCh. 12 - Label each of the following objects as chiral or...Ch. 12 - Prob. 12.89APCh. 12 - Prob. 12.90APCh. 12 - Prob. 12.91APCh. 12 - Prob. 12.92APCh. 12 - Prob. 12.93APCh. 12 - Prob. 12.94APCh. 12 - Prob. 12.95APCh. 12 - Prob. 12.96APCh. 12 - Prob. 12.97APCh. 12 - How are the compounds in each pair related? Are...Ch. 12 - Prob. 12.99APCh. 12 - Prob. 12.100APCh. 12 - Prob. 12.101APCh. 12 - Prob. 12.102APCh. 12 - Prob. 12.103APCh. 12 - Lactic acid [CH3CH(OH)CO2H] gives sour milk its...Ch. 12 - Prob. 12.105APCh. 12 - Prob. 12.106APCh. 12 - Prob. 12.107CPCh. 12 - Prob. 12.108CPCh. 12 - Prob. 12.109BTCCh. 12 - Prob. 12.110BTC
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- Draw the products formed when A or B is treated with each reagent. In some cases, no reaction occurs.a. NaBH4, CH3OHb. [1] LiAlH4; [2] H2Oc. [1] CH3MgBr (excess); [2] H2Od. [1] C6H5Li (excess); [2] H2Oe. Na2Cr2O7, H2SO4, H2Oarrow_forwardWhat starting materials are needed to prepare each compound using a Heckreaction?arrow_forwardGive the IUPAC name for each aldehyde.arrow_forward
- Devise a synthesis of each substituted cyclopropane. Use acetylene (HC=CH) as a starting material in part (a) and cyclohexanone as a starting material in part (b). You may use any other organic compounds and any needed reagents.arrow_forwardDraw the products (including stereoisomers) formed when benzaldehyde (C6H5CHO) is treated with each Wittig reagent.arrow_forwardEthers are oxidized with O2 to form hydroperoxides that decompose violently when heated. Draw a stepwise mechanism for this reaction.arrow_forward
- Draw the organic products formed when allylic alcohol A is treated with each reagent.a.H2 + Pd-C b.mCPBA c. PCC d.CrO3, H2SO4, H2O e.(CH3)3COOH, Ti[OCH(CH3)2]4, (+)-DET f. (CH3)3COOH, Ti[OCH(CH3)2]4, (−)-DET g. [1] PBr3; [2] LiAlH4; [3] H2O h.HCrO4−–Amberlyst A-26 resinarrow_forwardDraw the products formed when A or B is treated with each reagent. In some cases, no reaction occurs. [1] C6H5Li (excess); [2] H2Oarrow_forward(a) Give the IUPAC name for A and B. (b) Draw the product formed when A or B is treated with each reagent: [1] NaBH4, CH3OH; [2] CH3MgBr, then H2O; [3] Ph3P = CHOCH3; [4] CH3CH2CH2NH2, mild acid; [5] HOCH2CH2CH2OH, H+.arrow_forward
- Draw the enol form of each keto tautomer in parts (a) and (b), and the keto form of each enol tautomer in parts (c) and (d).arrow_forwardDraw all products formed by treatment of each dibromide (A and B) with one equivalent of NaNH2arrow_forwardDraw compound A and B and identify reagents 1,2 and 3arrow_forward
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