3) Complete the following: Stereochemistry, enantio-, and regioselectivity are important. a) type Hydroboration / oxidation a) f) Allylic bromination type Br b) Br2, CCl4; A HO HO g) b) type type. a) 9-BBN, THE a) b) CHO Δ Br h) type a) type a) B.-L. acid-base; b) alkylation (allylation) d) a) LDA, THF b) i) OH Grignard Synthesis of an alcohol b) Me3SiCI type type a) a) D b) type type

How many stereogenic carbons are there in zuranolone? A. 2 B. 4 C. 6 D. 8 zurandone CN

A. B. C. Me CH3 ClC H ¿ OH NH₂ H Br-C-C H3C H Br CH3 Comparing structure pair in B OH Comparing structure pair in C [Select] Me HC CI Comparing structure pair in A [Select] [Select] Same structure drawn differently Enantiomers Diastereomers NH₂ Br H3C CH3 Br HC-CCH3 H For the following two structures compared in parts A and B, determine whether they are enantiomers OR diastereomers OR the same structure drawn differently (non-bonding electrons not included for clarity).

Consider methyl ethyl ketone (CH,COCH,CH;) and diethyl ether (CH,CH,OCH,CH;). Which is more soluble in water and why? The ketone is more soluble in water because it contains less than six carbons. The ether is more soluble in water because a carbonyl is less polar than an ether. The ketone is more soluble in water because a carbonyl is more polar than an ether. The ether is more soluble in water because it is an unbranched chain and the ketone carbonyl creates a branching segment. The ether is more soluble in water because it is contains less than six carbons.

Sunscreens may contain para-aminobenzoic acid (PABA). The PABA in the sunscreen absorbs ultraviolet (UV) radiation from the Sun, which can cause damage to the skin. After swimming, a person must reapply a sunscreen containing PABA because PABA is water soluble. PABA is represented by the structural diagram below. PABA can be classified as an HO Oi-aromatic i - aliphatic i-aliphatic i - aromatic -NH₂ The statement above is completed by the information in row ii - a carboxylic acid ii - an alcohol ii - a carboxylic acid ii - an alcohol organic compound that is ii

Worksheet 4Saved v Design Layout References Mailings Review ViewHelp Acrobat Table Design Layout -11-A A Aa AEE-E 1 x x APA- 4. 3 49 E H Draw the mirror image, enantiomer, for each molecule. BB OH OH PH $ R 6 F CH₂OH H OH H H₂C % 5 OH T Prah G H CH3 OH COOH H A Search 6 OH Y Dec H 5 7 L Normal U 8 No Spacing 9 Styles PHB 1 Heading 1 0 home S end Find Replace Select Editing AL PCa Create and Share R Adobe PDF Se Adobe Acroba

32 PART III 5.13. How many stereoisomers with the formula CH,CHICHICH, are possible? a. 1 b. 2 *c. 3 d. 4 5.14. The number of stereogenic centers in progesterone is Type here to search e. 5 Activate Windows Go to Settings to activate Windo 10°C ^ 4) ENG 08:04 T-rr/-/-8

5.) What is the chair conformation with lowest energy? a.) (.) b.) d.)

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