When an unsymmetrical alkene such as propene is treated with N-bromosuccinimide in aqueous dimethyl sulfoxide, the major product has the bromine atom bonded to the less highly substituted carbon atom. Is this Markovnikov or non-Markovnikov orientation? Show its reaction mechanism. OH Brz, H,O CH;CH=CH, CH;CHCH,Br What products would you expect from oxymercuration-demercuration of 1-hexene? Show the reaction mechanism. 1.Hg(AOc), H,0 CH;CH,CH,CH,CH=CH; 2. NaBH, hex-1-ene

Synthesize the following from benzene.

Name the following compounds properly, including stereochemistry. CH3 H3C a) b) он Br e leom d Son lasal Br cle e en S) Draw the structures of the following compounds. a) acetonitrile Jud iyrdem snonet b) benzonitrile c) acetic acid d) formic acid outoge e) propyl propanoate y o trans Draw specific (no R's) examples of: the tet a) a hemiacetal b) a phosphorus ylide. c) an acid chloride d) a hydrate The reaction of acetone with NABH4 is a) a hydration b) a hydrolysis c) an oxidation d) a reduction pts) "Soap" may be defined as: a) a long chain carboxylic acid b) the sodium salt of a long chain acid c) the methyl ester of a long chain acid d) an anhydride of a long chain acid

Draw a structural formula for the product formed upon hydroboration/oxidation of the alkene below. CH;CH2CH,CH2 C=CHCH3 CH;CH,CH,CH2

Kelerences Keview topic Draw a structural formula for the major product of the reaction shown. Cl2 H20 CH;CH2CH;CH=CHz • Show product stereochemistry IF the reactant alkene has both carbons of the double bond within a ring. Do not show stereochemistry in other cases. • If the reaction produces a racemic mixture, just draw one stereoisomer. 2reg 2reg M) ots 2reg pts 2req 1 pts 2req 1 pts 2reg ...1 pts ChemDoodle Previous Next> Save and Exit APR tv MacBook Air 80 DII DD F3 F4 FS F6 F7 F8 F10 F1 F12 #3 $ & + 3 4 6. 7 8 %3D dele E Y | { } P [ F G H. J K C V N M ? .. .. * C0 B

5b) Draw the expected product(s) resulting from the following SN2 reaction:

What alkene is needed to synthesize each 1,2-diol using [1] OsO4 followed by NaHSO3 in H2O; or [2] CH3CO3H followed by −OH in H2O?

Can you assist with the steps?

Intermidiates and reagents of the following two final products from a Acetylene Note: the final products are different reactions but use the same starting material.

What is the organic product formed in the following reaction? C6H5-CH=CH-C-C6H5 ÷ (CH3CH2)2NH O C6H-CH-CH-C-C6H5 (CH3CH2)2N || III CH-CH, CH- (CH3CH2)2N -CH OH IV O-N(CH2CH3)2 C6H3-CH=CH-C-CH¸ CH-CH=CH-C-CHS (CH3CH₁₂N Select one: A. IV B. II OC. III D. I F1 10: - F2 80 F3 000 000 FA