Question

Organic Chem Ch 11 worksheet

Name Homework #7 20 Points Due 11/20/19 1) Name the following (6 points) NH2 он 2) Draw the following (4 points) (1R)-1-bromo-N-methylpentan-1-amine (2R)-2-cyanopropanoic acid

Answer 1

1. (a) S-2-Hydroxy methylpropanoate

(b) 2-methyl-N-methyl propanamide

(c) 2-methyl-2-cyclohexen-1- amine

2. order of priority : -COOH > -CN

order of priority : -Br > -NH-Me

(2A-2-439nopnepronoic heo R-RMON hutylpudaust Ahe CN Me BY OR -NHME Br CThemody umie) (3) M BA - C4 Ckineh) CH- By MBr&dc Br --B /LDAIX

3. 1,3-Butadiene gives kinetic product at low temp. , it is least stable product : 3-Bromo-but-1-ene

At high T conditions we get thermodynamic product : 1-Bromo-but-2-ene (it is more stable due to more substitution on the double bond)

4. - 1-butene on reaction with HCl gives only one product.

- Dibromo , undergoes elimination to give cyclohexyl-acetylene by elimination which on futher reaction gives ketone.

- Cyclohexa-1,3-diene gives 3-bromo-cyclohexene exclusively.