Consider the synthesis of N,N-dimethyl-2-methylhexanamide from diethyl malonate. Fill in the best reagents to achieve this synthetic transformation. 0= Answer Bank 2 equiv. of (CH3)₂NH 1 equiv. of (CH3)₂NH 2-bromohexane NaOEt, EtOH BrCH₂CH₂CH₂CH₂ 0= SOCI₂ CH, Br Na₂Cro NaBH4, MeOH NaOH, H₂O H₂O*, heat 1. 2. 3. 4. 5. 6. 7. 8.

Time (sec.)     pH of distilled water   pH of buffered solution   20   7.99   8.61   40   7.46   8.43   60   7.15   8.31   80   6.75   8.22   100   6.54   8.16   120   6.39   8.10   140   6.22   8.05   160   6.11   8.01   180   6.03   7.97   Conclusion Explain your observations from the data table.   Which resists a change in pH the most, water or the buffered solution? Give reasons.   When you blow into the water, the pH goes up. Is the solution becoming more basic or acidic?   A buffer is usually made of a weak acid and a weak base. When you blow into a buffer the pH doesn’t change. What do you think is happening?

d. Reaction with Mineral Acid Table 4 (data) Sample Soap solution Detergent solution Result of Acidification

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