The ability to bet increases as the bet goes up, as there are more ways to combine chips to achieve a certain bet.
Any bet ending in 0, 2, 4, 5, 6, 8 can be made once over a certain number. The aim is to use $8 chips until the number ends in 0 or 5 then use $5 chips.
Ending in 0 or 5: Any bet ending in 0 or 5 can be made, no minimum.
Ending in 2: Any bet over (and including) $32 can be made. (Since $32 is the lowest bet ending in 2 that can be made using $8 chips)
Ending in 4: Any bet over (and including) $24 can be made. (Since $24 is the lowest bet ending in 2 that can be made using $8 chips)
Ending in 6: Any bet over (and including) $16 can be made. (Since $16 is the lowest bet ending in 2 that can be made using $8 chips)
Ending in 8: Any bet ending in 8 can be made, no miniumum. (Since an $8 chip will reduce the number to a multiple of 5)
For bets ending in 1, 3, 7 and 9 the aim is to reduce it to an even number, then use the above principle. To achieve this you have to minus 5 (use a $5 chip) from the number first.
Ending in 1: Minus 5 results in bet ending in 4, refer to above.
Ending in 3: Minus 5 results in bet ending in 8, refer to above.
Ending in 7: Minus 5 results in bet ending in 2, refer to above.
Ending in 9: Minus 5 results in bet ending in 4, refer to above.
Going by this we can see (well with enough looking you can XD) that any and all bets above $32 can be made.
The highest bet that cannot be made is $27. As it is odd, you minus 5 to give $22. As it ends in 2 you try to minus $32 however you cannot.
I'm sorry this reply is very rambling and probably quite hard to follow, however I wrote it as I played with the problem in my head.
I also sketched out a flow chart of what to do for any bet, summarised below.
1. Does the bet end in 0, 5 or 8? >> Yes-Go to Step10 No-Go to Step 2
2. Is the bet Even? >> Yes-Go to Step 3 No-Go to Step 9
3. Does the bet end in 2? >> Yes-Go to Step 6 No-Go to Step 4
4. Does the bet end in 4? >> Yes-Go to Step 7 No-Go to Step 5
5. Does the bet end in 6? >> Yes-Go to Step 8 No-You've gone wrong!
6. Minus 32. >> Go to Step 1. If you cannot minus 32 the bet cannot be made.
7. Minus 24. >> Go to Step 1. If you cannot minus 24 the bet cannot be made.
8. Minus 16. >> Go to Step 1. If you cannot minus 16 the bet cannot be made.
9. Minus 5. >> Go to Step 1.
10. The bet can be made.