Here are some tentative identifications of some of your records. I've compiled this list by searching for records that have 2 songs from your list, mainly at The Online Discographical Project. Some of the songs are so rare that this is easy; the technique sort of breaks down when lots of people have recorded the same song. And I suspect there are some cases where your tape includes one side of a disk but not the other.

Carl T. Sprague: Here's to a Texas Ranger / If Your Saddle Is Good and Tight, Victor VI40066, 1926.
Frank Crumit: Abdul Abulbul Amir / Frankie and Johnny, Victor VI20715, 1927.
Frank Crumit: O'Hooligan's Ball / Dolan's Poker Party, Victor VI21579, 1928.
Frank Crumit: I'm Betting the Roll on Roamer / The Return of Abdul Abulbul Amir, Victor 22482, 1930.
Haywire Mac (Harry McClintock): Get Along Little Dogies / Trail to Mexico, Victor VI40016, 1928.
Jules Allen: Days of '49 / Home on the Range, Victor VI21627, 1928.
Marc Williams: Jesse James / Little Joe the Wrangler, Brunswick 269, 1928.
Paul Hamblin: Under Dakota's Cross / Strawberry Roan, Victor VI40260, 1930.