Word Usage – Is ‘Of’ Pronounced as ‘Ov’?

I'll elaborate a bit on Barrie's point, which is correct, if disappointing.

The problem is that English spelling was not designed for Modern English. It was designed for Middle English, a very different language. When Middle English changed its pronunciation to become Modern English, English spelling did not change. Furthermore, English borrowed many thousands of words from other languages, which were of course pronounced differently, and spelled differently still.

The result is that one has to choose between two strategies in learning English words, however they are spelled -- this is not a problem confined to the letter I -- or else figure out some way to mix them.

Either you can actually learn the historical rules about pronunciation and learn to distinguish the different kinds of word each rule applies to -- which amounts to learning some basic linguistics,

Or you can do as Barrie suggested, and memorize 2 things about every word you learn -- (1) how it's spelled and (2) how it's pronounced (Kenyon and Knott is your friend here) -- and just ignore the possible but treacherous correspondences you might suspect between Middle English or foreign spellings and Modern English pronunciations.

The second option amounts to giving up all hope of making sense of English spelling. Most native English speakers do this, which is simpler for them, since they already know the pronunciation.

Since Anglophone education systems don't teach anything about English language, they never learn any different, and many still believe there should be a simple rule for pronouncing every letter.

So which pronunciation is standard for the [ʊ] sound? Rounded or unrounded?

Certainly there is some rounding, but because roundedness is not phonemic in this position, there is also considerable variation in how much of it actually occurs in any given word and speaker.

For example, you will find that it is generally somewhat more rounded in pull and full than it is in put and foot respectively. That’s because having an r or an l right next to it rounds it off a bit — which is why it is a bit more rounded in root and rook than it is foot or cook. Same with rookie versus cookie, where the first version is a bit more rounded than the second. And of course, a w helps: compare how wool is even more rounded than full, and also moreso that wood.

I believe English has no words with [ʊw], as that seems redundant. However, it can occur in phrases, especially in some dialects, where something like I knew it full-well may approach that.

However, it is still perceived as the very same phoneme in all those words and cases I’ve just listed above.

Correction — or not

I said that I thought English had no words with [ʊw] in them. And at the end of the day, I still believe that. However, I have discovered that grepping the OED yields the apparent existence-proof counterexample of Rauwiloid, which means:

A proprietary name for a hypotensive preparation containing a number of alkaloids extracted from Rauvolfia serpentina.

You also have compound words whose first element ends in [aʊ] (rather than [aw], as it is sometimes spelled) connecting to something that begins with [w], and which have in effect a “double w” in them, you expand the list to include such things as:

bow-wow, powwow, skeow-ways, wow-wow

Finally, if you consider the sound in words like no and micro to be an [oʊ] diphthong rather than [ow], then you get all these, most of which were originally compounds of some sort:

froward, frowardly, frowardness, glow-worm, Holloway, hollowwort, Howeitat, Khowar, meadow-wink, microwave, microweld, Moldo-Wallachian, nowise, Oldowan, Parowax, powan, shalloway, slow-worm, swallowwort, werowance, yellow-wood, yeowoman.

For example, yeowoman theoretically yields /ˈjoʊwʊmən/, at least in North America. Still, there is a reasonably convincing argument to be made that that one is better written as simply /ˈjowʊmən/.

Slightly less uncommon is nowise, which is a compound of one word ending in a diphthong connected to another starting with a triphthong, so /ˈnoʊˌwaɪz/.

But I am still highly dubious of the existence of [ʊw], because I think it fuses into the semi-consonantal glide, [w]. After all, nowise and no eyes are homophonic, so I think this idea of [ʊw] is very hard to justify, and so I stand by my initial statement.

Even towel is usually pronounced with just one syllable, /taʊl/, thereby rhyming with cowl /kaʊl/. Even with folks who work very hard to put two syllables into that, with /ˈtaʊ.wəl/, I submit that you could write that /ˈtawːəl/ and avoid the whole controversy of whether a semi-vowel/semi-consonant/off-glide is really /ʊ/ or really /w/. However you write it, it seems like the same sound to me, such that bisyllabic towel just has a geminate [w]: /ˈtaw.wəl/.