I believe in aircraft under 5000 lbs. you're allowed to be missing up to 1 lb. of weight due to nuts, bolts, etc.
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Airworthiness is comprises two concepts; one is conformity to approved data. Not necessarily type certification, but to approved data, which may include a type certificate data sheet, authorized manufacturer modifications, supplemental type certificates, field approvals, alterations in accordance with airworthiness directives, etc. The second concept is safety. The aircraft must be in a condition safe for flight.
The first concept is not nebulous; it is exact. The aircraft is either in conformance, or it is not. A loose or missing fastener is not in conformance.
The second question allows some room for judgement, subject to the viewer's discretion. Is it safe? That depends on your perspective. You might not think a microscopic nick in the edge of a rivet or screw hole is unsafe, but it lead to the loss of both wings on one of my airplanes a few years ago. If you think it's not safe, it's due to lack of experience and training...but that doesn't necessarily make it safe...in that case, you simply don't know enough to know it's not.
Therein lies the problem. One may see something and figure it's safe, and pass it off. An inspector or someone eho has a different viewpoint may feel otherwise. You may feel that you know more, that the other person has a critter located upstream in his or her anatomy. This provides you the high moral ground upon which to look down on the more conservative viewpoint. Not necessarily the correct ground, but one of supposed superiority.
A few years ago I watched a young private pilot slam his nosegear in a 172. He taxied to the ramp where I was located and shut down. He was shaking. He had on board two young ladies whom he was attempting to impress. I approached him, identified myself as an aviation safety counselor, and indicated that I would like to talk to him about his landing, if he had a moment.
He felt there was nothing wrong. I asked him what went wrong, then we discussed it. I asked him what he intended to do about the airplane. He said there was nothing wrong. I discussed the various things he could look for, and discussed the need to examine the nosegear, firewall, and engine mount. I pointed out that the tire had been expanded outward such that large distinct scuff marks were inscribed into the tire sidewall from the nosegear forks, and that the shimmy damper was probably blown. He told me he was a private pilot and had all the training he needed, and proceeded to depart. He felt the aircraft was airworthy.
I called the owner, whom I knew. The young man had just made his last flight there, as he soon found out. The aircraft required substantial work, and had not been airworthy. One might argue that it made it back to it's home base safely, but the truth is that it wasn't airworthy. It needed a hard landing inspection, it needed a new shimmy damper, it needed a new nosewheel, and more.
Back to the issue at hand. Does a single fastener make the aircraft unairworthy? Yes, it does. Unless the manufacturer has documentation specifying that a minimum number of fasteners may be missing, the fact that the fastener isn't secured per the aircraft manufacturers approved maintenance documents means that the aircraft is in fact not airworthy.
Will you get caught? Who cares? Fix it.
Does a missing fastener mean anything? Is it unsafe? Consider that when a fastener is missing, it is no longer supporting the surrounding material. It's load is being assumed by the surrounding fasteners. This is not the intended use of those fasteners, else the missing fastener would never have been put there in the first place. There is no provision to be missing a certain number of pounds of fasteners. Nor should you ever assume that the structure is designed X percent over what is required, so a few missing fasteners is acceptable.
What caused the missing fastener to become missing in the first place? Is the underlying structure broken? Is the fastener broken off, and did part of it go where it shouldn't?
I found a row of fasteners working on a medium turboprop earlier this year. The fasteners were driven rivets, adjacent to each other, and each shared one thing in common; they attached a section of wing skin to the main wing sparcap. That a fastener might have been missing was of much less concern than the fact that the common factor was the spar. I immediately grounded the airplane and scheduled a detailed inspection for the entire wing section, which ultimately required repairs.
What about a single camloc fastener on a skyhawk cowl assembly? Can that be missing? You see them missing all the time. The aircraft aren't falling out of the air. But what is happening, not entirely obvious except over a period of time, is chafing. The cowl is wearing, usually at the top and corners, and may be allowing a little extra motion between the faying surfaces. Vibration throughout the assembly changes. This may eventually lead to unacceptable wear, it may also lead to cracking, and under a load, the structure may not hold up.
The obvious soloution is to fix it. This isn't always possible. You're on the road, you're on a trip, can it wait? One thing I'll suggest is contacting a mechanic. Don't expect the mechanic to put his or her stamp of approval on your problem; he or she probably can't, and almost certainly won't, but may give you some under the table insight into weather the problem needs to be addressed right away...and might even be able to do it for you. As the PIC, you're ultimately responsible for it, but getting qualified professional advice isn't ever a bad idea.
Older 172's use four screws adjacent to the propeller to hold the cowling halves together. These are frequently given unauthorized modifications with the nutplates being replaced by nuts and washers, and sometimes with only one fastener. Think about the proximity of these few fasters to the propeller, spinner, and engine output shaft or extentions. Think of the vibration there, and the aerodynamic loads that alternately attempt to push up or down on each surface.
One very common general avaition airplane uses only a few specialized fasteners to attach the upper and lower forward cowl surfaces. Last year I was given one such aircraft to repair, in which a single fastener had not been secured. The cowl opened in flight, striking the propeller, and causing thousands of dollars in damage to the cowl and the spinner assembly. Minor, dressable damage was done to the propeller.
Don't ever assume that simply because it's a single fastener, it's okay. It's certainly not legal, but the okayness of it may be a subjective issue that you may not be qualified to determine.