Dimethyl sulfate alternative for methylating a phenol?

Original synthesis for 3,4,5 TMB from 4-hydroxy-3,5 dimethoxybenzaldehyde calls for DMS to methylate the alcohol, but apart for being impossible to get, I kinda don't want to make it or handle it, as from what I've read it's stupidly toxic. So, what are some viable "safe" methylating agents that work decently well on phenols? Dimethyl carbonate seems such a good reagent, non toxic, green and easy to get, but I've read somewhere that reactions with DMC require an autoclave most of the time. The other obvious choice is methyl iodide, which still toxic but way safer to make

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πŸ‘€︎ u/arclightshroom
πŸ“…︎ Sep 15 2021
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TIL Gloria Ramirez died of cancer in the ER. Then 23 of the 37 staff became mysteriously ill which the hospital attributed to mass hysteria. An investigation concluded that Gloria's blood drawn and cooled in the ER broke down to dimethyl sulfate and vaporized, causing their illnesses. discovermagazine.com/heal…
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πŸ“…︎ May 07 2021
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Are we allowed to appreciate other carcinogens in this subreddit? May I suggest the lovely Dimethyl sulfate?

Hey DNA, I heard you like methyl groups, so I took all my methyl groups and put them all over you.

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πŸ‘€︎ u/ionic_gold
πŸ“…︎ Mar 12 2021
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The City and the Stars quest, the next part of the quest β€œretrieve Dimethyl Sulfate”, the quest pointer is showing 42m under ground. I may have accidentally killed some office workers... what do I need to do?
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πŸ‘€︎ u/anguspupper
πŸ“…︎ Dec 18 2019
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Question about the status of my bottle of dimethyl sulfate.

So i have been running a methylation reaction to form an ester and a aryl methoxy in situ. The reaction has been done plenty of times but recently I have only been able to get mono methylated product, mainly just the ester. A newbie in the lab destroyed the septum cap on the bottle and I was wondering over time can the oxygen in the air react with the DMS? Any ideas here?

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πŸ‘€︎ u/OrganicButthole
πŸ“…︎ Jul 22 2015
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Any OTC methylating agents to arrive at 3,4,5-TMeO-Benzaldehyde?

All of the 3,4,5-trimethoxybenzaldehyde synthesis I've reviewed from the Rhodium archives require the use of dimethyl sulfate in order to methylate a hydroxy group, for example Syringaldehyde or 5-hydroxyvanillin.

Is there any alternatives to DMS that are OTC and preferably relatively safer?

Wikipedia says that "Dimethyl carbonate" is a safer/less effective methylating alternative to DMS that is apparently used as a solvent because it has been exempted from VOC rules. But I cannot find this OTC. I did find some rust cleaner products that contain this along with half a dozen other flammable solvents. I suppose I could distill it out but would rather not apply heat to something like this.

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πŸ‘€︎ u/highlightprotein
πŸ“…︎ Dec 16 2021
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How To Stop Restless Legs From Opiate Withdrawal

Note: I am not a medical professional.

Restless Leg Syndrome is a neurological disorder characterized by the overwhelming urge to move your body to stop painful or weird sensations. Restless Leg Syndrome usually affects the legs, though some people get symptoms in their arms, torso or head. There have even been reports of people with RLS in phantom limbs.

RLS symptoms can manifest in the following ways:

  • Pain and/or aching in muscles
  • An itchy feeling that cannot be relieved by scratching
  • A β€œcrawly” feeling
  • A feeling of being tickled

There are two types of RLS:

  • Idiopathic – This is a primary condition without a known cause or cure.
  • Secondary – Can be caused by many different things including side-effects from a medication or medical conditions such as Parkinson’s disease, opiate withdrawal and more.

Restless Leg Syndrome from opiate withdrawal will be the focus of this article. One of the symptoms of opiate withdrawal is jumpy legs, twitchy legs, dancing legs, or restless legs…. whatever you prefer to call it. It is different than traditional RLS because the cause of it is known (opiate withdrawal), and there is a cure (time) because it goes away on its own after a few days or weeks. There are many awesome strategies for stopping opiate withdrawal restless legs.

If you really want to know what helps RLS during opiate withdrawal, you’ve come to the right place. My simple and effective 4-Step Plan can stop restless legs from aching, tickling, twitching, crawling, and break-dancing across the room. Furthermore, this natural plan is so powerful that it doesn’t just stop restless legs…it can also work extremely well for reducing insomnia, pain, fatigue, depression, anxiety, sweating, hot and cold flashes, gastrointestinal upset and lack of appetite.

Step 1: Exercise and Stretch

One of the most powerful strategies for treating opiate withdrawal restless legs is to exercise. Walking, cycling and swimming have all been shown in studies to reduce RLS symptoms. Exercise at a moderate pace and don’t over exert yourself. You can walk or cycle on the street, or on a treadmill and stationary bike.

Note: Morning, afternoon and evening are all excellent times to exercise, just don’t perform strenuous exercise within 1-2 hours before going to bed as this has been shown to worsen Restless Leg Syndrome.

**After you get done exercising,Β make sure to use the following leg stretches

... keep reading on reddit ➑

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πŸ‘€︎ u/Frenchkiwi
πŸ“…︎ Oct 26 2021
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25DMB for 2CB in the USA. Should I order or make myself?

I am following a guide that goes like this

25DMB + methanol = 25DMNS 25DMNS + H2 reduction = 25DMPEA (using LAH) 25DMPEA + bromine =2CB

I have most of the glassware and materials. All i'm missing is bromine, methylene chloride, LAH, and 25dmb. Is it still worthwhile to find a source for this if it's supposedly a list 1 chemical in the USA and I don't have any connections to a real business that uses it? Is it worthwhile to find a way to make it from scratch? Anything would be helpful, of course don't give me links or anything that violates the rules. Thanks!

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πŸ‘€︎ u/WookieChemist
πŸ“…︎ Jun 24 2021
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A possible theory explaining the bizarre circumstances of Gloria Ramirez's death

I only post this theory because I have not heard anyone posit this.

First some background. Ramirez, a woman in her 30s, was diagnosed with cervical cancer. When she came into the emergency room one day she was covered in a sheen and had a "fruity garlicky" smell to her. Her blood supposedly had "manila-colored" objects in it. The medical team who encountered her infamously experienced a wide array of serious physical symptoms such as fainting, avascular necrosis, and losing control of limbs (akin to seizures). In one case, one of the medical staff was left in crutches for months. Buzzfeed covered the case in detail. The question remains why did this happen? What caused the hospital staff to become so gravely ill?

Some leading theories include:

  1. Mass Hysteria
  2. Exposure to DMSO^(4) (dimethyl sulfate)
  3. Exposure to dangerous chemicals due to clinical malfeasance from the hospital. (improper hygiene, not up to code, etc.)

I have a theory as to what happened because I do not think any of the above theories properly explain the symptoms experienced by the hospital staff. Right away I think the Mass Hysteria explanation needs to be ruled out. Without corroborating medical history, it just seems unlikely and the symptoms are too specific (Avascular necrosis, cmon now).

The next theory is more difficult to rule out but I think there are a few reasons why it should. California's Department of Health and Human Services found upon investigation that none of the factors in the case line up with fumes being released at the time. In the autopsy, it was revealed that there were high levels of Dimethyl sulfoxide in her body and it's been theorized that she was using a nonlethal gel called DMSO to help alleviate her cancer pains. Many postulate that this gel is what caused her body to have a glossy sheen. But many will leap and say that a series of events such as the administration of oxygen and even the use of the defibrillator caused this compound to convert into Dimethyl Sulfate DMSO^(4) which is a toxic compound. While I'm willing to bet that the sheen on her body is probably from use of DMSO gel and she may have had Dimethyl Sulfone in her body (DMSO^(2)) I would argue strongly against the presence of Dimethyl Sulfate in the room and in her body. One reason is that the main symptoms of exposure to this compound are [respiratory](https://www.epa.gov/sites/production/files/

... keep reading on reddit ➑

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πŸ“…︎ Jul 14 2021
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[PART I] An Exploration of Morphinan Acylation - The Head Honcho(s) of the Spoon: Heroin and 6-Monoacetylmorphine - A Medicinal Chemist’s Perspective on the Science of Mexican Brown

[PART I] An Exploration of Morphinan Acylation - The Head Honcho(s) of the Spoon: Heroin and 6-Monoacetylmorphine

A Medicinal Chemist’s Perspective on the Science of Mexican Brown

A (Tongue) Spoon-In-Cheek Monograph

u/jtjdp

r/AskChemistry

[a more in-depth biography of the author is included in my "Teracycles in Tiaras" post]

Part II and Part III include the "meat-n-potatoes" details of chemistry, synthesis, and literature citations. This is not mind-blowingly radical chemistry. The acylation of morphine is 125+ years old. This is a review gathered from the literature and my own personal experience performing above-board and clandestine investigations into opioid ligand chemistry. Most of the topics discussed in Parts II and III (actual synthesis of diamorphine and 6-MAM) are considered taboo and will be posted on my profile u/jtjdp

Heroin has stood the test of time. It's been popular for generations for a reason. It’s easy to make, easy to spoon, convenient to traffic and is well adapted to the needs of β€œClandestine Jungle Chemistry.”
Underlying the clandestine manufacture of this lipophilic morphine ester is the more general concept of phenolic acylations in the broader morphinan family.

Despite the slew of newfangled morphinomimetics (opioids) on the opioid scene, from synthetically complex 6,14-endoethano bridged oripavines (buprenorphine, etorphine) to the fiendishly potent but relatively straightforward manufacture of 4-anilidopiperidines (fentalogues), Heroin still plays an important role in international hedonic commerce.
The hedonic accolades of Heroin are many: rapid absorption, intense nodomimetic (nod) effects β€œknock yo dick in the dirt” euphoria, that sweet hedonic rush, and the warm sunny bunny afterglow.

It’s hard to beat this good ole boy.

Of course there are several boutique Synthetic narcotics in the opiosphere which rank higher on the Euphoria scale, including the alpha-methyl substituted 3,3-diphenylpropylamines.

These include isomethadone (which is methadone’s devilishly fun twin, formed in tandem with the mediocre beta-methyl isomer), dextromoramide (of truly legendary status), and dimethylmoramide (the top-shelf dimethyl-amide analogue of dextromoramide; not to be confused with the garbage desmethylmoramide of recent Chinese RC provenance).

Dipipanone (the N-piperidino deriv of methadone; legendary in its own right) and ketobemidone (relegated to a handful of *Vicodin-Vikin

... keep reading on reddit ➑

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πŸ‘€︎ u/jtjdp
πŸ“…︎ Aug 04 2021
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SERIOUS: This subreddit needs to understand what a "dad joke" really means.

I don't want to step on anybody's toes here, but the amount of non-dad jokes here in this subreddit really annoys me. First of all, dad jokes CAN be NSFW, it clearly says so in the sub rules. Secondly, it doesn't automatically make it a dad joke if it's from a conversation between you and your child. Most importantly, the jokes that your CHILDREN tell YOU are not dad jokes. The point of a dad joke is that it's so cheesy only a dad who's trying to be funny would make such a joke. That's it. They are stupid plays on words, lame puns and so on. There has to be a clever pun or wordplay for it to be considered a dad joke.

Again, to all the fellow dads, I apologise if I'm sounding too harsh. But I just needed to get it off my chest.

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πŸ‘€︎ u/anywhereiroa
πŸ“…︎ Jan 15 2022
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Just because it's a joke, doesn't mean it's a dad joke

Alot of great jokes get posted here! However just because you have a joke, doesn't mean it's a dad joke.

THIS IS NOT ABOUT NSFW, THIS IS ABOUT LONG JOKES, BLONDE JOKES, SEXUAL JOKES, KNOCK KNOCK JOKES, POLITICAL JOKES, ETC BEING POSTED IN A DAD JOKE SUB

Try telling these sexual jokes that get posted here, to your kid and see how your spouse likes it.. if that goes well, Try telling one of your friends kid about your sex life being like Coca cola, first it was normal, than light and now zero , and see if the parents are OK with you telling their kid the "dad joke"

I'm not even referencing the NSFW, I'm saying Dad jokes are corny, and sometimes painful, not sexual

So check out r/jokes for all types of jokes

r/unclejokes for dirty jokes

r/3amjokes for real weird and alot of OC

r/cleandadjokes If your really sick of seeing not dad jokes in r/dadjokes

Punchline !

Edit: this is not a post about NSFW , This is about jokes, knock knock jokes, blonde jokes, political jokes etc being posted in a dad joke sub

Edit 2: don't touch the thermostat

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πŸ‘€︎ u/CzarcasmRules
πŸ“…︎ Jan 23 2022
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Blind Girl Here. Give Me Your Best Blind Jokes!

Do your worst!

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πŸ‘€︎ u/Leckzsluthor
πŸ“…︎ Jan 02 2022
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I heard that by law you have to turn on your headlights when it’s raining in Sweden.

How the hell am I suppose to know when it’s raining in Sweden?

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πŸ‘€︎ u/justshtmypnts
πŸ“…︎ Jan 25 2022
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Petition to ban rants from this sub

Ants don’t even have the concept fathers, let alone a good dad joke. Keep r/ants out of my r/dadjokes.

But no, seriously. I understand rule 7 is great to have intelligent discussion, but sometimes it feels like 1 in 10 posts here is someone getting upset about the jokes on this sub. Let the mods deal with it, they regulate the sub.

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πŸ‘€︎ u/drak0ni
πŸ“…︎ Jan 24 2022
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French fries weren’t cooked in France.

They were cooked in Greece.

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πŸ“…︎ Jan 20 2022
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When I was a single man, I had loads of free time.

Now that I listen to albums, I hardly ever leave the house.

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πŸ‘€︎ u/porichoygupto
πŸ“…︎ Jan 25 2022
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You've been hit by
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πŸ‘€︎ u/mordrathe
πŸ“…︎ Jan 20 2022
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I'm sick of you guys posting dumb wordplay in here for awards and upvotes.

Don't you know a good pun is its own reword?

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πŸ‘€︎ u/diggitygiggitycee
πŸ“…︎ Jan 21 2022
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My 4 year oldest favourit joke, which he very proudly memorized and told all his teachers.

Two muffins are in an oven, one muffin looks at the other and says "is it just me, or is it hot in here?"

Then the other muffin says "AHH, TALKING MUFFIN!!!"

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πŸ‘€︎ u/smoffatt34920
πŸ“…︎ Jan 22 2022
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Dropped my best ever dad joke & no one was around to hear it

For context I'm a Refuse Driver (Garbage man) & today I was on food waste. After I'd tipped I was checking the wagon for any defects when I spotted a lone pea balanced on the lifts.

I said "hey look, an escaPEA"

No one near me but it didn't half make me laugh for a good hour or so!

Edit: I can't believe how much this has blown up. Thank you everyone I've had a blast reading through the replies πŸ˜‚

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πŸ‘€︎ u/Vegetable-Acadia
πŸ“…︎ Jan 11 2022
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What starts with a W and ends with a T

It really does, I swear!

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πŸ‘€︎ u/PsychedeIic_Sheep
πŸ“…︎ Jan 13 2022
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My wife left me because I couldn’t stop doing impressions of pasta

And now I’m cannelloni

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πŸ‘€︎ u/bluestratmatt
πŸ“…︎ Jan 23 2022
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Why did Karen press Ctrl+Shift+Delete?

Because she wanted to see the task manager.

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πŸ‘€︎ u/Eoussama
πŸ“…︎ Jan 17 2022
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Steve JOBS would have made a better President than Donald Trump

But that’s comparing apples to oranges

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πŸ‘€︎ u/Ok-Ingenuity4838
πŸ“…︎ Jan 22 2022
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I just flew in from Chernobyl

And boy are my arms legs.

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πŸ‘€︎ u/JhopkinsWA
πŸ“…︎ Jan 23 2022
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So 2 trees got arrested in the town I live...

Heard they've been doing some shady business.

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πŸ‘€︎ u/K1ll47h3K1n9
πŸ“…︎ Jan 18 2022
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No gains
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πŸ‘€︎ u/ridi86
πŸ“…︎ Jan 22 2022
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Puns make me numb

Mathematical puns makes me number

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πŸ‘€︎ u/tadashi4
πŸ“…︎ Jan 26 2022
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I was almost upset that my coffee tasted like dirt today

but then I remembered it was ground this morning.

Edit: Thank you guys for the awards, they're much nicer than the cardboard sleeve I've been using and reassures me that my jokes aren't stale

Edit 2: I have already been made aware that Men In Black 3 has told a version of this joke before. If the joke is not new to you, please enjoy any of the single origin puns in the comments

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πŸ‘€︎ u/scarf_spheal
πŸ“…︎ Jan 19 2022
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How eggs-traordinary
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πŸ‘€︎ u/Rix27_
πŸ“…︎ Jan 21 2022
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What is the scariest tree?

BamBOO!

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πŸ‘€︎ u/K1ll47h3K1n9
πŸ“…︎ Jan 18 2022
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What is a a bisexual person doing when they’re not dating anybody?

They’re on standbi

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πŸ‘€︎ u/Toby-the-Cactus
πŸ“…︎ Jan 12 2022
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My ten-year-old daughter came up with this at dinner tonight: What do you get if put a copy of Macbeth on top of a dictionary?

A play on words.

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πŸ‘€︎ u/ah1887
πŸ“…︎ Jan 20 2022
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My 7 year old daughter just told me this one. I'm so proud. What did the duck say when he bought chapstick?

Put it on my bill

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πŸ‘€︎ u/BigRedHusker_X
πŸ“…︎ Jan 26 2022
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A queen size statement.
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πŸ‘€︎ u/Flight-less
πŸ“…︎ Jan 22 2022
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Did you know all dogs are made up of only 3 elements?

Calcium, nickel, neon

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πŸ‘€︎ u/redneckvet
πŸ“…︎ Jan 25 2022
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My son, Luke, loves how I named our kids after Star Wars characters...

My daughter, Chewbecca, not so much.

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πŸ‘€︎ u/andersonfmly
πŸ“…︎ Jan 21 2022
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Geddit? No? Only me?
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πŸ‘€︎ u/shampy311
πŸ“…︎ Dec 28 2021
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Geometry sucks
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πŸ‘€︎ u/Kash30
πŸ“…︎ Jan 25 2022
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Orion's belt
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πŸ‘€︎ u/mordrathe
πŸ“…︎ Jan 25 2022
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I wanna hear your best airplane puns.

Pilot on me!!

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πŸ‘€︎ u/Paulie_Felice
πŸ“…︎ Jan 07 2022
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This subreddit is 10 years old now.

I'm surprised it hasn't decade.

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πŸ‘€︎ u/frexyincdude
πŸ“…︎ Jan 14 2022
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