Rhodanide
Hazard to Others
![*](images/xpblue/star.gif) ![*](images/xpblue/star.gif)
Posts: 348
Registered: 23-7-2015
Location: The 80s
Member Is Offline
Mood: That retro aesthetic
|
|
Urushiol
Evening, everyone. Up here in the Northeast, we tend to have lots of poison ivy. Being who I am, I can't help but try to extract the Urushiol from
them. Personally, I seem to be practically impervious to Urush. (Trust me, it's been a carefully tested claim by myself.) I got about 50-100g of PI
leaves from the roadside where I live, and tried dissolving the U out in Acetone, and Denatured alcohol. I'm waiting on the results. What I want to
know is, will Acetone and EtOH both work for extraction? I don't have access to either ether or benzene. This stuff is pretty cool and I wish it was
more studied than it already is. ![:)](./images/smilies/smile.gif)
[Edited on 20-8-2016 by Tetra]
|
|
Mailinmypocket
International Hazard
![*](images/xpblue/star.gif) ![*](images/xpblue/star.gif) ![*](images/xpblue/star.gif) ![*](images/xpblue/star.gif)
Posts: 1351
Registered: 12-5-2011
Member Is Offline
Mood: No Mood
|
|
I would try requesting this in the references section perhaps:
http://pubs.acs.org/doi/abs/10.1021/ja01640a030?journalCode=...
Note to self: Tare the damned flask.
|
|
DraconicAcid
International Hazard
![*](images/xpblue/star.gif) ![*](images/xpblue/star.gif) ![*](images/xpblue/star.gif) ![*](images/xpblue/star.gif)
Posts: 4298
Registered: 1-2-2013
Location: The tiniest college campus ever....
Member Is Offline
Mood: Semi-victorious.
|
|
According to wiki, it's soluble in alcohol, so it should be soluble in ethanol, and I'd be very surprised if it wasn't soluble in acetone as well.
It's a phenol, so it should also be soluble in sodium hydroxide solution (although this may induce polymerization).
Please remember: "Filtrate" is not a verb.
Write up your lab reports the way your instructor wants them, not the way your ex-instructor wants them.
|
|
careysub
International Hazard
![*](images/xpblue/star.gif) ![*](images/xpblue/star.gif) ![*](images/xpblue/star.gif) ![*](images/xpblue/star.gif)
Posts: 1339
Registered: 4-8-2014
Location: Coastal Sage Scrub Biome
Member Is Offline
Mood: Lowest quantum state
|
|
Just don't try to extract furanocoumarins from giant hogweed.
The mustard gas of the plant world.
|
|
Velzee
Hazard to Others
![*](images/xpblue/star.gif) ![*](images/xpblue/star.gif)
Posts: 381
Registered: 19-8-2015
Location: New York
Member Is Offline
Mood: Taking it easy
|
|
I've always wanted to find and grow giant hogweed ![;)](./images/smilies/wink.gif)
But on the PI; I've always thought about extracting urish—I have live on Long Island for ten years(since I was seven) and I have always played in
the woods—only about four years ago I knew exactly what poison ivy looks at like, and I realized that the woods were literally full of it. I have
never had any poisons ivy rash, but I have never tested for sure if I was immune to it. I've just presumed that I'm immune; even all of my friends
have gotten it even though I've been where they've been in the woods. I don't think I daren't touch any of the PI, but if you are successful in your
extraction, I may consider attempting it, considering I have tons of PI in our neighborhood.
Check out the ScienceMadness Wiki: http://www.sciencemadness.org/smwiki/index.php/Main_Page
"All truth passes through three stages. First, it is ridiculed. Second, it is violently opposed. Third, it is accepted as being self-evident."
—Arthur Schopenhauer
"¡Vivá Cristo Rey!"
—Saint José Sánchez del Río
|
|
gdflp
Super Moderator
![*](images/xpblue/star.gif) ![*](images/xpblue/star.gif) ![*](images/xpblue/star.gif) ![*](images/xpblue/star.gif) ![*](images/xpblue/star.gif) ![*](images/xpblue/star.gif)
Posts: 1320
Registered: 14-2-2014
Location: NY, USA
Member Is Offline
Mood: Staring at code
|
|
All of you guys are lucky, I'm terribly allergic to urushiol. And of course I live in an area bursting with poison ivy as well.![:mad:](./images/smilies/mad.gif) ![:mad:](./images/smilies/mad.gif) Just thinking of attempting to extract it makes me shudder.
|
|
Praxichys
International Hazard
![*](images/xpblue/star.gif) ![*](images/xpblue/star.gif) ![*](images/xpblue/star.gif) ![*](images/xpblue/star.gif)
Posts: 1063
Registered: 31-7-2013
Location: Detroit, Michigan, USA
Member Is Offline
Mood: Coprecipitated
|
|
I had a similar experience to Velzee. Here in Michigan it grows extensively, even in my backyard. I spent a lot of time outdoors as a kid, tromping
through the woods, and to no ill effect.
My father is immune to the stuff but my mother is quite allergic. Thinking I may have inherited his immunity, I purposefully inoculated myself with a
crushed leaf to the shin one day. Turns out just brushing up against the stuff has basically no effect on me (and I think it has something to do with
thick leg hair) but the intentional application produced the classic effect. Man, does that stuff ITCH.
|
|
myristicinaldehyde
Hazard to Others
![*](images/xpblue/star.gif) ![*](images/xpblue/star.gif)
Posts: 166
Registered: 23-4-2016
Location: .͐͌ ͛҉̻̫̰̻̖E̮ͮ̐́̚ ̢̗̅̉ͩ͂̒̌.̯̻̺̯̀̎͂̄ͩ̚
Member Is Offline
Mood: сорок пять
|
|
Itch is an understatement. It is terrible! But, contact will hospitalize me. The last time I had an encounter, almost a decade ago I was put on heavy
duty steroids. Do be careful.
In case you didn't know, a supposeв treatment is jewel weed sap- not sure it would help with straight urushol, but I heard it works on poison ivy.
Jewel weed is quite common, with fleshy steams, matte leaves and most distinctively hood-like orange blooms hanging below the leaves. It grows in wet,
cool places.
|
|
Magpie
lab constructor
![*](images/xpblue/star.gif) ![*](images/xpblue/star.gif) ![*](images/xpblue/star.gif) ![*](images/xpblue/star.gif)
Posts: 5939
Registered: 1-11-2003
Location: USA
Member Is Offline
Mood: Chemistry: the subtle science.
|
|
Louis and Mary Fieser in their textbook Introduction to Organic Chemistry (1957) have a section showing various research projects including one
for urushiol. It is an unsaturated catechol highly sensitive to air oxidation. They say "The principle of poison ivy...can be extracted from leaves
and twigs of the plant with ethanol and processed for the removal of fats, waxes, and chlorophyll."
I'm quite sensitive to this vesicant. Twice when I have helped my brother-in-law remove his docks from a lake in Minnesota I have come in contact
with it at the water's edge. The irritation will show up a few weeks later and last for a couple months.
[Edited on 21-8-2016 by Magpie]
The single most important condition for a successful synthesis is good mixing - Nicodem
|
|
mayko
International Hazard
![*](images/xpblue/star.gif) ![*](images/xpblue/star.gif) ![*](images/xpblue/star.gif) ![*](images/xpblue/star.gif)
Posts: 1218
Registered: 17-1-2013
Location: Carrboro, NC
Member Is Offline
Mood: anomalous (Euclid class)
|
|
Attachment: Poison Ivy Urushiol.pdf (697kB) This file has been downloaded 613 times
![IMG_20160407_185039.jpg - 31kB](https://www.sciencemadness.org/whisper/files.php?pid=458384&aid=52649)
[Edited on 21-8-2016 by mayko]
al-khemie is not a terrorist organization
"Chemicals, chemicals... I need chemicals!" - George Hayduke
"Wubbalubba dub-dub!" - Rick Sanchez
|
|
argyrium
Hazard to Others
![*](images/xpblue/star.gif) ![*](images/xpblue/star.gif)
Posts: 123
Registered: 3-2-2008
Location: Pacific
Member Is Offline
Mood: No Mood
|
|
You might find this of some interest. Less to do w/ urushiol but quite a bit on the chemistry of Urushi (oriental lacquer).
The attached file is part three of URUSHI, Proceedings of the Urushi Study Group June 10-27, 1985 Tokyo, published by THE GETTY CONSERVATION
INSTITUTE.
FYI
Attachment: urushi3.pdf (7.4MB) This file has been downloaded 874 times
|
|
ave369
Eastern European Lady of Mad Science
![*](images/xpblue/star.gif) ![*](images/xpblue/star.gif) ![*](images/xpblue/star.gif)
Posts: 596
Registered: 8-7-2015
Location: No Location
Member Is Offline
Mood: No Mood
|
|
Do not. You won't be able to get rid of it and it will overrun your garden. Once a single plant of this monster sprouted in my garden. It only died
after I buried the mown stump under an iron drum lid, weighted the lid with bricks and left it so for a full year.
Smells like ammonia....
|
|
Mabus
Wiki Master
![*](images/xpblue/star.gif) ![*](images/xpblue/star.gif)
Posts: 238
Registered: 3-11-2013
Member Is Offline
Mood: Energetic
|
|
Had a not very fortunate encounter with some freshly cut hogweed some years ago. Got some really ugly blisters on my left arm and leg. Didn't know at
that time what caused it, only found out later. The scars have now faded away, but still, it was an unpleasant experience. I try to avoid it as much
as possible.
Quote: Originally posted by ave369 ![](images/xpblue/lastpost.gif) |
Do not. You won't be able to get rid of it and it will overrun your garden. Once a single plant of this monster sprouted in my garden. It only died
after I buried the mown stump under an iron drum lid, weighted the lid with bricks and left it so for a full year. |
Only grew in my garden once or twice almost a decade ago. I dug the whole plant from the ground and didn't grew back. On the other hand every year I
find plenty of hemlock growing in the tall grass from the back garden despite my best efforts to get rid of it.
|
|
Velzee
Hazard to Others
![*](images/xpblue/star.gif) ![*](images/xpblue/star.gif)
Posts: 381
Registered: 19-8-2015
Location: New York
Member Is Offline
Mood: Taking it easy
|
|
Oh, there are LOADS of hemlock over here; I considered running an extraction on them a while back, but that was too much, even for me!
@Rhodanide, how is the product?
[Edited on 5/15/2018 by Velzee]
[Edited on 5/15/2018 by Velzee]
Check out the ScienceMadness Wiki: http://www.sciencemadness.org/smwiki/index.php/Main_Page
"All truth passes through three stages. First, it is ridiculed. Second, it is violently opposed. Third, it is accepted as being self-evident."
—Arthur Schopenhauer
"¡Vivá Cristo Rey!"
—Saint José Sánchez del Río
|
|
DavidJR
National Hazard
![*](images/xpblue/star.gif) ![*](images/xpblue/star.gif) ![*](images/xpblue/star.gif)
Posts: 908
Registered: 1-1-2018
Location: Scotland
Member Is Offline
Mood: Tired
|
|
Quote: Originally posted by ave369 ![](images/xpblue/lastpost.gif) |
Do not. You won't be able to get rid of it and it will overrun your garden. Once a single plant of this monster sprouted in my garden. It only died
after I buried the mown stump under an iron drum lid, weighted the lid with bricks and left it so for a full year. |
Apparently injecting the plant with concentrated glyphosate solution works pretty well.
|
|
fusso
International Hazard
![*](images/xpblue/star.gif) ![*](images/xpblue/star.gif) ![*](images/xpblue/star.gif) ![*](images/xpblue/star.gif)
Posts: 1922
Registered: 23-6-2017
Location: 4 ∥ universes ahead of you
Member Is Offline
|
|
No wonder it looks so much like Japanese...
|
|
XeonTheMGPony
International Hazard
![*](images/xpblue/star.gif) ![*](images/xpblue/star.gif) ![*](images/xpblue/star.gif) ![*](images/xpblue/star.gif)
Posts: 1638
Registered: 5-1-2016
Member Is Offline
Mood: No Mood
|
|
Quote: Originally posted by DavidJR ![](images/xpblue/lastpost.gif) | Quote: Originally posted by ave369 ![](images/xpblue/lastpost.gif) |
Do not. You won't be able to get rid of it and it will overrun your garden. Once a single plant of this monster sprouted in my garden. It only died
after I buried the mown stump under an iron drum lid, weighted the lid with bricks and left it so for a full year. |
Apparently injecting the plant with concentrated glyphosate solution works pretty well. |
works good for thistle too, do it just at the start of dusk for best effect
|
|
Rhodanide
Hazard to Others
![*](images/xpblue/star.gif) ![*](images/xpblue/star.gif)
Posts: 348
Registered: 23-7-2015
Location: The 80s
Member Is Offline
Mood: That retro aesthetic
|
|
Ahhh, this was an old thread. I remember that I got nothing from the extraction. @Velzee
|
|
CouchHatter
Hazard to Others
![*](images/xpblue/star.gif) ![*](images/xpblue/star.gif)
Posts: 151
Registered: 28-10-2017
Location: Oklahoma
Member Is Offline
Mood: 76 elements taken!
|
|
I just got covered in it last weekend. Guess I have it pretty good if it doesn't hospitalize me! Did you try extracting it with ether and/or benzene?
Edit: I saw that you didn't have access to either, just wondering if that changed. I have access to both if youre still interested.
[Edited on 15-5-2018 by CouchHatter]
|
|