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Sunday, 29 May 2016

(+)-Borneol

73

(+)-Borneol

Name(+)-Borneol
Synonyms
Name in Chemical AbstractsBicyclo[2.2.1]heptan-2-ol, 1,7,7-trimethyl-, (1R,2S,4R)-
CAS No464-43-7
EINECS No
Molecular formulaC10H18O
Molecular mass154.25
SMILES codeC1C[C@H]2C(C)(C)[C@@](C)1[C@@H](O)C2

D-(+)-Camphor
LiAlH4
reacts to
tert-Butyl methyl
ether
(-)-Isoborneol and (+)-borneol, mixture;


Reduction of D-(+)-camphor with lithium aluminum hydride to a isomeric mixture of (+)-borneol and (-)-isoborneol





Operating scheme

Operating scheme




1H-NMR

1H NMR
1H-NMR: crude product
250 MHz, CDCl3
delta [ppm]mult.atomsassignment
0.82s
CH3 (isoborneol)
0.91s
CH3 (isoborneol)
1.02s
CH3 (isoborneol)
3.58-3.65mrel. 86CH-OH (isoborneol)
3.96-4.40mrel. 14CH-OH (borneol)
0.8-2.4m
other H (product)





1H NMR
1H-NMR: (-)-Isoborneol and (+)-borneol, mixture
250 MHz, CDCl3
delta [ppm]mult.atomsassignment
0.82s
CH3 (isoborneol)
0.91s
CH3 (isoborneol)
1.02s
CH3 (isoborneol)
3.58-3.65mrel. 86CH-OH (isoborneol)
3.96-4.40mrel. 14CH-OH (borneol)
0.8-2.4m
other H (product)








13C-NMR

13C NMR
13C-NMR: (-)-Isoborneol and (+)-borneol, mixture
250 MHz, CDCl3
delta [ppm]assignment
11.33CH3 (1-methyl, isoborneol)
20.12CH3 (7-methyl, isoborneol)
20.49CH3 (7-methyl, isoborneol)
27.25C5 (CH2, isoborneol)
33.92C6 (CH2, isoborneol)
40.41C3 (CH2, isoborneol)
45.05C4 (CH, isoborneol)
46.35C7 (C-quart., isoborneol)
48.97C1 (C-quart., isoborneol)
79.92C2 (CHOH, isoborneol)
13.34CH3 (1-methyl, borneol)
18.69CH3 (7-methyl, borneol)
20.20CH3 (7-methyl, borneol)
25.93C6 (CH2, borneol)
28.29C5 (CH2, borneol)
39.04C3 (CH2, borneol)
45.11C4 (CH, borneol)
48.03C7 (C-quart., borneol)
49.50C1 (C-quart., borneol)
77.21C2 (CHOH, borneol)
76.5-77.5CDCl3





IR

IR
IR: crude product
[KBr, T%, cm-1]
[cm-1]assignment
3370O-H valence
2983-2876aliph. C-H valence



IR
IR: (-)-Isoborneol and (+)-borneol, mixture
[KBr, T%, cm-1]
[cm-1]assignment
3370O-H valence
2983-2876aliph. C-H valence











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 Koh Ta Kie,   Sihanoukville, Cambodia,













“We’ve had a few issues with Malaysian Vipers, so make sure to look where you step. If you get bitten, you have two hours to get to the anti-venom. But don’t worry! We can make the boat ride in just under an hour. Oh … and there’s an absinthe distillery if you take that jungle path for about 45 minutes through the trees.”
Welcome to Koh Ta Kiev.
Not what I expected to hear first thing when I stepped off the boat at The Last Point – a new, rough-and-tumble beach resort on a deserted spit of land off the coast of Sihanoukville, Cambodia.
map-of-ko-ta-kiev-cambodia-island-sihanoukville-buddha-drinks-fanta
Ok, I figured there would be snakes. But I didn’t think there would be some species that could kill you in two hours time and an absinthe distillery – which actually could kill you in 45 seconds, considering it’s located 20-feet up in a tree house. You get drunk in there, you still have to come back down via a bamboo ladder.
More like … Welcome to Try Not to Die Island.
The Last Point was opened three months ago by some good buddies of mine. They’ve been living in Sihanoukville for a while now, and I’m gonna venture there might have been some pot involved when they decided to play Real-Life-Treasure-Island. But God Bless ’em, cause they went through with it, leased a stretch of white sand and threw up some bungalows. They added hammocks, a stone oven for pizzas and, naturally, created a giant, open bar area filled with booze and beer. Because … while they can go without Internet or running water, these friends are not the types who can go long without booze and beer.
Koh-Ta-Kiev-island-Cambodia-Sihanoukville-Beach-The-Last-Point-Jenny-Adams-Buddha-Drinks-Fanta-03294 Koh-Ta-Kiev-The-Last-Point-Cambodia-getting-there-hammocks-beach-accommodations-Buddha-Drinks-Fanta-03334
The accommodations are fun bungalows on stilts, with comfy beds and outdoor lounge couches on little porches. These will set you back $20 per night. Or you can stay in a dorm bed in a room without walls for a mere $5. The toilets are a subject of much entertainment, and the mosquito nets above your sleeping quarters are a real necessity.
My friends are playing pirate out in this jungle, and I love it for them. I loved it for me for approximately 2 days. After that, I started to get dreadlocks, and I didn’t like my odds of getting irreparably damaged by something poisonous.
However, for those two days … it was an incredible moment to cut myself off, forget the Internet, all the business of modern life and just enjoy sunsets, cold beers and swimming in incredibly blue, perfect-temperature water.
The pizza oven cranks out amazing food at Koh Ta Kiev
The pizza oven cranks out amazing food at Koh Ta Kiev
And they have hot sauce ... so maybe I could exist here?
And they have hot sauce … so maybe I could exist here?
Paradise can get pretty damn intimidating once the sun sets, though. That first night, I used my iPhone flashlight to navigate the path from the bar to my bungalow. There were no vipers, but there was a spider the size of my fist crawling on the floor. I tried to kill it with a water bottle. I did not succeed and this furry Grim Reaper shot through a crack in the floor. I laid down, covered my entire body in DEET-excessive bug spray and popped 10mg of valium. If one must sleep in a den teeming with arachnids … well … one should be heavily sedated.
Into the jungle, team! Let's go!
Into the jungle, team! Let’s go!
Koh-Ta-Kiev-island-Cambodia-Sihanoukville-Naked-Beach-The-Last-Point-Jenny-Adams-Buddha-Drinks-Fanta-03257
I awoke at the crack of sweaty, light-saber-level dawn, happy to be alive after my spider encounter. We had an excellent breakfast (they’ve got freshly baked bread here!) and then tromped through the jungle to island’s interior. There you will find the Syn Absinthe Distillery. It is owned and operated by a Portland ex-pat named Johann, who sadly wasn’t around during my visit.
The brick, homemade still is flanked by thatched walls, and it rises up through the center of a platform tree house. This place is way more dangerous during the 10-day distilling cycle than the vipers could ever be. If this puppy blows, it’s going to be a fiery, anise-scented hell storm.
Where we are sitting is the actual tree house, above the still you see in that previous picture
Where we are sitting is the actual tree house, above the still you see here
Koh-Ta-Kiev-Syn-Absinthe-distillery-treehouse-Cambodia-getting-there-red-green-sugar-spoons-distilling-Buddha-Drinks-Fanta-03391
“It gets quite toasty up here when we are distilling,” Kara chirped merrily, before turning to pour out glasses of over-proof, green liquid for 3 Slovakians who’d climbed the ladder to join us.
Kara is from Ohio and somehow now works here for free. In exchange, she gets to drink absinthe all day and sleeps in the tree with four other employees.
ALERT: Kara is clearly winning this game of Real Life Treasure Island.
As for Syn Absinthe, you’ll have to head to this island or the neighboring ones or Sihanoukville if you want to try some. They only sell it bars in this region for now, and as Kara informed me, Johann moved his distilling practice here from Portland because there are no limits on the amount of Wormwood you can use in Cambodia.
Koh-Ta-Kiev-Syn-Absinthe-distillery-treehouse-Cambodia-getting-there-hammocks-beach-accommodations-Buddha-Drinks-Fanta-03376
Well … there are a lot of unlimited things that aren’t better in life (Hello, Olive Garden’s Endless Salad & Breadsticks), and that proves true here, too. The Green label and Red label were delicious. The Black label? Not so much. It was off balance. And no wonder at 85% a.b.v., with 120PPM of Thujone.
Before we made our way down, Kara called out, “Does anyone have any open cuts or scraps they want doctored?” She was wielding a squirt bottle filled with high-octane absinthe. I displayed my calf and pointed to a cut. The next morning, after three strong spritzes, the cut definitely looked better.
Was it the absinthe? I cannot say for sure. But given that Koh Ta Kiev is such a magical little place (and I’m still riding a natural high of not being eaten by vipers) … I’m gonna go with a “yes.”
Koh-Ta-Kiev-island-Cambodia-Sihanoukville-Naked-Beach-The-Last-Point-Jenny-Adams-Buddha-Drinks-Fanta-03266
Koh-Ta-Kiev-island-Cambodia-Sihanoukville-Naked-Beach-The-Last-Point-Jenny-Adams-Buddha-Drinks-Fanta-03238













Ten103 Tree House

Ten103 Treehouse Bay Koh Ta Kiev Island.

ten103 treehousebay koh takiev island sihanoukvilleTen103 Treehouse Bay Bungalow and Hostel Resort is in vacation in one of the tree houses on the island of Koh Ta Kiev. The Resort is right on Cambodia’s southern coast, each with a view of the sea and the jungle at its back.
swim and snorkel in cambodiaWild Jungle, calm waters and sandy beaches can be found there.
For vacationers who want a bit more comfortable there on the beach several large and small bungalows. The rooms are furnished with a bed, mattress and mosquito net.
good food and drink at the ten 103 resortIn the low season a bed costs only $ 20 for an unlimited stay in Ten 103 Treehouse Bay Hostel. The price includes a free boat ticket!
Are you with a group of friends on the go, or want to meet new people? Each of the dormitories has space for ten people. Each bed is equipped with a comfortable mattress, pillows and a mosquito net.
spend the night in the jungleWould you on Koh Ta Kiev island, off the coast of Sihanoukville, stay in the wild in the jungle?
The resort offers you the chance! Travelers with a private hammock find a place there. Who does not have this hammock can be attached a hammock with mosquito net rent.
relax in holidayEnjoy the breathtaking sunsets at the bar, along with food and drinks, carefully prepared by the chef.

Eating and drinking in the Ten103 Tree House Bungalow Bay Resort and Hostel Restaurant on Koh Ta Kiev.

Eating in Ten103 is more than just food, it’s an experience. The finely prepared Mediterranean-inspired dishes made with fresh, local ingredients prepared by a chef with years of experience in top Italian restaurants.
cheese salami baguetteTravelers are stayed on Koh Ta Kiev island of the opinion that the food alone is reason enough to visit the Ten103.
Where else can you find a reasonably priced gourmet cuisine by candlelight under a blanket of stars on an exotic tropical island?
The wood stove produces fresh bread every day. Every day comes from the smokehouse meat with incomparable tenderness and flavor.
In Ten103 Treehouse Bay varied dinner offer from day to day.
There is always something delicious and tempting.
The tapas plates offer the best cured meats and cheeses for a perfect afternoon snack or as an appetizer.
The chef can also indulge in guests with vegetarian or vegan diet.
kohtakievisland-sihanoukville-hotelsArriving by boat to Ten103 Treehouse Bay Bungalow Hostel and Resort on Koh Ta Kiev.
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