#methylcyclohexanol

[oh-dear-so-queer]

Again, 2-methylcyclohexanol has two stereocentres and exists as 2² = 4 stereoisomers, with the cis isomer as one pair of enantiomers and the trans isomer as a second pair:

"Chemistry" 2e - Blackman, A., Bottle, S., Schmid, S., Mocerino, M., Wille, U.

[rye-in-a-coat]

The bottle of conditioner that I was using ran out but there was another in the shower. It was a herbal conditioner with green tea and mint in it so it smelled like that when I put it on. But when I washed it off, dear my. I could feel the menthol in every single hair of mine, menthol dripping through my face, across my pores, it was like being combusted by a minty refreshing little hell. It was weird the feeling of such against the hot water. Everything smelled like ointment.

"You gotta try it." I told my sister as I narrated my experience, but no, she went to pick up the other conditioner bottle we still have in another part of our house.

Is menthol an alcohol cuz of that suffix at the end? Oh yeah, it is! It's 2-Isopropyl-5-methylcyclohexanol.

[bqstqnbruin]

2 with beau? ❤️

Happy almost end of blurb weekend!

Tagging: @besthockeyfics @glassdanse @calgarycanuck @stlbluesbrat21 @dembenchboys @nhlboyshavemyhart88 @stars-canucks @gotpucks @beauvibaby

2.“I won’t let you do this alone.”

Warning: contains science

Word Count: 557

____________________________

You let out a groan so loud it was practically a scream. Nothing was more frustrating to you than studying for an exam, something that you told yourself you would never do again once you graduated college. Yet, there you were, sitting at the kitchen table, flashcards, blank pieces of computer paper, three open textbooks, and upwards of 100 colored pens scattered around you and your computer, studying for an exam.

“I like those groans better when they come from the bedroom,” Anthony says, poking his head into the kitchen. “They’re more fun when you make them because you’re happy.”

He comes up behind you, rubbing your shoulders in an attempt to relax you. “Why the fuck did I think it was a good idea to get a master’s degree?”

“Because you'll have more knowledge and make more money.”

“Ok, but why the fuck did I think it was a good idea to get one in chemistry of all subjects? Who likes chemistry?”

“You do. You have piles of notes next to our bed and you read them for fun before we go to sleep each night.”

“Fuck, I do, don’t I,” you groan, putting your head down on the table. “This is the worst idea I’ve ever had.”

“Hey, you’re going to be fine,” your boyfriend says, sitting down next to you and grabbing a stack of your flashcards. “I’m sure you know more than you think. I’ll quiz you.”

“Are you even going to know if I’m right?”

“If you made the flashcards right, then I’m sure I can figure it out,” he says, tapping them on the table to get them all even, flipping through the first few of them. “I’m not going to let you do this alone.”

“Fine,” you say begrudgingly, not sure this was even going to work.

“Alright, what are the two ways to prepare an alcohol from 1-methyl-1-cyclohexene?” he starts, struggling through the name of the compound. “This isn’t English.”

“You’re right, it’s organic chemistry. It’s a whole other language.”

“Well, what are they, though?”

You groan, knowing that he was going to have no idea what you were about to tell him. “The first is hydroboration, which is oxidation, and it’s syn-addition, and follows an anti-Markovnikov hydration. So the BH3 attacks the cyclohexene, and one hydrogen adds on to the same carbon that has the methyl group attached to it, while the BH2 attacks to the other carbon involved in the double bond, trans to the methyl, forming the intermediate. Then hydrogen peroxide attacks and the hydroxide replaces the boron group and yields trans-2-methylcyclohexanol,” you rant, Anthony nodding along as you explain to him the second one.

“Yes, fuck, babe, you got it perfectly!” Anthony yells, getting up to kiss you. “How about, every question you get right, you get a reward from me?”

“I like incentives, but it depends on what they are,” you tell him, giving him another kiss before he sits back down.

“Every question you get right, is one night where you have complete control in the bedroom. Anything you want, I will do, no questions asked,” he offers, taking one of the unused sheets of printer paper to keep tally.

“I like the sound of that,” you tell him. “What if I get it wrong?”

“I have control.”

“Deal. Ask me another question.”

[pius2017]

Cyclohexane For the following molecule: 3-bromo-5-methylcyclohexanol 1. Draw the ring structure. 2. Determine if it is an R- or a 5- structure

Cyclohexane For the following molecule: 3-bromo-5-methylcyclohexanol 1. Draw the ring structure. 2. Determine if it is an R- or a 5- structure

Orgnie Chemistry 23/ TR 2-320 Organic Chemistry Nomenclature Test Part 1: Name the following molecules: 3-methyi-1-propylnerane 1-propyl-cye lopropy oplopentane 2,5-dimethyl-3 propylhex-2-ene 1. 2. 3. 4-e thy-4propyl- 77-dichl oro-333- 4. ime thulhept-3-une 5. 6. Part6: Cyclohexane For the following molecule: 3-bromo-5-methylcyclohexanol 1. Draw the ring structure. 2. Determine if it is an R- or…

[221b-carefulwhatyouwishfor]

Sherlock December Ficlets: Peppermint

John gazed at Sherlock across the restaurant table, glad to see him wolfing down forkfuls of pasta. It was rare that he ate so heartily, but they had just spent the day running around the city for a case.

As Sherlock paid the bill, John grabbed two peppermint candies from a bowl placed near the door. John handed one to Sherlock and they unwrapped the cellophane, popping the red and white mints into their mouths.

They stepped outside into the brisk evening, the street bustling with shoppers, trees wrapped in sparkling lights, and store windows filled with colorful holiday displays.

John sucked on the candy, idly noticing how cool his breath felt when he inhaled. He tried it again, breathing in deeper, the sudden peppery burn tickling his nose, almost making him sneeze.

Sherlock noticed, sliding his eyes over to John. “That would be the 2-isopropyl-5-methylcyclohexanol.”

John dabbed at his nose, confused. “What?”

“The proper name for menthol, a compound found in peppermint oil.”

“What about it?”

“Fascinating chemical.” Sherlock strolled with his hands in his pockets, rolling the round candy in his mouth.

John resigned himself to a lecture.

“In very simple terms, there are sensory receptors in our mouths that respond to menthol – but interestingly, these same receptors also respond to low temperatures,” Sherlock explained. “The receptors can’t distinguish between true cold and menthol; they simply signal ‘cold,’ thus making mint feel cold.”

“Hmm,” John pondered this fact as they turned onto a less populated street.

“In fact,” Sherlock continued, warming to his subject, “the receptor of interest, a protein called TRPM8 – which stands for transient receptor potential cation channel, subfamily M, member 8 – is an ion channel which, when open, allows sodium ions and calcium ions to enter –”

“Sherlock–” John interrupted, “come here.”

John wanted Sherlock to stop talking, and he also wanted to kiss him, finding his scientific enthusiasm endearing. He pulled Sherlock into a darkened doorway, the kind of alcove perfect for dashing out of the rain, having a quick smoke, or conducting experimental kisses to determine exactly how menthol affects the quality of semi-public snogging.

He grasped the lapels of Sherlock’s coat, pushing him up against the wall, capturing his mouth. Sugar, mint, sweet lips, cool breath, warm skin, tingly tongues.

“Mmm, quite nice,” John determined, finally easing back. “What sensory receptors are activated now?”

Sherlock smiled, cupping John’s face and gently biting his lower lip. “Primal ones.”

More ficlets on AO3

[sciencetynan]

Had my first day back at my part time lab safety assistant job.

Helped out a 2nd year Organic Chemistry lab tonight. There were actually at least 3 spills tonight (yikes), but no one was injured. Just some spilled water, solvent and broken glass.

The experiment was on the Dehydration of 2-methylcyclohexanol using Phosphoric acid as a catalyst and source of H+ ions. The H on the H3PO4 attaches to the OH group, eventually forming a water molecule as it detaches from the molecule. 

Here’s a simple diagram on what’s going on:

The spills tonight were spontaneous (tubing ripped, elastic bands got detached from glassware, etc) so unfortunately I couldn't prevent them from happening, but I did help clean them up, and did take other precautions to prevent further spills. Also a few people asked me for help, which was cool.

I’ll help out labs tomorrow and Wednesday as well, and then I’ll do some lab clean up on Fridays.

[reliablepapers]

REACTION PROCEDURE

REACTION PROCEDURE 5.0 ml of 2-methylcyclohexanol was placed in a 50 ml round bottom flask. Phosphoric acid (85%, 5 ml) was added cautiously, and the mixture swirled. Boiling stones were added to prevent bumping during heating. The mixture was heated to reflux temperature and refluxed for 15 minutes. The products were collected between 85-90 ˚C, in a small round bottom flask, cooled in ice water.…

[carlosalbertoteixeira]

TEST 5 - Please disregard. (Forwarding an existing G+ post, with text of mine) This reaction can be traced back to Debus’s transformation of hydrocyanic acid into methylamine over platinum in 1863, De Wilde’s hydrogenation of acetylene into ethylene and ethane in 1874,1 and Mond’s extensive work from 1890 to 1895.2 However, it was in 1899 that Sabatier and Senderens established nickel-based hydrogenation3 and converted the unsaturated organic molecules (e.g., ketones, aldehydes, alkenes and aromatics) into corresponding saturated compounds (i.e., alcohols, hydrocarbons) by passing the vapor of organic molecules and hydrogen over hot, finely divided nickel. This nickel-based vapor phase hydrogenation became one of the most practically useful reactions and won Sabatier the Nobel Prize in 1912.1 It is generally known as the Sabatier-Senderens reduction.4 This reaction is different from reductions using nascent hydrogen as the reducing agent, such as amalgam of sodium in alcohol (alkaline condition) and or zinc or tin with hydrochloric acid (acidic medium). In this reaction, the purity of nickel and reaction temperature are found to be critical for successful hydrogenation.1 For example, trace amounts of sulfur, bromine, or iodine will deactivate the nickel catalyst; in addition, it has been found that each hydrogenation process takes place only within a well-defined temperature range,1 as evidenced by the hydrogenation of benzene to cyclohexane at temperatures ranging from 70◦ to 190◦C, with an optimal temperature between 170◦ and 190◦C, and the further reduction of benzene to methane accompanied by the deposited carbon on nickel at temperatures > 300◦C.5 Under the correct hydrogenation conditions, Sabatier et al. successfully converted oleic acid into stearic acid, acetone to isopropanol, carbon monoxide into methane or a gaseous mixture rich in methane, phenol and p-cresol into cyclohexanol and p-methylcyclohexanol, benzene to cyclohexane, and naphthalene to tetralin, etc. (END) - How Do You Make Decisions, Exactly? The subtext of that question is "why is it so hard to make the right decision?". There is an answer to it. Dive in: https://goo.gl/gvCvSS. -- Carlos Alberto Teixeira (https://goo.gl/Kmpo9G) via David Amerland (https://goo.gl/GH9cwS)

[oh-dear-so-queer]

Similarly, 3-methylcyclohexanol contains two stereocentres and exists as 2² = 4 stereoisomers, with the cis isomer as one pair of enantiomers and the trans isomer as a second pair:

"Chemistry" 2e - Blackman, A., Bottle, S., Schmid, S., Mocerino, M., Wille, U.

[oh-dear-so-queer]

Firstly, 4-methylcyclohexanol can exist as two stereoisomers – a pair of cis-trans isomers. Both the cis and trans isomers are meso compounds and are achiral.

"Chemistry" 2e - Blackman, A., Bottle, S., Schmid, S., Mocerino, M., Wille, U.

[carlosalbertoteixeira]

TEST 3 - Please disregard. (Link and text) This reaction can be traced back to Debus’s transformation of hydrocyanic acid into methylamine over platinum in 1863, De Wilde’s hydrogenation of acetylene into ethylene and ethane in 1874,1 and Mond’s extensive work from 1890 to 1895.2 However, it was in 1899 that Sabatier and Senderens established nickel-based hydrogenation3 and converted the unsaturated organic molecules (e.g., ketones, aldehydes, alkenes and aromatics) into corresponding saturated compounds (i.e., alcohols, hydrocarbons) by passing the vapor of organic molecules and hydrogen over hot, finely divided nickel. This nickel-based vapor phase hydrogenation became one of the most practically useful reactions and won Sabatier the Nobel Prize in 1912.1 It is generally known as the Sabatier-Senderens reduction.4 This reaction is different from reductions using nascent hydrogen as the reducing agent, such as amalgam of sodium in alcohol (alkaline condition) and or zinc or tin with hydrochloric acid (acidic medium). In this reaction, the purity of nickel and reaction temperature are found to be critical for successful hydrogenation.1 For example, trace amounts of sulfur, bromine, or iodine will deactivate the nickel catalyst; in addition, it has been found that each hydrogenation process takes place only within a well-defined temperature range,1 as evidenced by the hydrogenation of benzene to cyclohexane at temperatures ranging from 70◦ to 190◦C, with an optimal temperature between 170◦ and 190◦C, and the further reduction of benzene to methane accompanied by the deposited carbon on nickel at temperatures > 300◦C.5 Under the correct hydrogenation conditions, Sabatier et al. successfully converted oleic acid into stearic acid, acetone to isopropanol, carbon monoxide into methane or a gaseous mixture rich in methane, phenol and p-cresol into cyclohexanol and p-methylcyclohexanol, benzene to cyclohexane, and naphthalene to tetralin, etc. http://www.latimes.com/local/lanow/la-me-ln-bruce-paddock-20171025-htmlstory.html

[carlosalbertoteixeira]

TEST 02 - Please disregard. (7 Photos) This reaction can be traced back to Debus’s transformation of hydrocyanic acid into methylamine over platinum in 1863, De Wilde’s hydrogenation of acetylene into ethylene and ethane in 1874,1 and Mond’s extensive work from 1890 to 1895.2 However, it was in 1899 that Sabatier and Senderens established nickel-based hydrogenation3 and converted the unsaturated organic molecules (e.g., ketones, aldehydes, alkenes and aromatics) into corresponding saturated compounds (i.e., alcohols, hydrocarbons) by passing the vapor of organic molecules and hydrogen over hot, finely divided nickel. This nickel-based vapor phase hydrogenation became one of the most practically useful reactions and won Sabatier the Nobel Prize in 1912.1 It is generally known as the Sabatier-Senderens reduction.4 This reaction is different from reductions using nascent hydrogen as the reducing agent, such as amalgam of sodium in alcohol (alkaline condition) and or zinc or tin with hydrochloric acid (acidic medium). In this reaction, the purity of nickel and reaction temperature are found to be critical for successful hydrogenation.1 For example, trace amounts of sulfur, bromine, or iodine will deactivate the nickel catalyst; in addition, it has been found that each hydrogenation process takes place only within a well-defined temperature range,1 as evidenced by the hydrogenation of benzene to cyclohexane at temperatures ranging from 70◦ to 190◦C, with an optimal temperature between 170◦ and 190◦C, and the further reduction of benzene to methane accompanied by the deposited carbon on nickel at temperatures > 300◦C.5 Under the correct hydrogenation conditions, Sabatier et al. successfully converted oleic acid into stearic acid, acetone to isopropanol, carbon monoxide into methane or a gaseous mixture rich in methane, phenol and p-cresol into cyclohexanol and p-methylcyclohexanol, benzene to cyclohexane, and naphthalene to tetralin, etc. (END)

[carlosalbertoteixeira]

TEST 01 - Please disregard. (1 Photo) This reaction can be traced back to Debus’s transformation of hydrocyanic acid into methylamine over platinum in 1863, De Wilde’s hydrogenation of acetylene into ethylene and ethane in 1874,1 and Mond’s extensive work from 1890 to 1895.2 However, it was in 1899 that Sabatier and Senderens established nickel-based hydrogenation3 and converted the unsaturated organic molecules (e.g., ketones, aldehydes, alkenes and aromatics) into corresponding saturated compounds (i.e., alcohols, hydrocarbons) by passing the vapor of organic molecules and hydrogen over hot, finely divided nickel. This nickel-based vapor phase hydrogenation became one of the most practically useful reactions and won Sabatier the Nobel Prize in 1912.1 It is generally known as the Sabatier-Senderens reduction.4 This reaction is different from reductions using nascent hydrogen as the reducing agent, such as amalgam of sodium in alcohol (alkaline condition) and or zinc or tin with hydrochloric acid (acidic medium). In this reaction, the purity of nickel and reaction temperature are found to be critical for successful hydrogenation.1 For example, trace amounts of sulfur, bromine, or iodine will deactivate the nickel catalyst; in addition, it has been found that each hydrogenation process takes place only within a well-defined temperature range,1 as evidenced by the hydrogenation of benzene to cyclohexane at temperatures ranging from 70◦ to 190◦C, with an optimal temperature between 170◦ and 190◦C, and the further reduction of benzene to methane accompanied by the deposited carbon on nickel at temperatures > 300◦C.5 Under the correct hydrogenation conditions, Sabatier et al. successfully converted oleic acid into stearic acid, acetone to isopropanol, carbon monoxide into methane or a gaseous mixture rich in methane, phenol and p-cresol into cyclohexanol and p-methylcyclohexanol, benzene to cyclohexane, and naphthalene to tetralin, etc. (END)