Questions tagged [alcohols]

For questions about saturated and unsaturated alcohols, their physical properties, their reactions, etc. For questions about phenol, use the [phenols] tag instead.

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2
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2answers
949 views

How many hydrogen bonds can methanol make?

I believe that it can form 2 hydrogen bonds, one with oxygen and the other with hydrogen but a classmate said that oxygen can form 2 hydrogen bonds? Is this true? I can't find anything on google to ...
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1answer
75 views

Disubstituted cyclic alcohols - looking for IUPAC rule

Given a simple cyclic alcohol: We can name it cyclopentanol and using cyclopentan-1-ol wouldn't be correct. When more than one ...
9
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1answer
1k views

Why does a proton prefer to attack a double bond instead of protonating an alcohol in a reaction of unsaturated alcohol with sulphuric acid?

A solved problem in Organic Chemistry by Solomons, Fryhle and Snyder asked to write the mechanism for the following transformation in the presence of sulphuric acid ($\ce{H2SO4}$): The mechanism ...
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0answers
63 views

Adding an essential oil to WHO Handrub Formulation [closed]

I'm not a chemist, so I prefer to ask this question to some people, who definitely have knowledge in that area. WHO Handrub Formulation is available here. Ingridients: Ethanol 96%, Hydrogen peroxide ...
3
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1answer
659 views

Reactivity of different alcohols with NaNH2 and CH3I

Identify the final product (B) in the following reaction: I'm not sure how $\ce{NaNH2}$ and $\ce{CH3I}$ will react with the different types of alcohol present here. According to my solution,ether was ...
15
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3answers
8k views

When I burn isopropyl alcohol (IPA), it burns orange. But when I burn ethyl alcohol, it burns totally blue. Why is this?

I burned them in a small aluminium tray. While IPA is burning orange, it produced the smell of soot, but while ethanol is burning blue there isn't any smell. Also, ethanol made the tray really cold ...
0
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1answer
85 views

Cause of m/z = 56 peak in 4-methyl-1-pentanol

This is the mass spectrum for 4-methylpentan-1-ol: From its structural formula, what could be the fragmentation which results in a peak at $m/z = 56?$ I was considering a few possibilities; could it ...
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1answer
78 views

What is the true caloric impact of Alcohol?

I've only had 1 year of basic Chemistry at school, so I am waay too uneducated to answer this question myself: What is the true caloric impact of ingested alcohol (ethanol) in the human body? Here ...
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1answer
66 views

Disinfectant production [closed]

One of my friends says that he made a disinfectant. These are the materials: 83% methanol isopropyl alcohol propylene glycol and the others are: citral, geraniol, linalool, dlimonene, l alpha ...
2
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1answer
199 views

Which mechanism should a reaction between the cyclopentylmethanol and the HBr should follow?

I just thought that the reaction should follow $\mathrm{S_{N}2}$ mechanism this is because the alkyl halide is primary but the book says that the reaction will follow $\mathrm{S_{N}1}$ mechanism ...
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0answers
411 views

Solubility of alcohols in non-polar solvents

The solubility of an alcohol in a non-polar solvent (like hexane) increases with size of the alcohol, as the non-polar chain increases. However, as the chain keeps increasing, will the solubility ...
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1answer
35 views

Concentrating mixtures of volatile compounds

My interest is primarily food-related here but I think this is a fairly general chemistry question. Let's say I took some liquid like lemon juice and ran it though a rotary evaporator to get just the ...
0
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2answers
2k views

How (in)flammable is “isopropyl alcohol” really? [closed]

I have an electric device which frequently gets very oily (it's a vaporizer for herbs). It came with a few individually packaged small "tissues" drenched in "isopropyl alcohol". I've used up them all ...
7
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2answers
801 views

False positive in lucas test for primary alcohol due to formation of tertiary carbocation by rearrangement?

From Wikipedia: The Lucas test in alcohols is a test to differentiate between primary, secondary, and tertiary alcohols. It is based on the differences in reactivity of the three classes of alcohols ...
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0answers
25 views

Is dialkyldimethylammonium chloride suitable for sterilization in mycology? [closed]

In hobby-mycology 70% rubbing alcohol is commonly used for sterilizing work surfaces, bags, syringes, still air boxes, basically everything. Alcohol however, seems to have some downsides, when it ...
1
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1answer
72 views

Measure ethanol volume fraction in a beverage [closed]

Given a sample of an alcoholic beverage (be it beer, wine, etc..), what are possible methods to find out the ABV (alcohol by volume) of it with moderate accuracy? As fas as I know, some methods exist ...
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0answers
52 views

Transposition in vicinal diols dehydration

In this reaction, I don't know how I could place a methyl in the benzyl carbon. My first idea was to treat the compound with OsO4/H2O2 to form the vicinal diol, and then dehydrate in acidic medium and ...
-1
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1answer
439 views

Which has a greater dipole moment: methylamine or methanol? [closed]

Which has a greater dipole moment: methylamine $(\ce{CH3NH2})$ or methanol $(\ce{CH3OH})?$
3
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1answer
2k views

Mass Spectra: 1-pentanol vs 3-pentanol

In mass spectrometry, 1-pentanol can be observed to have no peak at $m/z = 59$, whilst 3-pentanol can be observed to have a peak at $m/z = 59$. Clearly the 3-pentanol peak at $m/z = 59$ is due to the ...
-1
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1answer
366 views

Mechanism of the reaction of cyclohexanol and concentrated nitric acid to form adipic acid [closed]

If someone could please give me the hint to how the initial attack is carried out, it'd be a huge help.
3
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1answer
584 views

Is Pinacol rearrangement the source for the ring expansion?

I have no idea what's happening as in the product (the answer is (a)) there is a new ring being formed on the left benzene. But as I studied after $\ce{H2O}$ leaves, a carbocation is then formed on ...
4
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1answer
136 views

Reduction of an Allylic Enoate to afford allylic alcohol in presence of Benzyl Acetal Groups

I have a question that requires finding a reagent for the reduction of an enoate to the corresponding allylic alcohol. Preferably done in one step too with an acid workup at the end too. What types ...
6
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2answers
3k views

Taking volume contraction into account when mixing water with ethanol

To calculate the amount of purified water and the amount of ethanol (96% Vol.) which is needed for a desired/variable amount of a mixture - given a desired/variable percentage of ethanol - I use the ...
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0answers
28 views

Does myristyl glucoside contain alcohol? [closed]

I read that "myristyl glucoside is a product obtained by the condensation of myristyl alcohol with aglucose polymer." Does that mean that alcohol is part of the final product/myristyl glucoside itself?...
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0answers
99 views

Rate determining step in oxidation of alcohols using chromium-related compounds

I wanted to ask a question about the kinetics of an oxidation reaction using chromium reagents. I was given a lecture today on the mechanism of alcohol oxidations using Chromate (VI) reagents: My ...
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1answer
504 views

What does ethylene glycol decompose to when exposed to air for an extended period of time?

I came across this article on wikipedia on ethylene glycol stating that it decomposes fairly quickly. I was under the impression that ethylene glycol was dangerous to let leach into soil, but I think ...
1
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1answer
643 views

What should be the name of the given compound?

Following compound is named as (1) 6-Mercaptocyclohex-4-ene-1,3-diol (2) 1-Mercaptocyclohex-2-ene-4,6-diol (3) 1-Mercaptocyclohex-5-ene-2,4-diol (4) 4-Mercaptocyclohex-2-ene-1,5-diol As per my ...
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0answers
163 views

Is the reaction of anhydrous aluminium(III) chloride and anhydrous ethanol reversible?

I'm planning an experiment that I'll do in silico in the near future, and one of the steps involves the extraction of the $\ce{AlCl3 · C2H5OH}$ adduct without any water in it. Can the ethanol be ...
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1answer
421 views

Do secondary alcohols react faster than primary alcohols or is it the other around? [closed]

My questions is that do secondary alcohols react faster than primary alcohols or is it the other around? This for the oxidation of the alcohol to a ketone or an aldehyde. This reaction is with KMnO4 ...
2
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2answers
535 views

Alkene reaction with acid via SN1 reaction

I want to ask a question about alkenes and their reactivity with acids. From high school studies, I recall that if you had an acid $\ce{H3O+}$ i.e. $H^+$ that it would react with an alkene as shown ...
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0answers
235 views

Nucleophilic Substitution Reaction of Alcohol

What is the final product? According to me, it's option (3). But given answer in the booklet is (2). Given primary alcohol undergoes SN2 reaction to produce isopentyl bromide and the latter again ...
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1answer
43 views

Ingredients for cleaning optical elements

I have recently purchased a cleaning solution for precision optics which has the following ingredients (amounts were not specified): Ethyl Alcohol Methylethylketon Aqua Diethyl Ether Isopropyl ...
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0answers
1k views

When alcohol is used to sterilize, what about it changes that it can't be re-used? [closed]

I read online that when you use regular household rubbing alcohol to soak something for sterilization purposes, you're then supposed to toss it out. I'm just curious why. Like, as long as there's a ...
1
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1answer
366 views

Which reaction occurs first when 5-hexen-1-ol reacts with sulfuric acid?

I am trying to solve this question: Find the major product of the following reaction: Now we could either do electrophilic addition on the alkene or do dehydration of alcohol. These two different ...
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2answers
4k views

Why doesn't ethanol dissolve in sodium bicarbonate?

Today I experimented with different solvents and solutes and was a bit surprised by one result. When I added ethanol to dilute sodium bicarbonate and tapped the test tube against my palm to mix it, I ...
0
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1answer
545 views

What is an example of an isopropyl alcohol resistant caulk?

What is a caulk (or bonding adhesive) that can be exposed permanently submerged in an isopropyl alcohol (>91%) bath? The idea came from this previous question: Silicone vs Alcohol It seems from one ...
2
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1answer
498 views

Is propanol 1-2 diol 178 the same as propylene glycol?

I clean vinyl records in an ultrasonic vinyl record cleaning machine the manual states it uses propanol 1-2 diol 178 as a surfactant. I think this is the same chemical as propylene glycol. Is it?
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0answers
218 views

Alcohol Nonmeclature - Organic Chemistry

I'm new to organic chemistry and having some trouble naming alcohols. I came across this molecule, I believe it's name is 3-ethyl 2-pentanol, but my online checker system is saying that I am wrong. Am ...
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0answers
60 views

Diketone intramolecular reaction question

I realize that one of the methyl groups on either carbonyl compound will become deprotonated and then it will attack the other carbonyl to form a pentane ring. However, with the methyl group in the ...
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1answer
876 views

Role of hcl gas in organic reactions [closed]

I encountered many questions in the competitive exam field of high school organic chemistry where we add some compounds and treat it in excess alcohol solutions in the presence of dry hcl gas, it is ...
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0answers
54 views

Hemiacetal formation mechanism

The question is asking which reagents can be used to carry out this reaction. I get the L (PCC) is used to turn the primary alcohol into an aldehyde. However, I believe that is not the only reagent ...
3
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0answers
143 views

Ethyl acetate produces red colour on ceric ammonium nitrate test

When I did CAN test on ethyl acetate red colour was seen. I thought water may get added with Ethyl acetate to produce this compound which in turn gave red coloration but carbon should not make three ...
6
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2answers
2k views

Why is the Lucas test not recommended to differentiate higher alcohols?

I read about the Lucas test for alcohols in which a cloudy precipitate is produced with a tertiary or secondary alcohol. However, on a side note it was mentioned that this test is useful only for ...
0
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1answer
317 views

Doubts Regarding Ceric Ammonium Nitrate Test for Alcohols

I read about Ceric Ammonium Nitrate Test for Alcohols and a red colour is produced if the solution has an alcohol functional group however as a side note it was mentioned that this test is only useful ...
0
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1answer
263 views

Neutralize the smell of alcohol in liquid chalk

i'm trying to mix my own liquid chalk, which is a simple mixture of chalk and a high percentage alcohol in a ~2 part chalk 1 part alcohol relation. Unfortunately the smell is rather intensive and I ...
0
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1answer
67 views

Is there an easy way to detect methanol in spirits (which may have been adulterated)?

Is there an easy way to detect methanol in spirits, which, you suspect, may have been adulterated?
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1answer
296 views

Synthesis of phenethyl alcohol from benzene

How can I make phenethyl alcohol $(\ce{C6H5CH2CH2OH})$ from benzene? I have got information that phenethyl alcohol is made from benzene by Friedel-Crafts reaction between benzene and ethylene oxide ...
1
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1answer
316 views

Does 2,2-dimethylpropan-1-ol give a positive Lucas test? [duplicate]

I learnt that the Lucas test involves the formation of a carbocation and it gives a positive test based on the stability of the carbocation formed, and hence primary alcohols do not show turbidity (...
1
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1answer
293 views

Does benzene react with steam to create an alcohol?

Benzene has a molecular formula of $\ce{C6H6},$ right? Surely it has some alkene-like properties because of the double bonds, so can it undergo a hydration reaction to create alcohol?
2
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1answer
335 views

Reaction between 1-methylcyclopentanol and potassium permanganate

In my basic organic chemistry class, I learned that only primary and secondary alcohols undergo oxidation (using $\ce{KMnO4}$). However, what is the outcome of reacting tertiary alcohol (1-...

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