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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Why HCl is used in Lucas test?

In Lucas test $\ce{HCl}$ is used for acid-base reaction between $\ce{Zn(OH)Cl}$ to give $\ce{ZnCl2}$ and $\ce{H2O}$ which is kind of good because $\ce{ZnCl2}$ is formed again and used in first step ...
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Direct addition (1,2) or conjugate addition (1,4)?

Problem: Reaction of alpha - beta unsaturated carboxylic acid derivatives with alcohol. I came to know that acid chloride gives direct addition Whereas amides,esters give conjugate addition However I ...
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1answer
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What does the alcohol functional group (specifically oxygen) have to do that causes an alcohol to have a lower energy content than an alkane? [closed]

My textbook said that the carbon is "partially oxidised" (don't really know what that means) and I just wanted to confirm.
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Oxidation of diols to dialdehydes

How could 1,4-butanediol be converted to 1,4-butandial (succinic aldehyde)? I thought of simple oxidation with $\ce{CuO}$ but apparently it yields gamma-butyrolactone according to erowid and this ...
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4answers
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Testing isopropyl alcohol purity

I'm curious how to test purity of isopropyl alcohol? I simply got very curious today. I bought rubbing alcohol and it doesn't say what's the purity anywhere. It could be 70%, but it could also be 90%, ...
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3answers
18k views

Can 99% isopropyl alcohol be stored in a clear container?

I'm planning to get hold of some 99% isopropyl alcohol (aka rubbing alcohol) for the purpose of cleaning electronics, and am going to transfer it from the plastic bottle it comes in to a smaller, ...
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1answer
361 views

Why is ethanol distilled off before adding water in the first step of a malonic synthesis?

I am doing a malonic synthesis shown below, and I wonder why I should distill ethanol off before adding water in the first step of the reaction (First I add absolute ethanol and solid sodium).
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How to test for methanol?

I wanted to make some ethanol from baker's yeast and I used sucrose. I've made it and put it in a glass jar. I left it on a warm place (near the radiator) until the yeast died and after they died I ...
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Reaction of multiple diols with sulphuric acid [closed]

Find the total number of possible products I can think of atleast three reactions that will take place in the acidic medium: Pinacol-Pinacolone rearrangement Intermolecular dehydration (leading to ...
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1answer
66 views

Why does H+ attack alkene first in this reaction?

The reaction is: Why is the double bond attacked here even though it is in conjugation with the lone pairs of O thereby making it harder to extract. Also,don't the 2 lone pairs on OH have more ...
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Will oxalic acid react with ethanol?

Will oxalic acid, in a saturated solution in ethanol, be able to undergo an esterification reaction with the ethanol? This is assuming no acidifying agents (or anything else, for that matter) are ...
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1answer
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How to Determine Acid Strength?

The correct answer is E But I do not understand why? Shouldn't (v) have the lowest $\mathrm{p}K_\mathrm{a}$ since it does not have a carboxyl group making it a strong acid? How do we determine the ...
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Why isn't PBr3 used to halogenate tertiary alcohols?

I've been looking into activation of alcohols for nucleophilic substitution, and I've come across a series of reactions that differentiate between primary, secondary and tertiary alcohols. I've seen ...
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Grignard alkoxide intermediate as starting material for ether or ester synthesis

I'm having a Grignard reaction between a ketone or aldehyde with RMgX in mind. The average workup uses water to hydrolize the intermediate alkoxide. But could this intermediate be used without ...
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1answer
59 views

Conversion of methylcyclopentanol to cyclopentanone

How to convert methylcyclopentanol to cyclopentanone? I tried eliminating the alcohol group as $\ce{H2O},$ but that gives Saytzeff product. If only I can get the Hofmann product (methylene ...
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1answer
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Comparing between cleavage of ethers

We have to find out which ether would undergo cleavage faster. My Attempt IV. I couldn't figure out, so i carried out simple SN1 cleavage. Since +M effect of OH > OCH3 1st reactant seemed right ...
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3answers
226 views

Reaction involving opening of epoxides

The following question was asked in an exam today: I chose the option (a), but the correct answer given was (b). Following is the explanation why I chose (b): Step 1 (Reaction with $\ce{PBr_3}$): $\...
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1answer
248 views

Why does the reaction of the primary alcohol cyclopentylmethanol with hydrogen bromide follow SN1 mechanism?

Example 2: Identify all the products formed in the following reaction and indicate the major product. Solution: Three products will be formed in the given reaction as shown below: In this reaction ...
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2answers
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Denatured Ethyl Alcohol Purification

I have denatured ethyl alcohol which was obtained this formula; In 100 L ethyl alcohol there is 0.8 gr denatonium benzoate and 78 gr tert-Butyl alcohol. Is there any way to obtain absolute ethyl ...
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1answer
70 views

2-Methylpropan-2-ol and Iodoform test

Can 2-methylpropan-2-ol be converted into methyl ketone the action of $\ce{I2}$ in the presence of alkali base and thus give iodoform test? Answer given to this question is that it can't give ...
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Why can't I dry/concentrate ethanol using calcium chloride … or can I?

My (very unreliable) school textbook tells me: Lower alcohols form a solid derivative with certain metal salts. and, It is for this reason that ethanol cannot be dried/concentrated using ...
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20 views

Under what conditions can epoxide undergo oxidation by HIO4

Question Doubt Can epoxide react with HIO4. I have seen that in same cases they do. But in this given question they don't. If they do react , then how and what will be the products?Please help
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Problem detection in reaction procedure

We all know that oxidation of secondary alcohols leads to ketones. So, with that logic, in order to form acetone $CH_3-CO-CH_3$ through oxidation, we need a secondary alcohol like isopropyl alcohol. ...
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1answer
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Benzylation and acetylation of amines and alcohols

Question Attempt Since the nitrogen site is more nucleophilic it should react first. But still Oxygen can react and hence I believe A should be right. But the book says C. Where did I go wrong? ...
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Rubbing alcohol gets warm after diluting with water

I've just diluted a 95% rubbing alcohol bottle with water to bring it down to 70%. However, the bottle got noticeably warmer after I did so. I've searched online and I couldn't find any exothermic ...
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170 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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1answer
762 views

What type of plastic (PET, HDPE etc.) is appropriate to store alcohol based hand sanitizer? [closed]

I’ve been tasked with distributing hand sanitizer to public safety staff from a bulk supply in gallon jugs. I need a portable squeeze bottle, but I’m having trouble determining what type of plastic (...
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Is there an exothermic reaction when washing hands with water and hand sanitiser?

I accidentally washed my hands with water (cold/lukewarm) and hand sanitiser alcohol (room temperature) instead of soap. I felt like my hands have gotten warmer when I applied it. Only using alcohol ...
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2answers
116 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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Is there a point at which Ethanol (E10) fuel becomes harmful to gas tanks or engines if not used?

This is not the typical chemistry question on this website, but I think it's an important practical question. When I got a gas string trimmer, the woman who worked at the gardening shop told me that ...
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1answer
49 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 ...
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0answers
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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 ...
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1answer
9k views

Isopropyl Alcohol leaves a white haze on plastic, is there anything I can use to clean it off?

Recently I wanted to clean up some lubricant on some keyboard switches. On some forums, an Isopropyl alcohol bath was recommended so I decided to give that a try and went to purchase some 91% ...
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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 ...
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Is there a way to turn alcohol into a solid gel?

I'm wondering if there is a way to turn alcohol or another bacteria killing substance into a solid gel form, sort of like the gel you can use to clean a keyboard. Source: Aliexpress.com Computer ...
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1answer
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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
50 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
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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 ...
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1answer
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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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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
28 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 ...
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2answers
290 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 ...
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234 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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1answer
94 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 (...
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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 ...
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1answer
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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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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 ...
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1answer
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Which has a greater dipole moment: methylamine or methanol? [closed]

Which has a greater dipole moment: methylamine $(\ce{CH3NH2})$ or methanol $(\ce{CH3OH})?$
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25k views

Why does alcohol crack acrylic (plexiglass)?

I have seen videos and discussions about alcohol cracking acrylic, and waterblock manufacturers reminding users to not use alcohol in cooling systems with plexiglass acrylic, but why is this so? The ...
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1answer
292 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 ...

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