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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Direct addition (1,2) or conjugate addition (1,4)? [closed]

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
28 views

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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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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30 views

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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25 views

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
80 views

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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1answer
45 views

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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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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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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42 views

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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772 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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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 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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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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1answer
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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45 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 ...
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3answers
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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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1answer
46 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
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
58 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 ...
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1answer
52 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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114 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
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
292 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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2answers
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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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
28 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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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
115 views

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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1answer
293 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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1answer
103 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.
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1answer
229 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 ...
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1answer
75 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 ...
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2answers
1k 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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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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68 views

What exactly is an 'activated' alcohol? Benzylic vs. Allylic vs. Aliphatic

I'm currently writing a report about the oxidations of various alcohols using different catalytic systems. In all papers it is stated that benzylic and allylic alcohols are "activated", while ...
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51 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
158 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 ...
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1answer
202 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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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
169 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 ...
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2answers
218 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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98 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
33 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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351 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 ...
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1answer
143 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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