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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Iodoform test for ethanol?
I understand the iodoform test can be used to determine methyl ketones, but why can it also be used to determine secondary alcohols? Does the iodine act as an oxidising agent to oxidise the secondary ...
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Impact of ethanol vapors on surroundings
There’s a popular opinion that ethyl alcohol, when spot-applied to some fabrics or leather, may discolor or damage them.
But what about its vapors? Are these damaging as well?
On occasion, 70% ethanol ...
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Primary Alcohol with KMnO4
I recently came across a article in which when a Primary alcohol when treated with KMnO4 with dil.H2SO4 gives aldehyde.
But during the class, I was taught that this reaction gives carboxylic acid. ...
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How does Benzyl alcohol prevent BADGE (BPA + Epichlorohydrin) + IPD + Hexane-1,6-diamine from reacting?
I believe I understand how epoxy reactions work in general: The NH2 groups in the Hexane-1,6-diamine will react with the C2O triangles in the Bisphenol A diglycidyl ether to form longer polymer chains....
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How to convert a polymer having OH groups to azide groups?
I am using Polypropylene glycol (PPG). I want to convert the OH groups in PPG to N3 (azide group). I tried to follow a reference which can be summarized as the alcohol was treated with PPh3, Iodine, ...
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2
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Intuition of the oxidation of alcohols?
I understand that primary alcohols oxidise to aldehydes and then to carboxylic acids, and secondary alcohols oxidise to ketones, while tertiary alcohols don't oxidise at all. However, I am struggling ...
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Identifying optically active alcohols
The correct option is D only.
I am having a confusion with option B and C. The compound in option B reacts with Grignard to form this
There's only one chiral carbon and thus must be optically active. ...
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Permeability of plastics to alcohol vapour
I was just wondering which plastics have the lowest permeability to alcohol vapour?
I am thinking about purchasing 70% isopropyl wipes for infrequent use around the home and worry that they may dry up ...
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Using ethanol as a solvent of sodium hydroxide?
NaOH dissolves in water thanks to solvation. Is it possible to dissolve it in ethanol, which still has polar O-H bond, allowing analogous solvation?
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How to decide the correct numbering of aminocyclohexenol?
I'm self studying for a university admission exam. So I'm relying fully on online sources to study, but I often get confused because of differing methods. This is one such case:
According to this ...
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What does phosphorodibromidous acid do in solution?
When tribromophosphine is used to activate an OH to enable its substitution, the leaving group is listed by PubChem as "phosphorodibromidous acid" and doesn't seem to really exist from a ...
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Dehydration of isoborneol with carbocation rearrangement
What rearrangement happens when isoborneol (structure below) is heated with acid?
Since acid is used and the hydroxyl group is present, the reaction mechanism is dehydration.
My attempt:
In the ...
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Why is there a [M-1]+ in lieu of a parent signal in the Mass Spectrometry of Primary Alcohol Chains?
I have looked virtually everywhere for an explanation of why alcohols EI GC-MS always have a more prominent M-1 signal over a Parent chain signal--sometimes no parent signal at all.
One site says
http:...
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Reaction of CH3NH2 (Excess) with NaNO2+HCl [duplicate]
I was told by my chemistry instructor that if we react excess CH3NH2 with NaNO2+HCl(source of HNO2), an ester is formed due to further dehydrogenation of methanol formed by HCl.Im having trouble ...
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Is nitroglycerin synthesis within human digestive system from eating soap possible?
Could you make nitroglycerin by eating large quantities of pure glycerine soap? A quick google search told me flatus are 59% nitrogen, but I couldn't find anyone else with my exact question (which ...
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What exactly does 'isomerism' mean?
Today, I was confronted with this question -
Is 2-methylpenten-3-one an isomer of 5-hexen-1-ol?
Some people say yes; while some say otherwise.
I'll put forward the logic on both sides.
The side of ...
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ease of dehydration [closed]
ease of dehydration for the following alcohols is?
I understand the most easiest would be for III, but shouldn't it be easier for I than for II? because II forms an anti aromatic compound?
But the ...
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2
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Ethanol Interactions [closed]
I would like to know if anyone is aware of any substance which, when it interactives with alcohol (ethanol), and is consumed, changes the taste of the alcohol (negatively) and/or induces sickness in ...
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Removing DCC and its by-product from Steglich Esterfication
In my small research, I want to synthesize 3 alkyl gallates (ethyl gallate, butyl gallate, and hexyl gallate), and here's my overall reaction using Steglich esterification):
However, from reading ...
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Can I make an alcohol-based stain from a pigment with an alkaline extraction process?
I'm in a situation where I don't really even know enough to know if what I want makes sense or has the kinds of problems that I think it might have, but here's the situation:
I would like to make a ...
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What is the pKa of choline chloride?
I am looking for the pKa of choline chloride, which should be higher than 7 (around 10?), but I cannot find any reference value.
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What shold be the answer to the given reaction? [closed]
Q.75 The final product A, formed in the following reaction sequence is:
$$\ce{ Ph-CH=CH2 ->[(i) BH3 (ii) H2O2,OH- (iii) HBr][(iv) Mg, ether, then HCHO/H3O+] A }$$
Options
$\ce{Ph-CH2-CH2-CH2-OH}$
$...
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480
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Using Thionyl Chloride with tertiary alcohol
I have a question regarding using $\ce{SOCl2}$ to convert an alcohol into a alkyl halide.
The Klein book mentions that $\ce{SOCl2}$ is only used for primary and secondary alcohol; however, in the ...
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Effect of Steric Hindrance in Pinacol-Pinacolone Rearrangement
In the acid catalysed rearrangement of vicinal diols to carbonyl compounds which is pinacol-pinacole rearrangement,
The migratory order of the groups is H>Aryl>Alkyl
My question is that how aryl ...
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Alcohol preparation process
Currently Studying in high school, I encountered a reaction in organic chemistry. I got a reaction in which alcohol(ethanol) was dehydrated to form unsaturated hydrocarbon(ethene) and water. I wanted ...
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Creation of a Solution of Liquid Latex + Sodium Caseinate with Polyvinyl Alcohol
I am going to be experimenting with creating different types of liquid latex formulations, primarily for the purposes of increasing shear strength and tear resistance, as well as just general ...
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Boiling point of pentanol isomers
Arrange the following alchohols and alkanes in increasing order of boiling point:
3-pentanol, n-pentane, 2,2-dimethylpropanol, n-pentanol
I understand that n-pentane would have the lowest boiling ...
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Can I make orthophosphoric acid from sodium dihydrogen phosphate and an acid which I can use to make ethyl iodide?
For my project I needed to di-substitute benzamide with ethyl group at N position to create DEB as a mosquito repellent. The first part of creating benzamide I was able to do, but the second part of ...
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What is the rate of hydration in the following compounds
I came across a question :
What is the order of rate of hydration in the following compounds:
My attempt to this question was checking the stability of carbocation. As III has a possibility of 3* ...
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What mechanism do reaction of PCl5 follows, SNi or SN2?
I was taught that $\ce{PCl5}$ reacts with alcohols by $S_Ni$ mechanism as shown below:
Here it can be seen that $\ce{PCl5}$ exists as $\ce{[PCl4]+[PCl6]-}$ and so lone pair of the alcohol is donated ...
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Make ethanol with sourdough [closed]
I have seen a lot of videos on internet and to make ethanol they ferment sugar with yeast but is it possible to ferment sugar using sourdough ?
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Why is there difference in reactions in alcoholic and aqueous medium while both are polar protic solvents?
We use an alcoholic medium for reactions in which we want to prevent the characteristics of the anionic species and an aqueous medium for the reactions in which we want to control the activity of the ...
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Why does brandy have a higher methanol-to-ethanol ratio than beer, despite the distillation?
From my googling, beer tends to contain around 16mg/L of methanol. While for brandy, typical methanol content is around 1000mg/L (give or take a factor of 3, depending) The distillation that brandy ...
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Can diols be oxidised to hydroxyacids? [closed]
Conversion of ethanol to ethanoic acid
$
\ce{CH3CH2OH_{(aq)}
\xrightarrow[KMnO^{-}_{4}]{NaOH}
CH3CHO_{(aq)} + H2O_{(l)}
}\\
$
$\ce{CH3CHO_{(aq)} + H+_{(aq)}
\xrightarrow[KMnO^{-}_{4}]{HCl}
...
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Predict the products of organic reaction sequence
This is a reaction sequence involving alcohols, phenols, halides, alkenes ,alkanes etc , and the task is to identify all the compounds A to E
The few things I was able to identify :
The compound C ...
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Why does Alcohol-Dehydrogenase prefer ethanol over methanol?
So I've had this experiment at university, where we tried using (yeast) ADH on different alcohols and measuring which one gets turned over the fastest. We also learned that ADH prefers shorter ...
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How does sodium react with methanol?
Strong acids of $\ce{AH}$ type readily dissociate to its constituent ions (considering the solvent is water): $\ce{A-}$ and $\ce{H+}$. But the mechanism of the reaction between sodium metal and ...
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Protecting Thiol group in presence of alcohol
What protecting group can I use that will protect the thiol in the presence of an alcohol? Is there a set of conditions, or a group that I can use that is selective to the thiol over the alcohol?
I am ...
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Mysterious violet-purple compound in "Gerber Method" & "Banana oil synthesis"
During the determination of fat in milk (Gerber method), in a milk butyrometer are mixed milk + $\ce{H2SO4}$ 90% w/w + isoamyl alcohol (isopentyl alcohol) and heating.
The acidic mixture separates ...
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What would be the correct IUPAC name of this compound? [duplicate]
How many carbon atoms will be there in the parent carbon chain? I have proposed its few names, which one is more appropriate?
4-Chloro-3-ethyl-2-(1-methylethyl)-butan-1-ol
3-(1-Chloromethyl)-2-(1-...
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What happens if you carbonate ethanol?
The electronics youtuber bigclivedotcom has an on-and-off-again series where he carbonates various types of alcohol and comments on the taste. One thing he's noticed is that the stronger the alcohol, ...
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Why does Methanol have a higher surface tension than Ethanol? [closed]
I am researching the surface tension of different alcohols and found something odd: the surface tension of Methanol was higher than that of Ethanol, which doesn't make sense to me. My understanding is ...
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Flash point of naptha and propanol
I filled a Zippo lighter with 2-propanol and it lit up easily when the ambient temperature was around 6-7 degrees Celsius.
It was impossible to light it up when the temperature was around 3-4 degrees ...
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reaction of PCl5 with alcohol [closed]
I am able to think of two possible mechanisms for alcohol+PCl5 here, SN1 and SN2. In SN1, Inversion won't occur whereas, in SN2 inversion will occur. Which of the two is correct?
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Why is Quinone used, while oxidising primary alcohols by Oppenauer Oxidation, instead of Acetone? [closed]
Usually, during Oppenauer Oxidation, while oxidising secondary alcohols, acetone solution is used with Aluminium Tertiary Butoxide.
This results into the oxidation of secondary alcohol into a ketone, ...
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7
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Why don’t Grignard reagants react with their alcohol products?
I’ve read that Grignard reagants react pretty quickly with alcohols and carboxylic acids to form their respective conjugate bases. I’ve also learned that Grignards can be used for the prepararion of ...
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Protonation in acid-catalyzed nucleophilic attack of alcohol on carbonyl
When studying acid-catalyzed nucleophilic attack of alcohol on carbonyl, I got puzzled by the first protonation step. In textbooks, they often show that the first step is to protonate the carbonyl ...
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Mechanism for a reaction of reduced fluorophenol with BF3?
In the given question, $\ce{BF3}$ will act as an electrophile. Will it form $\ce{BF4-}$ and leave a positive charge on the carbocation to which $\ce F$ was attached or react with $\ce{OH}$. It will ...
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How did you convert primary alcohol using HCl (with ZnCl2)?
I kinda feel weird for this type of question. When primary OH (alcohol) is converted with HCl (with ZnCl2), how did the free Cl-ion come from? If, it is came from HCl, since when we get rid of the H ...
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Feasibility comparison of symmetric ether synthesis and HCl + alcohol SN2 reactions
According to Solomons & Fryhle 10$^{th}$ edition Ch 11.8,
Because the chloride ion is a weaker nucleophile than bromide or iodide ions, hydrogen chloride doesn't react with primary/secondary ...
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