Organic chemistry is a branch of chemistry that deals with organic molecules. Organic molecules generally have C-H or C-C bonds.

learn more… | top users | synonyms

2
votes
1answer
66 views

How to name tricyclo carbon compounds?

Recently, I read about the nomenclature of bicyclic compounds, by mentioning the number of carbons between two bridgeheads. But, then I came across the structure of a weird type of compound, whose ...
2
votes
0answers
21 views

Does alcohol hydrogen in the enol tautomer of a beta dicarbonyl have sp2 character?

My reasoning for the somewhat implausible "$sp^2$" character of the hydrogen between these two oxygens on the enol structure of the right comes from recognizing that if it were, then we would have 6 ...
1
vote
0answers
12 views

Accurate textbook about synthesis of (organophosphorus) chemical warfare agents

Lately I've been interested in the chemistry of nerve agents due to reading Patrick's Introduction to Medicinal Chemistry in which they were only briefly discussed. I bought the Handbook of Toxicology ...
4
votes
0answers
23 views

Mechanism of reaction between substituted aniline and potassium thiocyanate in presence of bromine and glacial acetic acid

Im currently doing this project where in we are synthesizing 2-amino-6-substituted benzothiazole by using p-substituted aniline with potassium thiocyanate in presence of bromine and glacial acetic ...
-1
votes
0answers
20 views

why CFCs such as CF2Cl2 are being replaced by flurohydrocarbons such C2H2F4? [on hold]

Given that the strength of the $\ce{C-F}$-bond is $\mathrm{467~kJ~mol^{-1}}$ and the strength of the $\ce{C-Cl}$-bond is $\mathrm{340~kJ~mol^{-1}}$, why CFCs such as $\ce{CF2Cl2}$ are being replaced ...
2
votes
0answers
18 views

Mechanism for oxidative cleavage of tertiary alcohols by NaOCl

I came across this today An ester $\ce{C4H8O2}$ on reaction with $\ce{CH3MgCl} $ and hydrolysis gives an alcohol. The alcohol on reaction with $\ce{NaOCl}$ and $\ce{H3O+}$ gives acetic acid. ...
0
votes
0answers
14 views

Between LiAlH4 and NaBH4 which one can reduce C=C in enals and why? [duplicate]

Between $\ce{LiAlH4}$ and $\ce{NaBH4}$, which one can reduce $\ce{C=C}$ bond in enals and why? My book says $\ce{LiAlH4}$ can reduce double bonds in enals but my teacher once said it can't. And then ...
0
votes
1answer
32 views

What happens when Acetone reacts with HCN?

Which of the following is the major organic product when acetone, CH$_3$COCH$_3$, is allowed to react with hydrogen cyanide in the presence of a catalytic amount of sodium cyanide? The correct ...
0
votes
1answer
31 views

What are the products of the Grignard reaction with methyl-magnesium iodide?

I want to react my ketone with methylmagnesium iodide (the Grignard reagent). I then need to use a dilute acid solution to protonate the $\ce{MgI-O-R'}$ product to produce my alcohol: $\ce{H-O-R'}$ ...
0
votes
1answer
25 views

Tollen's Test and Werner's Theory

The production of silver ions in Tollen's test violates Werner's theory of non - ionizable secondary valency since we are using the diamminesilver(I) complex as the reagent. How does one reason ...
0
votes
0answers
8 views

In Water Solution will there be an interaction between Ozone Gas and Carbonic Acid

Original Question Posted 8/31/15 We are trying to predict what will happen when Carbon Dioxide gas is introduced into a contact chamber that serves as an Ozone Contact Chamber. These Contact chambers ...
0
votes
1answer
58 views

Methods to prepare lactic acid from acetaldehyde

I got one method [here](using acetaldehyde and carbon monoxide)1. But is there any alternative method (using specific catalyst)?
1
vote
0answers
29 views

Why is benzyl alcohol a slightly stronger acid than cyclohexanol?

Cyclohexanol has a pKa = 16, while benzyl alcohol has a pKa = 15.4 The given explanation is that the "polarity of the benzyl group stabilizes the negative charge on oxygen". My understanding is ...
1
vote
1answer
210 views

How to convert ethanol to 1,1-dichloroethane?

How to convert ethanol to 1,1-dichloroethane? My approach: Convert ethanol to ethene followed by $\ce{HCl}$ addition. But that's no use. Well if it is possible to create gem-diol from here, then ...
5
votes
1answer
55 views

Most stable conformation of aldehydes and ketones

Why is the most favorable conformation of ketones and aldehydes the one where the alkyl group is anti to the other alkyl group (or hydrogen atom in an aldehyde) as attached? Why isn't more stable the ...
0
votes
1answer
22 views

Hydrolysis of Radiolabeled Esters

Hydrolysis of C$_6$H$_5$COO$^{18}$CH$_3$ with aqueous NaOH produces what final product. (a) CH$_3$$^{18}$OH (b) CH$_3$CO$^{18}$ONa (c) CH$_3$C$^{18}$OONa (d) CH$_3$$^{18}$ONa (e) CH$_3$OH The ...
2
votes
0answers
20 views

Distribution of acid in Organic and Aqueous Phases

The value for the distribution constant for an organic acid, HA, between chloroform and water is $10^2$. The dissociation constant of the acid in water is $10^{-5}$, and it can be assumed that it ...
5
votes
1answer
64 views

Can a tertiary enamine tautomerize to an imine?

Which of the following compounds does not show tautomerism? The correct answer is (a), and I'm curious if this is because to show tautomerism, there can't be any net charge. For instance, ...
2
votes
0answers
30 views

Identification of types of alcohols

An unknown compound was found to react with sodium hydride with the evolution of hydrogen. The compound could not be acetylated under the normal conditions for acetylation. The compound resisted ...
0
votes
0answers
13 views

Are only mammals able to produce glycogen? [on hold]

I wonder if only mammals are able to produce glycogen from starches after consuming the latter through alimentary tract, or are other species able, too?
4
votes
1answer
107 views

Aldehyde and ketone nomenclature when aldehyde/ketone group is bonded to an alkyl group

The longest alkane chain is decane and, attached to the fifth carbon, is an ethyl group the end of which is double bonded to an oxygen atom. My best guess at naming it would be: ...
-1
votes
0answers
13 views

How does an ether become an ether acetate [on hold]

For example: Ethylene glycol ether to ethylene glycol ether acetate
5
votes
2answers
68 views

Axial or planar chirality in spiro[3.3]hepta-1,5-diene

The two spirocyclic compounds drawn below are enantiomers. My question is, do they exhibit axial or planar chirality? 3D representations:
2
votes
0answers
30 views

Does fumaric acid form maleic anhydride upon heating?

Maleic acid (the cis isomer of the dicarboxylic acid $\ce{C4H4O4}$) readily forms its anhydride on heating. Clayden's organic chemistry textbook mentions this as a point of distinction between it and ...
4
votes
0answers
17 views

Nucleophilic Addition of Hydrohalic Acids

Hydrogen cyanide shows nucleophilic addition at carbonyl compounds' carbon to form a cyanohydrin. Alcohols, similarly, form acetals or ketals. Will hydrogen chloride - or hydrohalic acids in general - ...
2
votes
1answer
49 views

Why doesn't every pure enantiomer racemise?

After having been acquainted with enantiomerism for nearly six months, I have one standing doubt. Consider the structure of alanine. Suppose I have a pure mixture of exclusively 'S-alanine'(left in ...
0
votes
1answer
51 views

Any chemicals combines readily oxygen?

I am designing an industrial process which can remove oxygen from air. This chemical should combine readily with oxygen in the presence of heat. In particular, I am looking for a chemical with the ...
5
votes
1answer
98 views

Reactivity of propellanes

Why is [1.1.1]propellane considerably less reactive than either [2.2.1]propellane or [2.1.1]propellane as illustrated in the hydrogenation reactions pictured below?
-1
votes
0answers
21 views

Parts per billion question

A water sample is found to contain the pollutant chlorobenzene with a concentration of 15 ppb (by mass). What volume of this water contains $5.00*10^2$ mg of chlorobenzene? (Assume a density of 1.00 ...
-2
votes
0answers
29 views

Carbon 14-Dating [closed]

The C-14 content of an ancient piece of wood was found to have three tenths of that in living trees (indicating 70 % of the C-14 had decayed). How old is that piece of wood? Please use these ...
0
votes
0answers
24 views

Why the H+ ion remains with the molecule even though there is no bond between it and hyperconjugative structure?

In hyperconjugation, it is known that form an $\alpha$ hydrogen, one $\sigma$ electron goes to the corresponding carbon carbon bond, and there is apparently or practically, no bond between the ...
0
votes
1answer
26 views

Are all carbohydrates a subset of alcohols?

According to the definition, an alcohol is any organic compound in which the hydroxyl functional group (-OH) is bound to a saturated carbon atom. Monosaccharides such as glucose contain ...
1
vote
1answer
45 views

Is it wrong to call carbon dioxide “methanedial”?

Since dialdehydes have a carbonyl group on either end of an alkane, is it reasonable to call carbon dioxide "methanedial", or is it that ethanedial (glyoxal) is the first dialdehyde?
0
votes
0answers
44 views

What will the ether: 3 propyl-2-[(3-ethyl-2-hexyl)oxy]hexane look like? [on hold]

I would appreciate it if a fellow chemist out there would help me understand what the following organic compound looks like. A diagram would be super. 3 propyl-2-[(3-ethyl-2-hexyl)oxy]hexane
3
votes
0answers
51 views
+50

Zr, Sn(II) and Ti enolates high diastereoselectivity

Why do zirconium, tin(II) and titanium enolates always afford syn aldol products with big stereoselectively when they react with other carbonyl compounds?
1
vote
1answer
39 views

Regioselectivity for electrophilic aromatic substitution with multiple strongly electron withdrawing groups

At which position will electrophilic substitution on p-cyanonitrobenzene occur? As both are -M groups, there are two possible sites of reaction, meta to each of the groups. The answer is meta to ...
1
vote
1answer
24 views

Calculation of the lowest energy conformation with a webbased solution or freeware

I like to draw a molecule in different conformations in a) website or b) freeware and Calculate its relative energy difference (for example to the lowest global energy conformation) Display the ...
1
vote
0answers
21 views

Steps in mechanism of pyruvate dehydrogenase

I am having some trouble with certain steps in the mechanism below (from Mike Lu on Proteopedia) detailing the mechanism of action of pyruvate dehydrogenase converting pyruvate to acetyl-CoA. In ...
6
votes
2answers
97 views

IUPAC name for 1,2,3-trichlorocyclopropane?

What is the IUPAC name for the two isomers of 1,2,3-trichlorocyclopropane? Similarly what is the name for isomers of 1,2,3,4-tetrachlorocyclobutane, 1,2,3,4,5-pentachlorocyclopentane, etc? ...
2
votes
0answers
25 views

What prevents self-condensation in the Perkin reaction?

An acid anhydride is condensed with an aromatic aldehyde in the Perkin reaction. The latter is non-enolisable, and thus the former forms the enolate which attacks as a nucleophile. If the attack is ...
0
votes
1answer
40 views

What is an “attack” in Organic Reactions?

I began to study organic reactions and found the term "attack" everywhere, what this "attack" precisely mean?
3
votes
1answer
56 views

Is so called “Polymerized LiNb (Lithium Niobocene)” a possible compound?

The so called "Polymerized LiNb (Lithium Niobocene)" is a fictional compound. I heard about this substance being used for an interesting purpose. It reacts to mechanical stress or pressure by ...
-2
votes
0answers
32 views

Where does a proton attack in unsaturated cyclic ethers, epoxides and cyclic ethers in presence of another hydroxyl group? [on hold]

I am working out on some problems on alkenes and alkynes reactions like OMDM, HBO, epoxidation, deydration of alcohol and more but some problems came across me involving structures in which oxygen is ...
5
votes
1answer
43 views

Finding structure of C6H12O with several reactions

Full Question : An organic compound A (molecular formula $\ce{C6H12O}$) does not change the colour of acidic dichromate solution. Compound A on treatment with $\ce{H2SO4}$ produces alkene which on ...
0
votes
0answers
45 views

What does the thing written above the reaction arrow mean?

What does this mean? $$\left( \text{some chemical compound} \right) + \left( \text{another chemical compound} \right)\xrightarrow[{\qquad}]{\ce{H+}}\left( \text{something} \right) + \left( ...
1
vote
0answers
20 views

Does the aluminium chloride assay (Ordonez et al.2006) for total flavonoid content work on coloured extracts?

It is said that after applying aluminium chloride assay, the extracts will turn yellow due to formation of Al-Flavonoid complexes. So I was wondering if the assay still works if the extracts are ...
1
vote
0answers
22 views

Carbidopa : zwitterion

The pKa of carbidopa is 7-8 of the base hydrazin. Is this because of the zwitter form with the acid? Why is the basicity so low? If it can form a zwitter ion wouldnt the pKa be higher? ...
1
vote
1answer
26 views

Is there a way to make long delay ink?

I would like to make some invisible ink that apears by itself after some time, preferably at least a couple of days. I want to write a dedication in a book with it, so it would probably be fine if the ...
0
votes
1answer
37 views

Find the Structural Formula of Hydrocarbon Compound X

There is a specific compound $\ce{C3H6O}$ that exists as hydrocarbon compound X. It does not react with metallic sodium, bromine does not lose it's color when applied to the compound, and does not ...
3
votes
1answer
51 views

Can -OH group on the benzene ring of 4-hydroxybenzoic acid react with PCl5?

I learned that, a phenol will not react (or react very slowly) with $\ce{PCl5}$ due to it's stabilized structure. How about $\ce{-OH}$ group on the benzene ring of 4-hydroxybenzoic acid, will that ...