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

1
vote
0answers
19 views

Reaction between RCH2=CH2 and CCl4 — Why does it form RCHClCH2CH(R)CH2CCl3 along with RCHClCH2CCl3?

I am reading Organic Chemistry from Morrison & Boyd and there is this problem in it: Problem 6.8 From the addition of $\ce{CCl4}$ to alkenes (in presence of peroxides), $\ce{RCH2=CH2}$, there ...
0
votes
1answer
31 views

Cyclopentane conformations

What is the energy minimum of cyclopentane conformational diagram: the halfchair or envelope? How does cyclopentane flip?
0
votes
2answers
19 views

Which is stronger, PET or PVC?

I have been given the task of designing a new wheel rim (the metal part of the wheel) but instead of metal, it has to be made out of a polymer. I'm thinking of using either PVC or PET but I don't ...
-2
votes
1answer
18 views

Role of NaOH in the given reaction

In the conversion of haloarenes to phenol,NaOH is used to convert How does NaOH does this reaction?What is the mechanism?
0
votes
1answer
20 views

What is activating effect?

In the book "Organic Chemistry" by Morrison and Boyd,It is written that Sodium borohydride cannot reduce weaker electrophiles like esters though Lithium aluminum hydride can reduce esters to ...
1
vote
2answers
40 views

Is pentamine or pentylamine the correct name?

For $\ce{CH3CH2CH2CH2CH2NH2}$, is the correct name pentylamine or pentamine? From http://antoine.frostburg.edu/chem/senese/101/organic/faq/yl-ending.shtml "The -yl ending means "a fragment of an ...
1
vote
0answers
11 views

Transparency and partially deuterated polymers

I've been skimming over the literature and have come into some conflicting information about the optical properties of partially deuterated polymers. From what I've seen, in general deuterated ...
1
vote
1answer
16 views

Redox reactions

First semester chem student and I am wondering about redox reactions. For example, when copper is oxidized by silver ions in the reaction: Cu + 2Ag+(aq)----->Cu2+(aq) + 2Ag(s) what is causing the ...
1
vote
0answers
24 views

Which dicarboxylic acid has the most acidic hydrogen?

1.Maleic Acid 2.Fumaric Acid 3.Succinic Acid 4.Malonic Acid Which of the following acids has the most acidic hydrogen? According to me malonic acid should have the most acidic ...
0
votes
1answer
30 views

Why is BuLi a better nucleophile than base?

In Carey, Sundberg Advanced Organic Chemistry it is written: The relative slowness of the abstraction of protons from carbon acids by organolithium reagents is probably also due to the compact ...
2
votes
1answer
20 views

Why is allyl chloride more reactive towards substitution than alkyl chloride?

I can understand that the reactivity of alkyl halide is more than vinyl and aryl halides because the halogen atom in alkyl halide is connected to the sp3 carbon. Whereas in vinyl or aryl the halogen ...
4
votes
1answer
58 views

Why are acid catalysed reactions of carbonyl compounds reversible?

I am currently studying aldehydes and ketones and their reactions. I've noticed that acid catalysed reactions are represented with reversible arrows, while base catalysed reactions are shown with ...
2
votes
1answer
23 views

Number of CO2 in pyrolysis

In the following pyrolysis reaction, we have to find how many $\ce{CO2}$ is formed. According to me it should be 5 as there are five carboxylic acid. But the answer is 4, how?
0
votes
0answers
32 views

Asymmetric hydroboration [on hold]

How to predict the stereochemistry of asymmetric hydroboration? Example is given below.
4
votes
1answer
33 views

Lemon juice and secret messages

The experiment is described in the following link: http://www.sciencekids.co.nz/experiments/invisibleink.html I carried out a small research but I was unable to find what exactly happens. In other ...
1
vote
1answer
49 views

What is incorrect about this depiction of the hydrolysis of an ester?

First of all, I'd like to apologize for again asking a question solely featuring the deficiencies of my textbook. I have a few specific questions, and a general one about the image at the bottom of ...
2
votes
1answer
37 views

Aren't hydrogens on less substituted groups more electrophilic?

I am having some trouble understanding the behaviors of some Alkene reactions that I have been studying. I took two semesters of O-chem a couple of years ago and am trying to refresh before an ...
3
votes
2answers
83 views

Why is the boiling point of alkyl iodide is more than alkyl fluoride?

As far as I know, more the polar character of the organic compound, more will be the energy required to break the bond and thus more boiling temperature. Here in this case, $\ce{R-F}$ is more polar in ...
4
votes
2answers
216 views

Acetic acid reaction sequence

Can anyone tell me where I am doing it wrong for the following reaction? In the first step, Br should be attached to the alpha carbon. In second step, the bromide is replaced by cyanide. I am ...
1
vote
1answer
39 views

Reaction of salicylic acid with PCl5 [duplicate]

What it is the product when salicylic acid (2-hydroxybenzoic acid) is reacted with $\ce{PCl5}$? According to me the product should be: But why the product is supposed to be:
-2
votes
1answer
30 views

Complete Beta Oxidation of Hexanoic Acid [on hold]

Calculate the number of ATP molecules produced by complete β−oxidation of hexanoic acid
4
votes
1answer
62 views

Role of acetone in the Finkelstein reaction.

What is the role of acetone in the Finkelstein reaction? It has something to do with Le Chatalier's principle but I am not able to understand. Why will it not proceed without acetone?
2
votes
2answers
39 views

Reaction with BH3

If the following compound is reacted with first $\ce{BH_3/THF}$ and second $\ce{H_2O_2/HO^{-}}$ then $\ce{OH}$ group is attached at less subtituted carbon. But if it is treated with $\ce{CH_3COOH}$ ...
1
vote
1answer
36 views

Reaction with MnO [on hold]

What would be the product of reaction CH3COOH + HCOOH + Mno at 300°C I search it on https://en.m.wikipedia.org/wiki/Manganese_dioxide but i am not able to predict the product .
0
votes
1answer
28 views

How to Protect one -OH group in 1,4-benzenedimethanol using TBDMS

Actually i want to protect one -OH group using using 1.1Eq of TBDMSCl and 1.5 Eq of Imidazole. Is is possible to protect one OH group using these condition. Even if i get mixture of Products ( one ...
0
votes
1answer
68 views

Why are substituted biphenyls optically active?

Why are some substituted biphenyl compounds optically active and what kind of substituted biphenyls are optically active . I read this in a book but no satisfactory reasons were given and no examples ...
-1
votes
1answer
51 views

How to write chemical equations (especially organic reactions like that of Benzene) in web pages? [on hold]

Images may be the direct answer but for responsive web design images are not suitable. It would be great help if there was a way to render complex chemical equations in web pages in text format. I ...
0
votes
0answers
21 views

Migrating group in the Baeyer-Villager oxidation [duplicate]

Predict the product according to the answer, it should be: but the answer is: Can someone explain to me why is this happening and how to decide on which side the oxygen atom is to be ...
1
vote
1answer
27 views

Range of distance for Van der Waals force

Is there any range of distance between the nuclei of the atoms (in Angstrom, say between 4 to 12 Angstrom) within which there will be an occurrence of Van der Waals force (attraction) between them? ...
3
votes
1answer
354 views

Which hydrogen of 3-methylcyclohex-2-en-1-one is the least acidic?

According to me it should be 2, as on its removal there wont be any resonance stabilization as would happen in other cases. In addition to that a negative charge residing on a carbon attached to a ...
2
votes
1answer
29 views

Addition of Br2 to Double Bond and Carboxylic Acid

In the above reaction, I remember reading that Br2 in CCl4 develops a partial polarity and adds on to the double bond, resulting in addition of Br on 2 adjacent carbons. But, as per the text, the ...
3
votes
1answer
83 views

Predict the products of the controlled oxidation of 2-methylpentan-2-ol

Predict the products of the controlled oxidation of 2-methylpentan-2-ol. From what I know, since 2-methylpentan-2-ol is a tertiary $(3^\circ)$ alcohol, there should be no reaction. However, my ...
0
votes
0answers
30 views

Positonal isomer or Geometric isomer? [closed]

For a compound to show geometric isomerism, one of the conditions is that there should be different positions of identical groups in space. So, can we say that position isomerism(in that compound)...
-1
votes
0answers
38 views

Convert 2-nitropropane to propene [closed]

I am trying to find a way to convert 2-nitropropane into propene: $$\ce{(CH3)2CH-NO2 -> CH3-CH=CH2}$$ I added $\ce{Sn}$ with $\ce{HCl}$ to 2-nitropropane which formed propaneamine: $$\ce{(CH3)...
0
votes
1answer
32 views

Copper metal with silver ion

New to chemistry. In my book it states that 2AgNO3(aq) +Cu -->Cu(NO3-)2(aq) +2Ag(s). In addition to the formula it depicts an image of the reaction. It depicts an image shown here: https://imgur.com/...
-5
votes
1answer
45 views

Determining whether molecules are chiral [closed]

I am currently on learning and not get ahead... How do I determine if the above compounds are chiral or achiral? Unfortunately I can not recognize how to determine it. I think number 1 is achiral, ...
6
votes
2answers
102 views
+50

Rate of O exchange with H2O

We have to find the order of rate of exchange of O with H2O of the following compounds $\ce{CCl3CHO}$ $\ce{CH3CHO}$ $\ce{CH3COCH3}$ $\ce{CF3CHO}$ According to me, higher rates of exchange would ...
1
vote
2answers
32 views

How closely do GCMS spectra typically agree to conclude a match?

I have two unknown peaks on my GC (both with the same MW or rather highest M/Z ratio peak = 98) and I am trying to confirm their identity. Unknown-1 Unknown-2 Based on the expected chemistry I ...
6
votes
1answer
40 views

Why is the thione tautomeric form of 2-Mercaptopyridine favoured?

During some organic chemistry studies (through an old online course material) I ran into a doubt about the equilibrium in tautomeric forms of some heteroaromatics. First, the context: On the course ...
0
votes
0answers
15 views

Concentration and normality [closed]

How much pyridine(C5H5N) should be added in xylene to make 500ppm nitrogen standard making a total volume of 500ml. Density of xylene @20C=0.8663.
2
votes
1answer
53 views

Can wedge and dash bonds on 1, 2 position of cyclohexane ring be used to signify trans orientation of the substituents?

It means trans or just to show that the molecules lie in diff planes or sth. Please answer and explain my query. Help will be appreciated. Thanks. Edit1: I've to make the structural isomers for ...
3
votes
1answer
130 views

Is cyclohepta-1,3,5-triene aromatic or not?

Is cyclohepta-1,3,5-triene aromatic? I have doubt on this. If a compound is to be aromatic it is to be conjugated, cyclic and plantar and also follow Hückel’s rule. But this is not fully conjugated.
2
votes
1answer
41 views

Reaction of a diketone [duplicate]

What is the product when ammonium bicarbonate reacts with hexa-2,5-dione? I thought of formation of 2 moles of NH3, water and carbon dioxide. And then the usual addition followed by elimination to ...
2
votes
2answers
75 views

Why cannot nitrosonium ion attack aniline in electrophylic aromatic substitution?

This is the nitrosonium ion, which is produced by the reaction of $\ce{NaNO2}$ and $\ce{HCl}$: [Image source: Wikipedia] And this is the reaction between aniline and nitrosonium: [Image source: ...
3
votes
2answers
53 views

How do i convert benzoic acid to meta-fluorobenzoic acid?

in not more than 3 steps. i did it but the process was a little long. here is my attempt
2
votes
2answers
37 views

Product of the addition of 1 eq. bromine to 1-methylcyclohexa-1,4-diene

When we add one equivalent of $\ce{Br2}$ then which double bond will get brominated (figure of molecule attached)? Attempt: the double bond in the molecule with methyl group will be more stable as ...
3
votes
1answer
29 views

Isolation of cis-3-hexanol from grass

If I wanted to isolate cis-3-hexanol (cis-3-hexen-1-ol; IUPAC name: (Z)-Hex-3-en-1-ol ) from grass I could start the extraction by dissolving the grass in a solution of ethanol. EtOH is a common ...
3
votes
1answer
42 views

Carbaldehyde or formyl?

Which is correct 5-methylbenzyl-3-carbaldehyde-1-oic acid or 3-formyl-5-methylbenzoic acid, MarvinSketch recognizes them both as correct?
0
votes
0answers
16 views

Exceptions of haloform [closed]

Can the above compound undergo haloform reaction ? If yes please elaborate the mechanism Are there any more exceptions to this reaction ? Edit: I know that basically compounds with CH3 next to C=O ...
3
votes
2answers
209 views

How to name this benzene alcohol?

The following is the molecule I am confused about. Earlier in my textbook it gives an example of how to name benzenes with 2 or more hydroxyl groups: My textbook (Nelson 12 Chemistry) is ...