Questions tagged [hydrocarbons]

Hydrocarbons are compounds containing only hydrogen and carbon atoms. This tag should be applied when a saturated or an unsaturated hydrocarbon is the main focus. For aromatic hydrocarbons, use the tag [aromatic-compounds] instead. For halohydrocarbons or other functional derivatives, use [halides] or other relevant tags instead.

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Synthesis of Anthracene: Mechanism

Recently, I happened to find a problem that involved the synthesis of anthracene from bromobenzene in the presence of tert-butyl lithium, using THF as the solvent, and at room temperature. I am ...
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696 views

Stability of cyclic isomers of C6H12

I was given the problem to arrange all cyclic isomers of $\ce{C6H12}$ from the lowest to the highest heat of combustion. I found twelve isomers and quickly realised that cyclohexane is the most stable ...
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987 views

Can an SN1 reaction occur in compounds with the leaving group attached to a primary carbon, which can later rearrange?

Can SN1 reactions occur in compounds where the carbocation, even though is is initially $1^\circ$, can rearrange to form a more stable carbocation? Examples cases:
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How does a 5th hydrogen bind to carbon atom in CH5[+]?

Can we bind a fifth hydrogen to a carbon atom if carbon is not in excited state? We have a big discussion in class and cannot clearly answer the question. If carbon atom excites an electron from $2\...
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566 views

Why is bis(1,2,2,6,6-Pentamethyl-4-Piperidinyl) Sebacate used as a “bottom coat” for a superhydrophobic coating?

According to this MSDS sheet, a compound named bis(1,2,2,6,6-Pentamethyl-4-Piperidinyl) Sebacate is used in the "bottom coat" layer before a "top coat" of superhydrophobic NeverWet coating is applied. ...
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801 views

Reaction of cyclopropane with hot potassium permanganate

Hot potassium permanganate is usually used as an oxidising agent, and cyclopropane being an unstable three membered ring undergoes reaction with several reagents such as bromine, $\ce{HBr}$, metal ...
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150 views

What makes the first 3 alkanes decrease in melting point while after that they rise?

What makes the first 3 alkanes decrease in melting point (m.p.) while after that they rise? $$ \begin{array}{lr} \hline \text{Alkane} & \text{m.p.}/\pu{°C} \\ \hline \text{Methane} & -182 \\ \...
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109 views

Is there a general term for a vertex in a skeletal formula?

When a carbon atom is single bonded to a residue, it is referred to simply as "methyl." When it is single bonded to two attachments, it is methanediyl, or methylene bridge. When it is single bonded to ...
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288 views

Reaction of alpha hydroxyketone with KOH

What happens when 2-hydroxycyclohexan-1-one (an alpha hydroxyketone) reacts with aqueous $\ce{KOH}$? I tried something like Favorskii rearrangement, but it's wrong because OH isn't a good enough ...
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182 views

What is a good solvent for pentacene?

I am doing an experiment with pentacene molecule ($\ce{C22H14}$). I want to clean my sample reservoir after using it. But I show in some literature that it is slightly soluble in organic solvent. ...
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327 views

Sigma bond behaving as stronger nucleophile despite presence of pi bond?

In my book, the following reaction is given The solution states that the sigma bond between hydrogen and carbon (3 degree) in isobutane attacks $\ce{H+}$ from $\ce{HF}$ to generate tert-butyl ...
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513 views

Number of intermediates and transition states in hydration of given alkene

What is the number of transition states and intermediates formed in the following reaction? My thought: First the alkene extracts $\ce {H^+}$ from the acid to form a carbocation. This step involves ...
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209 views

Which (carbonaceous) fuels produce more or less soot in a diffusion flame, and how to predict that?

From what I've read, the production of soot in a flame is still an open research topic. But some hydrocarbon fuels produce much more soot than others. Are there (simple) rules that tell which fuels ...
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95 views

Why doesn't 1-cyclopropylethyne give a positive reaction in the bromine-water unsaturation test?

1-cyclopropylethyne has a triple bond: Hence it seems like it should yield a positive unsaturation test with bromine water. But, my book states that the opposite is true. I guess this may be due to ...
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1answer
190 views

Does presence of alkyl groups on alpha carbon increase yield of alkane in Kolbe's Decarboxylation?

We know that, during the synthesis of alkanes by Kolbe's Decarboxylation reaction, the reaction proceeds via a free radical $\ce{R.}$ at the anode. So, an alkyl group, say methyl, when substituted at ...
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2answers
3k views

Reaction of alkyne with sodium in ethanol

What is the product obtained on the reaction of but-2-yne with $\ce{Na}$ in ethanol? I know that $\ce{Na}$ in liquid $\ce{NH3}$ converts an alkyne to an alkene by anti addition, and $\ce{Na}$ in ...
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Does optical isomerism fall under the category of stereoisomerism?

I have been asked to find the total number of dichlorination products (including stereoisomers) for the following reaction: I have figured out nine possible structures out of which two are optically ...
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What happens when tran-2-butene reacts with aqueous bromine in the presence of chloride?

$\ce{Br2-H2O}$, containing some $\ce{NaCl,AlCl3}$ ? I initially though that there would be anti addition of Br and OH to give 3-Bromobutan-2-ol but then I also got the intuition that NaCl might ...
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42 views

Stability of a carbanion that is attached to three phenyl groups

I had come across a question - which asked me to predict the stability of a carbanion attached to 3 phenyl rings, in opposed to one in which the same 3 phenyl rings that are attached to the carbanion ...
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47 views

Relationship between structure and shock sensitivity for branched vs straight hydrocarbons and ammonium ions

In p. 137 of John D. Clark's Ignition! (in the new edition), Clark reports an interesting observation regarding the shock sensitivity of different isomers of alkyls and ammonium salts. Specifically, ...
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227 views

Why is kerosene destroying just my red LEDs?

Due to the nature of the problem, I've decided to post this on chemistry.stackexchange and not electronics.stackexchange, since I believe that the problem is chemical in nature. Long story short - we ...
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86 views

Resonating structures of (pentan‐2‐ylidene)oxidanium

Draw resonating strictures of the following compound: In this molecule there are two π-components, but they are not conjugated. According to me, as there is no conjugation, it should not have a ...
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63 views

3D printing of alumina

I want to print a structure of alumina, and the 3D printer that I am using is an extrusion-based printer. So I need your help in knowing that what composition (binders and deflocculant) of alumina ...
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59 views

How much energy can be produced by burning sewage gas?

I am an eighth grader. I need to make a science project on the production of electricity from sewage. I know that almost sixty percent of sewage gas is Methane and most of the other constituents are ...
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50 views

Can fluid catalytic cracking work on a smaller scale in a laboratory?

Fluid Catalytic Cracking usually requires a very large and tall structure. Is there a way of miniaturizing the process to fit inside a chemical lab with 10 ft ceilings? Specifically: can a fluidized ...
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50 views

Hydrogen bonding in acetylene and other terminal alkynes

My textbook says that hydrogen bonding is possible only when there is acidic hydrogen connected to an electronegative atom like $\ce{N}$, $\ce{O}$ or $\ce{F}$ and a basic lone pair of electrons on ...
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81 views

How many monochloro products including stereoisomers of the given compound are possible?

I tried solving problems and I got 2 products. However according to my book the answer is 3 products.
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244 views

How many dichlorinated products including stereoisomers can be isolated when (S)-2-chlorobutane reacts with Cl2 /hv?

This is my attempt at solving this problem. I get 6 products. However my book says the answer is 5 products.
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55 views

Hydrogen isotope effect on methyl shift

Consider this typical 1,2 methanide shift in a carbocation: Which isotopic form of methanide ($\ce{CH3, CD3, or CT3}$) would migrate from secondary carbocation to form more stable tertiary ...
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140 views

Why doesn't but-2-yne show acidic character?

I found this in several sources and also found this while solving a few questions that but-2-yne does not show acidic character (or atleast not a significant amount of acidity) compared to terminal ...
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80 views

Resonance energy in benzene

Quoting from my textbook: Although stabilized by resonance compared with other carbocations, its resonance energy is much less than that of the starting benzene ring. Here is more context : Isn'...
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64 views

Ozonolysis of 1,2,3,4,5,8‐hexahydronaphthalene

Consider 1,2,3,4,5,8‐hexahydronaphthalene: If one equivalent of ozone is added, then which double bond will undergo ozonolysis? If it attacks the more electron rich one, then unstable 10 membered ...
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81 views

Atomic carbon in rocket exhaust

Inspired by this article, I've been looking at using metallic hydrogen as a rocket fuel using CEARUN. I'm looking at diluting the atomic hydrogen with liquid methane to reduce the chamber temperature ...
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300 views

Does silicon have catenation property?

We know that there are countless organic compounds of carbon chain because of carbon's catenation. Silicon also is in the same group of carbon. Does it also have the catenation property? If not, why?
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185 views

2-aminoalkanes undergo haloform test (presumably iodoform test)?

I happened to find a list which showed all those compounds that gave iodoform test.It stated 2-amino alkanes to which I was surprised as it had no ketomethyl or methyl carbinol group,but still gave ...
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52 views

What is 150 degree test kerosene?

I saw an old ad for kerosene in which it was advertised at "150 degree test". What does that mean?
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64 views

Can I approximate the CO concentration of a combustion product, if I know the CO2 and O2 concentration?

Assume I have the product (exhaust gas) from a combusted air/petrol mix. The mixing ratio was richer than stoichiometric (i.e., air:fuel < 14.67 in this case), so there was no excess of oxygen. I ...
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Is it easier to extract CO2 from seawater than from air?

It takes some effort to extract $\ce{CO2}$ from air in order to produce synthetic and potentially 'green' fuel. Doesn't seawater provide this environmental $\ce{CO2}$ more easily?
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Can benzyne be trapped inside a polycyclic hydrocarbon?

I came across an article in my organic chemistry textbook, which told about how benzyne was trapped within a molecular container and stabilized for short periods of time before undergoing a Diels-...
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93 views

How to name this compound

2 bromo 3 methyl-butane or 3 bromo 2 methyl-butane. In general, if we have a symmetrical situation I know the functional groups should be ordered alphabetically and I also know that the smallest ...
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577 views

What is the bond energy of Carbon-Deuterium bond?

The difference in bond strength of a CH single bond and CD single bond can be explained by Kinetic Isotope Effect. I was wondering if it is possible by bond energy. I could not find the value of bond ...
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Are there common diluents for oils that will not cause an emulsion when added to water

If I combine a viscous oil into solution in a carrier in a ratio of between say 1:10 or 1:100 to make it low viscosity but not separate into layers. I then place a few drops onto a larger quantity of ...
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What does activated carbon do to gasoline vapor?

What does activated carbon do to gasoline vapor? After the vapor is absorbed into a charcoal EVAP canister, what is left to be sent to the engine? My question is in reference to the work of Tom Ogle ...
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46 views

Zeolytes as Catalyst in hydrocracking

What is the working principle that allows zeolites to be catalysts in hydrocracking? Is it only their acidic ability to hold hydrogen and release to crack the oil?
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58 views

Combustibility of gas/carbon dioxide mix

Via electrolysis I produced an ethane/hydrogen/carbon dioxide mix. Normally, there is 1 part ethane, 1 part hydrogen and 2 parts carbon dioxide. If I simply used a Bunsen burner with air hole closed ...
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401 views

Standard Enthalpy of Formation for Branched Alkanes

I'm looking at the heat of formation for branched and straight alkanes and I've noticed a few odd trends I'm having trouble explaining. For straight-chained alkanes, the addition of carbon atoms to ...
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71 views

Converting hydrogen to methane

I am in need of small amount of pure methane for laboratory purpose. I have hydrogen generator in the lab. Is there a possibility of generating methane from hydrogen ? May be make hydrogen flow ...
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Is it possible for graphite which has shed off metal rods during water electrolysis to bond with the hydrogen being produced to form hydrocarbons?

I recently conducted a simple experiment for school involving the electrolysis of water. I changed the concentrations of an ionic compound to determine its effect on the rate at which the products of ...
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26 views

Dissolving Polystyrene with D-Limonene

I have a product, which according to the MSDS is mostly D-Limonene. I don't have the means to chemically test it, but I did try dissolving polystyrene with it. Before I come check it again, should I ...
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25 views

HDPE vs PP for storing pure aldehydes

I know both HDPE and PP have at least some degree of resistance to aldehydes, esters and aliphatic hydrocarbons. I am concerned however about minute contamination over time of pure samples and so I ...