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Questions tagged [organic-chemistry]

Use this tag for questions relating to organic molecules and their properties (structure of organic molecules, spectroscopic properties, reaction mechanisms, stereochemistry etc). DO NOT use this tag as the only tag in your question, as this tag by itself cannot appropriately classify your question. Always use this tag in addition to other more specific tags.

8
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2answers
261 views

How is this mystery chemical reducing carbon emissions?

My chemistry is not good enough to solve this problem, and it's driving me crazy. At my job, a sales agent approached me to be their representative in my area for their product. It's a product that ...
-2
votes
1answer
6k views

SN1 like reaction acid-cataylzed hydrolysis of epoxide [closed]

What would be the reaction mechanism for the reaction between epoxide and $\ce{H2SO4}$?
15
votes
5answers
5k views

Are there notable organic compunds which look very similar but have very different properties?

I've seen people arguing for some questionable "miracle cure-all" alternative medicines not scientifically, but by their own logic. A common claim is, that if a compound looks very similar to an ...
17
votes
4answers
3k views

Why are solid phase organics often conjugated to HCl?

Many uncharged organic compounds are sold in solid phase with HCl conjugate - e.g. the antihistamine diphenhydramine.HCl or the derivitizing agent pentafluorobenzyl hydroxylamine.HCl, among many ...
9
votes
1answer
44k views

What does the “D” group represent on a chiral center?

I am trying to figure out the configuration for this chiral carbon to answer a homework question, however they arbitrarily include a "D" group as shown in the image. My guess is that it is some higher ...
25
votes
2answers
5k views

What is the IUPAC nomenclature of alkane with large numbers of C atoms (more than 200)?

What is the IUPAC nomenclature for alkanes with large numbers of $\ce{C}$ atoms (more than 200)? For example, what is the IUPAC accepted name for $\ce{C_{205}H_{412}}$?
4
votes
1answer
786 views

Clathrate Compounds with Quinone

I prepared a compound "$\ce{SO2}$-Quinolclathrate" by dissolving hydroquinone and sodium sulfite with hydrochloric acid in warm water. After this, I tested a little sample of the product on a flame ...
8
votes
1answer
480 views

Name of a proton bonded to a hydroxyl carbon

What do you call the proton in a CH-OH configuration? When discussing an NMR spectrum, I can talk about the hydroxyl proton, but it seems clumsy to refer to "the proton on the hydroxyl carbon".
8
votes
1answer
19k views

Acetic acid freezing distilation

How can acetic acid be distilled by freezing when its freezing point is above the freezing point of water. Examples on the web show the water portion of the vinegar as ice and the acid as a liquid ...
10
votes
1answer
1k views

What is the name of the “primary” carbon in a benzene derivative?

If we have a benzene with a single substituent, such as chlorobenzene, what do we call the carbon atom to which the group is attached? I'm familiar with the ortho- meta- para- nomenclature, but the ...
6
votes
2answers
3k views

Is this the lowest chair conformer of Beta D-galactose

I drew the conformer (below) and I'm wondering if this is the most stable chair conformation. Three of the bonds are equatorial so it looks like the most stable to me.
-6
votes
1answer
168 views

Number of hydrogen molecules necessary in acetonitrile/butanediamine polymerisation [closed]

The beginning of the picture, from the word 'Acrylonitril' to the word 'structuurformule:', means the following: Acrylotitrile reacts with 1,4-butanediamine. When you use a lot of acrylonitrile, under ...
7
votes
1answer
2k views

What is the product formed in the reaction of dimedone and benzaldehyde?

I'm having a hard time deducing the structure of the product formed when dimedone and benzaldehyde react in the presence of catalytic piperidine. I think that a Knoevenagel reaction will get me to ...
3
votes
1answer
4k views

What is the difference between saturated and unsaturated fatty acids?

Chemically speaking, what are the biggest differences between saturated fatty acids and unsaturated fatty acids? What are the effects of those differences on the geometry of the molecule? And what is ...
3
votes
2answers
197 views

Is alkene reaction with hydrogen to form an alkane an addition reaction?

I have seen in some textbooks that such a reaction is listed under reduction of alkenes. I understand that the double bond is getting reduced to single bond and one hydrogen atom is added to each of ...
5
votes
1answer
188 views

Thought Experiment: Applying a high frequency high voltage to methane

I am in the process of constructing a kitchen waste digester (vegetable/fruits) from which, hopefully, over time adequate methane may be collected to burn. The digester won't be complete for several ...
5
votes
2answers
13k views

Which has one monochlorination possibility?

Which would have one monochlorination possibility? 2,2-dimethylpropane: or 2-methylpropane: It seems I'm missing something because I thought both would only have one monochlorination possibility. ...
8
votes
2answers
2k views

How to fluorinate polyethylene?

I seek to put a layer of fluorine on a rotationally molded cross-linked polyethylene (XPE) plastic gasoline tank. I sell tanks and they will be more eco-friendly if I can accomplish this. I am an ...
7
votes
1answer
1k views

What sort of molecules or polymers are used in OLED displays?

OLED displays have been emerging as competitors for LCD displays for some time and are now common in mobile phones (see comparison of a Google Nexus 1 and an iPhone here) The displays use small ...
3
votes
1answer
516 views

What would happen to a Water/Lard Mix under pressure and high heat?

If water is mixed with lard oil and heated (creating some super-critical water), how does this affect the volatility of the mixture in comparison if it is a pure mix of either water, or lard oil? ...
5
votes
1answer
1k views

Which C-C bond would break first, the one in ethane, or 2,2-dimethylpropane?

I have drawn the figures and determined intuitively that the larger molecule's $\ce{C-C}$ would break first. I made this assumption that ethane has the stronger $\ce{C-C}$ bond and I am correct, ...
3
votes
1answer
529 views

Breakdown of valine

What are the chemical reactions responsible for the breakdown of valine in the body? I know oxidative deamination is part of the process but how is valine further broken down from an keto acid to ...
5
votes
1answer
825 views

The effect of structure on the boiling points of organic molecules

Why do molecules like methoxyethane, ethoxyethane and so on have lower boiling points than isomeric alcohols? I think it has something to do with the structure, but I don't exactly know what it is.
4
votes
1answer
685 views

Is this the correct relative Brønsted acidity in these four acids?

We are asked to sort these four acids by increasing Brønsted acidity: The problem is, I am confused why $\ce{H2F+}$ is the strongest acid of them all. I understand that stronger acids will have ...
10
votes
1answer
126 views

How does the work that won the 2012 Sustainable Chemistry Award contribute to sustainable chemistry?

I'm seeking a lay explanation for how the work of Dr Marc Taillefer that won the 2012 European Sustainable Chemistry Award, contributes to sustainable chemistry. From the press release, Dr. Taillefer ...
8
votes
1answer
249 views

What chemical file formats are compatible with 3D printing?

I would like to print some molecules rather than building them using a kit. What file formats work?
7
votes
2answers
231 views

Is it possible to get energy from frozen methane without oxygen?

In one of the solar system documentaries it was mentioned there are moons in the solar system with lakes of frozen methane. Assuming humans or robots or whatever could make it there, would there be a ...
8
votes
2answers
582 views

Proper IUPAC name of a substituted cyclohexenol

Here's the molecule: So far I've tried: 6-methylcyclohex-2-en-ol and 4-methylcyclohexen-3-ol but both are wrong. I'm rather confused as to where I should start: the alcohol or the double bond?
4
votes
1answer
39k views

Order of elements in a formula? [duplicate]

Possible Duplicate: Why is methane's molecular formula conventionally “CH4”, while water is “H20” (among others)? If I have a formula containing 4 hydrogen atoms and 1 ...
4
votes
2answers
8k views

Boiling point of vodka

What is the boiling point of vodka? I have found the boiling point of ethanol, ~173 (degrees) F. However, I am unable to find the boiling point of vodka. I found some information on it, but I do not ...
13
votes
1answer
346 views

The Evans auxiliary: rotational freedom of the benzyl group - stereoselectivity still guaranteed?

I created the L-Phenylalanine based Evans auxiliary bearing a benzyl group with help of a molecular model set and got into some questions. The structural formula will do: As I suppose a low ...
2
votes
1answer
1k views

Lewis structures of H₂(C)xCH₂ molecules

I need to calculate the angles between CCC, CCH, HCH in the following molecules: ethene ($\ce{H2CCH2}$), propa-1,2-diene ($\ce{H2CCCH2}$), and buta-1,2,3-triene ($\ce{H2CCCCH2}$). If I'm not ...
7
votes
2answers
652 views

How do amines react with flue gases to absorb CO₂?

I'm reading this article about carbon capture from the combustion of fossil fuels. In this article, it says that amines are used as a chemical absorbent to capture the $\ce{CO2}$ from the exhaust of ...
4
votes
1answer
760 views

What is the structure of this molecule?

I need to find the Lewis structure of the ion $\ce{SCH^-}$. I think the Lewis structure should be: $\ce{S=C-H}$ with one lone pair on the carbon and two lone pairs surrounding the sulfur. Is this ...
0
votes
1answer
547 views

Product/(s) of the following reaction

I was wondering what the product will be in the following reaction: $$\ce{H3COOCH3 ->[\ce{H+}]} \:?$$ I was thinking about $\ce{CH3COOH}$ being a product but I do not know the mechanism.
3
votes
1answer
8k views

Can acidic conditions break disulfide bonds

I am denaturing a protein using organic solvent and acid (49:49:2% water:methanol:acetic acid), but I want to maintain the disulfide bonds. My chemistry knowledge isn't good but disulfides are broken ...
10
votes
1answer
4k views

Interpreting a formula tattoo

I saw on the Internet and I'm curious as to what compound is represented by it.
0
votes
1answer
360 views

Products of HMTD decomposition

Hexamethylene triperoxide diamine, "Hex" for short, is an explosive organic compound. I want to know the products of this reaction: $$\ce{C_6H_{12}N_2O_6 -> ? + Energy}$$
13
votes
1answer
4k views

Order of dipole moments

What is the order of dipole moments for $\ce{SO3, SiO2, P2O5,}$ and $\ce{Cl2O7}$? This question is from a book and the answer given is $\ce{Cl2O7 < SO3 < P2O5 < SiO2}$. Can someone explain ...
39
votes
6answers
71k views

How can carbon dioxide be converted into carbon and oxygen?

How can $\ce{CO2}$ be converted into carbon and oxygen? $$\ce{CO2 -> C + O2}$$ Alternatively: $$\ce{CO2 + ? -> C + O2}$$ I'm aware that plants are capable of transforming $\ce{CO2 + H2O}$ to ...
3
votes
3answers
32k views

Reaction of soap with water

I've seen it many times... Why does soap become foam-like when it reacts with water (moisture) or when we touch it with wet hands.. What compound actually causes this physical change? And why does ...
8
votes
2answers
2k views

Why do lipids in a cell hydrolyze into glycerol and fatty acids?

Most Lipids in a cell have ester bonds (made up of glycerol and fatty acids). I have learned in my chemistry class that we can hydrolyze an ester by simply adding water to it. $$\ce{CH3COOCH2CH3 + ...
2
votes
1answer
1k views

What is the chemical structure of the cocoate ion vs. the olivate ion?

I am wondering how the cocoate ion (in natural soaps, in the form of sodium or potassium cocoate and from the saponification of coconut oil) differs structurally from the olivate ion (from the ...
7
votes
1answer
790 views

What is the molecular structure of the coating on cast iron cookware known as seasoning?

When a piece of cast iron is repeatedly covered in fat and exposed to heat it develops a hard, black, non-stick coating referred to as "seasoning". What exactly is this coating made of molecularly? ...
6
votes
1answer
270 views

What does the ZZE tag in an Chemical Table file refer to?

I have a number of Chemical Table files which include a "M ZZE" tag in the properties block. For example, in Galactobuxin, I have: M ZZE 1 31 23 In ...
8
votes
3answers
4k views

Differences between KOH and phosphorus pentoxide as drying agents?

The most common drying agent I encountered when using a vacuum dessicator was phosphorus pentoxide in the form of Sicapent. But I've recently encountered people using KOH as a cheaper alternative (in ...
7
votes
2answers
672 views

Cyanogenic glycosides and HCN

I'm researching cyanide for a biology project and noted that one of the largest sources of carbohydrates in the tropics is the cassava root -- which I previously researched as a food that contains a ...
6
votes
3answers
2k views

Which cyclohexane conformation is more stable?

I got this question wrong on a test and I don't know why: Question: Which conformation is more stable? Answer: the chair on the left is more stable. I thought that the ring conformation ...
13
votes
1answer
239 views

Why is mercury a “fancy proton”?

I remember that one of my old organic chemistry profs referred to mercury as being a "fancy proton". I think it was in the context of oxymercuration reduction. What might have been his rationale for ...
9
votes
1answer
4k views

Why are peroxides explosive?

Why do peroxides tend to explode with little provocation? In general, what are typical products of their explosion?