17
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Accepted
Can ATP be synthesized and consumed?
To answer the question in the title:
Yes, ATP can be synthesised, isolated and you can even eat it. It would be very expensive to do so but considering others put gold on most of their food that’s ...
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13
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Mechanism of homologation of aldehyde to alkyne: Ohira–Bestmann reaction
This reaction is the Ohira–Bestmann modification1,2 of the Seyferth–Gilbert homologation.3,4
In the original Seyferth–Gilbert homologation, a diazomethane phosphonate is used to convert carbonyl ...
- 71.9k
12
votes
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Is phosphorine (C₅H₅P) aromatic?
Phosphorine (IUPAC: phosphinine) actually has aromatic character nearly as great (88%) as that of benzene. According to the reference, phosphorine is sufficiently stable to be handled without air-...
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9
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Does the synthesis of beta-keto phosphonates from esters have a name?
My inclination is to call this reaction a "phosphono-Claisen condensation." A Claisen condensation is the alpha-acylation of an ester with another ester. In this case, the typical carbon-centered ...
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9
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Can ATP be synthesized and consumed?
Expanding upon the comment above detailing how exogenous ATP isn't that great of an idea given the path of delivery, it's also important to note that our body focuses more on consumption, storage, and ...
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8
votes
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Reagent choice in the formation of Wittig reagent
I am fairly sure that for both, there are practicality issues at hand.
This is almost certainly so for the choice of phosphine. Even though PPh3 is absolutely terrible from an atom economy point of ...
- 71.9k
7
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difference between glyceraldehyde-3-phosphate and 3-phosphoglycerate
The difference between the two molecules is highlighted in red.
The functional group in 3-phosphoglycerate is a carboxylic acid. That in glyceraldehyde-3-phosphate is an aldehyde.
Sugars have the ...
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6
votes
How to convert P2O5 concentration to H3PO4 concentration?
Your question is a valid analytical chemistry question which has deep roots in history. No, the reason is not that $\ce{P2O5}$ reacts with water to from phosphoric acid and that is why $\ce{P2O5}$ ...
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6
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Competitive 'Wittig' vs 'Peterson' C=C bond formation
Seems like the silicon atom is more oxophilic as compared to the phosphorus atom. This could in principal be explained by the higher strength of the $\ce{Si-O}$ bond, as indicated by the dissociation ...
- 2,814
5
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Does the synthesis of beta-keto phosphonates from esters have a name?
Yesterday I chanced upon a rather obscure name for it: the "Corey–Kwiatkowski condensation".
The reaction between lithium phosphonamide or phosphonate and ester to give β-keto phosphonamide or ...
- 71.9k
5
votes
Does the synthesis of beta-keto phosphonates from esters have a name?
Two separate papers I found containing this paritcular type of reaction had the following wording:
Protection of the ketoester as the dioxolan followed by reaction with lithium ...
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5
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What is the difference between a phosphoryl group and a phosphate group?
The difference is basically one oxygen atom. If you consider monoethyl phosphate as an example, the ethyl alpha-carbon bears a phosphate group, whereas the ethoxy oxygen bears a phosphoryl group.
- 9,402
4
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Triphenylphosphine vs. trimethylphosphine in reduction reactions
Yes it can. It also has the advantage that the trimethyl phosphine oxide produced is water soluble and thus easier to remove from a reaction mixture than triphenylphosphine oxide which is notoriously ...
- 23k
4
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AChE Aging time of organophosphorus compounds containing hydroxyl groups
Acetylcholinesterase is important enzyme and its mechanism of function is well known. In active site, it has two pockets: anionic pocket (to attract positively charged Quaternary nitrogen of choline) ...
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4
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Triphenylphosphine (PPh3) vs. 1,2-bis(diphenylphosphino)ethane (dppe) ligand?
As far as I am aware, the selection of the best ligands for transition-metal catalysed reactions is still trial and error. In fact, not only is the selection of ligand trial and error but so is the ...
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4
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Naming phosphonium cations in ionic liquids
Skepticism is an integral part of a good scientist. Remember the motto "Paper never refused ink" when reading papers and its Supporting Information. You will find incorrect references (very ...
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4
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Why is R₃P=O common but R₂Si=O rare?
$\ce{R₂Si=O}$ are referred to as silanone and are extremely reactive. There is an explanation of this in the Wikipedia article:
Silanones are extremely reactive and until 2013 were only detected by ...
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4
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How can Diethyl Methylphosphonate be reduced into Diethyl Methylphosphonite?
This paper1, like the one given in the comments by Waylander, is behind a paywall but also indicates the use of boranes, specifically $\ce{BH3/B2H6}$. According to a graphical abstract given in front ...
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3
votes
Reagent choice in the formation of Wittig reagent
Wittig reactions can be performed with all sorts of phosphanes. The resulting phosphonium salts can be deprotonated by all sorts of bases, as long as the base is basic enough.
Triphenylphosphane has ...
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3
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How come one of the hydroxides in the phosphate group are more acidic than the other?
Because the rendering is not really accurate. It would have been better to render the two dissociation constants without trying to associate them with specific hydrogen atoms.
Given the neutral ...
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3
votes
What is the difference between metaphosphoric acid and phosphonic acid?
Metaphosphoric acids general formula is (HPO3)n ; where n denoted number of phosphoric acid units present in the ring with n being greater or equal to 3.
These acids are actually the phosphoric acid ...
- 1,695
3
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Why is methyl parathion less toxic than ethyl parathion?
Both methyl parathion (O,O-Dimethyl O-(4-nitrophenyl) phosphorothioate) and ethyl parathion (O,O-Diethyl O-(4-nitrophenyl) phosphorothioate) are organothiophosphates with identical structure except ...
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3
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Why are isomers of parathion less active acetylcholinesterase inhibitors than paraoxon?
Background
Paraoxon is an irreversible inhibitor. It forms an adduct with the catalytic residue Ser203 of AChE, along with release of p-nitrophenol as leaving group. The resulting covalent ...
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Does protein phosphorylation add a phosphate group, or does it add a phosphoryl group? Wikipedia seems to have conflicting info on it
Note-Gotta credit Mithoron for this and if he posts an answer i'll accept his answer, as he deserves the rep for this answer.
There are two parts to this question
Are there phosphate groups in ATP
...
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2
votes
What is the difference between a phosphoryl group and a phosphate group?
Phosphates are esters of phosophoric acid, $\ce{HO-P(O)(OH)2}$, when one or more its $\ce{OH}$ groups are replaced by (substituded) alkyloxy (alkoxy) groups. E.g. Ethyl phosphate, $\ce{CH3CH2-O-P(O)(...
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Competitive 'Wittig' vs 'Peterson' C=C bond formation
You're looking for the faster rate, so given that a triphenylphosphonium (ever see a model of one of these things?) is a lot bulkier than a trimethylsilyl group, I would argue that the sterics is the ...
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2
votes
Why is DNA negatively charged and what makes it so?
DNA contain negative charge because the presence of phosphate group. Generally, hydrogen is not shown in DNA structure.
DNA
There are 3 hydrogens in phosphoric acid, each of them leaves as:
1 H ...
- 21
2
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How are phosphoglycerides different from phospholipids?
Phospholipids of a lipid bilayer can be divided in to two groups:
Those derived from glycerol - phosphoglycerides.
Those derived from sphingosine - sphingomyelin.
Phosphoglycerides are indeed a ...
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2
votes
Can ATP be synthesized and consumed?
ATP is not very orally active as it is rapidly metabolized to adenosine and further to uric acid. There are many clinical trials that have used ATP by IV infusion at a rate of 50 microgram per ...
2
votes
What is the configuration of dimethyl[tris(trifluoromethyl)]-λ⁵-phosphane?
You can note that $\ce{-CH3}$ shows electron releasing (+I) effect while $\ce{-CF3}$ shows strong electron withdrawing effect. Now, you can treat inductive effect as the organic analogue of ...
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