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the_m-theorist
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How do I esterify phenol and oxalic acid to make diphenyl oxalate.
P.S. My initial researches using google have yielded no results.
P.S. My initial researches using google have yielded no results.
I downloaded the fifth edition yesterday and it seems like a great general reference but I haven't found diphenyl oxalate anywhere. Perhaps you could tell me some other more focused references.Borek said:I would start with Vogel's Textbook of Practical Organic Chemistry.
The Beilstein database, right?DrDu said:Once I prepared the dinitrophenyloxalic esters used in lightsticks, but I started from oxalylchloride. Usually Beilstein is a good starting point to find syntheses of standard organic compounds.
the_m-theorist said:I haven't found diphenyl oxalate anywhere
Well sadly I know that the school does not have access to any databases, but tell me do you have any other references, there is very little about esters in Vogel. Also is Beilstein not free?Borek said:Vogel is more about finding general ideas and then trying by yourself.
Unless you can find a specific synthesis described in literature - but using google is not a good approach, as DrDu suggested you will get better results using specialized databases (typically behind a paywall, but your school may have access).
any other refrences?Borek said:I am afraid you will not find a free and reasonably complete database.
Thanks for the link, but unfortunately I've just checked at the local library and they don't have Beilstein.DrDu said:I think I followed the following article:
http://pubs.acs.org/doi/pdf/10.1021/ed051p528
Maybe you can locate it in some library as it is not free.
Yes, I found basically the same thing (the trichlorophenol variant though) here only in much better video form. It seems he also has a video where he prepares the TCPO. (he too uses toulene). Also I've been going through some books. (Including Morrison and Boyd.) I found some standard esterification methods and stuff but everywhere I looked I couldn't find anything which had two phenyl groups and 2 C double bonds. Still searching!DrDu said:I always thought thyat the young generation was smarter than I being an old guy in localizing everything on internet.
UPDATE:- I was talking with a lot of chemical dealers today. One was promising (I still had to spell out oxalyl chloride for him though), he said he'll tell me tomorrow if he could get me the chemicals. (hope for the best.)DrDu said:Probably the hardest step is getting the oxalylchloride.
Do you think sodium fluorescein (is usually used in highlighters I believe) will work ? The article you quoted said that almost all fluorescent dyes work and this says that it is slightly soluble in ethanol, though I'm not sure it'll work in ethyl acetate or diethyl pthalate.DrDu said:To show the fluorescence, you can also use Rhodamin B
OMG I read it is still the best but that must go back a long way.Borek said:I would start with Vogel's Textbook of Practical Organic Chemistry.
I admit that I had no idea oxalyl chloride was so toxic, I had intended to go through the MSDS of each chemical after the dealer told me that the chemicals were available, but I ended up downloading the MSDS of each one just after reading this comment! But the dealers here are ridiculous, he has no idea what oxalyl chloride (maybe I'll buy that from sigma aldrich or something) is and tells me that I need a permit for buying toluene from him!DrDu said:Just take care in handling the oxalyl chloride. It is very toxic and volatile, comparable to phosgene.
Ahhh! so you have read my other posts! Funny how the number of people who read your other posts while conversating on one increases drastically on academic forums!DrDu said:However, I was doing this as a high school project, too.
oxalylchloriden is to toxic and I am not allowed to work with this compound, does normal oxalic acid word to? (without chlorine)DrDu said:Once I prepared the dinitrophenyloxalic esters used in lightsticks, but I started from oxalylchloride. Usually Beilstein is a good starting point to find syntheses of standard organic compounds.
The purpose of synthesizing diphenyl oxalate is to produce a compound that is commonly used in the production of glow sticks. It is also used as a chemical intermediate in the synthesis of various pharmaceuticals and organic compounds.
The materials needed for the synthesis of diphenyl oxalate include oxalic acid, phenol, sulfuric acid, and a solvent such as toluene or xylene. Additional equipment such as a round-bottom flask, condenser, and heating source are also required.
The process for synthesizing diphenyl oxalate involves heating a mixture of oxalic acid, phenol, and sulfuric acid in a solvent. The reaction produces diphenyl oxalate, which can then be isolated and purified through techniques such as filtration and recrystallization.
Yes, there are several safety precautions that should be taken when synthesizing diphenyl oxalate. The chemicals used in the synthesis are corrosive and can cause irritation to the skin, eyes, and respiratory system. It is important to wear appropriate protective gear, work in a well-ventilated area, and handle the chemicals with care.
In addition to its use in glow sticks and pharmaceutical synthesis, diphenyl oxalate can also be used as a photoinitiator in polymerization reactions and as a reagent in organic synthesis. It is also being researched for potential applications in solar energy conversion and as a fluorescent probe for detecting metal ions.