Talk:Appel Reaction

History Comments

 * Example UMich215SSG (talk) 02:10, 10 February 2011 (UTC)
 * Here's my signatureUMich215SSG (talk) 02:10, 10 February 2011 (UTC)
 * The Angewandte paper is best found through the doi --Stone (talk) 22:25, 10 February 2011 (UTC)

Hey History people! your section looks great, but i found one little typo... '...It proceeds via activation of triphenylphosphine (Ph3P) by reaction the tetrahalomethane (CCl4) which forms a salt call..' i think 'reaction' should be 'reacting with' ?? Agodi2012 (talk) 14:54, 19 February 2011 (UTC)

Hi history group, I think that the information that you have for your section is great and very informative, but one of the sentences in the first sentence was a bit wordy… “In 1986, Appel received the Liebig Medal, a prestigious chemistry award in Germany and - in 1986, the same year that he retired from the inorganic institute.” I think it would be easier to say In 1986, Appel received the Liebig Medal, a prestigious chemistry award in Germany and that same year, he retired from the inorganic institute. Nlop2010 (talk) 20:53, 20 February 2011 (UTC)

Hi! "both the University of Bonn along with the inorganic chemical institute in 1962 from the University of Heidelberg." Should inorganic chemical institute be capitalized? Also, the last part of the sentence is a little confusing to me. In the next sentence, maybe say Appel developed "his" reaction, or He developed the Appel reaction. I think the 2 Appels gets a little wordy. Good job! Redballoons10 (talk) 01:38, 22 February 2011 (UTC)

Hey guys! Great job! Just a few minor comments to add. I think the creator section is good, but it gets a little confusing with all the "Appel" words you are using. It might be helpful to use the pronoun "he" some more. Also, in your reaction section, it is a little confusing with all the really long sentences. Try organizing a little better by starting a new sentence with each new step. Lastly, I think you might have said "this reactions" once which is just a minor typo to fix. Great information! Snuggie91 (talk) 01:46, 22 February 2011 (UTC)

Hi guys! Your section is great - I just have a couple of recommendations. The first section is titled "The Creator," but did he create the reaction? I think it might be better to say the developer or discoverer. Next, in the first sentence, you guys accidentally typed "Boon" instead of Bonn. Also, the second to last sentence in the first section doesn't make sense. In the second section, the third sentence detailing the reaction is kind of wordy. It would probably make more sense if you split it up. Overall, great job though! Juju3592 (talk) 03:38, 22 February 2011 (UTC)

Hi History Group! Your history section looks fantastic and there is very little I can add. However, I noticed a small typo under the "Creator" section. First, did you mean to capitalize chemistry when you said that Appel received a degree is chemistry? Does chemistry need to be capitalized? Also, there is a dash in the second or third line that does not seem to grammatically fit in the section. Finally, do you have any information about HOW he came about finding the reaction? All these suggestions are minor and I think you guys as a group did a really excellent job! Pmgtennis09 (talk) 21:26, 22 February 2011 (UTC)

Post your papers here!
User:bolzhang (talk)
 * Beres, J.; Bentrude, W. G.; Parkanji, L.; Kalman, A.; Sopchik, A. E. J. Org. Chem. 1985, 50, 1271–1278.
 * Seebach, D.; Pichota, A.; Beck, A. K.; Pinkerton, A. B.; Litz, T., Karjalainen, J.; Gramlich, V. Org. Lett. 1999, 1, 55-58.
 * Nishida, Y.; Shingu, Y.; Dohi, H.; Kobayashi, K. Org. Lett. 2003, 5, 2377–2380.

User:Somedaydoctor (talk)
 * Beres, J.; Bentrude, W. G.; Parkanji, L.; Kalman, A.; Sopchik, A. E. J. Org. Chem. 1985, 50, 1271–1278. — Preceding unsigned comment added by Bolzhang (talk • contribs) 00:54, 17 February 2011 (UTC)
 * Denton, R. M.; Tang, X.; Przeslak, A. Org. Lett. 2010, 12, 4678-4681.
 * Nishida, Y.; Shingu, Y.; Dohi, H.; Kobayashi, K. Org. Lett. 2003, 5, 2377–2380.

michedia (talk)
 * Nishida, Y.; Shingu, Y.; Dohi, H.; Kobayashi, K. Org. Lett., 2003, 5, 2377–2380.
 * Denton, R. M.; Tang, X.; Przeslak, A. Org. Lett. 2010, 12, 4678-4681.
 * Bergen, E.; O'Connor, E. T.; Robinson, S. B.; McGarrigle, E. M.; O'Mahony, C. P.; Gilheany, D. G. J. Am. Chem. Soc. 2007, 129, 9566-9567.

Spradhan12 (talk) 21:33, 16 February 2011 (UTC)
 * Zhong, M.; Nowak, I.; Cannon, J. F.; Robins, M. J. J. Org. Chem. 2006, 71, 4216–4221.
 * Nishida, Y.; Shingu, Y.; Dohi, H.; Kobayashi, K. Org. Lett. 2003, 5, 2377-2380.
 * Beres, J.; Bentrude, W. G.; Parkanji, L.; Kalman, A.; Sopchik, A. E. J. Org. Chem. 1985, 50, 1271-1278.

Animalperson247
 * Comba, P.; Fath, A.; Nuber, B.; Peters, A. J. Org. Chem. 1997, 62, 8459-8462.
 * Schiessl, H. W.; Appel R. J. Org. Chem. 1967, 33, 322-323.
 * Beres, J.; Bentrude, W. G.; Parkanji, L.; Kalman, A.; Spochik, A. E. J. Org. Chem. 1985, 50, 1271-1278.

Agkelly1924 (talk) 01:46, 15 February 2011 (UTC)
 * Beres, J.; Bentrude, W. G.; Parkanji, L.; Kalman, A.; Sopchik, A. E. J. Org. Chem. 1985, 50, 1271-1278.
 * Seebach, D.; Pichota, A.; Beck, A. K.; Pinkerton, A. B.; Litz, T., Karjalainen, J.; Gramlich, V. Org. Lett. 1999, 1, 55-58.
 * Nishida, Y.; Shingu, Y.; Dohi, H.; Kobayashi, K. Org. Lett. 2003, 5, 2377-2380.

http://en.wikipedia.org/w/index.php?title=User_talk:UmichSSG215/Natalies_SSG_Section_Rough_Draft&action=edit&section=3 --DashboardDramamine (talk) 04:17, 15 February 2011 (UTC)User:DashboardDramamine
 * Poling, S. M. J. Agrlc. Food Chem. 1991, 39, 677-680.
 * Lopopolo, G.; Fiorella, F.; de Candia, M.; Nicolotti, O., Martel, S.; Carrupt, P. A.; Altomare, C. European Journal of Pharmaceutical Sciences. 2010, 42, 180–191.
 * Kupczyk-Subotkowska, L.; Siahaan T. J.; Basile, A. S.; Friedman, H. S.; Higgins, P. E.; Song, D.; Gallo, J. M. J. Med. Chem. 1997, 40, 1726-1730.

Agodi2012 (talk) 14:52, 15 February 2011 (UTC)
 * Beres, J.; Bentrude, W. G.; Parkanji, L.; Kalman, A.; Sopchik, A. E. J. Org. Chem. 1985, 50, 1271–1278.
 * Zieger, H. E.; Bright, D. A.; Haubenstock, H. J. Org. Chem. 1986, 51, 1180–1184.
 * Zhong, M.; Nowak, I.; Cannon, J. F.; Robins, M. J. J. Org. Chem. 2006, 71, 4216–4221.

Juju3592 (talk) 18:57, 15 February 2011 (UTC)
 * Comba, P.; Fath, A.; Nuber, B.; Peters, A. J. Org. Chem. 1997, 62, 8459-8462.
 * Magid, R. M.; Fruchey, O. S.; Johnson, W. L.; Allen, T. G. J. Org. Chem. 1979, 44, 359-363.
 * Braddock, D. C.; Pouwer, R. H.; Burton, J. W.; Broadwith, P. J. Org. Chem. 2009, 74, 6042-6049.

Pmgtennis09 (talk) 21:50, 15 February 2011 (UTC)
 * Zhong, M.; Nowak, I.; Cannon, J. F.; Robins, M. J. J. Org. Chem. 2006, 71, 4216-4221.
 * Denton, R. M.; Tang, X.; Przeslak, A. Org. Lett. 2010, 12, 4678-4681.
 * Beres, J.; Bentrude, W. G.; Parkanji, L.; Kalman, A.; Sopchik, A. E. J. Org. Chem. 1985, 50, 1271-1278.

Snuggie91 (talk) 22:14, 15 February 2011 (UTC)
 * Bergen, E.; O'Connor, E. T.; Robinson, S. B.; McGarrigle, E. M.; O'Mahony, C. P.; Gilheany, D. G. J. Am. Chem. Soc. 2007, 129, 9566-9567.
 * Schiessl, H. W.; Appel R. J. Org. Chem. 1967, 33, 322-323.
 * Whitfield, G. F.; Beilan, H. S.; Saika, D.; Swern, D. J. Org. Chem. 1974, 39, 2148-2152.

T4life9711 (talk) 22:26, 15 February 2011 (UTC)
 * Beres, J.; Bentrude, W. G.; Laszlo, P.; Kalman, A.; Sopchik, A. E. J. Org. Chem. 1985, 50, 1271-1278.
 * Denton, R. M.; Tang, X.; Przeslak, A. Org. Lett. 2010, 12, 4678-4681.
 * Nishida, Y.; Shingu, Y.; Dohi, H.; Kobayashi, K. Org. Lett. 2003, 5, 2377-2380.

Kd354mvp (talk) 03:34, 16 February 2011 (UTC)
 * Beres, J.; Bentrude, W. G.; Parkanji, L.; Kalman, A.; Spochik, A. E. J. Org. Chem. 1985, 50, 1271-1278.
 * Denton, R. M.; Tang, X.; Przeslak, A. Org. Lett. 2010, 12, 4678-4681.
 * Seebach, D.; Pichota, A.; Beck, A. K.; Pinkerton, A. B.; Litz, Thomas.; Karjalainen, J.; Gramlich, V. Org. Lett. 1999, 1, 55-58

Baloncesto92 (talk) 03:53, 16 February 2011 (UTC)
 * Beres, J.; Bentrude, W. G.; Parkanji, L.; Kalman, A.; Sopchik, A. E. J. Org. Chem. 1985, 50, 1271-1278.
 * Sakai, N.; Maruyama, T.; Konakahara, T. Synlett 2009, 13, 2105-2106.
 * Denton, R. M.; Tang, X.; Przeslak, A. Org. Lett. 2010, 12, 4678-4681.

Thepill01 (talk) 05:04, 16 February 2011 (UTC)
 * Arstad, E.; Barrett, A. G. M.; Hopkins, B. T.; Koebberling, J. Org. Lett. 2002, 4, 1975-1977.
 * Desmaris, L.; Percina, N.; Cottier, L.; Sinou, D. Tetrahedron Lett. 2003, 44, 7589-7591.
 * Baughman, T. W.; Sworen, J. C.; Wagener, K. B. Tetrahedron 2004, 60, 10943-10948.

Blueargyle (talk) 06:09, 16 February 2011 (UTC)
 * Nishida, Y.; Shingu, Y.; Dohi, H.; Kobayashi, K. Org. Lett. 2003, 5, 2377–2380.
 * Beres, J.; Bentrude, W. G.; Parkanji, L.; Kálmán, A.; Sopchik, A. E. J. Org. Chem. 1985, 50, 1271-1278.
 * Bergin, E.; O'Connor, C. T.; Robinson, S. B.; McGarrigle, E. M.; O'Mahony, C. P.; Gilheany, D. G. J. Am. Chem. Soc. 2007, 129, 9566-9567.

Runnergirl10 (talk) 00:50, 17 February 2011 (UTC)
 * Bergin, E.; O'Connor, C. T.; Robinson, S. B.; McGarrigle, E. M.; O'Mahony, C. P.; Gilheany, D. G. J. Am. Chem. Soc. 2007, 129, 9566-9567.
 * Nishida, Y.; Shingu, Y.; Dohi, H.; Kobayashi, K. Org. Lett. 2003, 5, 2377-2380.
 * Denton, R. M.; Tang, X.; Przeslak, A. Org. Lett. 2010, 12, 4678-4681.

Bigfoot4501 (talk) 23:46, 16 February 2011 (UTC)
 * Yang, Y.; Shi, M. J. Org. Chem. 2005, 70, 8645-8648.
 * Yamada, N.; Abe, K.; Toyota, K.; Masaaki, Y. J. Org. Chem. 2002, 4, 569-572.
 * Braddock, D. C.; Pouwer, R. H.; Burton, J. W.; Broadwith, P. J. Org. Chem. 2009, 74, 6042-6049.

E. Arstad, A. G. M. Barrett, B. T. Hopkins, J. Koebberling, ''Org. Lett''., 2002, 1975-1977. L. Desmaris, N. Percina, L. Cottier, D. Sinou, Tetrahedron Lett., 2003, 44, 7589-7591. T. W. Baughman, J. C. Sworen, K. B. Wagener, Tetrahedron, 2004, 60, 10943-10948. N. Sakai, T. Maruyama, T. Konakahara, Synlett, 2009, 2105-2106.
 * ROMPgel-Supported Triphenylphosphine with Potential Application in Parallel Synthesis
 * Conversion of alcohols to bromides using a fluorous phosphine
 * The facile preparation of alkenyl metathesis synthons
 * Chemoselective Isomerization of Secondary-Type Propargylic Alcohols to Propargylic/Allenic Bromides, and Brominated Dienes with Appel-Type Reaction Conditions
 * Megcro2090 (talk) 00:42, 17 February 2011 (UTC)

--Diligentbear88 (talk) 00:51, 17 February 2011 (UTC)
 * Beres, J.; Bentrude, W. G.; Parkanji, L.; Kalman, A.; Sopchik, A. E. "J. Org. Chem." ""1985"", "50", 1271-1278.
 * Zhong, M.; Nowak, I.; Cannon, J. F.; Robins, M. J. "J. Org. Chem." ""2006"", "71", 4216-4221.
 * Dai, C.; Narayanam, J. M. R.; Stephenson, C. R. "J. Nature Chemistry", ""2011"", "3", 140-145.
 * Denton, R. M.; Tang, X.; Przeslak, A. "Org. Lett." ""2010"", "12", 4678-4681.
 * Seebach, D.; Pichota, A.; Beck, A. K.; Pinkerton, A. B.; Litz, T.; Karjalainen, J.; Gramlich, V. "Org. Lett." ""1999"", "1", 55-58.


 * Denton, R.M.; Tang, X.; Przeslak, A.; Org. Lett. 2010, 12 (20), 4678-4681
 * Zhong, M.; Nowak, I.; Cannon, J. F.; Robins, M. J.; J.Org. Chem. 2006, 71 (11), 4216-4221
 * Beres, J.; Bentrude, W. G.; Parkanji, L.; Kalman, A.; Sopchik, A. E.; J. Org. Chem. 1985, 50 (8), 1271-1278
 * Jsgeor (talk) 01:22, 17 February 2011 (UTC)jsgeorJsgeor (talk) 01:22, 17 February 2011 (UTC)

History Comments

 * Example UMich215SSG (talk) 02:10, 10 February 2011 (UTC)
 * Here's my signatureUMich215SSG (talk) 02:10, 10 February 2011 (UTC)
 * The Angewandte paper is best found through the doi --Stone (talk) 22:25, 10 February 2011 (UTC)

Post your papers here!
Agkelly1924 (talk) 01:46, 15 February 2011 (UTC)
 * Beres, J.; Bentrude, W. G.; Parkanji, L.; Kalman, A.; Sopchik, A. E. J. Org. Chem. 1985, 50, 1271-1278.
 * Seebach, D.; Pichota, A.; Beck, A. K.; Pinkerton, A. B.; Litz, T., Karjalainen, J.; Gramlich, V. Org. Lett. 1999, 1, 55-58.
 * Nishida, Y.; Shingu, Y.; Dohi, H.; Kobayashi, K. Org. Lett. 2003, 5, 2377-2380.

http://en.wikipedia.org/w/index.php?title=User_talk:UmichSSG215/Natalies_SSG_Section_Rough_Draft&action=edit&section=3 --DashboardDramamine (talk) 04:17, 15 February 2011 (UTC)User:DashboardDramamine
 * Poling, S. M. J. Agrlc. Food Chem. 1991, 39, 677-680.
 * Lopopolo, G.; Fiorella, F.; de Candia, M.; Nicolotti, O., Martel, S.; Carrupt, P. A.; Altomare, C. European Journal of Pharmaceutical Sciences. 2010, 42, 180–191.
 * Kupczyk-Subotkowska, L.; Siahaan T. J.; Basile, A. S.; Friedman, H. S.; Higgins, P. E.; Song, D.; Gallo, J. M. J. Med. Chem. 1997, 40, 1726-1730.


 * Kawashima, T.; Takami, H.; Okazaki, R. J. Am. Chem. Soc. 1994, 116, 4509-4510.
 * Liu, J.; Robins, M. J. Org. Lett. 2004,6, 3421-3423.
 * Fustero, S.; Bartolome, A. Sanz-Cervera, J. F.; Sanchez-Rosello, M.; Soler, J. G.; de Arellano, C. R.; Fuentes, A. S. Org. Lett. 2003, 5, 2523-2526. Redballoons10 (talk) 22:11, 15 February 2011 (UTC)

Nlop2010 (talk) 04:02, 16 February 2011 (UTC)
 * Beres, J.; Bentrude, W.; Parkanji, L.; Kalman, A.; Sopchik, A. J. Org. Chem., 1985, 50, 1271–1278
 * Zhong, M.; Nowak, I.; Cannon, J.; Robins, M. J. Org. Chem., 2006, 71, 4216–4221
 * Nishida, Y.; Shingu, Y.; Dohi, H.; Kobayashi, K. Org. Lett., 2003, 5, 2377–2380

Applications
Hi Guys,

I have copy and pasted your applications paragraph here with some editing changes and suggestions.

The Appel reaction is widely used in the formations of alkyl halides.  Could you define what an alkyl halide is?

Alkyl halides have many different uses. Some commonly known alkyl halides include chloroform, carbon tetrachloride, and chlorofluorocarbons. --Somedaydoctor (talk) 02:29, 18 March 2011 (UTC)


 * Chloroform has anesthetic properties.
 * Carbon tetrachloride is found in some fire extinguishers.
 * [Chlorofluorocarbons]] can be used in devices like air conditioners and can also be used in propellants in aerosol inhalers used to treat asthma.

Modern Drawbacks of applications

 * Chloroform was was later found to cause cancer.
 * Carbon tetrachloride causes liver damage.
 * Chlorofluorocarbonsmore recently have been shown to deplete the ozone layer.

As these demonstrate, alkyl halides can be extremely useful in everyday life but also seem to have many negative side effects. Reactions like the Appel reaction are particularly useful for manufacturing alkyl halides since they are not usually naturally occurring on Earth.

Could someone else add in the citations and add more info? I changed the formatting and hopefully it flows better. --Somedaydoctor (talk) 02:40, 18 March 2011 (UTC)

Chloroform was previously used as an anesthetic but was later found to cause cancer. "'What kinds of cancer, lets be a little more specific'"

Carbon tetrachloride is found in some fire extinguishers but causes liver damage. are there any other uses?

Chlorofluorocarbons have been used in refrigerants like air conditioners but more recently have been shown to deplete the ozone layer. Chlorofluorocarbons can also be used in propellants in aerosol inhalers used to treat asthma.

As these demonstrate, alkyl halides can be extremely useful in everyday life but also seem to have many negative side effects. Reactions like the Appel reaction are particularly useful for manufacturing alkyl halides since they are not usually naturally occurring on Earth.

See main page on alkyl halides (link). Just put double hard brackets around alkyl halides at the top

When Rolf Appel originally discovered this reactions, he described it as dehydrating and chlorinating. It is useful on primary, secondary, and most tertiary alcohols. It can also be performed in a large range of temperatures making it convenient to perform. I think this sort of thing should go up in the history section.

General comments: The content is good, though i think we could expand upon it a bit more and the writing right now is rather choppy. It would be nice to have the paragraph flow. UmichSSG215 (talk) 19:30, 18 February 2011 (UTC)

Comments from User:michedia (talk): There are multiple times that you explain what a compound was used for and then say but its causes some harmful side effect. This leaves me wondering whether the compound is still being used for that purpose or not? It is not very clear. I think if you went more in depth it would make it flow better. Some of the sentences could also be better worded. For example, the sentence "Carbon tetrachloride is found in some fire extinguishers but causes liver damage" could be changed to this, "Carbon tetrachloride is found in some fire extinguishers; however, it has been found to cause liver damage."

Hi applications group. Just some small editing details. You wrote "alkyl halides can be extremely useful in everyday life but also seem to have many negative side effects" You don't need to say "they seem to" because depleting the ozone layer and cancer is negative, not something that just appears damaging. Also, some of the sentences seem a little choppy and could be reworded so that the paragraph flows better instead of reading like list of facts. For example in the second sentence you could say "alkyl halides that are commonly used include chloroform, carbon tetrachloride, and chlorofluorocarbons" just so the sentences flow from one to the next a little more smoothly. Also in the last paragraph it would be nice and if you can change the last perform to something like "carry out" it will take care of repetition. Good work. Baloncesto92 (talk) 02:26, 23 February 2011 (UTC)

I think that it might be more helpful if this section is not simply restricted to alkyl halides. Are there any other uses of the Appel Reaction besides the formation of Alkyl Halides? Also, in the last part, I think you meant to put "When Rolf Appel originally discovered this reaction...," and not "When Rolf Appel...reactions." Also I think this would read better if you could form transitions between the different points. It seems as if currently the paragraph does not flow very smoothly. Other than that, it looks great. T4life9711 (talk) 02:38, 23 February 2011 (UTC)

hey I think the applications page is pretty good and it talks about everything we found so far about the Appel Reaction. I think it can be improved if we can find one more big use of the Appel reaction and then expand on it because right now we have an excellent description of its use for alykyl halides but that is the only one we have. Also, I think after we are done finding new stuff, the wording can be edited and made more smooth because it seems a bit choppy when I read it now. Other than that, the section looks really good!! Kd354mvp (talk) 21:50, 23 February 2011 (UTC)

Animations
When making animations that are only a frame per second or less such as File:AppelReactionMechanism.ogg, it's best to upload them as animated gif. If you need help doing this, feel free to post here or to my talk page.Smallman12q (talk) 12:25, 26 March 2011 (UTC)