...A Grignard-Like Organic Reaction The Synthesis of 1-phenyl-3-buten-1-ol Introduction The Grignard reaction is an important synthetic process by which a new carbon to carbon bond is formed. Magnesium metal is first reacted with an organic halide forming the Grignard reagent. The Grignard reaction is the addition of an organomagnesium halide (Grignard reagent) to a ketone or aldehyde, to form a tertiary or secondary alcohol, respectively. For example, the reaction with formaldehyde leads to a primary alcohol. Grignard Reagents are also used in the following important reactions: The addition of an excess of a Grignard reagent to an ester or lactone gives a tertiary alcohol in which two alkyl groups are the same, and the addition of a Grignard reagent to a nitrile produces an unsymmetrical ketone via a metalloimine intermediate. A sample Grignard reaction mechanism can be seen in Figure 1 of a Grignard reagent being prepared with an alkyl bromide and later reacted with a formaldehyde to produce a primary alcohol. The purpose of this lab was to form 1-phenyl-3-buten-1-ol using a Grignard reaction. The Grignard reactant was produced from Zinc and Allyl Bromide which was then reacted to Benzaldehyde. The formation of the final product will be confirmed using a Thin Layer Chromatography, TLC, of the product and Benzaldehyde and an IR analysis of the product. Abstract In reactions involving Grignard reagents, it is important to exclude water and air, which rapidly destroy...
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...Preparation of Grignard Reagents and the Preparation of 2-methyl-3-heptanol from 2-methylpropanal and Grignard Reagents II. Introduction Organometallic compounds are substances with a carbon-metal bond (structure 1); these metals may be Li, Na, Mg, Cu, Hg, Pd, or any other transition metal (Gilbert, Martin 639). Organometallic compounds with M representing MgBr are organomagnesium compounds, or more commonly Grignard reagents. Grignard reagents are unique due to their polarization. The carbon atom in the Grignard reagent is made electron-rich by the electropositive metal giving the carbon atom a partial negative charge (δ-), and the metal a partial positive charge (δ+). This unique charge distribution allows carbon to act as a nucleophile in chemical reactions. However, when carbon is bonded to a more electronegative atom, such as a halogen (structure 2) or to oxygen (structure 3), it acts as an electrophile in chemical reactions (Gilbert, Martin 639). Figure 1. Structure of an organometallic reagent (structure 1), an alkyl halide (structure 2), and a carbonyl compound (structure 3). * Due to the nucleophilic properties, organometallic compounds are commonly used in reactions to form new carbon-carbon bonds. Equation 1 is a general example of a reaction between an alkyl halide and an organometallic compound. Equation 2 is an example of a reaction of a carbonyl and an organometallic compound. In both reactions the nucleophilic carbon atom of the organometallic...
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...The Grignard Reaction is the addition of an organomagnesium halide, the Grignard reagent, to a ketone or aldehyde to form alcohols1. Grignard reaction are important in organic chemistry because they are relatively easy to perform, and they are one of the few reactions that can form new carbon – carbon bonds. The purpose of this experiment is to synthesize the Grignard reagent, phenyl magnesium bromide, from bromobenzene, and using the synthesized Grignard reagent to react with benzophenone to form triphenylmethanol. Grignard reagents typically have a molecular formula of RMgX, where R is either an aryl or alkyl group and X is a halogen like bromine, chlorine or iodine. Grignard reagents are made by a reaction between an alkyl or aryl halide with magnesium metal. This...
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...ABSTRACT: This report, talks describes a lab that was focused on carrying out a method for the synthesis of secondary alcohols. It used nucleophilic Grignard reagent 1-methylbutylmagnesium Bromide, and the electrophilic carbonyl carbon of an aldehyde propanal to create 4-methyl-3-heptanol. Introduction/ Purpose In this lab we took it the addition of nucleophilic Grignard reagent 1-methylbutylmagnesium Bromide, to the electrophillic carbonyl carbon of an aldehyde propanal is described. 4-methyl-3-heptanol is produced, which was a 2 degree alcohol. Both primary alcohols and secondary alcohols can be obtained through this process in different ways. To produce a Primary alcohol the aldehyde that has to be used is formaldehyde. Secondary...
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...In this experiment, a Grignard was performed with 3-pentanone and an unknown alkyl bromide to obtain and identify a 3˚ alcohol. In order to identify the alkyl bromide, the identity of the product was found by spectroscopic analysis. To complete this reaction, first the Grignard reagent was prepared. The reagent was generated by taking Unknown AP and adding it, dropwise, to a mixture of 6.2 mL of THF and 1.0008 g of magnesium. The magnesium had to be crushed to initiate the reaction between magnesium and alkyl bromide. Once the reaction took place, the colorless solution became cloudy and white bubbles formed. Eventually, the solution turned black-brown in color. This solution was stirred for 20 minutes until a solution of 4.0 mL in 5.4 mL of...
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...Pg(303-309/312-314) 3/11/14 Experiment #36 and 36b Preparation of the Grignard Reagent and Benzoic Acid Purpose- In this experiment we learned to prepare a Grignard reagent, phenyl magnesium bromide, which we then converted to a carboxylic acid. Procedure & Observations- First we started by setting up our apparatus for Grignard reactions. We started by making sure all glassware was completely dried as a Grignard reaction would not occur if water is present. We used a 100ml round bottom flask for our solution and placed it on a hot plate to control the heating process. We then weighed out 0.4920g of magnesium turnings and placed it into the round bottom flask. We also measured out 2.1ml of bromobenzene into a 50ml flask and got a weight of 3.0557g. We then added 10ml of ether to the 2.1ml of bromobenzene and pipetted half into the round bottom flask. The other half was then added to the separatory funnel along with an additional 7ml of ether. From here we began heating the mixture until boiling started to occur. Once the reaction started to begin we got an instant brownish color change. We also ended up using a drop from another group’s reaction to help move along the process. Once this happened we began slowly adding the remaining bromobenzene over a five minute period. Once it had all been added we added an additional 1ml of ether to rinse the funnel. We then heated under gentle reflux till all the magnesium...
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...J. Org. Chem. 1985,50, 910-912 910 Scheme H I a H N+ C02Et 7c. d H (CHz),, s 0 Sc, d COzEt 8 ( I c , n = l ; d , n = 2. to pyrazolinones 6a,b together with ylides 5a,b as minor products. Bridged 2-pyrazolin-bones 6a,b, whose structures are supported by 'H and 13C NMR spectroscopy, show two strong infrared absorption bands in the 17001800-cm-' range. The first band (1740 cm-') is assigned to the ester carbonyl while we attribute the second one (1765 cm-' for 6a and 1760 cm-l for 6b) to the amide carbonyl. These abnormal high values for an amide band reveal, in accordance with Bredt's rule, an important inhibition of the N-C=O resonance in these N-bridgehead lactams." On the other hand, ' NMR spectra of the crude maH terials obtained from diesters 4c,d at 390-400 "C showed the characteristic signals of a terminal vinyl group suggesting that an elimination reaction follows or competes with the [1,4] migration. Flash column chromatography of the mixture resulting from the thermolysis of the piperidine derivative 4c afforded besides the pyrazolinone 6c12an isomeric N-alkenyl compound whose spectroscopic datal3support the hydroxy-bpyrazole structure 7c. The analogous elimination product 7d formed in lower yield (15% estimation on the basis of 'H NMR spectra) could not be isolated. Pyrazolinone 6c submitted to flow pyrolysis at 400 O C was recovered unchanged. Thus hydroxy-bpyrazoles 7c,d result from an intramolecular elimination...
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...Experiment: Grignard Synthesis of Triphenymethanol Title References: Rosenberg, Robert. (2010). Experimental Organic Chemistry: Howard University Edition. Virginia Beach, VA: Acedemx Publishing Services, Inc. McMurry, John. (2008). Organic Chemistry, 7th Edition. Mason, Ohio: Cengage Learning. Syntheses of triphenylmethanol using the Grignard reagent Phenylmagnesium bromide Abstract A Grignard reaction was demonstrated in order to produce triphenylmethanol from the use of the reagents bromobenzene and phenylmagnesium bromide. This was accomplished by first creating the Grignard Reagent (phenylmagnesium bromide). To do this refluxing of bromobenzene with magnesium and anhydrous ether was done. The Grignard reagent produced was placed in a round bottom flask. Next, a solution of methyl benzoate and ether was slowly mixed into the flask while refluxing was being performed. Upon completion of the reaction, the crystals were isolated using ligroin and vacuum filtration. Analysis of the IR spectra and melting point supported these results. The significance of these findings shows how thoroughly the experiment was carried out. Introduction The Grignard reagent can easily be formed by the reaction of an alkyl halide, in this case bromine, with magnesium metal, in anhydrous diethyl ether. The reaction takes place at the surface of the metal, and the ether plays the role as both the reactant and the solvent. As a result, the Grignard reagent is produced at the surface...
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...ketone into an alcohol using a Grignard reagent. The reagents used were Mg and Bromobenzene to first create the Grignard reagent, and then Acetophenone was added to synthesize an alcohol. In preparation of the Grignard reagent, the Mg and Bromobenzene solution turned the proper brown color after being initiated and refluxed, indicating a Grignard has been made. Then, Acetophenone was added to the solution and heated in a sand bath and refluxed. 3.0M HCl was added and during this addition, the solution bubbled into the water condenser. NaHCO3 and NaCl were added to extract the aqueous layer to remove the organic layer to recover product. The Grignard reaction yielded 1, 1-Diphenylethanol as the product. This was determined by the nature of how Grignard reagents add and...
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...Major Milestones of the Telecommunications Industry 1837 Samuel Morse invents the telegraph - The information age began with the telegraph, which was invented by Samuel F.B. Morse in 1837. This was the first instrument to transform information into electrical form and transmit it reliably over long distances. The earliest form of electrical communication, the original Morse telegraph of 1837 did not use a key and sounder. Instead it was a device designed to print patterns at a distance. 1858 Transoceanic telegraph cable is laid – The transoceanic telegraph cable is an undersea cable running under the Atlantic Ocean used for telegraph communications. The first communications occurred August 16, 1858, reducing the communication time between North America and Europe from ten days, the time it took to deliver a message by ship, to a matter of minutes. 1876 Alexander Graham Bell invents the telephone - The telegraph was followed by Alexander Graham Bell's invention of the telephone in 1876. The magneto-telephone was one of the first telephones on which both transmission and reception were done with the same instrument. 1885 - Incorporation of the American Telephone and Telegraph company (AT&T). After its incorporation in 1885, the American Telephone and Telegraph company dominated the telecommunications market. 1888 - Heinrich Hertz discovers the electromagnetic wave 1895 - Marconi begins experimenting with wireless telegraph 1901 Guglielmo Marconi invented the radio—the...
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...Unit 1 Research 1 PT1420 In the 1970s the programming language that was most popular was Pascal. Pascal was designed in 1968-69 but published in 1970. Niklaus Wirth created the Pascal language to “1) make available a language suitable for teaching programming as a systematic discipline based on fundamental concepts clearly by the language, and 2) to define a language whose implementations could be both reliable and efficient on then-available computers. In 1972 the C programming language was developed by Dennis Ritchie. C was created to work with the system Unix. “Unix gives C such advanced features as dynamic variables, multitasking, interrupt handling, forking, and strong, low-level, input-output. Because of this, C is very commonly used to program operating systems such as Unix, Windows, the MacOS, and Linux.” In the 1980s the popular programming language was C++. C++ was developed at Bell Laboratories. C++ is a general purpose multi-paradigm spanning compiled language that has both high-level and low-level languages’ features. It was started as an enhancement to the C programming language, Bjarne Stroustrup in 1979. In the 1990s Java was the popular programming language. It was created in 1991 developed by James Gosling at Sun Microsystems and release in 1995. In the 2000s Visual Basic (VB) was popular in the programming world. VB was developed from BASIC which was originally developed in 1964 by John Kemeny and Thomas Kurts. VB is a Microsoft programing language and software...
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...2/16/2014 Intellectual Property creation witnessing steady growth in India: Report - Economic Times You are here: Home > Collections > India RELATED ARTICLES Budget 2012: Relax corporate tax and surcharges to boost... March 5, 2012 Intellectual Property creation witnessing steady growth in India: Report PTI Jun 26, 2013, 06.43PM IST Bharti Airtel gives IP contract to Alcatel Lucent India June 1, 2012 Tags: Texas Instruments general motors | Mercedes-Benz | investments | intellectual property | Intel | Hewlett-Packard | | gdp | Alstom | Alcatel Lucent Alcatel-Lucent launches IP Transformation Center Septemb er 8, 2009 IN-DEPTH COVERAGE India Intellectual Property Alcatel-lucent Alstom NEW DELHI: The country's contribution to Intellectual Property (IP) creation is witnessing a steady growth, however, investments in R&D and patent activities in the country are still relatively slow when compared to developed nations, a report says. According to globalisation and market expansion advisory firm Zinnov's study 'Enhancing the IP Quotient in MNC R&D centres', IP creation is witnessing steady growth in MNC R&D centres, but investments in R&D and patent activities in India are still relatively slow. (A sector-wise analysis…) The study further said India spends just 1 per cent of its GDP on R&D, while countries like Israel spends 4.2 per cent, Japan 3.7 per cent, US 2.7 per cent and China 2.0 per cent...
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...Electronics rely heavily on electronic switching and amplification to generate and capture the various signals which allow them to operate. A controllable valve that allows a small signal to control a much larger signal does this, and could be related to a controllable valve used in the control of water flow. This was once done by a device known as vacuum tube but was later brought down to a much lower production scale for a variety of industrial, economical and business related reasons. Bell Laboratories, the research arm of telecommunications company American Telephone and Telegraph’s (AT&T) director Mervin Kelly put together the first team of researchers and scientists placed on the task of research and development of a solid state-semiconductor later called a transistor that would supersede vacuum tubes and provide numerous advantages. The success of this development would prove to change the computing, electronics and telecommunications systems altogether. Up until the invention of the transistor a vacuum tube was used in the control, amplification and generation of electrical signals. Vacuum tubes are tubes usually made from glass and designed in an airtight manner as to keep the flow of “cathode rays” from external disturbance as they pass from each terminal and laid the foundation for numerous technical innovations, such as the light bulb discovered by Thomas Edison (fig. 1). Joseph John Thomson further made a vacuum tube and placed a third terminal to attain a grasp...
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...Fall 2015 Analytical Chemistry I Quantitative Analysis Chem 341WI 4 Credit Hrs | Instruction Mode: L (lab) and P (class) Professor Andrew Holder holdera@umkc.edu • SCB 113 • 816-235-2293 • 913-543-3709 (fax) Office Hours: T/Th 1:00-4:00, 5:00 – 7:30 Lecture: T/Th 4PM | Labs: T/Th 1PM (AFT), 5PM (EVE) Credit: Lab + Lecture = 4 credits | Format: Lab + Lecture (P) Lecture / Class Policies and Procedures Correspondence with UMKC Student Learning Outcomes Scientific Reasoning & Quantitative Analysis * Apply principles/methods of sciencea, mathb, statisticsc and logicd to solve problems and draw logical inferences. * Chpt 3: Experimental Error (c) * Chpt 4: Statistics (c) * Chpt 6: Chemical Equilibrium (a, b, d, e, f) * Chpt 7: Activity & Systematic Trtmnt, (a, d, e, h) * Chpt 8: Monoprotic Acid-Base Equil., * Chpt 9: Polyprotic Acid-Base Equil. (a, d, e, g, h) * Develop quantitative literacy enabling comprehensione and evaluationf of info in broad contexts. * Chpt 3: Experimental Error, Chpt 4: Statistics (f) * Chpt 5: Quality Assurance and Calibration Methods (c) * Understand methodsg/principlesh of scientific discovery and their application * Sxn 0-2: The Analytical Chemist’s Job (g, h) * Sxn 0-3: General Stages in a Chemical Analysis (g, h) * Chpt 2: Tools of the Trade (g) * Carrying out laboratory analyses (g, h) ...
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...Blogging is popular among the people in today’s society, especially amongst teenagers. In fact, the number of blogs is exploding, with about 14 million existing blogs. On average, the number of blogs is doubling every five months. There are many advantages of blogging. Firstly, people can use as an online dairy, using it to share the day’s happening in her life with other visitors on the net. Furthermore, if the blogger (author of the blog) has met up with certain incidents in her life, he can share it on the blog and others can console or praise him, by giving comments or leaving a message in the blog’s tag board, depending on the incident. Blogging can also be a good way to relieve stress as some way wants to use their blog to vent out their frustration or pour out their woes when stress becomes too much for them. Some bloggers even use their blogs to flaunt their literati skills by posting poems about themselves or things around them. Secondly, bloggers can also use their blogs to inform others on a certain topic which happens to be his niche, thus allowing others who are interested in the topic to learn some tricks from the blog, they are also post questions to the blogger if they meet up with problems. Even Mr. Donald Trump is doing so, he launched the Trump Blog last month to share his insights into and answer questions about corporation ethics, personal success and business dilemmas. Other organizations are also using blogs to make announcements to...
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