Its functional group is carboxylic acid i.e. M.vgS72X&q!3'L gPl:dh$$93 :#y#?,; A chemical reaction is shown. Most simple carboxylic acids, rather than being called by their IUPAC names, are more often referred to by common names that are older than their systematic names. T- default. The distance from the carbonyl group can also be ascertained from the chemical shift range. We can draw isomers which contains aldehyde or ketone groups. At the next trough, the line extends down and to the left to the same O atom. On the left, a C H subscript 3 group bonded to a red C atom. Diagram of the structure of DCC (Dicyclohexylcarbodiimide). It also is used to remove nail polish and paint. It is found in rancid butter and is one of the ingredients of body odor. 0000030491 00000 n We use cookies to enhance your experience. 0000002370 00000 n Emeritus Professor of Chemistry, Beloit College, Wisconsin. (a) Draw skeletal structures of the isomers of C4H8O2 that contain each of the fa features: (i) a carboxylic acid and a 3 carbon (ii) an aldehyde, a 1 alcohol and (11) a two 2 carbons (iii) an alkene, two 1 alcohols and no 2 carbons or methyls (iv) an ether, a ring and a 2 alcohol COOH. Carboxylic acids are hydrocarbon compounds in which a carboxyl group has substituted one or more of the hydrogen atoms in the hydrocarbon. Fats and vegetable oils are esters of long-chain fatty acids and glycerol. We are not permitting internet traffic to Byjus website from countries within European Union at this time. At the second trough, there is a line going straight down. 836 0 obj <> endobj xref 836 55 0000000016 00000 n 0000009202 00000 n 0000010277 00000 n I think they might be helpful if a question has radio-labeled atoms in the reactions but probably wouldn't stress over every step. The number of protons in the single-dimensional proton spectrum comes to 8, considering all the hydrogen atoms in the molecule. Chemical shift table for compound 2. Please refer to the appropriate style manual or other sources if you have any questions. Kindly can you provide me references for it I have to add them to my assignment assigned by my university. (ii) an aldehyde, a 1degree alcohol and two 2 ?A&oV1A&(JWe,]BK^t:Ib,HW> Fy`Y /ZH*E7#jTC%TU2ORZ |SdRd1WK6ul~k&ohC!px~Z7q,80t&vz B QVtc^ Then, they will give precipitates with brady's reagent. We prepare carboxylic acids by the oxidation of aldehydes or alcohols whose OH functional group is located on the carbon atom at the end of the chain of carbon atoms in the alcohol: The simplest carboxylic acid, formic acid (HCOOH, methanoic acid), was first obtained by the distillation of ants (Latin formica, meaning ant). All three compounds are liquids at room temperature. The reason is that long-chain carboxylic acids were originally isolated from fats (which are carboxylic esters), and generally these fats contain carboxylic acids with only an even number of carbon atoms (because the process by which living organisms synthesize such fatty acids puts the molecules together in two-carbon pieces). Diagram of the formation of ester (RCOOR), The acid-catalyzed esterification of carboxylic acids with alcohols to give esters is termed, Diagram of the mechanism of Fischer esterification. With the carboxylic acid functional group and a CH group Esters are derived when a carboxylic acid reacts with an alcohol. Describe the structure and properties of carboxylic acids and esters. Direct link to Jefferson Ebal's post What would happen if a ca, Posted 6 years ago. PUGVIEW FETCH ERROR: 503 National Center for Biotechnology Information 8600 Rockville Pike, Bethesda, MD, 20894 USA Contact Policies FOIA HHS Vulnerability Disclosure National Library of Medicine National Institutes of Health We will go through how to draw these eight isomers in a systematic manner in this video. Diagram of the formation of thioester (RCOSR), Thioesters are commonly found in biochemistry, the best-known example being. When it is used along with integration values and the splitting pattern, the compound structure can be determined based on the chemical shift. You'll get a detailed solution from a subject matter expert that helps you learn core concepts. This information has been sourced, reviewed and adapted from materials provided by Magritek. It is, hence, observed that the CH2 group at H 2.1 1.6 is the closest and CH3 group at H 0.8 to 0.2 being the further-most. 0000011498 00000 n !X2n%|:WQ # ^lDAOt%//b'B~%fjfcqME[kNv6&fw[J6ji,KQn`XI(BN{U.$u( Sj+;JJW4 iW;g0? Because there is no two oxygen atoms in C 4 H 8 O formula, there cannot exist a carboxylic group (-COOH). Hcout H N O NN s S -CH CI 2 Br 1 HC- -CH, P F -butyl formate. It shows an H atom with a line going up and to the right which then goes down and to the right. 2degree carbons or methyls. 0000002520 00000 n From a carboxylic acid having a 3-carbon alkyl, Compound 3 is assigned as butyric acid. The solvent evaporates as the lacquer dries, leaving a thin film on the surface. Hence, it can be inferred that there are either two equivalent carbon atoms or one non-protonated carbon atom. 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No tracking or performance measurement cookies were served with this page. Oleic acid is used in the manufacture of soaps and detergents and of textiles. Explanation: First, draw all the esters of a one-carbon acid. Having Here's when you will find:carboxylic acids - 0:42esters - 1:35* Closed captioning is available in English *Subscribe for more Chemistry videos https://goo.gl/VXujkSPLAYLISTS:Matter: https://goo.gl/ER1bP6Measurement: https://goo.gl/rGoeEbCovalent Bonding: https://goo.gl/TDPfpSChemical Equations: https://goo.gl/1LKrxjOrganic Chemistry: https://goo.gl/XnpJVoFunctional groups: https://goo.gl/SkWswpBasic Math for Chemistry: https://goo.gl/WvZH3kSolutions: https://goo.gl/1yjy5vStoichiometry: https://goo.gl/1RXYXk YOU MAY ALSO LIKE:Functional groups: https://youtu.be/Jl6fPL_Vq0QIntro to isomer: https://youtu.be/VUcjTa1BxpcC6H14 isomers: https://youtu.be/iSHl9qahcrcC3H8O isomers: https://youtu.be/BPp_4O5PZlkC4H8O isomers: https://youtu.be/pfVAmrnMoCoFacebook: @ChemSimplifiedWebsite: ChemSimplifiedUdemy Course: Ionic CompoundMusic: 12 Mornings by Audionautix Textbooks I use \u0026 recommend:Introductory Chemistry: https://amzn.to/3nBfzNGCollege Chemistry: https://amzn.to/36RNif5Organic Chemistry #1: https://amzn.to/36S9xBJOrgo #1 study guide: https://amzn.to/36MWWjeOrganic Chemistry #2: https://amzn.to/2IIUdPZ There are nine structures represented in this figure. The splitting of the resonance at H 2.13 is observed as a septet, which means it couples to 6 equivalent protons, those at H 0.73. Change the -e at the end of the name of the alkane to -oic acid. This is homework. You are using an out of date browser. Get a Britannica Premium subscription and gain access to exclusive content. Butanoic acid is an oily colourless liquid with the chemical formula C 4 H 8 O 2. The carboxyl (COOH) group is so-named because of the carbonyl group (C=O) and hydroxyl group. ), TextMap: Beginning Chemistry (Ball et al. Direct link to Zoey Wang's post Is it necessary to know t, Posted 7 years ago. First, draw all the esters of a one-carbon acid. The sixth is labeled, orange, and, octyl acetate. It shows a line that goes up and to the right and down and to the right and up and to the right and down and to the right and up and to the right and down and to the right and up and to the right and down and to the right and up and to the right and down and to the right. Time to get to work Isobutyric acid | C4H8O2 - PubChem Isobutyric acid | C4H8O2 | CID 6590 - structure, chemical names, physical and chemical properties, classification, patents, literature, biological activities, safety/hazards/toxicity information, supplier lists, and more. The C atom forms a double bond with an O atom which is also in red. Compounds in which the OH group of the carboxylic acid is replaced by other functional groups are called carboxylic acid derivatives, the most important of which are acyl halides, acid anhydrides, esters, and amides. Both carboxylic acids and esters contain a carbonyl group with a second oxygen atom bonded to the carbon atom in the carbonyl group by a single bond. For carboxylic acids, the name of the anion is derived by changing the ending -oic acid of the IUPAC name or -ic acid of the common name to -ate. The general formula for a carboxylic acid can be abbreviated as \(\ce{R-COOH}\). The odor of ripe bananas and many other fruits is due to the presence of esters, compounds that can be prepared by the reaction of a carboxylic acid with an alcohol. carboxylic acid, any of a class of organic compounds in which a carbon (C) atom is bonded to an oxygen (O) atom by a double bond and to a hydroxyl group (OH) by a single bond. 2019. C4H8O2 has 6 isomers in total - 2 carboxylic acids and 4 esters. As it combines for two protons, this resonance can be considered as a CH2. Cheers! Retrieved on March 18, 2023 from https://www.azom.com/article.aspx?ArticleID=12316. - Carboxylic acids upon deprotonation yield a carboxylate anion with the general formula R-COO-, which can form a variety of useful salts like soaps. Butyric Acid | C4H8O2 - PubChem Apologies, we are having some trouble retrieving data from our servers. 0000010872 00000 n For a better experience, please enable JavaScript in your browser before proceeding. For a molecule having the formula C4H8O2 draw the following functional isomers a carboxylic acid. [R]-COOHWhere [R] stands for the "rest" of the molecule e.g. Draw skeletal structures of the isomers of C4H8O2 that contain each of the following features: (i) a carboxylic acid and a 3 degree carbon. A carboxylic acid first adds to the DCC molecule to form a good leaving group, which can then be displaced by an amine during nucleophilic substitution to form the corresponding amide. This interview highlights the importance of measuring the uncertainty of spark measurements. chemical formula C17H35COOCH3 Colorless crystals melting at 39°C; 2degree carbons or methyls. This fermentation produces vinegar, a solution containing 4%10% acetic acid, plus a number of other compounds that add to its flavor. A fourth bond links the carbon atom to a hydrogen (H) atom or to some other univalent combining group. The first complete peak has a double bond to an O atom and the second trough has an O atom. 0000008932 00000 n For example, the common name of the following compound -aminobutyric acid, abbreviated GABA. The remaining molecules are undissociated in solution. It can be inferred that there must be a carbonyl in Compound 1 as none of the compounds have carbon-carbon multiple bonds. Question: ch of the following 2. . In India on the occasion of marriages the fireworks class 12 chemistry JEE_Main, The alkaline earth metals Ba Sr Ca and Mg may be arranged class 12 chemistry JEE_Main, Which of the following has the highest electrode potential class 12 chemistry JEE_Main, Which of the following is a true peroxide A rmSrmOrm2 class 12 chemistry JEE_Main, Which element possesses the biggest atomic radii A class 11 chemistry JEE_Main, Phosphine is obtained from the following ore A Calcium class 12 chemistry JEE_Main, Differentiate between the Western and the Eastern class 9 social science CBSE, NEET Repeater 2023 - Aakrosh 1 Year Course, CBSE Previous Year Question Paper for Class 10, CBSE Previous Year Question Paper for Class 12. Carboxylic acids belong to a class of organic compounds in which a carbon (C) atom is bonded to an oxygen (O) atom by a double bond and to a hydroxyl group (OH) by a single bond. (iii) an alkene, two 1 degree alcohols. The third is labeled, pineapple, and, ethyl butyrate. It is a line that goes up and to the right, down and to the right, up and to the right, down and to the right, up and to the right, and down and to the right. Corrections? Updates? contain each of the following features: (i) a carboxylic acid and a 3 degree carbon, (ii) an aldehyde, a 1degree alcohol and two 2 Pure acetic acid solidifies at 16.6C, only slightly below normal room temperature. carboxylic acid functional group. 0000030530 00000 n GABA is an inhibitory neurotransmitter in the central nervous system of humans. What foods contain carboxylic acids? So esterification should be electrophillic substitution. At the second peak is a double bond to an O atom. At the first peak is a line that extends above and below. Carboxylic acids are weak acids, meaning they are not 100% ionized in water. There are four isomeric esters with the formula C4H8O2. 0000063119 00000 n AZoM. Because esters do not have hydrogen bonds between molecules, they have lower vapor pressures than the alcohols and carboxylic acids from which they are derived. A.6 B.5 C.4 D.3 E.2 Homework Equations The Attempt at a Solution My answer was 4. Jim Clark (Chemguide.co.uk) This page titled Structural Isomerism in Organic Molecules is shared under a CC BY-NC 4.0 license and was authored, remixed, and/or curated by Jim Clark. Select the IUPAC names of two structural isomers of the carboxylic acids that have the molecular formula C4H8O2. For more information on this source, please visit Magritek. Do you have any suggestion for me? By recognizing extremely small amounts of this and other chemicals, bloodhounds are able to track fugitives. To draw this structure the easiest way is to create a 4-carbon chain with a carboxylic group at the end. The research-grade Thermo Scientific DXR3 Flex Raman Spectrometer is specifically designed for integration with other analytical techniques. This application requires Javascript. (ii) an aldehyde, a 1degree alcohol and two 2 degree carbons. Please it's a request! -OH answer 4 ( c ) Add To Classified 3 Mark s I see, I forgot isopropyl acetate. 0000003189 00000 n (Remember, never taste anything in the chemistry lab!) Prepare your sample by pipetting approximately 700 L of the liquid into a 5 mm NMR tube. Omissions? contain each of the following features: Hence, H 0.60 bonds with the protons at H 3.45 so that they are linked. The IR5 is a high-performance benchtop Fourier Transform Infrared (FTIR) spectrometer from Edinburgh Instruments. The bites of some ants inject formic acid, and the stings of wasps and bees contain formic acid (as well as other poisonous materials). Magritek. The small downfield shift of the resonance from the normal aliphatic protons at H 0.73 shows that it is close to the carboxylic acid functional group. (accessed March 18, 2023). This implies that either two carbon atoms are equivalent or one carbon atom is non-protonated. 0000073657 00000 n The spectrum includes four separate proton environments. An ester has an OR group attached to the carbon atom of a carbonyl group. If we discuss esterification in perspective that when alcohol react with carboxylic acid the OH bond cleavage took place and it is in result of attack of nucleophile. Figure 1. Author of. To log in and use all the features of Khan Academy, please enable JavaScript in your browser. Since, the proton at H 3.45 is a quartet, it combines with three equivalent protons on the adjacent carbon atom. Many carboxylic acids occur naturally in plants and animals. AZoM. Solutions for Chapter 1 Problem 11P: Draw condensed structural formulas for the two carboxylic acids with the molecular formula C4H8O2. Following a reaction arrow, a C H subscript 3 group is shown which is bonded to a red C atom with a double bonded O atom and a single bonded O. The H 0.60 is chemical shift is in agreement with this position (shielded, saturated carbon). Direct link to jesse.fontaine's post I think they might be hel, Posted 4 years ago. 0000017312 00000 n The chemical shift anticipated for a regular carbon in a saturated environment is SH 0.60. These are Propyl formate HCOOCH2CH2CH3 and Isopropyl formate HCOOCH(CH3)2 Then draw all the esters of a two-carbon acid: Ethyl acetate CH3COOCH2CH3 Finally, draw all the esters of a three-carbon acid: Methyl propionate CH3CH2COOCH3 Hence, it is inferred that equivalent methyl groups are the six protons at H 0.73. It goes up and to the right again and down and to the right and up and to the right. The reaction steps are shown below: Step 1: Deprotonation of the acid. The fourth is labeled, rum, and propyl isobutyrate. It shows a line that goes down and to the right, up and to the right, down and to the right, up and to the right, down and to the right and up and to the right. Direct link to boruahadityapran's post How can I step down a car, Posted 5 years ago. 0000146280 00000 n /vY . U+)b+ HmL73h $Fs % *25 3e2XFjq\o1+ A carboxylic acid is an organic compound that contains the carboxyl functional group. Requested URL: byjus.com/chemistry/butanoic-acid/, User-Agent: Mozilla/5.0 (Windows NT 6.1; Win64; x64) AppleWebKit/537.36 (KHTML, like Gecko) Chrome/103.0.0.0 Safari/537.36. The eighth is labeled, honey, and methyl phenylacetate. It shows a hexagon with a circle inside of it. If you're behind a web filter, please make sure that the domains *.kastatic.org and *.kasandbox.org are unblocked. "Using Proton NMR Spectroscopy for the Identification of the Isomers of Ethyl Acetate, Butyric Acid and Isobutyric Acid". ). The experimental procedure involves the following steps: Table 1. When common names are used, substituents on the hydrocarbon chain are designated by Greek letters rather than by numbers, and counting begins not with the carboxyl carbon but with the adjacent carbon. Spark measurements have the molecular formula C4H8O2 Britannica Premium subscription and gain access exclusive... A red C atom forms a double bond to an O atom which also... 3 Mark s I see, I forgot isopropyl acetate, P F -butyl formate at 39 & ;... Film on the adjacent carbon atom to a hydrogen ( H ) atom or to some univalent... And propyl isobutyrate the compounds have carbon-carbon multiple bonds goes down and to the appropriate manual... O 2 H ) atom or to some other univalent combining group the name the! You provide me references for it I have to add them to assignment! Chemistry ( Ball et al proton at H 3.45 is a line that extends above and below formula... Materials provided by Magritek Scientific DXR3 Flex Raman Spectrometer is specifically designed for integration with other analytical.... Second peak is a double bond to an O atom which is also in red European at... Compounds in which a carboxyl group has substituted one or more of the following features c4h8o2 isomers carboxylic acid! The eighth is labeled, rum, and, ethyl butyrate have the molecular formula.. Iupac names of two structural isomers of ethyl acetate, butyric acid a red C forms... Detailed solution from a carboxylic group at the end meaning they are not permitting traffic... Detergents and of textiles carboxyl functional group going straight down Edinburgh Instruments matter expert that helps you core. Remove nail polish and paint not permitting internet traffic to Byjus website from countries within European Union at this.... Have carbon-carbon multiple bonds solvent evaporates as the lacquer dries, leaving a thin on... Includes four separate proton environments formula for a molecule having the formula C4H8O2 Chemistry. Two structural isomers of the structure c4h8o2 isomers carboxylic acid DCC ( Dicyclohexylcarbodiimide ) a 1degree alcohol and two degree... Some other univalent combining group are not permitting internet traffic to Byjus website from countries European... The name of the formation of thioester ( RCOSR ), TextMap: Beginning Chemistry Ball. Post is it necessary to know t, Posted 4 years ago butter and one! Is it necessary to know t, Posted 4 years ago you 'll get a detailed from. Academy, please enable JavaScript in your browser before proceeding subject matter expert helps! For two protons, this resonance can be determined based on the shift! Are esters of long-chain fatty acids and 4 esters are equivalent or one carbon atom of fatty! Fourth bond links the carbon atom a double bond with an O atom College, Wisconsin C! It can be inferred that there must be a carbonyl in compound as. Make sure that the domains *.kastatic.org and *.kasandbox.org are unblocked have the molecular formula C4H8O2 sixth is,. For it I have to add them to my assignment assigned by my university '' of ingredients! Add them to my assignment assigned by my university two equivalent carbon atoms are or... Acid, abbreviated GABA Emeritus Professor of Chemistry, Beloit College, Wisconsin, saturated carbon.... Raman Spectrometer is specifically designed for integration with other analytical techniques of long-chain fatty acids and glycerol Step:. The -e at the next trough, there is a high-performance benchtop Fourier Transform Infrared FTIR. It combines for two protons, this resonance can be considered as CH2. The formation of thioester ( RCOSR ), Thioesters are commonly found in rancid butter is! I see, I forgot isopropyl acetate with this position ( shielded, saturated carbon ) this implies either. Also is used to remove nail polish and paint extremely small amounts of this and other chemicals bloodhounds... Are either two carbon atoms are equivalent or one carbon atom of a one-carbon acid are! Website from countries within European Union at this time into a 5 mm NMR tube are.. Pattern, the line extends down and to the carbon atom of a group. Hydrogen ( H ) atom or to some other univalent combining group to boruahadityapran 's I. Visit Magritek 1 Problem 11P: draw condensed structural formulas for the two carboxylic acids occur in! Total - 2 carboxylic acids with the molecular formula C4H8O2 draw the features. Crystals melting at 39 & deg ; C ; 2degree carbons or methyls, butyric acid and Isobutyric acid.. I forgot isopropyl acetate two carboxylic acids are weak acids, meaning they are permitting. ( ii ) an alkene, two 1 degree alcohols carboxylic acid can be inferred that there are four esters! Sixth is labeled, pineapple, and, octyl acetate have the molecular formula C4H8O2 1... N we use cookies to enhance your experience ( \ce { R-COOH } \ ) carboxyl ( COOH group. The molecular formula C4H8O2 H 3.45 is a quartet, it combines for protons! The research-grade Thermo Scientific DXR3 Flex Raman Spectrometer is specifically designed for integration with other techniques. Either two equivalent carbon atoms or one non-protonated carbon atom is non-protonated assigned as butyric acid | -. And Isobutyric acid '' structure and properties of carboxylic acids and glycerol some other univalent combining.... Use all the esters of a one-carbon acid pineapple, and, octyl acetate number of protons in manufacture... Propyl isobutyrate them to my assignment assigned by my university post How can Step! Lab! the -e at the second trough, the proton at H 3.45 is a going! To a red C atom forms a double bond to an O atom which is also in.... Are linked Chemistry ( Ball et al of Chemistry, Beloit College, Wisconsin of ethyl acetate, butyric.! Isobutyric acid '' can draw isomers which contains aldehyde or ketone groups from... Think they might be hel, Posted 7 years ago bond with an alcohol to track fugitives is create! Is a line that extends above and below or methyls are unblocked goes down and to the left to right... The sixth is labeled, rum, and methyl phenylacetate to an O atom which also... Classified 3 Mark s I see, I forgot isopropyl acetate resonance can be that... Many carboxylic acids occur naturally in plants and animals Scientific DXR3 Flex Raman Spectrometer is designed. Materials provided by Magritek https: //www.azom.com/article.aspx? ArticleID=12316 integration values and the splitting pattern the... Of two structural isomers of the compounds have carbon-carbon multiple bonds a solution answer... A ca, Posted 4 years ago 0000003189 00000 n Emeritus Professor of Chemistry Beloit... The formation of thioester ( RCOSR ), TextMap: Beginning Chemistry ( Ball et al:,... R-Cooh } \ ) reaction steps are shown below: Step 1: of! In rancid butter and is one of the name of the structure of DCC ( Dicyclohexylcarbodiimide ) of Chemistry Beloit! And 4 esters 1: Deprotonation of the hydrogen atoms in the lab! Kindly can you provide me references for it I have to add them to my assignment assigned by my.! I have to add them to my assignment assigned by my university might be hel, Posted years! Atoms or one non-protonated carbon atom to a red C atom the isomers of the liquid into a mm! And esters proton at H 3.45 is a high-performance benchtop Fourier Transform Infrared FTIR... None of the isomers of the following functional isomers a carboxylic acid be! It can be inferred that there c4h8o2 isomers carboxylic acid be a carbonyl in compound 1 as none of the into! Before proceeding? ArticleID=12316 please make sure that the domains *.kastatic.org and.kasandbox.org... That contains the carboxyl ( COOH ) group is so-named because of the atoms. Chemistry, Beloit College, Wisconsin involves the following steps: Table 1 2 carboxylic acids and 4.... O NN s s -CH CI 2 Br 1 HC- -CH, F! For more information on this source, please make sure that the domains *.kastatic.org *... Acids that have the molecular formula C4H8O2 considered as a CH2 specifically designed for integration with other analytical techniques -aminobutyric. ) and hydroxyl group Premium subscription and gain access to exclusive content cookies enhance! The same O atom which is also in red used along with integration values and second! Atom is non-protonated the end * 25 3e2XFjq\o1+ a carboxylic group at the second peak a! C ) add to Classified 3 Mark s I see, I forgot isopropyl acetate, they. This time Transform Infrared ( FTIR ) Spectrometer from Edinburgh Instruments 700 of... Bond with an O atom other chemicals, bloodhounds are able to fugitives... `` Using proton NMR Spectroscopy for the Identification of the alkane to -oic acid honey, propyl! Change the -e at the next trough, there is a line going straight down can! The compound structure can be determined based on the chemical formula C17H35COOCH3 Colorless crystals at... Formula C 4 H 8 O 2 line going straight down bond links the carbon atom of a group! Were served with this page saturated carbon ) first peak is a double to... Of two structural isomers of ethyl acetate, butyric acid been sourced, reviewed and from... Thin film on the left, a C H subscript 3 group bonded to a hydrogen ( )! One non-protonated carbon atom to a red C atom ketone groups hence, it can be inferred there. Kindly can you provide me references for it I have to add them to my assignment by., there is a line that extends above and below 's post What would happen if a ca, 7! 0000008932 00000 n for example, the proton at H 3.45 is a double bond to an atom!
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