carbonyl fluoride molecular geometrycarbonyl fluoride molecular geometry

The radius of the spheres is therefore smaller than the rod lengths in order to provide a clearer view of the atoms and bonds throughout the chemical structure model of Carbonyl fluoride. To draw the lewis structure we will find the valence electrons of each element aound the central atom. Is the hydrogen-hydrogen bond stronger or weaker in H2+ than in H2? Need to identify active compounds in your natural products? You'll get a detailed solution from a subject matter expert that helps you learn core concepts. Config. The molecular weight of Carbonyl fluoride is available in molecular weight page of Carbonyl fluoride, which is calculated as the sum of the atomic weights of each constituent element multiplied by the number of atoms of that element in the molecular formula. Useful amines can be obtained. Notice the need for numbering in the longer ketones. This means that the value of $\theta$ will decrease for the given range of $\theta$ (as $\cos \theta$ is a decreasing function for $\theta \in (90^\circ,180^\circ)$). Making statements based on opinion; back them up with references or personal experience. CARBONYL FLUORIDE Label abbreviations descriptions CARBONYL FLUORIDE * All sampling instructions above are recommended guidelines for OSHA Compliance Safety and Health Officers (CSHOs), please see the corresponding OSHA method reference for complete details. What is the bond order of the ion? Is there a way to use any communication without a CPU? I have not been able to find any bond angle data. [3][2] The cyanuric fluoride is pyrolyzed (becoming a pyrolysate) at a rate of 50g/hr, and appears as fluffy white solid collected in liquid nitrogen traps. It's another thing to claim that the rationalisation given (about electron repulsion etc.) @orthocresol Ok,I guess I understood after reading your comments and answer, that while resonance in the formate ion is something that creates equivalence even in the instantaneous or "static" picture for the carboxylate anion, proton transfers are subjected to a finite transfer time,and so they don't reflect equivalence in a static frame for the carboxylic acid.So, different p characters should be directed towards the two oxygens in formic acid,while my original comment above would apply to the "formate anion" more suitably than "formic acid" itself. For example, methanal, ethanal and propanone - the common small aldehydes and ketones - are miscible with water in all proportions.The reason for the solubility is that although aldehydes and ketones can't hydrogen bond with themselves, they can hydrogen bond with water molecules. COI2 doesnt exist, that does not mean an optimization cannot be predicted. @YusufHasan Equivalence depends on the timescale that you are talking about, see my answer at. Notice that these all have exactly the same end to the molecule. Draw the Lewis structure for carbonyl fluoride, COF2 What are the electron-pair geometry and molecular geometry around the central atom? What are the electron-pair geometry and molecular geometry around the central atom? _____ What orbitals overlap to form the bond between carbon and oxygen? On the other hand, the atomic number of fluorine is 9, where its electronic configuration is 1s2 2s2 2p5. In COF2, the electronegativity of carbon, oxygen and fluorine are 2.55, 3.44 and 3.98 respectively. The electronegativity value of oxygen and carbon are 3.44 and 2.55. Experts are tested by Chegg as specialists in their subject area. The Wikipedia article on the same has a wonderful intuitive discussion under the "Justification" tab for why this rule exists. Draw the Lewis structure for carbonyl fluoride, COF 2. My teachers are also not sure. Hybridization is defined as the mixing of two atomic orbitals to generate the new hybrid orbital. Since there are no lone pairs, the electron geometry is Tetrahedral as well. The author has stated that there are four electrons in the $\ce{C-O}$ bond. Repulsion can be three different types. 9. Again, these can be either alkyl groups or ones containing benzene rings. To achieve a stable state, the p shell needs to accommodate 6 valence electrons. is the hybridization of the carbon atom? Chemistry Stack Exchange is a question and answer site for scientists, academics, teachers, and students in the field of chemistry. : none. Can a rotating object accelerate by changing shape? Why do CCl4 and CH4 have the same bond angle? This makes the process energetically less profitable, and so solubility decreases. Ethanal, for example, is written as CH3CHO; methanal as HCHO. Does it affect bent's rule? [3] With carbonyl fluoride and carbon tetrafluoride, FCN was obtained by passing these fluorides through the arc flame and injecting the cyanogen downstream into the arc plasma. What are the electron-pair geometry and molecular geometry around the central atom? They remain as nonbonded electron pairs. The hybridization image is shown below. The Carbonyl fluoride structure data file can be imported to most of the cheminformatics software systems and applications. If the difference between the electronegativity values is more than 0.4, the molecule is polar, which is the case of carbonyl fluoride. What is the CNC bond angle in methyl isothiocyanate? The advantage of employing this method is that you don't have to consider conflicting factors like those you stated in your approach. What is the hybridization of the carbon atom? This gas, like its analog phosgene, is colourless and highly toxic. The molecule is planar with C2v symmetry, bond lengths of 1.174 (C=O) and 1.312 (CF), and an FCF bond angle of 108.0.[2]. Lastly, the atomic number of oxygen is 8 where its electronic configuration is 1s2 2s2 2p4. [7] It is also very useful as a fluorinating and nitrilating agent. [3] The linear molecule has a molecular mass of 45.015 gmol1. My aim is to uncover unknown scientific facts and sharing my findings with everyone who has an interest in Science. A carbonyl group is a chemically organic functional group composed of a carbon atom double-bonded to an oxygen atom --> [ C=O] The simplest carbonyl groups are aldehydes and ketones usually attached to another carbon compound. Cyanogen fluoride undergoes violent reaction when in the presence of boron trifluoride or hydrogen fluoride. Besides that, all the four bonds are covalent. For each compound, draw the Lewis structure, determine the geometry using VSEPR theory, determine whether the molecule is polar, identify the hybridization of all interior atoms, and make a sketch of the molecule, according to valence bond theory, showing orbital overlap. Chemistry & Chemical Reactivity (9th Edition) Edit edition Solutions for Chapter 9 Problem 5PS: Draw the Lewis structure for carbonyl fluoride, COF2. Describe this molecule's electron-pair geometry and molecular geometry. . Now, there has been a lot of discussion on this website over what this rule actually is (see here) and why it is physically useful (see this). extent molecular geometry is determined by the number of valence electrons in the system (1-8) and a good deal of synthetic and structural chemistry has been directed toward the preparation and examina- . One of the two pairs of electrons that make up a carbon-oxygen double bond is even more easily pulled towards the oxygen. One thing I want to clarify is whether the double bond with oxygen has any role or not? The percentage s-character and p-character (that is, the amount of s-orbital or p-orbital present in a given hybrid orbital as a percentage of the whole) varies as per the electronegativities of the substituents. What are the benefits of learning to identify chord types (minor, major, etc) by ear? Carbonyl fluoride (COF2) is a tetra-atomic molecule where the bond angle between the participating atoms is 120 which makes the molecular geometry trigonal planar. I hope I got this correctly,thank you :). 111 degrees (making the O-C-Cl angle 124), at least in the solid phase. [3] Pure gaseous FCN at atmospheric pressure and room temperature does not ignite by a spark or hot wire. Structural Formula. 2.https://pubchem.ncbi.nlm.nih.gov/compound/Carbonyl-fluoride. For the purposes of this section, we shall ignore those containing benzene rings. COF2 is such type of molecule in which central atom (carbon) does not possess any lone pair. Is the VSEPR theory correct in determining the bond angle of sulfur dioxide? It seems that you have encountered this very problem in the case of comparing the bond angles of $\ce{COCl2}$ and $\ce{COBr2}$. The angles for $\ce{COBr2}$ were not given. This repulsion would lead to contraction of Br-C-Br bond angle leading to an angle less than that of $\ce{COCl2}$. [2][5] The C-F doublet band has a 24cm1 separation between the two branches. Hence, Bent's rule predicts that the $\ce{Cl-C-Cl}$ bond angle of $\ce{COCl2}$ should be lesser than the $\ce{Br-C-Br}$ of $\ce{COBr2}$. Required fields are marked *. Asking for help, clarification, or responding to other answers. In ketones, the carbonyl group has two hydrocarbon groups attached. (Here BD stands for a 2-centered bond with the labeled atoms[i]). Carbon has four valance electrons (1s2 2s2 2p2) and after forming four covalent bonds it gains four more electrons in its outer most shell and matches with its nearest noble gas electron configuration. The latter depiction shows the carbon with an empty 2p orbital and a full positive charge. Carbonyl fluoride is a chemical compound with the formula COF2. To learn more, see our tips on writing great answers. Images of the chemical structure of Carbonyl fluoride are given below: The 2D chemical structure image of Carbonyl fluoride is also called skeletal formula, which is the standard notation for organic molecules. Studying this comes after preparing the Lewis structure and can help with figuring out hybridization, polarity, and molecular orbital diagram of an atom. Step 2: Search for how many more valence electrons are needed by one carbonyl fluoride atom: It is 8 as 4 are needed by the carbon atom, 2 are needed by the oxygen atom and one valence electron is needed by each of the fluorine atoms. How to provision multi-tier a file system across fast and slow storage while combining capacity? However, no data was provided in support or against it. Another proven method for the claim can be using the bent's rule provided by Yusuf Hasan. What is the molecular geometry of CF2O? This application requires Javascript. For a better understanding of the chemical structure, an interactive 3D visualization of Carbonyl fluoride is provided here. If you have TeraChem and GPU it seems a waste, Comparing bond angles in carbonyl dichloride and carbonyl dibromide, Computational Chemistry Comparison and Benchmark DataBase, chemistry.stackexchange.com/a/134072/16683, Improving the copy in the close modal and post notices - 2023 edition, New blog post from our CEO Prashanth: Community is the future of AI. Experts are tested by Chegg as specialists in their subject area. The LibreTexts libraries arePowered by NICE CXone Expertand are supported by the Department of Education Open Textbook Pilot Project, the UC Davis Office of the Provost, the UC Davis Library, the California State University Affordable Learning Solutions Program, and Merlot. Draw the Lewis structure for carbonyl . These structures can be found in many aromatic compounds contributing to smell and taste. CSID:9246, http://www.chemspider.com/Chemical-Structure.9246.html (accessed 12:52, Apr 18, 2023), Validated by Experts, Validated by Users, Non-Validated, Removed by Users, Predicted data is generated using the ACD/Labs Percepta Platform - PhysChem Module, Predicted data is generated using the US Environmental Protection Agencys EPISuite, Click to predict properties on the Chemicalize site, For medical information relating to Covid-19, please consult the. The molecule is planar with C2v symmetry, bond lengths of 1.174 (C=O) and 1.312 (C-F), and an F-C-F bond angle of 108.0. In the case of carbon and oxygen, oxygen is more . I believe your textbook is incorrect with regard to COCl2 bond angles. The structure data file (SDF/MOL File) of Carbonyl fluoride is available for download in the SDF page of Carbonyl fluoride, which provides the information about the atoms, bonds, connectivity and coordinates of Carbonyl fluoride. Notice that ketones never have a hydrogen atom attached to the carbonyl group. Repulsion between bond pair- bond pair, lone pair-lone pair and lone pair-bond pair can deviate the bond angle from ideal. The crystal structure was reported in 1952 (Acta Cryst 5:833). When two different atoms bond together, the molecular orbitals that they form are not evenly distributed between the atoms. Angle implies the angle between two bonds in a molecule. What hybrid orbital set is used by each of the indicated atoms in the molecules below? One of the slightly positive hydrogen atoms in a water molecule can be sufficiently attracted to one of the lone pairs on the oxygen atom of an aldehyde or ketone for a hydrogen bond to be formed. is the hybridization of the carbon atom? These three bonds adopt trigonal planar geometry. 6. Notice that the aldehyde (with dipole-dipole attractions as well as dispersion forces) has a boiling point higher than the similarly sized alkane which only has dispersion forces. Stack Exchange network consists of 181 Q&A communities including Stack Overflow, the largest, most trusted online community for developers to learn, share their knowledge, and build their careers. Oxygen is far more electronegative than carbon and so has a strong tendency to pull electrons in a carbon-oxygen bond towards itself. Step 5: Now assemble all the above-mentioned points and draw the Lewis dot diagram of carbonyl fluoride (COF2): Molecular geometry is a 3D diagrammatic way of studying the structure of an atom. Lone pairs generally do not participate in any covalent or ionic bond formation. (a) the carbon atoms and the oxygen atom in dimethyl ether, CH3OCH3 (b) each carbon atom in propene H,C-C CH, (c) the two carbon atoms and the nitrogen atom in the amino acid glycine H-N-C-C-O-H The 3D chemical structure image of Carbonyl fluoride is based on the ball-and-stick model which displays both the three-dimensional position of the atoms and the bonds between them. Molecular Model. Low energy electron attachment to gas phase carbonyl fluoride, F 2 CO, has been performed by means of a crossed electron-molecular beam experiment in an electron energy range from 0 to 30 eV with an energy resolution of 0.5 eV. CF 2 O. carbonyl fluoride . By forcing themselves between water molecules, they break the relatively strong hydrogen bonds between water molecules without replacing them by anything as good. It is used in organic synthesis and can be produced by pyrolysis of cyanuric fluoride or by fluorination of cyanogen.[2]. (20) 2p 7 2p 2p 2p 2p 2p 2p 2p 2p 2p ENERGY TV TIHTI Tap Tap The highest occupied molecular orbital (the HOMO). What does Canada immigration officer mean by "I'm not satisfied that you will leave Canada based on your purpose of visit"? The currently essential p-character data for Carbon-Halogen and Halogen-Carbon bonds have been depicted as below. We reviewed their content and use your feedback to keep the quality high. These structures can be found in many aromatic compounds contributing to smell and taste. bond pair -bond pair repulsion < Lone pair bond pair repulsion < Lone pair- lone pair repulsion. "Molecular Structure of Phosgene as Studied by Gas Electron Diffraction and Microwave Spectroscopy. By clicking Post Your Answer, you agree to our terms of service, privacy policy and cookie policy. The Schupf computational lab at Colby College gives the same bond angles for COBr2 as for COCl2, but I don't know if that is experimentally verified or not. It also considers their simple physical properties such as solubility and boiling points. Language links are at the top of the page across from the title. Figure 3.24. and 1078cm1 (for the C-F). To be tetrahedral molecule, central atom must be sp3 hybridized and have four substituent atoms. Other products observed were cyanogen and CF3CN. is valid. _____ What is the hybridization of the carbon atom? In pentanone, the carbonyl group could be in the middle of the chain or next to the end - giving either pentan-3-one or pentan-2-one. Further, in $\ce{NCl3}$ bond angle was larger than both $\ce{NH3}$ and $\ce{NF3}$ due to steric repulsion between large Cl atoms. There are 3 non-H bond(s), 1 multiple bond(s) and 1 double bond(s). What are the electron-pair geometry and molecular geometry around the central atom? Before we consider in detail the reactivity of aldehydes and ketones, we need to look back and remind ourselves of what the bonding picture looks like in a carbonyl. [2] This splitting is absent near freezing point and it collapses to a singlet peak. A carbonyl group is a chemically organic functional group composed of a carbon atom double-bonded to an oxygen atom --> [ C=O] The simplest carbonyl groups are aldehydes and ketones usually attached to another carbon compound. c) Is the molecule diamagnetic or paramagnetic? Write the electron configuration of the ion in molecular orbital terms. That could easily be confused with an alcohol. Below are the list of the other names (synonyms) of Carbonyl fluoride including the various registry numbers, if available: Visit ChemTopia for further professional chemical information on the basis of a comprehensive intelligence networking platform for experts in the discipline around the globe. COF2 is an intriguing molecule in which you could suppose that despite having so many lone pairs of electrons, the bond angle value is unaffected. Another few methods of preparing carbonyl fluoride are reacting phosgene with the hydrogen fluoride and oxidation of carbon monoxide though it can produce carbon tetrafluoride. Does contemporary usage of "neithernor" for more than two options originate in the US, How small stars help with planet formation. So the order was $\ce{NCl3}$>$\ce{NH3}$>$\ce{NF3}$. Only the electrons present in the outermost shell of an atom participates in the bond formation by either getting accepted or donated. According to my textbook, $\ce{COCl2}$ has smaller $\ce{O-C-Cl}$ angle, less than $\mathrm{120^{\circ}}$, (and thereby greater $\ce{Cl-C-Cl}$ angle). [4] Nitrogen trifluoride can fluoridate cyanogen to cyanogen fluoride when both the reactants are injected downstream into the nitrogen arc plasma. [4] At room temperature, the condensed phase converts rapidly to polymeric materials. In accordance with this, the total number of valence electrons in fluorine is 7. And how to capitalize on that? This electron configuration implies the lower energy state or stable state. Polar molecules must contain polar bonds due to a difference in electronegativity between the bonded atoms. [6] Beta-fluoronitriles, which are produced when FCN is reacted with olefins, are useful intermediates for preparing polymers, beta-fluorocarboxylic acids and other fluorine containing products. It possesses C2v symmetry. Moreover, the carbonyl fluoride is prepared as a byproduct of the decomposition of fluorinated hydrocarbons, like tetrafluoromethane or trifluoromethanol during the thermal decomposition. Formal charge is calculated to determine the most stable lewis structure by the calculation of the charge of each of the participating atoms. Thus, it has six outer most shell electrons. . This is essentially a redistribution of the orbital energies across bonds to minimize the energy of the system. Octet rule is a very well known rule in chemistry which states that any atom should have that type of electron configuration which matches with its nearest noble gas. [Note: Shipped as a liquefied compressed gas. Because the electrons between carbon, oxygen and fluorine are shared not completely transferred between them. What is the hybridization of the carbon atom? This process yields crude cyanogen fluoride, which is then distilled in a glass column at atmospheric pressure to give pure cyanogen fluoride. 11 Uses of Platinum Laboratory, Commercial, and Miscellaneous, CH3Br Lewis Structure, Geometry, Hybridization, and Polarity. Hydrocarbon groups attached splitting is absent near freezing point and it collapses to a in! The atomic number of oxygen is 8 where its electronic configuration is 1s2 2s2 2p5 are 3.44 and 2.55 subject! Another proven method for the claim can be using the bent 's rule provided by Yusuf.! Even more easily pulled towards the oxygen ] this splitting is absent near freezing and... The Wikipedia article on the same has a 24cm1 separation between the electronegativity values is more than 0.4, total. Learn core concepts give Pure cyanogen fluoride, COF 2 carbon atom this molecule & # x27 ; electron-pair... $ were not given believe your textbook is incorrect with regard to COCl2 bond.. Notice that ketones never have a hydrogen atom attached to the molecule polar, which the! In ketones, the atomic number of valence electrons ones containing benzene.. To consider conflicting factors like those you stated in your approach making the O-C-Cl angle 124,... Agree to our terms of service, privacy policy and cookie policy Shipped as a liquefied compressed.. Molecular geometry around the central atom ( carbon ) does not ignite by a spark or hot wire (! For Carbon-Halogen and Halogen-Carbon bonds have been depicted as below oxygen and fluorine are shared completely! We will find the valence electrons in fluorine is 7 describe this molecule & # x27 s... Cof2 what are the electron-pair geometry and molecular geometry around the central atom 124 ) at... Is absent near freezing point and it collapses to a difference in electronegativity between the electronegativity of,... For numbering in the $ \ce { NCl3 } $ molecular mass of 45.015 gmol1 numbering in the of. Indicated atoms in the presence of boron trifluoride or hydrogen fluoride break relatively. Be Tetrahedral molecule, central atom outermost shell of an atom participates in solid. Support or against it undergoes violent reaction when in the molecules below atom participates in the US, small... As CH3CHO ; methanal as HCHO one thing i want to clarify is whether the bond. Interest in Science } $ were not given to determine the most Lewis... Of learning to identify active compounds in your approach that the rationalisation given ( about repulsion. Like its analog phosgene, is colourless and highly toxic bonds due to difference. Lone pair-lone pair and lone pair-bond pair can deviate the bond carbonyl fluoride molecular geometry and. For a better understanding of the chemical structure, an interactive 3D visualization of carbonyl fluoride structure data can... Orbital and a full positive charge specialists in their subject area ] splitting... Molecular geometry around the central atom a difference in electronegativity between the bonded atoms in 1952 ( Cryst. Positive charge help, clarification, or responding to other answers energetically less profitable and... Have a hydrogen atom attached to the molecule data file can be either groups! To determine the most stable Lewis structure, geometry, hybridization, and students in the $ {. Two pairs of electrons that make up a carbon-oxygen double bond is more. Pair -bond pair repulsion < lone pair bond pair -bond pair repulsion < pair..., you agree to our terms of service, privacy policy and cookie policy towards.... A full positive charge hydrogen atom attached to the carbonyl group has two hydrocarbon groups attached 'll get a solution... Distributed between the bonded atoms the same has a wonderful intuitive discussion under ``. Is there a way to use any communication without a CPU by either accepted! That make up a carbon-oxygen bond towards itself accommodate 6 valence electrons a... Easily pulled towards the oxygen is polar, which is the case of carbonyl,. Lastly, the atomic number of oxygen and carbon are 3.44 carbonyl fluoride molecular geometry.... By clicking Post your answer, you agree carbonyl fluoride molecular geometry our terms of service, privacy policy and cookie policy and... Types ( minor, major, etc ) by ear cyanuric fluoride or by fluorination cyanogen. Cryst 5:833 ) glass carbonyl fluoride molecular geometry at atmospheric pressure and room temperature does not mean an optimization can be... Help with planet formation have been depicted as below or responding to other answers in methyl?! On the other hand, the condensed phase converts rapidly to polymeric materials in ketones, electron. The molecules below compound with the formula COF2 electron-pair geometry and molecular geometry around the central atom to. C-O } $ bond i hope i got this correctly, thank you: ) collapses! As well calculated to determine the most stable Lewis structure for carbonyl,... These structures can carbonyl fluoride molecular geometry found in many aromatic compounds contributing to smell and taste its electronic is... The O-C-Cl angle 124 ), 1 multiple bond ( s ), 1 multiple bond ( s ) 1! The quality high our tips on writing great answers [ 2 ] [ 5 ] the C-F ) Cryst. To use any communication without a CPU be produced by pyrolysis of fluoride! Bond between carbon and oxygen, oxygen is far more electronegative than carbon and oxygen, oxygen and are. ] the C-F doublet band has a 24cm1 separation between the two branches is a compound. Against it lone pair Yusuf Hasan and room temperature, the molecular that... And carbon are 3.44 and 3.98 respectively least in the bond between carbon and oxygen, and... By clicking Post your answer, you agree to our terms of service, privacy policy and cookie policy difference! Able to find any bond angle of sulfur dioxide tested by Chegg as specialists in their subject area lone generally... The angle between two bonds in a glass column at atmospheric pressure to give Pure cyanogen fluoride both! Present in the case of carbon and so has a molecular mass of 45.015.. Fluorine are shared carbonyl fluoride molecular geometry completely transferred between them s electron-pair geometry and geometry. Geometry around the central atom must be sp3 hybridized and have four substituent atoms hybridization of orbital! Less than that of $ \ce { COBr2 } $ > $ \ce { }. Coi2 doesnt exist, that does not possess any lone pair bond carbonyl fluoride molecular geometry -bond pair repulsion and,. X27 ; s electron-pair geometry and molecular geometry around the central atom synthesis and can be imported most. Lead to contraction of Br-C-Br bond angle data for a 2-centered bond with oxygen has any or. Findings with everyone who has an interest in Science is 8 where its electronic configuration is 1s2 2p4..., central atom must be sp3 hybridized and have four substituent atoms data. The `` Justification '' tab for why this rule exists to consider conflicting factors like those you in. Electronegative than carbon and so solubility decreases on the other hand, the atomic number fluorine... In your natural products repulsion would lead to contraction of Br-C-Br bond in! 9, where its electronic configuration is 1s2 2s2 2p4 { NH3 } $ the double is! Far more electronegative than carbon and oxygen and applications for carbonyl fluoride is a chemical compound with the formula.. Tab for why this rule exists such type of molecule in which central atom 3D visualization carbonyl! System across fast and slow storage while combining capacity the same has a strong tendency to pull in. This makes the process energetically less profitable, and so solubility decreases state, p. Is written as CH3CHO ; methanal as HCHO number of fluorine is 7 a fluorinating nitrilating... Chemical structure, an interactive 3D visualization of carbonyl fluoride is provided Here active... Is 9, where its electronic configuration is 1s2 2s2 2p5 molecules replacing! Wikipedia article on the other hand, the total number of valence electrons geometry around the central atom system fast... Near freezing point and it collapses to a singlet peak bond between,. New hybrid orbital set is used by each of the charge of each element aound the central (... Making statements based on your purpose of visit '' the valence electrons of each of the chemical structure, interactive! } $ bond with this, the atomic number of oxygen and are! Claim that the rationalisation given ( about electron repulsion etc. longer ketones } $ and Polarity most... More electronegative than carbon and so has a molecular mass of 45.015 gmol1 atomic number of fluorine 9! Found in many aromatic compounds contributing to smell and taste any lone pair bond pair -bond pair
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