phosgene intermolecular forces

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Phosgene 75-44-5 Hazard Summary Phosgene is used as a chemical intermediate; in the past, it was used as a chemical warfare agent. Consider the structure of phosgene, Cl 2 CO, which is shown below. They have the same number of electrons, and a similar length. Thus we predict the following order of boiling points: This result is in good agreement with the actual data: 2-methylpropane, boiling point = 11.7C, and the dipole moment () = 0.13 D; methyl ethyl ether, boiling point = 7.4C and = 1.17 D; acetone, boiling point = 56.1C and = 2.88 D. Arrange carbon tetrafluoride (CF4), ethyl methyl sulfide (CH3SC2H5), dimethyl sulfoxide [(CH3)2S=O], and 2-methylbutane [isopentane, (CH3)2CHCH2CH3] in order of decreasing boiling points. Carbonyl chloride has a wide range of industrial and laboratory applications. The formal charge is assigned to an atomic element if we assume that the electrons inside a molecule will be shared equally between the bonded atoms that form a molecular structure. Workers may be harmed from exposure to phosgene. Hydrogen bonds are are generally stronger than ordinary dipole-dipole and dispersion forces, but weaker than true covalent and ionic bonds. This, without taking hydrogen bonds into account, is due to greater dispersion forces (see Interactions Between Nonpolar Molecules). The VSEPR notation for a phosgene molecule is AX3E0. Step 3: We will sketch the skeletal diagram of the given molecule. The He-, Ne-, and Ar-Phosgene Intermolecular Potential Energy Surfaces The J. Phys. COCl2 molecule consists of one C, one O, and Cl atoms. An s and three p orbitals give us 4 sp3 orbitals, and so on. Now, we will use this theory to decipher the 3D molecular shape of COCl2. The properties of liquids are intermediate between those of gases and solids, but are more similar to solids. Expert Answer 100% (4 ratings) The intermolecular forces present in propane C3H8 are London dispersion forces. Notice that each water molecule can potentially form four hydrogen bonds with surrounding water molecules: two with the hydrogen atoms and two with the with the oxygen atoms. This phenomenon can be used to analyze boiling point of different molecules, defined as the temperature at which a phase change from liquid to gas occurs. Hydrogen bonds have about a tenth of the strength of an average covalent bond, and are constantly broken and reformed in liquid water. Hydrogen Bonding is shared under a CC BY-NC-SA 4.0 license and was authored, remixed, and/or curated by Jim Clark & Jose Pietri. If you are interested in the bonding in hydrated positive ions, you could follow this link to co-ordinate (dative covalent) bonding. 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. Step 1: The initial step is to calculate the valence or outermost shell electrons in a molecule of COCl2. The level of exposure depends upon the dose . KBr (1435C) > 2,4-dimethylheptane (132.9C) > CS2 (46.6C) > Cl2 (34.6C) > Ne (246C). This process is called hydration. By mass, it would seem that phosgene would have stronger London forces and boil higher than acetone, but it does not. Intermolecular Forces In the liquid and sold states, molecules are held together by attractions called intermolecular forces. Chemistry:The Central Science. From the Lewis structure of phosgene, we might expect a trigonal planar geometry with 120-bond angles. The electronic configuration of the central atom, here C is 1s2 2s2 2p2 (atomic number of C is 6), that of Chlorine is 1s2 2s2 2p6 3s2 3p5 ( atomic no = 17), The electronic configuration of O: 1s2 2s2 2p4 ( atomic no = 8). Like covalent and ionic bonds, intermolecular interactions are the sum of both attractive and repulsive components. Hydrogen bonds also occur when hydrogen is bonded to fluorine, but the HF group does not appear in other molecules. Hydrogen bonding is present abundantly in the secondary structure of proteins, and also sparingly in tertiary conformation. a polar molecule, to induce a dipole moment. Draw the hydrogen-bonded structures. Consequently, we expect intermolecular interactions for n-butane to be stronger due to its larger surface area, resulting in a higher boiling point. Identify the most significant intermolecular force in each substance. In 1930, London proposed that temporary fluctuations in the electron distributions within atoms and nonpolar molecules could result in the formation of short-lived instantaneous dipole moments, which produce attractive forces called London dispersion forces between otherwise nonpolar substances. Although hydrogen bonds are well-known as a type of IMF, these bonds can also occur within a single molecule, between two identical molecules, or between two dissimilar molecules. Water is an ideal example of hydrogen bonding. Within a series of compounds of similar molar mass, the strength of the intermolecular interactions increases as the dipole moment of the molecules increases, as shown in Table \(\PageIndex{1}\). Hybridization occurs between the s and the two p orbitals giving us 3 sp2 hybrid orbitals. To predict the relative boiling points of the other compounds, we must consider their polarity (for dipoledipole interactions), their ability to form hydrogen bonds, and their molar mass (for London dispersion forces). These result in much higher boiling points than are observed for substances in which London dispersion forces dominate, as illustrated for the covalent hydrides of elements of groups 1417 in Figure \(\PageIndex{5}\). The intermolecular forces are ionic for CoCl2 cobalt chloride. Bodies of water would freeze from the bottom up, which would be lethal for most aquatic creatures. 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. Considering CH3OH, C2H6, Xe, and (CH3)3N, which can form hydrogen bonds with themselves? What type of intermolecular force accounts for the following differences in each case? 12.7: Types of Crystalline Solids- Molecular, Ionic, and Atomic, 2-methylpropane < ethyl methyl ether < acetone, 1.4: The Scientific Method: How Chemists Think, Chapter 2: Measurement and Problem Solving, 2.2: Scientific Notation: Writing Large and Small Numbers, 2.3: Significant Figures: Writing Numbers to Reflect Precision, 2.6: Problem Solving and Unit Conversions, 2.7: Solving Multistep Conversion Problems, 2.10: Numerical Problem-Solving Strategies and the Solution Map, 2.E: Measurement and Problem Solving (Exercises), 3.3: Classifying Matter According to Its State: Solid, Liquid, and Gas, 3.4: Classifying Matter According to Its Composition, 3.5: Differences in Matter: Physical and Chemical Properties, 3.6: Changes in Matter: Physical and Chemical Changes, 3.7: Conservation of Mass: There is No New Matter, 3.9: Energy and Chemical and Physical Change, 3.10: Temperature: Random Motion of Molecules and Atoms, 3.12: Energy and Heat Capacity Calculations, 4.4: The Properties of Protons, Neutrons, and Electrons, 4.5: Elements: Defined by Their Numbers of Protons, 4.6: Looking for Patterns: The Periodic Law and the Periodic Table, 4.8: Isotopes: When the Number of Neutrons Varies, 4.9: Atomic Mass: The Average Mass of an Elements Atoms, 5.2: Compounds Display Constant Composition, 5.3: Chemical Formulas: How to Represent Compounds, 5.4: A Molecular View of Elements and Compounds, 5.5: Writing Formulas for Ionic Compounds, 5.11: Formula Mass: The Mass of a Molecule or Formula Unit, 6.5: Chemical Formulas as Conversion Factors, 6.6: Mass Percent Composition of Compounds, 6.7: Mass Percent Composition from a Chemical Formula, 6.8: Calculating Empirical Formulas for Compounds, 6.9: Calculating Molecular Formulas for Compounds, 7.1: Grade School Volcanoes, Automobiles, and Laundry Detergents, 7.4: How to Write Balanced Chemical Equations, 7.5: Aqueous Solutions and Solubility: Compounds Dissolved in Water, 7.6: Precipitation Reactions: Reactions in Aqueous Solution That Form a Solid, 7.7: Writing Chemical Equations for Reactions in Solution: Molecular, Complete Ionic, and Net Ionic Equations, 7.8: AcidBase and Gas Evolution Reactions, Chapter 8: Quantities in Chemical Reactions, 8.1: Climate Change: Too Much Carbon Dioxide, 8.3: Making Molecules: Mole-to-Mole Conversions, 8.4: Making Molecules: Mass-to-Mass Conversions, 8.5: Limiting Reactant, Theoretical Yield, and Percent Yield, 8.6: Limiting Reactant, Theoretical Yield, and Percent Yield from Initial Masses of Reactants, 8.7: Enthalpy: A Measure of the Heat Evolved or Absorbed in a Reaction, Chapter 9: Electrons in Atoms and the Periodic Table, 9.1: Blimps, Balloons, and Models of the Atom, 9.5: The Quantum-Mechanical Model: Atoms with Orbitals, 9.6: Quantum-Mechanical Orbitals and Electron Configurations, 9.7: Electron Configurations and the Periodic Table, 9.8: The Explanatory Power of the Quantum-Mechanical Model, 9.9: Periodic Trends: Atomic Size, Ionization Energy, and Metallic Character, 10.2: Representing Valence Electrons with Dots, 10.3: Lewis Structures of Ionic Compounds: Electrons Transferred, 10.4: Covalent Lewis Structures: Electrons Shared, 10.5: Writing Lewis Structures for Covalent Compounds, 10.6: Resonance: Equivalent Lewis Structures for the Same Molecule, 10.8: Electronegativity and Polarity: Why Oil and Water Dont Mix, 11.2: Kinetic Molecular Theory: A Model for Gases, 11.3: Pressure: The Result of Constant Molecular Collisions, 11.5: Charless Law: Volume and Temperature, 11.6: Gay-Lussac's Law: Temperature and Pressure, 11.7: The Combined Gas Law: Pressure, Volume, and Temperature, 11.9: The Ideal Gas Law: Pressure, Volume, Temperature, and Moles, 11.10: Mixtures of Gases: Why Deep-Sea Divers Breathe a Mixture of Helium and Oxygen, Chapter 12: Liquids, Solids, and Intermolecular Forces, 12.3: Intermolecular Forces in Action: Surface Tension and Viscosity, 12.6: Types of Intermolecular Forces: Dispersion, DipoleDipole, Hydrogen Bonding, and Ion-Dipole, 12.7: Types of Crystalline Solids: Molecular, Ionic, and Atomic, 13.3: Solutions of Solids Dissolved in Water: How to Make Rock Candy, 13.4: Solutions of Gases in Water: How Soda Pop Gets Its Fizz, 13.5: Solution Concentration: Mass Percent, 13.9: Freezing Point Depression and Boiling Point Elevation: Making Water Freeze Colder and Boil Hotter, 13.10: Osmosis: Why Drinking Salt Water Causes Dehydration, 14.1: Sour Patch Kids and International Spy Movies, 14.4: Molecular Definitions of Acids and Bases, 14.6: AcidBase Titration: A Way to Quantify the Amount of Acid or Base in a Solution, 14.9: The pH and pOH Scales: Ways to Express Acidity and Basicity, 14.10: Buffers: Solutions That Resist pH Change, Dipole Intermolecular Force, YouTube(opens in new window), Dispersion Intermolecular Force, YouTube(opens in new window), Hydrogen Bonding Intermolecular Force, YouTube(opens in new window). COCl2 is also used for ore separation processes. Consider a pair of adjacent He atoms, for example. The two C-Cl bonds are sigma bonded where two sp2 hybrid orbitals of C bond with 3p orbital of Cl. Intermolecular forces are the electrostatic interactions between molecules. This question was answered by Fritz London (19001954), a German physicist who later worked in the United States. The van der Waals attractions (both dispersion forces and dipole-dipole attractions) in each will be similar. While an orbit refers to a definite path that an electron takes, an orbital is a term of quantum mechanics that gives us a probability of electron presence in a given regional space. Imagine the implications for life on Earth if water boiled at 130C rather than 100C. The electronegative Cl atoms also cause a dipole across the C-Cl bond. In methoxymethane, the lone pairs on the oxygen are still there, but the hydrogens are not sufficiently + for hydrogen bonds to form. The chlorine and oxygen atoms will take up the positions of surrounding atoms. Of the compounds that can act as hydrogen bond donors, identify those that also contain lone pairs of electrons, which allow them to be hydrogen bond acceptors. We also acknowledge previous National Science Foundation support under grant numbers 1246120, 1525057, and 1413739. Expert Answer Answer : 1-butanol ( CH3CH2CH2CH2OH ) has the higher boiling point mainly due to Hydrogen bonding influences n-butane (C4H 10) has the higher boiling point than mainly due to stronger dispersio View the full answer Transcribed image text: The strengths of London dispersion forces also depend significantly on molecular shape because shape determines how much of one molecule can interact with its neighboring molecules at any given time. For example, intramolecular hydrogen bonding occurs in ethylene glycol (C2H4(OH)2) between its two hydroxyl groups due to the molecular geometry. Determine the intermolecular forces in the compounds, and then arrange the compounds according to the strength of those forces. A C60 molecule is nonpolar, but its molar mass is 720 g/mol, much greater than that of Ar or N2O. an Ion and (B.) Intermolecular forces. In this section, we will learn about another concept of chemistry: Molecular Geometry. Electrostatic interactions are strongest for an ionic compound, so we expect NaCl to have the highest boiling point. In contrast, the energy of the interaction of two dipoles is proportional to 1/r3, so doubling the distance between the dipoles decreases the strength of the interaction by 23, or 8-fold. GeCl4 (87C) > SiCl4 (57.6C) > GeH4 (88.5C) > SiH4 (111.8C) > CH4 (161C). Check all that apply. at 90 and 270 degrees there are singly bonded Cl atoms. We will now compare the electronegativity values of Cl and O. O has a lesser value and we will therefore put two valence electrons from O and place it near Carbon via sharing. This video solution was recommended by our tutors as helpful for the problem above. Instead, each hydrogen atom is 101 pm from one oxygen and 174 pm from the other. Hydrogen bonding plays a crucial role in many biological processes and can account for many natural phenomena such as the Unusual properties of Water. It bonds to negative ions using hydrogen bonds. For example, intermolecular hydrogen bonds can occur between NH3 molecules alone, between H2O molecules alone, or between NH3 and H2O molecules. These attractive interactions are weak and fall off rapidly with increasing distance. Since carbon is the least electronegative among the three elements, we will place it as the central atom for better stability and spread of electron density. The structure for phosgene is shown below. The boiling point of the 2-methylpropan-1-ol isn't as high as the butan-1-ol because the branching in the molecule makes the van der Waals attractions less effective than in the longer butan-1-ol. List the intermolecular forces weakest to strongest 1. dispersion forces 2. dipole-dipole forces 3. hydrogen bonding 4. ion-dipole forces Who is placed in dispersion forces Nonpolar, individual atoms, all molecules based on polarizability, mass, and surface area who is placed in dipole-dipole forces polar molecules who is placed in hydrogen bonding Both atoms have an electronegativity of 2.1, and thus, there is no dipole moment. Helium is nonpolar and by far the lightest, so it should have the lowest boiling point. On average, the two electrons in each He atom are uniformly distributed around the nucleus. London was able to show with quantum mechanics that the attractive energy between molecules due to temporary dipoleinduced dipole interactions falls off as 1/r6. Phosgene is a gas at room temperature, but is sometimes stored as a liquid under pressure or refrigeration. Xe is liquid at atmospheric pressure and 120 K, whereas Ar is a gas. Arrange 2,4-dimethylheptane, Ne, CS2, Cl2, and KBr in order of decreasing boiling points. Hydrogen bond formation requires both a hydrogen bond donor and a hydrogen bond acceptor. It is important to realize that hydrogen bonding exists in addition to van der Waals attractions. Experimentally we would expect the bond angle to be approximately .COCl2 Lewis Structure: determine the molecular geometry, or shape for a compound like COCl2, we complete the following steps:1) Draw the Lewis Structure for the compound.2) Predict how the atoms and lone pairs will spread out when the repel each other.3) Use a chart based on steric number (like the one in the video) or use the AXN notation to find the molecular shape. Ion-dipole interactions London dispersion forces Dipole-dipole interactions Hydrogen bonding Identify the types of intermolecular forces present in sulfur trioxide SO3. X stands for the surrounding atoms, and. Compare the molar masses and the polarities of the compounds. PH3 exhibits a trigonal pyramidal molecular geometry like that of ammonia, but unlike NH3 it cannot hydrogen bond. When the radii of two atoms differ greatly or are large, their nuclei cannot achieve close proximity when they interact, resulting in a weak interaction. Brown, et al. Intermolecular forces are generally much weaker than covalent bonds. Arrange C60 (buckminsterfullerene, which has a cage structure), NaCl, He, Ar, and N2O in order of increasing boiling points. The donor in a hydrogen bond is usually a strongly electronegative atom such as N, O, or F that is covalently bonded to a hydrogen bond. Even the noble gases can be liquefied or solidified at low temperatures, high pressures, or both (Table \(\PageIndex{2}\)). The C=O bond consists of one bond from the sp2 hybrid orbital of C overlapping with 2p orbital of O and one bond. Intermolecular forces are electrostatic in nature; that is, they arise from the interaction between positively and negatively charged species. Lone pairs at the 2-level have electrons contained in a relatively small volume of space, resulting in a high negative charge density. The major intermolecular forces include dipole-dipole interaction, hydrogen . Formal charge for O atom = 6 *4 4 = 0. There are two additional types of electrostatic interaction that you are already familiar with: the ionion interactions that are responsible for ionic bonding, and the iondipole interactions that occur when ionic substances dissolve in a polar substance such as water. Although CH bonds are polar, they are only minimally polar. In tertiary protein structure, interactions are primarily between functional R groups of a polypeptide chain; one such interaction is called a hydrophobic interaction. 9th ed. The predicted order is thus as follows, with actual boiling points in parentheses: He (269C) < Ar (185.7C) < N2O (88.5C) < C60 (>280C) < NaCl (1465C). Hence dipoledipole interactions, such as those in Figure \(\PageIndex{1b}\), are attractive intermolecular interactions, whereas those in Figure \(\PageIndex{1d}\) are repulsive intermolecular interactions. The substance with the weakest forces will have the lowest boiling point. The CO bond dipole therefore corresponds to the molecular dipole, which should result in both a rather large dipole moment and a high boiling point. Consequently, N2O should have a higher boiling point. Phosgene is a colorless gaseous compound known as carbonyl chloride and has a molecular weight of 98.92 gram/mol. The only intermolecular force that's holding two methane molecules together would be London dispersion forces. Your email address will not be published. Electrons are subatomic particles that make up a negatively charged cloud atmosphere around the nuclei. The element Oxygen belongs to group 16 (or group 6) to the family of chalcogens and has an atomic number of 8. The four compounds are alkanes and nonpolar, so London dispersion forces are the only important intermolecular forces. New York: Mcgraw Hill, 2003. General Chemistry:The Essential Concepts. Because the electron distribution is more easily perturbed in large, heavy species than in small, light species, we say that heavier substances tend to be much more polarizable than lighter ones. It is used to manufacture precursors for herbicide production and used to manufacture pharmaceuticals and pesticides. valenbraca Answer: Phosgene has a higher boiling point. The attractive energy between two ions is proportional to 1/r, whereas the attractive energy between two dipoles is proportional to 1/r6. A hydrogen bond is an intermolecular force (IMF) that forms a special type of dipole-dipole attraction when a hydrogen atom bonded to a strongly electronegative atom exists in the vicinity of another electronegative atom with a lone pair of electrons. Conversely, substances with weak intermolecular interactions have relatively low critical temperatures. The size of donors and acceptors can also affect the ability to hydrogen bond. The resulting open, cagelike structure of ice means that the solid is actually slightly less dense than the liquid, which explains why ice floats on water, rather than sinks. Instantaneous dipoleinduced dipole interactions between nonpolar molecules can produce intermolecular attractions just as they produce interatomic attractions in monatomic substances like Xe. If we look at the periodic table, we can see that C belongs to group 14 and has an atomic number of 6. This results in a hydrogen bond. To understand it in detail, we have to first get acquainted with the concept of Lewis Structure. Also, the COCl2 molecule is not linear or symmetrical. Severe respiratory effects, including pulmonary edema, pulmonary emphysema, and death have been reported in humans. The molecules capable of hydrogen bonding include the following: If you are not familiar with electronegativity, you should follow this link before you go on. Check all that apply. Within a vessel, water molecules hydrogen bond not only to each other, but also to the cellulose chain that comprises the wall of plant cells. In addition, the attractive interaction between dipoles falls off much more rapidly with increasing distance than do the ionion interactions. Step 5: Before we can confirm our Lewis Structure diagram to be the correct one, we have to check two concepts first. Liquids, Solids & Intermolecular Forces, Intermolecular Forces and Physical Properties. c. Hydrogen bonding. Chlorine element has 7 valence electrons since it belongs to group 17. The cohesion-adhesion theory of transport in vascular plants uses hydrogen bonding to explain many key components of water movement through the plant's xylem and other vessels. Similarly, solids melt when the molecules acquire enough thermal energy to overcome the intermolecular forces that lock them into place in the solid. Phosgene is acyl chloride. If you liken the covalent bond between the oxygen and hydrogen to a stable marriage, the hydrogen bond has "just good friends" status. For example. On average, however, the attractive interactions dominate. In hydrogen fluoride, the problem is a shortage of hydrogens. Check all that apply. A hydrogen bond is usually indicated by a dotted line between the hydrogen atom attached to O, N, or F (the hydrogen bond donor) and the atom that has the lone pair of electrons (the hydrogen bond acceptor). The Polarizability ( ) of a molecule is a measure of the ease with which a dipole can be induced. Your email address will not be published. In a group of ammonia molecules, there are not enough lone pairs to go around to satisfy all the hydrogens. These forces are generally stronger with increasing molecular mass, so propane should have the lowest boiling point and n-pentane should have the highest, with the two butane isomers falling in between. Their structures are as follows: Asked for: order of increasing boiling points. We use the Valence Shell Electron Pair Repulsion (VSEPR) model to explain the 3D molecular geometry of molecules. Argon and N2O have very similar molar masses (40 and 44 g/mol, respectively), but N2O is polar while Ar is not. It is the 3-dimensional atomic arrangement that gives us the orientation of atomic elements inside a molecular structural composition. Intermolecular hydrogen bonds occur between separate molecules in a substance. document.getElementById( "ak_js_1" ).setAttribute( "value", ( new Date() ).getTime() ); Welcome to Furthermore, hydrogen bonding can create a long chain of water molecules, which can overcome the force of gravity and travel up to the high altitudes of leaves. Identify the intermolecular forces in each compound and then arrange the compounds according to the strength of those forces. The properties of liquids are intermediate between those of gases and solids, but are more similar to solids. Because the electrons are in constant motion, however, their distribution in one atom is likely to be asymmetrical at any given instant, resulting in an instantaneous dipole moment. Check all that apply. Here, activated porous carbon acts as the catalyst. And so once again, you could think about the electrons that are in these bonds moving in those orbitals. Various physical and chemical properties of a substance are dependent on this force. (Despite this seemingly low value, the intermolecular forces in liquid water are among the strongest such forces known!) It has a boiling point (b.p.) The polarizability of a substance also determines how it interacts with ions and species that possess permanent dipoles. The ease of deformation of the electron distribution in an atom or molecule is called its polarizability. As a result, the boiling point of neopentane (9.5C) is more than 25C lower than the boiling point of n-pentane (36.1C). Because the boiling points of nonpolar substances increase rapidly with molecular mass, C60 should boil at a higher temperature than the other nonionic substances. four electrons, it represents a double bond. View the full answer Step 2/2 Final answer Transcribed image text: Therefore, this is the correct Lewis Structure representation of COCl2. Therefore C=O bond is polar (difference = 0.89) and C-Cl bond is polar (difference = 0.61). If a substance is both a hydrogen donor and a hydrogen bond acceptor, draw a structure showing the hydrogen bonding. The first one is the octet fulfillment concept. An s and two p orbitals give us 3 sp2 orbitals. Step 2: Now, we will have to find out the element which will take up the position of the central atom. The first compound, 2-methylpropane, contains only CH bonds, which are not very polar because C and H have similar electronegativities. Petrucci, et al. It is highly poisonous and toxic in nature and therefore needs to be handled with caution and via safety precautions. The two strands of the famous double helix in DNA are held together by hydrogen bonds between hydrogen atoms attached to nitrogen on one strand, and lone pairs on another nitrogen or an oxygen on the other one. Recall that the attractive energy between two ions is proportional to 1/r, where r is the distance between the ions. The hydrogen atom is then left with a partial positive charge, creating a dipole-dipole attraction between the hydrogen atom bonded to the donor and the lone electron pair of the acceptor. Because a hydrogen atom is so small, these dipoles can also approach one another more closely than most other dipoles. millais school website, gluejobrunnersession is not authorized to perform: iam:passrole on resource,

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