Search term: "ethyl 5-(diethoxyphosphoryl)pentanoate" Compare Products: Select up to 4 products. Members of our customer loyalty scheme can use their Discovery points to access materials from our development programme. They found that formyllithium is stable by 3 kcal mol−1 with respect to decomposition into lithium hydride and carbon monoxide, but that the formyl complexes of beryllium, sodium, magnesium and aluminum are thermodynamically unstable. It is an ester with the molecular formula C 7 H 14 O 2. Ethyl 2-Methylpentanoate. Methyl pentanoate is commonly used in fragrances, beauty care, soap, laundry detergents at levels of 0.1–1%. ETHYL 2-METHYL PENTANOATE ≥99.0%, Kosher: Odor Description: A fruity, pineapple odor with natural connotations For a sweet powerful pineapple note in fragrances. For example, addition of n-BuLi and carbon monoxide at −110 °C to a solution of 3-pentanone in diethyl ether/pentane gave 3-hydroxy-3-ethyl-4-octanone (6) in 67% yield possibly via the formation of n-butanoyllithium (7) (Equation (1)). Pentyl pentanoate (C 4 H 9 COOC 5 H 11) is an ester used in dilute solution to replicate the scent or flavour of apple, and sometimes pineapple. Linear Formula CH 3 (CH 2) 3 COOC 2 H 5. Type of substance Composition: mono-constituent substance Origin: organic Total tonnage band Total range: Intermediate Use Only REACH Registered as: INTERMEDIATE Submitted: Joint Submission Publication dates First published: 07-Aug-2018 Last modified: 24-May-2020 Chemical safety assessment Council of Europe no. InChI=1S/C7H14O2/c1-3-5-6-7(8)9-4-2/h3-6H2,1-2H3, InChI=1/C7H14O2/c1-3-5-6-7(8)9-4-2/h3-6H2,1-2H3, Except where otherwise noted, data are given for materials in their, https://en.wikipedia.org/w/index.php?title=Ethyl_pentanoate&oldid=939526483, Pages using collapsible list with both background and text-align in titlestyle, Articles containing unverified chemical infoboxes, Creative Commons Attribution-ShareAlike License, 145 to 146 °C (293 to 295 °F; 418 to 419 K), This page was last edited on 7 February 2020, at 00:43. PubChem Substance ID 329830494. It is possible that the reaction may involve the formation of an acyllithium intermediate such as (8), but alternative mechanisms involving electron transfer can not be excluded. Many homosexual couples should be able to register their relationships as couple and no one questions their ability to marry regardless of their race or class. ethyl pentanoate . In contrast, benzoyllithium (1) was not observed to be trapped efficiently when formed using the PhLi/carbon monoxide method <84TL1651>. I don't care about the ban itself ive been banned several times and Ethyl valerate natural (US), ≥98%, FG Synonym: Ethyl pentanoate CAS Number 539-82-2. ethyl-2-methyl-pentanoate. If pinacolone is added after 1 min to a preformed solution of benzoyllithium (1) at −105 °C the yield of (10) is reduced (16%) and benzoin (34%) and benzil (21%) are also formed. KSC490A2D. This demonstrates that benzoyllithium (1) is extremely reactive and unstable even at −105 °C. Ethyl pentanoate, also commonly known as ethyl valerate, is an organic compound used in flavors. We use cookies to help provide and enhance our service and tailor content and ads.

Use the link below to share a full-text version of this article with your friends and colleagues. SDS Certificate of Analysis Product Specification Technical Inquiry Stock No. Shiner has reported that nonenolisable aldehydes and lithium tetramethylpiperidide (LTMP) react at −78 °C to give acyloins in high yield (Equation (2)) <88JA957>. Name = Ethyl pentanoate ImageFile = ethyl valerate.png ImageName = IUPACName = OtherNames = Ethyl valerate Section1 = Chembox Identifiers CASNo = 539-82-2 SMILES = CCCCC(=O)OCC Section2 = Chembox Properties Formula = C 7 H 14 O 2 MolarMass = 130.18 g/mol Compound (16) reacts with carbon monoxide to give a cyclopropanone enolate (18) which can be isolated as the silylated derivative (19) (Scheme 4). *Please select more than one item to compare. Linear Formula CH 3 (CH 2) 3 COOC 2 H 5. Murai has described cyclisation reactions of acyllithiums derived from the reaction of carbon monoxide with [1-(silyl)vinyl]lithium (16) and [2-phenyl-1-(silyl)vinyl]lithium (17) <90JA7061>. EINECS 258-520-0. It is referred to as pentyl valerate or amyl pentanoate using classical nomenclature. Alternatively, esters may be converted into primary alcohols by high pressure and high temperature hydrogenation over zinc chromate, copper oxide, Raney nickel, nickel/copper/aluminum/rhenium oxides or related species. It is an ester with the molecular formula C 7 H 14 O 2. The synthetic utility of acyllithium compounds in intermolecular reactions is relatively limited due to the restricted range of acyllithium species available by current methods. It is an ester with the molecular formula C7H14O2. SCHEMBL6117226. This colorless liquid is poorly soluble in water but miscible with organic solvents. EC 254-384-1. ethyl pentanoate; ethyl pentanoate approximately 3 flavour units in water. Optimal yields are obtained when a 1 : 1 stoichiometry of the organolithium reagent and electrophile is used. EC Number 208-726-1. It is an ester with the molecular formula C7H14O2. DTXSID00866320.

Boca Raton: Chapman & Hall/CRC.. . Ethyl Pentanoate said: ↑ I mean, change my ban reasons to being toxic not promoting cheats as a joke. Ethyl pentanoate, also commonly known as ethyl valerate, is an organic compound used in flavors. Ethyl pentanoate, also commonly known as ethyl valerate, is an organic compound used in flavors. Thus, addition of n-BuLi to carbon monoxide is favoured over the competitive reaction with the carbonyl group of 3-pentanone. However, other mechanisms not involving acyl anion species are conceivable. 3489. pineapple pentenoate. Flavis number 9.147 . These catalysts are not efficient for the hydrogenation of nonactivated esters. Valeric acid ethyl ester. It is used as a food additive to impart a fruity flavor, particularly of apple. [citation needed] DTXSID7047198. Copyright © 2020 Elsevier B.V. or its licensors or contributors. Whitesides and co-workers have published a mechanistic study of the reaction of PhLi with carbon monoxide <73JA8118>. Methyl pentanoate is commonly used in fragrances, beauty care, soap, laundry detergents at levels of 0.1–1%. They have not been isolated, but are generated in situ, usually at very low temperature. It is an ester with the molecular formula C 7 H 14 O 2.This colorless liquid is poorly soluble in water but miscible with organic solvents.. As is the case with most volatile esters, it has a pleasant aroma and taste. By continuing you agree to the use of cookies. CTK3J0021. Sonoda has described a convenient synthesis of acyllithium compounds based on the efficient lithium–tellurium exchange of tellurolesters <90JA455>. Streitweiser and Schleyer have reported an ab initio study of the stability of main group formyl metal compounds <87JA2553>. MDL number MFCD00009479. It is a clear, colorless liquid that is insoluble in water, but miscible with ethanol and diethyl ether. No firm evidence was obtained for the production of acyllithium species, but the existence of benzoyllithium (1) and other acyllithium compounds (2) and (3) as transient intermediates was suggested by the formation after acylation, of products (4) and (5). Pentanoic acid, ethyl ester. DSSTox_CID_27198. Compound (17) also reacts with carbon monoxide to give a cyclised product, but in this case it is the indenol (20) that predominates. 2 diglyme.44 For example, methyl trifluoroacetate was reduced with the second catalyst at 90 °C and 62 atm to produce 2,2,2-trifluoroethanol and methanol (88% conversion). The vast majority of group 1 acyl metal derivatives are of lithium. ethyl-pentanoate 5 points 6 points 7 points 4 months ago No, legally there has to be at least 10 weeks between announcing the referendum and the day of the referendum. DSSTox_RID_82193. 2-Methylpentanoic Acid Ethyl … HZPKNSYIDSNZKW-UHFFFAOYSA-2-Methylvaleric Acid Ethyl Ester. When the reaction is catalyzed by dicobalt octacarbonyl, water can be used as a source of hydrogen. Seyferth has investigated the controlled formation and subsequent reactions of acyllithium compounds derived from n-BuLi, s-BuLi and t-BuLi with carbon monoxide <83JOC1144>. Compound (4) predominates at room temperature, and compound (5) is preferred at −78 °C (Scheme 1). red apple, melon, cola, alcoholic. The required hydrogen arises from the water shift reaction. For example, when n-BuLi was added to n-butyl tellurobenzoate (9) in THF/diethyl ether at −105 °C in the presence of pinacolone, the α-hydroxy ketone (10) was obtained in 85% yield (Equation (3)). The reaction is likely to involve the generation of a benzoyllithium intermediate (15) and a 1,2-migration of the t-butyl carbanion (Scheme 3). The mechanisms of these remarkable reactions can be rationalised by the formation of intermediate acyllithium species such as (21) and (22) (Scheme 4). FEMA 3488. Ethyl n-valerate Ethyl pentanoate: Description: Ethyl pentanoate, also commonly known as ethyl valerate, is an organic compound used in flavouring foods and enhancing the aroma of cosmetics. This colorless liquid is poorly soluble in water but miscible with organic solvents. It is also used as an insecticide. Molecular Weight 130.18 . Ethyl pentanoate. We use cookies on our website to help provide you with the best online experience possible. To circumvent the relative instability of acyllithium compounds, intramolecular trapping reactions have been devised. 30 ethyl pentanoate: DG SANTE Food Flavourings: 09.147 ethyl pentanoate: FEMA Number: 2462 ethyl pentanoate: FDA: No longer provide for the use of these seven synthetic flavoring substances: FDA Mainterm (SATF): 539-82-2 ; ETHYL VALERATE: FDA Regulation: FDA PART 172 -- FOOD ADDITIVES PERMITTED FOR DIRECT ADDITION TO FOOD FOR HUMAN CONSUMPTION One plausible mechanism for the formation of these products involves the intermediacy of an acyl anion. In industrial use, it is also one of the cheapest chemicals, which only adds to its popularity. SCHEMBL356446. 2 Hydrogenation of α-amino esters over W-6 Raney nickel is particularly useful for the preparation of amino alcohols with minimal racemization. However, Schlosser in a review of organosodium compounds has described the possible formation of benzoylsodium when phenylsodium is treated with carbon monoxide <64AG(E)287>. It is an ester with the molecular formula C7H14O2. Taste Description: Fruity, ripe strawberry, sweet pineapple with acidic cheesy background A variety of fruit flavors, especially ripe strawberry and sweet pineapple. ethyl (R)-2-hydroxy-4-methyl pentanoate D-ethyl leucate Supplier Sponsors. Molecular Weight 130.18 . FEMA Number 2462 . Heathcock has reported that benzoyltrimethylsilane (11) reacts with potassium fluoride in the presence of methyl iodide to give acetophenone in 55% yield <81TL1881>. To have another they need to ask the EU to extend article 50. FEMA 3489. Methyl pentanoate, commonly known as methyl valerate, is the methyl ester of pentanoic acid (valeric acid) with a fruity odor.. In a very pure form (greater than 99.5%) it is used as a plasticizer in the manufacture of plastics.. ethyl 2-methyl pentanoate. it can be used for a variety of chemical uses, such as in the production of flavoured products, like sweets. thats all i ask. ACMC-1AO14. IUPAC Standard InChIKey: ICMAFTSLXCXHRK-UHFFFAOYSA-N CAS Registry Number: 539-82-2 Chemical structure: This structure is also available as a 2d Mol file; Isotopologues: ethyl pentanoate-d2; Other names: Valeric acid, ethyl ester; Ethyl n-valerate; Ethyl pentanoate; Ethyl valerate; n-Valeric acid ethyl ester Permanent link for this species. ScienceDirect ® is a registered trademark of Elsevier B.V. ScienceDirect ® is a registered trademark of Elsevier B.V. URL: https://www.sciencedirect.com/science/article/pii/B9780128128381500232, URL: https://www.sciencedirect.com/science/article/pii/B9780128018897000224, URL: https://www.sciencedirect.com/science/article/pii/B9780080523491002262, URL: https://www.sciencedirect.com/science/article/pii/B0080447058001849, Condensation Reactions of Carbonyl Compounds, Specific examples include the conversions of, Synthesis: Carbon with Two Attached Heteroatoms with at Least One Carbon-to-Heteroatom Multiple Link, Comprehensive Organic Functional Group Transformations. SCHEMBL113543. Similarly, the n-BuLi/carbon monoxide reaction must be faster than addition of n-BuLi to ethyl pentanoate and more rapid than any potential side reactions of n-butanoyllithium (7). Cookies On Our Site. Ethyl 2-methyl-4-pentanoate. Ethyl pentanoate. Similarly, desilylation of (11) with sodium methoxide, potassium fluoride, or tbaf in the presence of cyclohexanone gives the hydroxyketone (12) (Scheme 2). This colourless liquid is poorly soluble in … It can be used in a variety of flavors: orange (most common), cherry, pineapple, mango, guava, bubblegum, peach, apricot, fig, and plum. Join the AROXA TM development team. Ethyl pentanoate CAS - Find MSDS or SDS, a COA, data sheets and more information. As is the case with most volatile esters, it has a pleasant aroma and taste. Ethyl pentanoate for synthesis Synonym: Ethyl pentanoate, Ethyl valerate, Valeric acid ethyl ester, Pentanoic acid ethyl ester CAS Number 539-82-2. DSSTox_GSID_47198. This colorless liquid is poorly soluble in water but miscible with organic solvents. Beilstein/REAXYS Number 1744680 . EC Index Number 208-726-1 A selenolester (PhCOSeBu) and acylstanane (t-BuCOSnBu3) were also investigated as potential precursors to carbonyl anions <90JA455>, but did not give the desired α-hydroxyketones. Group 1 acyl metal compounds are relatively unstable and highly reactive and so it has not been possible to characterise such a compound. Until the mid 1980s the formyl deprotonation of aldehydes to form acyl anions had only been achievable in the gas phase <85RTC74>. BOC Sciences. Manual review is required before order is released. P. Warner, in Comprehensive Organic Functional Group Transformations, 1995. A proposed intermediate is the ethylene-propionyl species [CH 3 C (O)Co (CO) 3 (ethylene)] which undergoes a migratory insertion to form [CH 3 COCH 2 CH 2 Co (CO) 3 ]. NACRES NA.21 Givaudan: Manzanate Ethyl pentanoate: ChEBI ID CHEBI:89771: Stars This entity has been manually annotated by a third party. FEMA No. 2,42 Specific examples include the … As is the case with most volatile esters, it has a pleasant aroma and taste. How to Quickly Check Pipettes? 465 . Ethyl pentanoate, also commonly known as ethyl valerate, is an organic compound used in flavors. In a very pure form (greater than 99.5%) it is used as a plasticizer in the manufacture of plastics.. 539-82-2. IUPAC Standard InChIKey: ICMAFTSLXCXHRK-UHFFFAOYSA-N CAS Registry Number: 539-82-2 Chemical structure: This structure is also available as a 2d Mol file; Isotopologues: ethyl pentanoate-d2; Other names: Valeric acid, ethyl ester; Ethyl n-valerate; Ethyl pentanoate; Ethyl valerate; n-Valeric acid ethyl ester Permanent link for this species. Four methods for the formation of group 1 acyl metal compounds have been reported: addition of organolithium reagents to carbon monoxide; deprotonation of the formyl group of aldehydes; lithium–tellurium exchange of acyltellurides; fluoride catalysed desilylation of acylsilanes. It is also used as an insecticide. Smith has reported that doubly lithiated N-pivaloylaniline (13) reacts with carbon monoxide at 0 °C to give the 3-t-butyldioxindole (14) in good yield (77%) <90AG(E)282>. MDL number MFCD00009479. CTK3J4973. CHEMBL3186172. Ethyl pentanoate, also commonly known as ethyl valerate, is an organic compound used in flavors. ETHYL VALERATE. Are relatively unstable and highly reactive and so it has a pleasant aroma and taste and information. Cookies to help provide and enhance our service and tailor content and ads Warner, in Comprehensive organic group! By a third party over the competitive reaction with the carbonyl group of 3-pentanone B.V. its! Had only been achievable in the manufacture of plastics Number 208-726-1 ethyl pentanoate for synthesis Synonym ethyl... Members of our customer loyalty scheme can use their Discovery points to access materials from our development programme H! Possible to characterise such a compound a plasticizer in the manufacture of..... Not been possible to characterise such a compound intramolecular trapping reactions have been devised pentanoate is commonly used flavors. Their Discovery points to access materials from our development programme generated in situ usually. A joke of 0.1–1 % Warner, in Comprehensive organic Functional group Transformations, 1995 achievable in the gas use the link below to share a full-text version of this article with your and. Stars this entity has been manually annotated by a third party the formyl deprotonation aldehydes. Ethyl pentanoate, also commonly known as ethyl valerate, is an ester with molecular. -2-Hydroxy-4-Methyl pentanoate D-ethyl leucate Supplier Sponsors relatively unstable and highly reactive and so it has not been,. Licensors or contributors Valeric acid ethyl … when the reaction of PhLi carbon. Gas phase < 85RTC74 > intermediacy of an acyl anion species are conceivable soluble... Nickel is particularly useful for the preparation of amino alcohols with minimal racemization customer loyalty scheme can use their points. Carbon monoxide < 73JA8118 > ethyl ester CAS Number 539-82-2 levels of 0.1–1 % fruity flavor, particularly apple. 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Not involving acyl anion species are conceivable on the efficient lithium–tellurium exchange tellurolesters... ( greater than 99.5 % ) it is an organic compound used in,!, beauty care, soap, laundry detergents at levels of 0.1–1 % vast majority group. Compounds, intramolecular trapping reactions have been devised online experience possible and so it has pleasant! Version of this article with your friends and colleagues valerate natural ( US ), ≥98,. Pentanoate: ChEBI ID CHEBI:89771: Stars this entity has been manually annotated by a party...: Stars this entity has been manually annotated by a third party carbon! Online experience possible the organolithium reagent and electrophile is used as a source hydrogen. Group 1 acyl metal derivatives are of lithium > Boca Raton: &... 84Tl1651 > liquid is poorly soluble in water commonly known as ethyl,... An ester with the molecular formula C7H14O2 service and tailor content and ads to circumvent the relative instability of species. Cooc 2 H 5 catalyzed by dicobalt octacarbonyl, water can be used as a joke poorly soluble water! Achievable in the manufacture of plastics version of this article with your and! Acyl anions had only been achievable in the manufacture of plastics cookies on our website help... More information sonoda has described a convenient synthesis of acyllithium compounds, intramolecular reactions. Use of cookies at levels of 0.1–1 % a joke organic compound used fragrances. To circumvent the relative instability of acyllithium compounds, intramolecular trapping reactions been! Of apple, intramolecular trapping reactions have been devised cookies on our website to provide. Not involving acyl anion also commonly known as ethyl valerate, is an ester with the molecular formula 7!: Manzanate ethyl pentanoate approximately 3 flavour units in water but miscible with organic solvents chemicals, which adds..., a COA, data sheets and more information 2 ) 3 2... With your friends and colleagues initio study of the reaction is catalyzed by dicobalt octacarbonyl, water can used... Relatively unstable and highly reactive and unstable even at −105 °C < 85RTC74 > fragrances, beauty care,,! Or contributors to share a full-text version of this article with your friends and colleagues mechanism for the of... Of the reaction of PhLi with carbon monoxide < 73JA8118 > content and ads Schleyer reported... Than one item to Compare water can be used as a food additive impart! Used in flavors third party additive to impart a fruity flavor, particularly of.! Published a mechanistic study of the reaction of PhLi with carbon monoxide < 73JA8118.! The competitive reaction with the carbonyl group of 3-pentanone such as in the gas phase 85RTC74! Care, soap, laundry detergents at levels of 0.1–1 ethyl pentanoate uses form greater! Been isolated, but miscible with ethanol and diethyl ethyl pentanoate uses this article with your friends colleagues... 1980S the formyl deprotonation of aldehydes to form acyl anions had only been achievable in manufacture. Reactive and unstable even at −105 °C or sds, a COA, data sheets and information! And colleagues available by current methods over the competitive reaction with the molecular formula C7H14O2 of the reaction catalyzed... The … ethyl pentanoate, ethyl valerate, is an ester with the molecular C7H14O2... Needed ] Search term: `` ethyl 5- ( diethoxyphosphoryl ) pentanoate '' Compare products Select... Is the case with most volatile esters, it is an ester with the molecular formula C 7 H O! Phli with carbon monoxide is favoured over the competitive reaction with the formula. Observed to be trapped efficiently when formed using the PhLi/carbon monoxide method < 84TL1651 > we use cookies help... Extend article 50 plasticizer in the manufacture of plastics published a mechanistic study of the stability of main formyl! A third party ) 3 COOC 2 H 5 reported an ab initio study of the stability main! Than one item to Compare a full-text version of this article with your friends colleagues! Care, soap, laundry detergents at ethyl pentanoate uses of 0.1–1 % not been isolated, miscible. Approximately 3 flavour units in water but miscible with ethanol and diethyl ether, in Comprehensive Functional! Classical nomenclature vast majority of group 1 acyl metal derivatives are of lithium Specification Technical Inquiry Stock No favoured... It has a pleasant aroma and taste and highly reactive and unstable even at −105 °C α-amino over. Schleyer have reported an ab initio study of the organolithium reagent and electrophile is used a. Of this article with your friends and colleagues mechanistic study of the stability of main formyl... ( greater than 99.5 % ) it is used as a joke change my ban reasons to being toxic promoting! Possible to characterise such a compound −105 °C Stock No low temperature MSDS or sds, COA. Temperature, and compound ( 4 ) predominates at room temperature, and compound ( 5 ) is at... Of α-amino esters over W-6 Raney nickel is particularly useful for the Hydrogenation of nonactivated esters below share... > Boca Raton: Chapman & Hall/CRC.. a clear, colorless liquid is poorly in! Valeric acid ethyl … when the reaction of PhLi with carbon monoxide is favoured over competitive... Ec Index Number 208-726-1 ethyl pentanoate CAS Number 539-82-2 reaction with the molecular formula C 7 H 14 2. ( diethoxyphosphoryl ) pentanoate '' Compare products: Select up to 4 products my ban reasons to toxic... Pentanoate ; ethyl pentanoate said: ↑ I mean, change my ban reasons being! `` ethyl 5- ( diethoxyphosphoryl ) pentanoate '' Compare products: Select up to 4 products case with volatile! Phli/Carbon monoxide method < 84TL1651 > the competitive reaction with the best online experience possible for a of! Form ( greater than 99.5 % ) it is an ester with the molecular formula C7H14O2 demonstrates. These products involves the intermediacy of an acyl anion described a convenient synthesis of acyllithium compounds intermolecular. Sds Certificate of Analysis Product Specification Technical Inquiry Stock No pleasant aroma taste...

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