Carboxylic Acids
Total Page:16
File Type:pdf, Size:1020Kb
Load more
Recommended publications
-
Inductive Effect
Dr Anju K. Gupta Associate Professor Department of Chemistry A.N. College, Patna Lecture note for B.Sc. (I) Subsidiary Inductive Effect If a covalent bond is formed between atoms having similar electronegativity, the bonding electrons will be shared equally between the two atoms. For example, in hydrogen molecule, the two hydrogen atoms have identical electronegativities. Therefore, the electron pair is shared equally between the two hydrogen atoms and so the molecular orbital (σ-bond) will be symmetrically distributed. Similarly, if we consider a chlorine molecule, the molecular orbital (σ- bond) formed between the two identical chlorine atoms is symmetrically distributed. This type of bond is called a non-polar covalent bond. However, if we consider a hydrogen chloride molecule, the electron pair is not equally shared between hydrogen and chlorine because chlorine has a greater electronegativity than hydrogen. Therefore, the electron pair shifts towards the more electronegative atom. This causes polarization in the bond in which the more electronegative atom chlorine acquires a partial positive charge. This type of bond in which unequal sharing of electron pair between two atoms of different electronegativities are involved is called a polar covalent bond. The atom which has a greater share of the paired electrons is given a symbol δ- and the atom with a smaller share is given a symbol δ+. Thus, a polar covalent bond can be represented as: 1 Dr Anju K. Gupta Associate Professor Department of Chemistry A.N. College, Patna Lecture note for B.Sc. (I) Subsidiary Consider a chain of carbon atoms such as C4—C3—C2—C1—X with an atom X at the terminal having higher electronegativity than carbon. -
Draft SANCO 10387 V.12 CAS No Endringer Draft Vs. Dir 2004/4/EC Endringer Draft CAC/RCP 36 - 1987 Dir 2004/4/EC Vs
Draft SANCO 10387 v.12 CAS No Endringer draft vs. Dir 2004/4/EC Endringer draft CAC/RCP 36 - 1987 dir 2004/4/EC vs. CAC/RCP 36 - 1987 Acetic acid (ethanoic acid; vinegar acid; methane carboxylic 64-19-7 Redigert Acetic acid Acetic acid acid) Acetic anhydride (ethanoic anhydride) 108-24-7 Acetic anhydride (ethanoic anhydride Acetic anhydride (ethanoic anhydride Acid oils and fatty acid distillates — from vegetable oils and fats --- Acid oils and fatty acid distillates — from vegetable oils and fats Endret Acid oils and fatty acid distillates - from animal, marine and and/or mixtures thereof and animal and marine fats and oils and/or mixtures thereof and animal and marine fats and oils vegetable fats and oils Acetone (dimethylketone; 2-propanone) 67-64-1 Acetone (dimethylketone; 2-propanone) Acetone (dimethylketone; 2-propanone) Ammonium hydroxide (ammonium hydrate; ammonia solution; 1336-21-6 Ammonium hydroxide (ammonium hydrate; ammonia solution; Ammonium hydroxide (ammonium hydrate; ammonia solution; aqua ammonia) aqua ammonia) aqua ammonia) Ammonium polyphosphate 68333-79-9 Ammonium polyphosphate Ammonium polyphosphate and 10124-31- 9 Animal, marine and vegetable and hydrogenated oils and fats --- Endret Animal, marine and vegetable and hydrogenated oils and fats Animal, marine and vegetable and hydrogenated oils and fats according to the MEPC.2/Circ. of the IMO. (other than cashew shell nut and crude tall oil) according to the MEPC of the IMO. Benzyl alcohol (pharmaceutical and reagent grades only) 100-51-6 Redigert Benzyl alcohol (pharmaceutical -
The Relative Rates of Thiol–Thioester Exchange and Hydrolysis for Alkyl and Aryl Thioalkanoates in Water
Orig Life Evol Biosph (2011) 41:399–412 DOI 10.1007/s11084-011-9243-4 PREBIOTIC CHEMISTRY The Relative Rates of Thiol–Thioester Exchange and Hydrolysis for Alkyl and Aryl Thioalkanoates in Water Paul J. Bracher & Phillip W. Snyder & Brooks R. Bohall & George M. Whitesides Received: 14 April 2011 /Accepted: 16 June 2011 / Published online: 5 July 2011 # Springer Science+Business Media B.V. 2011 Abstract This article reports rate constants for thiol–thioester exchange (kex), and for acid- mediated (ka), base-mediated (kb), and pH-independent (kw) hydrolysis of S-methyl thioacetate and S-phenyl 5-dimethylamino-5-oxo-thiopentanoate—model alkyl and aryl thioalkanoates, respectively—in water. Reactions such as thiol–thioester exchange or aminolysis could have generated molecular complexity on early Earth, but for thioesters to have played important roles in the origin of life, constructive reactions would have needed to compete effectively with hydrolysis under prebiotic conditions. Knowledge of the kinetics of competition between exchange and hydrolysis is also useful in the optimization of systems where exchange is used in applications such as self-assembly or reversible binding. For the alkyl thioester S-methyl thioacetate, which has been synthesized in −5 −1 −1 −1 −1 −1 simulated prebiotic hydrothermal vents, ka = 1.5×10 M s , kb = 1.6×10 M s , and −8 −1 kw = 3.6×10 s . At pH 7 and 23°C, the half-life for hydrolysis is 155 days. The second- order rate constant for thiol–thioester exchange between S-methyl thioacetate and 2- −1 −1 sulfonatoethanethiolate is kex = 1.7 M s . -
Chapter 7, Haloalkanes, Properties and Substitution Reactions of Haloalkanes Table of Contents 1
Chapter 7, Haloalkanes, Properties and Substitution Reactions of Haloalkanes Table of Contents 1. Alkyl Halides (Haloalkane) 2. Nucleophilic Substitution Reactions (SNX, X=1 or 2) 3. Nucleophiles (Acid-Base Chemistry, pka) 4. Leaving Groups (Acid-Base Chemistry, pka) 5. Kinetics of a Nucleophilic Substitution Reaction: An SN2 Reaction 6. A Mechanism for the SN2 Reaction 7. The Stereochemistry of SN2 Reactions 8. A Mechanism for the SN1 Reaction 9. Carbocations, SN1, E1 10. Stereochemistry of SN1 Reactions 11. Factors Affecting the Rates of SN1 and SN2 Reactions 12. --Eliminations, E1 and E2 13. E2 and E1 mechanisms and product predictions In this chapter we will consider: What groups can be replaced (i.e., substituted) or eliminated The various mechanisms by which such processes occur The conditions that can promote such reactions Alkyl Halides (Haloalkane) An alkyl halide has a halogen atom bonded to an sp3-hybridized (tetrahedral) carbon atom The carbon–chlorine and carbon– bromine bonds are polarized because the halogen is more electronegative than carbon The carbon-iodine bond do not have a per- manent dipole, the bond is easily polarizable Iodine is a good leaving group due to its polarizability, i.e. its ability to stabilize a charge due to its large atomic size Generally, a carbon-halogen bond is polar with a partial positive () charge on the carbon and partial negative () charge on the halogen C X X = Cl, Br, I Different Types of Organic Halides Alkyl halides (haloalkanes) sp3-hybridized Attached to Attached to Attached -
MONTHLY NEWSLETTER May 2021
MONTHLY NEWSLETTER May 2021 By: Kevin Burgoon, Ph.D., Senior Nutritionist Purina® Honor® Show Technical Solutions SOURCES: Soybeans, corn, sunflower seed/oil, eggs, HOT TOPIC OF THE MONTH fishmeal, rice bran There is much buzz around Omega fatty acids these days and how they contribute to animal nutrition. These BENEFITS: fatty acids are not new, but they have become of GLA – anti-inflammatory increasing importance. This issue will explore fatty acid CLA – improved leanness and hardness of fat cover contribution both Omegas and Medium Chained Fatty Acids (MCFA). GLA – anti-inflammatory WHAT IS ESSENTIAL? NEGATIVES: You may have heard the term essential as it pertains to Linoleic, AA, and DGLA can be pro-inflammatory nutrition. Essential Fatty Acids, Essential Amino Acids, and more. The term essential simply means that the OMEGA 9 FATTY ACIDS: animal’s metabolism cannot synthesize those nutrients Anti-inflammatory or cannot synthesize them in sufficient quantities to meet the animal’s requirements. Therefore, these nutrients Can be pro-inflammatory (depending upon ratios) MUST be included in the animal’s diet. Improved insulin sensitivity WHAT ARE OMEGA FATTY ACIDS? SOURCES: Soybean oil, canola oil, fish oil, grains The indication OMEGA refers to position of the final double bond from the Omega or the tail end in the IMPORTANT: The proper balance of Omega fatty acids chemical structure. Omega 3 is 3 carbons from the tail has been identified as increasingly important to prevent end. Omega 6 refers to 6 carbons and Omega 9, 9 negative effects. carbons from the tail end. The Omega 3 and 6 fatty acids are polyunsaturated, while Omega 9 is monounsaturated. -
Fatty Acids: Essential…Therapeutic
Volume 3, No.2 May/June 2000 A CONCISE UPDATE OF IMPORTANT ISSUES CONCERNING NATURAL HEALTH INGREDIENTS Written and Edited By: Thomas G. Guilliams Ph.D. FATTY ACIDS: Essential...Therapeutic Few things have been as confusing to both patient and health care provider as the issue of fats and oils. Of all the essential nutrients required for optimal health, fatty acids have not only been forgotten they have been considered hazardous. Health has somehow been equated with “low-fat” or “fat-free” for so long, to suggest that fats could be essential or even therapeutic is to risk credibility. We hope to give a view of fats that is both balanced and scientific. This review will cover the basics of most fats that will be encountered in dietary or supplemental protocols. Recommendations to view essential fatty acids in a similar fashion as essential vitamins and minerals will be combined with therapeutic protocols for conditions ranging from cardiovascular disease, skin conditions, diabetes, nerve related disorders, retinal disorders and more. A complete restoration of health cannot be accomplished until there is a restoration of fatty acid nutritional information among health care professionals and their patients. Fats- What are they? Dietary fats come to us from a variety of sources, but primarily in the form of triglycerides. That is, three fatty acid molecules connected by a glycerol backbone (see fatty acid primer page 3 for diagram). These fatty acids are then used as energy by our cells or modified into phospholipids to be used as cell or organelle membranes. Some fatty acids are used in lipoprotein molecules to shuttle cholesterol and fats to and from cells, and fats may also be stored for later use. -
Relationship Between Dietary Intake of Fatty Acids and Disease Activity in Pediatric Inflammatory Bowel Disease Patients
Relationship between Dietary Intake of Fatty Acids and Disease Activity in Pediatric Inflammatory Bowel Disease Patients A thesis submitted to the Graduate School of the University of Cincinnati in partial fulfillment of the requirements for the degree of Master of Science in the Department of Nutrition of the College of Allied Health Sciences by Michael R. Ciresi B.S. The Ohio State University June 2008 Committee Chair: Grace Falciglia, Ph.D. Abstract Background. Crohn’s disease (CD) and ulcerative colitis (UC), collectively known as inflammatory bowel disease (IBD), are chronic illnesses that affect predominately the gastrointestinal tract. The pathogenesis and etiology remain unclear but the importance of environmental factors, in particular diet, is evidenced by the increased incidence rates of the recent decades that genetic inheritance cannot account for. In particular, the quantity of fatty acid consumption has been consistently linked with IBD risk. While several studies have investigated the connections between diet, etiology, signs and symptoms associated with IBD, very few have explored the relationship between disease state and specific fatty acid intake in the pediatric IBD population. Methods. In this cross-sectional study, 100 pediatric patients from Cincinnati Children’s Hospital and the Hospital for Sick Children in Toronto with diagnosed IBD (73 with Crohn’s disease (CD) and 27 with ulcerative colitis (UC)) were included. Three-day diet records were collected from the patients for the assessment of their dietary intake. The abbreviated Pediatric Crohn’s Disease Activity Index (PCDAI), the abbreviated Ulcerative Colitis Activity Index (PUCAI), and markers of inflammation (lipopolysaccharide binding protein (LBP) and S100A12) were used to assess disease severity. -
Topological Model on the Inductive Effect in Alkyl Halides Using Local Quantum Similarity and Reactivity Descriptors in the Density Functional Theory
Hindawi Publishing Corporation Journal of Quantum Chemistry Volume 2014, Article ID 850163, 12 pages http://dx.doi.org/10.1155/2014/850163 Research Article Topological Model on the Inductive Effect in Alkyl Halides Using Local Quantum Similarity and Reactivity Descriptors in the Density Functional Theory Alejandro Morales-Bayuelo1,2 and Ricardo Vivas-Reyes1 1 Grupo de Qu´ımica Cuantica´ y Teorica,´ Universidad de Cartagena, Programa de Qu´ımica, Facultad de Ciencias Exactas y Naturales, Cartagena de Indias, Colombia 2 Departamento de Ciencias Qu´ımicas, Universidad Nacional Andres Bello, Republica 275, Santiago, Chile Correspondence should be addressed to Alejandro Morales-Bayuelo; [email protected] and Ricardo Vivas-Reyes; [email protected] Received 19 September 2013; Revised 16 December 2013; Accepted 16 December 2013; Published 19 February 2014 Academic Editor: Daniel Glossman-Mitnik Copyright © 2014 A. Morales-Bayuelo and R. Vivas-Reyes. This is an open access article distributed under the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. We present a topological analysis to the inductive effect through steric and electrostatic scales of quantitative convergence. Using the molecular similarity field based in the local guantum similarity (LQS) with the Topo-Geometrical Superposition Algorithm (TGSA) alignment method and the chemical reactivity in the density function theory (DFT) context, all calculations were carried out with Amsterdam Density Functional (ADF) code, using the gradient generalized approximation (GGA) and local exchange correlations PW91, in order to characterize the electronic effect by atomic size in the halogens group using a standard Slater-type- orbital basis set. -
APPENDIX G Acid Dissociation Constants
harxxxxx_App-G.qxd 3/8/10 1:34 PM Page AP11 APPENDIX G Acid Dissociation Constants § ϭ 0.1 M 0 ؍ (Ionic strength ( † ‡ † Name Structure* pKa Ka pKa ϫ Ϫ5 Acetic acid CH3CO2H 4.756 1.75 10 4.56 (ethanoic acid) N ϩ H3 ϫ Ϫ3 Alanine CHCH3 2.344 (CO2H) 4.53 10 2.33 ϫ Ϫ10 9.868 (NH3) 1.36 10 9.71 CO2H ϩ Ϫ5 Aminobenzene NH3 4.601 2.51 ϫ 10 4.64 (aniline) ϪO SNϩ Ϫ4 4-Aminobenzenesulfonic acid 3 H3 3.232 5.86 ϫ 10 3.01 (sulfanilic acid) ϩ NH3 ϫ Ϫ3 2-Aminobenzoic acid 2.08 (CO2H) 8.3 10 2.01 ϫ Ϫ5 (anthranilic acid) 4.96 (NH3) 1.10 10 4.78 CO2H ϩ 2-Aminoethanethiol HSCH2CH2NH3 —— 8.21 (SH) (2-mercaptoethylamine) —— 10.73 (NH3) ϩ ϫ Ϫ10 2-Aminoethanol HOCH2CH2NH3 9.498 3.18 10 9.52 (ethanolamine) O H ϫ Ϫ5 4.70 (NH3) (20°) 2.0 10 4.74 2-Aminophenol Ϫ 9.97 (OH) (20°) 1.05 ϫ 10 10 9.87 ϩ NH3 ϩ ϫ Ϫ10 Ammonia NH4 9.245 5.69 10 9.26 N ϩ H3 N ϩ H2 ϫ Ϫ2 1.823 (CO2H) 1.50 10 2.03 CHCH CH CH NHC ϫ Ϫ9 Arginine 2 2 2 8.991 (NH3) 1.02 10 9.00 NH —— (NH2) —— (12.1) CO2H 2 O Ϫ 2.24 5.8 ϫ 10 3 2.15 Ϫ Arsenic acid HO As OH 6.96 1.10 ϫ 10 7 6.65 Ϫ (hydrogen arsenate) (11.50) 3.2 ϫ 10 12 (11.18) OH ϫ Ϫ10 Arsenious acid As(OH)3 9.29 5.1 10 9.14 (hydrogen arsenite) N ϩ O H3 Asparagine CHCH2CNH2 —— —— 2.16 (CO2H) —— —— 8.73 (NH3) CO2H *Each acid is written in its protonated form. -
Nomenclature of Carboxylic Acids • Select the Longest Carbon Chain Containing the Carboxyl Group
Chapter 5 Carboxylic Acids and Esters Carboxylic Acids • Carboxylic acids are weak organic acids which Chapter 5 contain the carboxyl group (RCO2H): Carboxylic Acids and Esters O C O H O RCOOH RCO2H Chapter Objectives: O condensed ways of • Learn to recognize the carboxylic acid, ester, and related functional groups. RCOH writing the carboxyl • Learn the IUPAC system for naming carboxylic acids and esters. group a carboxylic acid C H • Learn the important physical properties of the carboxylic acids and esters. • Learn the major chemical reaction of carboxylic acids and esters, and learn how to O predict the products of ester synthesis and hydrolysis reactions. the carboxyl group • Learn some of the important properties of condensation polymers, especially the polyesters. Mr. Kevin A. Boudreaux • The tart flavor of sour-tasting foods is often caused Angelo State University CHEM 2353 Fundamentals of Organic Chemistry by the presence of carboxylic acids. Organic and Biochemistry for Today (Seager & Slabaugh) www.angelo.edu/faculty/kboudrea 2 Nomenclature of Carboxylic Acids • Select the longest carbon chain containing the carboxyl group. The -e ending of the parent alkane name is replaced by the suffix -oic acid. • The carboxyl carbon is always numbered “1” but the number is not included in the name. • Name the substituents attached to the chain in the Nomenclature of usual way. • Aromatic carboxylic acids (i.e., with a CO2H Carboxylic Acids directly connected to a benzene ring) are named after the parent compound, benzoic acid. O C OH 3 -
Introduction to Alkenes and Alkynes in an Alkane, All Covalent Bonds
Introduction to Alkenes and Alkynes In an alkane, all covalent bonds between carbon were σ (σ bonds are defined as bonds where the electron density is symmetric about the internuclear axis) In an alkene, however, only three σ bonds are formed from the alkene carbon -the carbon thus adopts an sp2 hybridization Ethene (common name ethylene) has a molecular formula of CH2CH2 Each carbon is sp2 hybridized with a σ bond to two hydrogens and the other carbon Hybridized orbital allows stronger bonds due to more overlap H H C C H H Structure of Ethylene In addition to the σ framework of ethylene, each carbon has an atomic p orbital not used in hybridization The two p orbitals (each with one electron) overlap to form a π bond (p bonds are not symmetric about the internuclear axis) π bonds are not as strong as σ bonds (in ethylene, the σ bond is ~90 Kcal/mol and the π bond is ~66 Kcal/mol) Thus while σ bonds are stable and very few reactions occur with C-C bonds, π bonds are much more reactive and many reactions occur with C=C π bonds Nomenclature of Alkenes August Wilhelm Hofmann’s attempt for systematic hydrocarbon nomenclature (1866) Attempted to use a systematic name by naming all possible structures with 4 carbons Quartane a alkane C4H10 Quartyl C4H9 Quartene e alkene C4H8 Quartenyl C4H7 Quartine i alkine → alkyne C4H6 Quartinyl C4H5 Quartone o C4H4 Quartonyl C4H3 Quartune u C4H2 Quartunyl C4H1 Wanted to use Quart from the Latin for 4 – this method was not embraced and BUT has remained Used English order of vowels, however, to name the groups -
Linear Alkylbenzene Sulphonate (CAS No
Environmental Risk Assessment LAS Linear Alkylbenzene Sulphonate (CAS No. 68411-30-3) Revised ENVIRONMENTAL Aspect of the HERA Report = February 2013 = 1 1. Contents 2. Executive summary 3. Substance characterisation 3.1 CAS No. and grouping information 3.2 Chemical structure and composition 3.3 Manufacturing route and production/volume statistics 3.4 Consumption scenario in Europe 3.5 Use application summary 4. Environmental safety assessment 4.1 Environmental exposure assessment 4.1.1 Biotic and abiotic degradability 4.1.2 Removal 4.1.3 Monitoring studies 4.1.4 Exposure assessment: scenario description 4.1.5 Substance data used for the exposure calculation 4.1.6 PEC calculations 4.1.7 Bioconcentration 4.2 Environmental effects assessment 4.2.1 Ecotoxicity 4.2.1.1 Aquatic ecotoxicity 4.2.1.2 Terrestrial ecotoxicity 4.2.1.3 Sediment ecotoxicity 4.2.1.4 Ecotoxicity to sewage microorganisms 4.2.1.5 Reassurance on absence of estrogenic effects 4.2.2 PNEC calculations 4.2.2.1 Aquatic PNEC 4.2.2.2 Terrestrial PNEC 4.2.2.3 Sludge PNEC 4.2.2.4 Sediment PNEC 4.2.2.5 STP PNEC 4.3 Environment risk assessment 5. 5. References 6. Contributors to the report 6.1 Substance team 6.2 HERA environmental task force 6.3 HERA human health task force 6.4 Industry coalition for the OECD/ICCA SIDS assessment of LAS 2 2. Executive Summary Linear alkylbenzene sulphonate (LAS) is an anionic surfactant. It was introduced in 1964 as the readily biodegradable replacement for highly branched alkylbenzene sulphonates (ABS).