Propanoic anhydride
General
Systematic name	Propanoyl propanoate
Other names	Propionic anhydride
Molecular formula	C6H10O3
SMILES	?
Molar mass	130.14 g/mol
Appearance	Clear liquid, with a strong smell similar to vinegar
CAS number	[123-62-6]
Properties
Density and phase	1.015 g/cm³, liquid
Solubility in water	Reacts to give propionic acid
Melting point	-42 °C
Boiling point	167 - 170 °C
Viscosity	1.144 cP at ?°C
Structure
Dipole moment	? D
Hazards
MSDS	External MSDS
Main hazards	flammable
NFPA 704
Flash point	63 °C
R/S statement	R: R34 S: S26-45
RTECS number	UF9100000
Related compounds
Related compounds	Acetic anhydride
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) Infobox disclaimer and references

Propanoic anhydride, also called propionic anhydride, is a simple carboxylic anhydride. With the chemical formula (CH₃CH₂CO)₂O, it is a widely used reagent in organic synthesis. IUPAC nomenclature is a system of naming chemical compounds and of describing the science of chemistry in general. ... A chemical formula (also called molecular formula) is a concise way of expressing information about the atoms that constitute a particular chemical compound. ... The simplified molecular input line entry specification or SMILES is a specification for unambiguously describing the structure of chemical molecules using short ASCII strings. ... Molar mass is the mass of one mole of a chemical element or chemical compound. ... CAS registry numbers are unique numerical identifiers for chemical compounds, polymers, biological sequences, mixtures and alloys. ... In physics, Density is defined as mass m per unit volume V. Mathematically, it is expressed as where, in SI units: ρ (rho) is the density of the substance, measured in kg m-3 m is the mass of the substance, measured in kg v is the volume of the substance... In the physical sciences, a phase is a set of states of a macroscopic physical system that have relatively uniform chemical composition and physical properties (i. ... Solubility refers to the ability for a given substance, the solute, to dissolve in a solvent. ... This article describes water from a scientific and technical perspective. ... Propionic acid (systematically named propanoic acid) is a naturally occurring carboxylic acid with chemical formula CH3CH2COOH. In the pure state, it is a colorless, corrosive liquid with a pungent odor. ... The melting point of a crystalline solid is the temperature at which it changes state from solid to liquid. ... The boiling point of a substance is the temperature at which it can change its state from a liquid to a gas throughout the bulk of the liquid at a given pressure. ... The related Category:Units of viscosity has been nominated for deletion, merging, or renaming. ... The poise (P; IPA: ) is the unit of dynamic viscosity in the centimetre gram second system of units. ... The Earths magnetic field, which is approximately a dipole. ... The debye (symbol: D) is a non-SI and non-CGS unit of electrical dipole moment. ... An example MSDS in a US format provides guidance for handling a hazardous substance and information on its composition and properties. ... The examples and perspective in this article or section may not represent a worldwide view. ... NFPA 704 is a standard maintained by the U.S. National Fire Protection Association. ... The flash point of a flammable liquid is the lowest temperature at which it can form an ignitable mixture with air. ... Risk and Safety Statements, also known as R/S statements, R/S numbers, R/S phrases, and R/S sentences, is a system of hazard codes and phrases for labeling dangerous chemicals and compounds. ... R-phrases are defined in Annex III of European Union Directive 67/548/EEC: Nature of special risks attributed to dangerous substances and preparations. ... S-phrases are defined in Annex IV of European Union Directive 67/548/EEC: Safety advice concerning dangerous substances and preparations. ... RTECS, also known as Registry of Toxic Effects of Chemical Substances, is a database of toxicity information compiled from the open scientific literature that is available for charge. ... Acetic anhydride, also known as ethanoic anhydride, is one of the simplest of acid anhydrides. ... In chemistry, the standard state of a material is its state at 1 bar (100 kilopascals) and 25 degrees Celsius (298. ... Acid anhydrides have the general formula (RCO)2O, and appear to be the dehydration product of two carboxylic acid molecules. ... A chemical formula (also called molecular formula) is a concise way of expressing information about the atoms that constitute a particular chemical compound. ... A reagent or reactant is any substance used in a chemical reaction. ... Organic synthesis is the construction of organic molecules via chemical processes. ...

Synthesis

Propionic anhydride has been prepared by dehydration of propionic acid using ketene:^[1] Ketene is an organic compound with the formula CH2CO. Ketene is very reactive, tending to attach itself to other molecules in the form of an acetyl group. ...

2 CH₃CH₂CO₂H + CH₂=C=O → (CH₃CH₂CO)₂O + CH₃CO₂H

Acetic acid, also known as ethanoic acid, is an organic chemical compound best recognized for giving vinegar its sour taste and pungent smell. ...

Safety

Propanoic anhydride is strong smelling and corrosive, and will cause burns on contact with skin. Vapour can burn eyes and lungs. Corrosion is the destructive reaction of a metal with another material, e. ... Categories: Stub | Chemical weapons ...

References

1. ^ Williams, J. W. Krynitsky, J. A. “n-Caproic Anhydride” Organic Syntheses, Collected Volume 3, page 164ff (1955). http://www.orgsyn.org/orgsyn/pdfs/CV3P0164.pdf.