Information about Vinyl Acetate

Vinyl acetate
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Vinyl acetate
Chemical nameVinyl acetate
Other NamesAcetic acid vinyl ester,
acetoxyethene, VyAc,
VAM, zeset T
Chemical formulaC4H6O2
SMILESC=COC(C)=O
Molecular mass86.09 g/mol
AppearanceColourless liquid
CAS number[108-05-4]
Properties
Density0.934 g/cm3
Melting point-93 °C
Boiling point72.7 °C
Hazards
MSDSExternal MSDS
NFPA 704
3
2
2
 
R-phrasesR11
S-phrasesS16, S23, S29, S33
Flash point-8°C
Explosive limits2.6–13.40%
Autoignition temperature427°C
RTECS NumberAK0875000
Vinyl acetate, also known as VAM for vinyl acetate monomer, has the chemical formula CH3COOCH=CH2 and is a colorless liquid with a sweet flavor. Systematic names include 1-acetoxyethylene and acetic acid ethenyl ester.

The usual method of preparation is by reaction of ethylene and acetic acid with oxygen and a palladium catalyst.[1]

It can be polymerized, either by itself to make polyvinyl acetate or with other monomers to prepare copolymers such as ethylene-vinyl acetate. A relatively reactive monomer due to the instability of the radical derived from VA, attempts to control the polymerization via most 'living/controlled' radical processes have proved problematic. However, RAFT (or more specifically MADIX) polymerization offers a convenient method of controlling the synthesis of PVA by the addition of a xanthate chain transfer agent.

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IUPAC nomenclature is a system of naming chemical compounds and of describing the science of chemistry in general. It is developed and kept up to date under the auspices of the International Union of Pure and Applied Chemistry (IUPAC).
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A chemical formula is a concise way of expressing information about the atoms that constitute a particular chemical compound. A chemical formula is also a short way of showing how a chemical reaction occurs.
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smiles

File extension: .smi
Type of format: chemical file format

The simplified molecular input line entry specification or SMILES
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molecular mass (abbreviated Mr) of a substance, formerly also called molecular weight and abbreviated as MW, is the mass of one molecule of that substance, relative to the unified atomic mass unit u (equal to 1/12 the mass of one atom of carbon-12).
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CAS registry numbers are unique numerical identifiers for chemical compounds, polymers, biological sequences, mixtures and alloys. They are also referred to as CAS numbers, CAS RNs or CAS #s.
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In physics, density is mass m per unit volume V—how heavy something is compared to its size. A small, heavy object, such as a rock or a lump of lead, is denser than a lighter object of the same size or a larger object of the same weight, such as pieces of
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The melting point of a crystalline solid is the temperature range at which it changes state from solid to liquid. Although the phrase would suggest a specific temperature and is commonly and incorrectly used as such in most textbooks and literature, most crystalline compounds
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boiling point of a liquid is the temperature at which the vapor pressure of the liquid equals the environmental pressure surrounding the liquid.[1][2][3][4]
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material safety data sheet (MSDS) is a form containing data regarding the properties of a particular substance. An important component of product stewardship and workplace safety, it is intended to provide workers and emergency personnel with procedures for handling or
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NFPA 704 is a standard maintained by the U.S. National Fire Protection Association. It defines the colloquial "fire diamond" used by emergency personnel to quickly and easily identify the risks posed by nearby hazardous materials.
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R-phrases (short for Risk Phrases) are defined in Annex III of European Union Directive 67/548/EEC: Nature of special risks attributed to dangerous substances and preparations.
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S-phrases are defined in Annex IV of European Union Directive 67/548/EEC: Safety advice concerning dangerous substances and preparations. The list was consolidated and republished in Directive 2001/59/EC , where translations into other EU languages may be found.
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The flash point of a flammable liquid is the lowest temperature at which it can form an ignitable mixture in air. At this temperature the vapor may cease to burn when the source of ignition is removed.
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The explosive limit of a gas or a vapour, is the limiting concentration (in air) that is needed for the gas to ignite and explode. There are two explosive limits for any gas or vapor, the lower explosive limit (LEL) and the upper explosive limit (UEL).
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The autoignition temperature or kindling point of a substance is the lowest temperature at which it will spontaneously ignite in a normal atmosphere without an external source of ignition, such as a flame or spark.
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Registry of Toxic Effects of Chemical Substances (RTECS) is a database of toxicity information compiled from the open scientific literature without reference to the validity or usefulness of the studies reported.
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A vinyl compound is any organic compound that contains a vinyl group (also called ethenyl), −CH=CH2. These are derivatives of ethylene, CH2=CH2, with one hydrogen atom substituted with some other group.
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Ethylene (or IUPAC name ethene) is the chemical compound with the formula C2H4. It is the simplest alkene. Because it contains a double bond, ethylene is called an unsaturated hydrocarbon or an olefin.
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Acetic acid, also known as ethanoic acid, is an organic chemical compound best recognized for giving vinegar its sour taste and pungent smell. Its structural formula is represented as CH3COOH.
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2, −1
(neutral oxide)
Electronegativity 3.44 (Pauling scale)
Ionization energies
(more) 1st: 1313.9 kJmol−1
2nd: 3388.3 kJmol−1
3rd: 5300.5 kJmol−1

Atomic radius 60 pm
Atomic radius (calc.
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Palladium (IPA: /pəˈleɪdiəm/) is a chemical element with symbol Pd and atomic number 46. It is a rare silver white transition metal of the platinum group, resembling platinum chemically.
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Polyvinyl acetate (PVA or PVAc) is a rubbery synthetic polymer. It is prepared by polymerization of vinyl acetate monomer, also referred to as VAM. Partial or complete hydrolysis of the polymer is used to prepare polyvinyl alcohol.
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A monomer (from Greek mono "one" and meros "part") is a small molecule that may become chemically bonded to other monomers to form a polymer.

Examples of monomers are hydrocarbons such as the alkene and arene homologous series.
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A heteropolymer or copolymer is a polymer derived from two (or more) monomeric species, as opposed to a homopolymer where only one monomer is used.[1] Copolymerization refers to methods used to chemically synthesize a copolymer.
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Polyethylene vinyl acetate (CAS# 24937-78-8, also known as EVA or sometimes simply as "acetate") is the copolymer of ethylene and vinyl acetate. The weight percent vinyl acetate usually varies from 10 to 40% with the remainder being ethylene.
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RAFT or Reversible addition–fragmentation chain transfer is a form of living radical polymerization.

Reversible addition–fragmentation chain transfer polymerization was discovered by the CSIRO in 1998.
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PubChem is a database of chemical molecules. The system is maintained by the National Center for Biotechnology Information (NCBI), a component of the National Library of Medicine, which is part of the United States National Institutes of Health (NIH).
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