Air sensitivity is a term used, particularly in chemistry, to denote the reactivity of chemical compounds with some constituent of air. Most often, reactions occur with atmospheric oxygen (O2) or water vapor (H2O), [1] although reactions with the other constituents of air such as carbon monoxide (CO), carbon dioxide (CO2), and nitrogen (N2) are also possible. [2]
A variety of air-free techniques have been developed to handle air-sensitive compounds. Two main types of equipment are gloveboxes and Schlenk lines. [3] Glove boxes are sealed cabinets filled with an inert gas such as argon or nitrogen. [4] Normal laboratory equipment can be set up in the glovebox, and manipulated by the use of gloves that penetrate its walls. [5] The atmosphere can be regulated to approximately atmospheric pressure and set to be pure nitrogen or other gas with which the chemicals will not react. [6] Chemicals and equipment can be transferred in and out via an airlock. [7]
A Schlenk line is a vacuum and inert-gas dual-manifold that allows glassware to be evacuated and refilled with inert gas specially developed to work with air sensitive compounds. It is connected with a cold trap to prevent vapors from contaminating a rotary vane pump. [8] The technique is modified from the double-tipped needle technique. [9] These methods allow working in totally controlled and isolated environment. [10]
Air-sensitive compounds are substances that would react with components in air. Almost all metals react with air to form a thin passivating layer of oxide, which is often imperceptible.
Many bulk compounds react readily with air as well. The reactive components of air are O2, H2O, CO2, and sometimes N2. Very many compounds react with some or all of these species. [11] Examples:
Some semiconductors are air-sensitive. [12]
Nitrogen is a chemical element; it has symbol N and atomic number 7. Nitrogen is a nonmetal and the lightest member of group 15 of the periodic table, often called the pnictogens. It is a common element in the universe, estimated at seventh in total abundance in the Milky Way and the Solar System. At standard temperature and pressure, two atoms of the element bond to form N2, a colorless and odorless diatomic gas. N2 forms about 78% of Earth's atmosphere, making it the most abundant chemical species in air. Because of the volatility of nitrogen compounds, nitrogen is relatively rare in the solid parts of the Earth.
An oxide is a chemical compound containing at least one oxygen atom and one other element in its chemical formula. "Oxide" itself is the dianion of oxygen, an O2– ion with oxygen in the oxidation state of −2. Most of the Earth's crust consists of oxides. Even materials considered pure elements often develop an oxide coating. For example, aluminium foil develops a thin skin of Al2O3 that protects the foil from further oxidation.
Organometallic chemistry is the study of organometallic compounds, chemical compounds containing at least one chemical bond between a carbon atom of an organic molecule and a metal, including alkali, alkaline earth, and transition metals, and sometimes broadened to include metalloids like boron, silicon, and selenium, as well. Aside from bonds to organyl fragments or molecules, bonds to 'inorganic' carbon, like carbon monoxide, cyanide, or carbide, are generally considered to be organometallic as well. Some related compounds such as transition metal hydrides and metal phosphine complexes are often included in discussions of organometallic compounds, though strictly speaking, they are not necessarily organometallic. The related but distinct term "metalorganic compound" refers to metal-containing compounds lacking direct metal-carbon bonds but which contain organic ligands. Metal β-diketonates, alkoxides, dialkylamides, and metal phosphine complexes are representative members of this class. The field of organometallic chemistry combines aspects of traditional inorganic and organic chemistry.
A substance is pyrophoric if it ignites spontaneously in air at or below 54 °C (129 °F) or within 5 minutes after coming into contact with air. Examples are organolithium compounds and triethylborane. Pyrophoric materials are often water-reactive as well and will ignite when they contact water or humid air. They can be handled safely in atmospheres of argon or nitrogen. Class D fire extinguishers are designated for use in fires involving pyrophoric materials. A related concept is hypergolicity, in which two compounds spontaneously ignite when mixed.
Nitric oxide is a colorless gas with the formula NO. It is one of the principal oxides of nitrogen. Nitric oxide is a free radical: it has an unpaired electron, which is sometimes denoted by a dot in its chemical formula. Nitric oxide is also a heteronuclear diatomic molecule, a class of molecules whose study spawned early modern theories of chemical bonding.
An inert gas is a gas that does not readily undergo chemical reactions with other chemical substances and therefore does not readily form chemical compounds. Though inert gases have a variety of applications, they are generally used to prevent unwanted chemical reactions with the oxygen (oxidation) and moisture (hydrolysis) in the air from degrading a sample. Generally, all noble gases except oganesson, nitrogen, and carbon dioxide are considered inert gases. The term inert gas is context-dependent because several of the noble gases, including nitrogen and carbon dioxide, can be made to react under certain conditions.
A substance is anhydrous if it contains no water. Many processes in chemistry can be impeded by the presence of water; therefore, it is important that water-free reagents and techniques are used. In practice, however, it is very difficult to achieve perfect dryness; anhydrous compounds gradually absorb water from the atmosphere so they must be stored carefully.
A glovebox is a sealed container that is designed to allow one to manipulate objects where a separate atmosphere is desired. Built into the sides of the glovebox are gloves arranged in such a way that the user can place their hands into the gloves and perform tasks inside the box without breaking containment. Part or all of the box is usually transparent to allow the user to see what is being manipulated. A smaller antechamber compartment is used to transport items into or out of the main chamber without compromising the internal environment. Antechambers are much smaller than the main chambers so they can be exposed to ambient conditions more often and achieve inert conditions quickly.
Selected-ion flow-tube mass spectrometry (SIFT-MS) is a quantitative mass spectrometry technique for trace gas analysis which involves the chemical ionization of trace volatile compounds by selected positive precursor ions during a well-defined time period along a flow tube. Absolute concentrations of trace compounds present in air, breath or the headspace of bottled liquid samples can be calculated in real time from the ratio of the precursor and product ion signal ratios, without the need for sample preparation or calibration with standard mixtures. The detection limit of commercially available SIFT-MS instruments extends to the single digit pptv range.
Chemical decomposition, or chemical breakdown, is the process or effect of simplifying a single chemical entity into two or more fragments. Chemical decomposition is usually regarded and defined as the exact opposite of chemical synthesis. In short, the chemical reaction in which two or more products are formed from a single reactant is called a decomposition reaction.
Metalation is a chemical reaction that forms a bond to a metal. This reaction usually refers to the replacement of a halogen atom in an organic molecule with a metal atom, resulting in an organometallic compound. In the laboratory, metalation is commonly used to activate organic molecules during the formation of C—X bonds, which are necessary for the synthesis of many organic molecules.
Wilhelm Johann Schlenk was a German chemist. He was born in Munich and also studied chemistry there. Schlenk succeeded Emil Fischer at the University of Berlin in 1919.
"Black snake" is a term that can refer to at least three similar types of fireworks: the Pharaoh's snake, the sugar snake, or a popular retail composition marketed under various product names but usually known as "black snake". The "Pharaoh's snake" or "Pharaoh's serpent" is the original version of the black snake experiment. It produces a more impressive snake, but its execution depends upon mercury (II) thiocyanate, which is no longer in common use due to its toxicity. For a "sugar snake", sodium bicarbonate and sugar are the commonly used chemicals.
tert-Butyllithium is a chemical compound with the formula (CH3)3CLi. As an organolithium compound, it has applications in organic synthesis since it is a strong base, capable of deprotonating many carbon molecules, including benzene. tert-Butyllithium is available commercially as solutions in hydrocarbons (such as pentane); it is not usually prepared in the laboratory.
Grignard reagents or Grignard compounds are chemical compounds with the general formula R−Mg−X, where X is a halogen and R is an organic group, normally an alkyl or aryl. Two typical examples are methylmagnesium chloride Cl−Mg−CH3 and phenylmagnesium bromide (C6H5)−Mg−Br. They are a subclass of the organomagnesium compounds.
The Schlenk line is a commonly used chemistry apparatus developed by Wilhelm Schlenk. It consists of a dual manifold with several ports. One manifold is connected to a source of purified inert gas, while the other is connected to a vacuum pump. The inert-gas line is vented through an oil bubbler, while solvent vapors and gaseous reaction products are prevented from contaminating the vacuum pump by a liquid-nitrogen or dry-ice/acetone cold trap. Special stopcocks or Teflon taps allow vacuum or inert gas to be selected without the need for placing the sample on a separate line.
A Schlenk flask, or Schlenk tube, is a reaction vessel typically used in air-sensitive chemistry, invented by Wilhelm Schlenk. It has a side arm fitted with a PTFE or ground glass stopcock, which allows the vessel to be evacuated or filled with gases. These flasks are often connected to Schlenk lines, which allow both operations to be done easily.
A gas bubbler is a piece of laboratory glassware which consists of a glass bulb filled with a small amount of fluid—usually mineral or silicone oil, less commonly mercury. The inlet to the bulb is connected to a ground glass joint, while the outlet is vented to the air.
Air-free techniques refer to a range of manipulations in the chemistry laboratory for the handling of compounds that are air-sensitive. These techniques prevent the compounds from reacting with components of air, usually water and oxygen; less commonly carbon dioxide and nitrogen. A common theme among these techniques is the use of a fine (100–10−3 Torr) or high (10−3–10−6 Torr) vacuum to remove air, and the use of an inert gas: preferably argon, but often nitrogen.
Cannula transfer or cannulation is a set of air-free techniques used with a Schlenk line, in transferring liquid or solution samples between reaction vessels via cannulae, avoiding atmospheric contamination. While the syringes are not the same as cannulae, the techniques remain relevant.