Disperse Orange 1

Last updated
Disperse Orange 1
Disperse Orange 1.svg
Names
Other names
4-Anilino-4'-nitroazobenzene
C.I. 11080 (Colour index numbers)
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.018.141 OOjs UI icon edit-ltr-progressive.svg
EC Number
  • 219-954-6
PubChem CID
UNII
  • InChI=1S/C18H14N4O2/c23-22(24)18-12-10-17(11-13-18)21-20-16-8-6-15(7-9-16)19-14-4-2-1-3-5-14/h1-13,19H
    Key: YFVXLROHJBSEDW-UHFFFAOYSA-N
  • C1=CC=C(C=C1)NC2=CC=C(C=C2)N=NC3=CC=C(C=C3)[N+](=O)[O-]
Properties
C18H14N4O2
Molar mass 318.33476 g/mol
Melting point 160.0 °C (320.0 °F; 433.1 K)
Hazards
GHS labelling:
GHS-pictogram-exclam.svg
Warning
H317
P261, P272, P280, P302+P352, P321, P333+P313, P363, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Yes check.svgY  verify  (what is  Yes check.svgYX mark.svgN ?)

Disperse Orange 1, or 4-anilino-4'-nitroazobenzene, is an azo dye. Commercial samples contain approximately 25% dye by weight, with the remaining mass consisting of NaCl and other salts.

This dye is useful in conducting experiments with flash photolysis due to the isomerization effect between the trans-4A4N and cis-4A4N states that occurs during photo relaxation. [1] [2]

Related Research Articles

In chemistry, isomerization or isomerisation is the process in which a molecule, polyatomic ion or molecular fragment is transformed into an isomer with a different chemical structure. Enolization is an example of isomerization, as is tautomerization. When the isomerization occurs intramolecularly it may be called a rearrangement reaction.

<span class="mw-page-title-main">Photochemistry</span> Sub-discipline of chemistry

Photochemistry is the branch of chemistry concerned with the chemical effects of light. Generally, this term is used to describe a chemical reaction caused by absorption of ultraviolet, visible light (400–750 nm) or infrared radiation (750–2500 nm).

<span class="mw-page-title-main">Dye laser</span> Equipment using an organic dye to emit coherent light

A dye laser is a laser that uses an organic dye as the lasing medium, usually as a liquid solution. Compared to gases and most solid state lasing media, a dye can usually be used for a much wider range of wavelengths, often spanning 50 to 100 nanometers or more. The wide bandwidth makes them particularly suitable for tunable lasers and pulsed lasers. The dye rhodamine 6G, for example, can be tuned from 635 nm (orangish-red) to 560 nm (greenish-yellow), and produce pulses as short as 16 femtoseconds. Moreover, the dye can be replaced by another type in order to generate an even broader range of wavelengths with the same laser, from the near-infrared to the near-ultraviolet, although this usually requires replacing other optical components in the laser as well, such as dielectric mirrors or pump lasers.

<span class="mw-page-title-main">Azobenzene</span> Two phenyl rings linked by a N═N double bond

Azobenzene is a photoswitchable chemical compound composed of two phenyl rings linked by a N=N double bond. It is the simplest example of an aryl azo compound. The term 'azobenzene' or simply 'azo' is often used to refer to a wide class of similar compounds. These azo compounds are considered as derivatives of diazene (diimide), and are sometimes referred to as 'diazenes'. The diazenes absorb light strongly and are common dyes.

<span class="mw-page-title-main">Dichlorine monoxide</span> Chemical compound

Dichlorine monoxide is an inorganic compound with the molecular formula Cl2O. It was first synthesised in 1834 by Antoine Jérôme Balard, who along with Gay-Lussac also determined its composition. In older literature it is often referred to as chlorine monoxide, which can be a source of confusion as that name now refers to the ClO radical.

<span class="mw-page-title-main">Maleic acid</span> Dicarboxylic acid

Maleic acid or cis-butenedioic acid is an organic compound that is a dicarboxylic acid, a molecule with two carboxyl groups. Its chemical formula is HO2CCH=CHCO2H. Maleic acid is the cis-isomer of butenedioic acid, whereas fumaric acid is the trans-isomer. It is mainly used as a precursor to fumaric acid, and relative to its parent maleic anhydride, maleic acid has few applications.

<span class="mw-page-title-main">Sodium dithionite</span> Chemical compound

Sodium dithionite is a white crystalline powder with a sulfurous odor. Although it is stable in dry air, it decomposes in hot water and in acid solutions.

<span class="mw-page-title-main">Photochromism</span> Reversible chemical transformation by absorption of electromagnetic radiation

Photochromism is the reversible transformation of a chemical species (photoswitch) between two forms by the absorption of electromagnetic radiation (photoisomerization), where the two forms have different absorption spectra. In plain language, this can be described as a reversible change of color upon exposure to light.

<span class="mw-page-title-main">Quenching (fluorescence)</span> Process which reduces light emitted from materials that absorbed light

Quenching refers to any process which decreases the fluorescence intensity of a given substance. A variety of processes can result in quenching, such as excited state reactions, energy transfer, complex-formation and collisional quenching. As a consequence, quenching is often heavily dependent on pressure and temperature. Molecular oxygen, iodide ions and acrylamide are common chemical quenchers. The chloride ion is a well known quencher for quinine fluorescence. Quenching poses a problem for non-instant spectroscopic methods, such as laser-induced fluorescence.

Radiation chemistry is a subdivision of nuclear chemistry which is the study of the chemical effects of radiation on matter; this is very different from radiochemistry as no radioactivity needs to be present in the material which is being chemically changed by the radiation. An example is the conversion of water into hydrogen gas and hydrogen peroxide.

Photodissociation, photolysis, photodecomposition, or photofragmentation is a chemical reaction in which molecules of a chemical compound are broken down by photons. It is defined as the interaction of one or more photons with one target molecule.

<span class="mw-page-title-main">Molecular tagging velocimetry</span>

Molecular tagging velocimetry (MTV) is a specific form of flow velocimetry, a technique for determining the velocity of currents in fluids such as air and water. In its simplest form, a single "write" laser beam is shot once through the sample space. Along its path an optically induced chemical process is initiated, resulting in the creation of a new chemical species or in changing the internal energy state of an existing one, so that the molecules struck by the laser beam can be distinguished from the rest of the fluid. Such molecules are said to be "tagged".

The Barton reaction, also known as the Barton nitrite ester reaction, is a photochemical reaction that involves the photolysis of an alkyl nitrite to form a δ-nitroso alcohol.

The di-π-methane rearrangement is a photochemical reaction of a molecular entity that contains two π-systems separated by a saturated carbon atom, to form an ene- substituted cyclopropane. The rearrangement reaction formally amounts to a 1,2 shift of one ene group or the aryl group and bond formation between the lateral carbons of the non-migrating moiety.

<span class="mw-page-title-main">Nitrate radical</span> Chemical compound

Trioxidonitrogen(•) or nitrate radical is an oxide of nitrogen with formula NO
3
, consisting of three oxygen atoms covalently bound to a nitrogen atom. This highly unstable blue compound has not been isolated in pure form, but can be generated and observed as a short-lived component of gas, liquid, or solid systems.

Photoelectrochemical processes are processes in photoelectrochemistry; they usually involve transforming light into other forms of energy. These processes apply to photochemistry, optically pumped lasers, sensitized solar cells, luminescence, and photochromism.

<span class="mw-page-title-main">Benzvalene</span> Chemical compound

Benzvalene is an organic compound and one of several isomers of benzene. It was first synthesized in 1967 by K. E. Wilzbach et al. via photolysis of benzene and the synthesis was later improved by Thomas J. Katz et al.

Methylene is an organic compound with the chemical formula CH
2
. It is a colourless gas that fluoresces in the mid-infrared range, and only persists in dilution, or as an adduct.

<span class="mw-page-title-main">Xylose isomerase</span> Class of enzymes

In enzymology, a xylose isomerase is an enzyme that catalyzes the interconversion of D-xylose and D-xylulose. This enzyme belongs to the family of isomerases, specifically those intramolecular oxidoreductases interconverting aldoses and ketoses. The isomerase has now been observed in nearly a hundred species of bacteria. Xylose-isomerases are also commonly called fructose-isomerases due to their ability to interconvert glucose and fructose. The systematic name of this enzyme class is D-xylose aldose-ketose-isomerase. Other names in common use include D-xylose isomerase, D-xylose ketoisomerase, and D-xylose ketol-isomerase.

<span class="mw-page-title-main">Tetramethylethylene</span> Chemical compound

Tetramethylethylene is a hydrocarbon with the formula Me2C=CMe2 (Me = methyl). A colorless liquid, it is the simplest tetrasubstituted alkene.

References

  1. Hair, S. R.; Taylor, G. A.; Schultz, L. W. J. (1990). "An Easily Implemented Flash Photolysis Experiment for the Physical Chemistry Laboratory: the Isomerization of 4-Anilino-4'-Nitroazobenzene". Journal of Chemical Education. 67 (8): 709. Bibcode:1990JChEd..67..709H. doi:10.1021/ed067p709.
  2. Wildes, P. D.; Pacifici, J. G.; Irick, G.; Whitten, D. G. J. Am. Chem. Soc., 1971, 93, 2004.