2-Chloro-9,10-bis(phenylethynyl)anthracene

Last updated
2-Chloro-9,10-bis(phenylethynyl)anthracene
2-Chloro-BPEA.svg
2-Chloro-9,10-bis(phenylethynyl)anthracene-3D-balls.png
Names
Preferred IUPAC name
2-Chloro-9,10-bis(phenylethynyl)anthracene
Other names
2-Chloro-BPEA
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.152.467 OOjs UI icon edit-ltr-progressive.svg
EC Number
  • 623-822-7
PubChem CID
UNII
  • InChI=1S/C30H17Cl/c31-24-17-20-29-27(18-15-22-9-3-1-4-10-22)25-13-7-8-14-26(25)28(30(29)21-24)19-16-23-11-5-2-6-12-23/h1-14,17,20-21H Yes check.svgY
    Key: YDYTTZZBQVZTPY-UHFFFAOYSA-N Yes check.svgY
  • InChI=1/C30H17Cl/c31-24-17-20-29-27(18-15-22-9-3-1-4-10-22)25-13-7-8-14-26(25)28(30(29)21-24)19-16-23-11-5-2-6-12-23/h1-14,17,20-21H
    Key: YDYTTZZBQVZTPY-UHFFFAOYAF
  • c1ccc(cc1)C#Cc2c3ccc(cc3c(c4ccccc42)C#Cc5ccccc5)Cl
  • Clc5ccc4c(C#Cc1ccccc1)c2ccccc2c(C#Cc3ccccc3)c4c5
Properties
C30H17Cl
Molar mass 412.91 g/mol
Melting point 224 to 226 °C (435 to 439 °F; 497 to 499 K)
Hazards
GHS labelling:
GHS-pictogram-exclam.svg
Warning
H315, H319, H335
P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
X mark.svgN  verify  (what is  Yes check.svgYX mark.svgN ?)

2-Chloro-9,10-bis(phenylethynyl)anthracene is a fluorescent dye used in lightsticks. It emits green light, used in 12-hour low-intensity Cyalume sticks. 2-Chloro-9,10-bis(phenylethynyl)anthracene is an irritant and should not come in contact with skin or taken orally or inhaled through mouth or nose [1] .

See also

  1. PubChem. "2-Chloro-9,10-bis(phenylethynyl)anthracene". pubchem.ncbi.nlm.nih.gov. Retrieved 2024-03-15.

Related Research Articles

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

Anthracene is a solid polycyclic aromatic hydrocarbon (PAH) of formula C14H10, consisting of three fused benzene rings. It is a component of coal tar. Anthracene is used in the production of the red dye alizarin and other dyes. Anthracene is colorless but exhibits a blue (400–500 nm peak) fluorescence under ultraviolet radiation.

<span class="mw-page-title-main">Glow stick</span> Self-contained, short-term light-source

A glow stick, also known as a light stick, chem light, light wand, light rod, and rave light, is a self-contained, short-term light-source. It consists of a translucent plastic tube containing isolated substances that, when combined, make light through chemiluminescence. The light cannot be turned off and can be used only once. The used tube is then thrown away. Glow sticks are often used for recreation, such as for events, camping, outdoor exploration, and concerts. Glow sticks are also used for light in military and emergency services applications. Industrial uses include marine, transportation, and mining.

<span class="mw-page-title-main">Anthraquinone</span> Yellow chemical compound: building block of many dyes

Anthraquinone, also called anthracenedione or dioxoanthracene, is an aromatic organic compound with formula C
14
H
8
O
2
. Isomers include various quinone derivatives. The term anthraquinone however refers to the isomer, 9,10-anthraquinone wherein the keto groups are located on the central ring. It is a building block of many dyes and is used in bleaching pulp for papermaking. It is a yellow, highly crystalline solid, poorly soluble in water but soluble in hot organic solvents. It is almost completely insoluble in ethanol near room temperature but 2.25 g will dissolve in 100 g of boiling ethanol. It is found in nature as the rare mineral hoelite.

IARC group 2B substances, mixtures and exposure circumstances are those that have been classified as "possibly carcinogenic to humans" by the International Agency for Research on Cancer (IARC) as This category is used when there is limited evidence of carcinogenicity in humans and less than sufficient evidence of carcinogenicity in experimental animals. It may also be used when there is inadequate evidence of carcinogenicity in humans but there is sufficient evidence of carcinogenicity in experimental animals. In some instances, an agent, mixture or exposure circumstance for which there is inadequate evidence of carcinogenicity in humans, but limited evidence of carcinogenicity in experimental animals together with supporting evidence from other relevant data may be placed in this group.

<span class="mw-page-title-main">Radical anion</span> Free radical species

In organic chemistry, a radical anion is a free radical species that carries a negative charge. Radical anions are encountered in organic chemistry as reduced derivatives of polycyclic aromatic compounds, e.g. sodium naphthenide. An example of a non-carbon radical anion is the superoxide anion, formed by transfer of one electron to an oxygen molecule. Radical anions are typically indicated by .

IARC group 3 substances, chemical mixtures and exposure circumstances are those that can not be classified in regard to their carcinogenicity to humans by the International Agency for Research on Cancer (IARC). This category is used most commonly for agents, mixtures and exposure circumstances for which the level of evidence of carcinogenicity is inadequate in humans and inadequate or limited in experimental animals. Exceptionally, agents (mixtures) for which the evidence of carcinogenicity is inadequate in humans, but sufficient in experimental animals may be placed in this category when there is strong evidence that the mechanism of carcinogenicity in experimental animals does not operate in humans. Agents, mixtures and exposure circumstances that do not fall into any other group are also placed in this category.

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

Triptycene is an aromatic hydrocarbon, the simplest iptycene molecule with the formula C2H2(C6H4)3. It is a white solid that is soluble in organic solvents. The compound has a paddle-wheel configuration with D3h symmetry. It is named after the medieval three-piece art panel, the triptych. Several substituted triptycenes are known. Barrelenes are structurally related. Due to the rigid framework and three-dimensional geometry, derivatives of triptycene have been well researched.

<span class="mw-page-title-main">9,10-Diphenylanthracene</span> Chemical compound

9,10-Diphenylanthracene is a polycyclic aromatic hydrocarbon. It has the appearance of a slightly yellow powder. 9,10-Diphenylanthracene is used as a sensitiser in chemiluminescence. In lightsticks it is used to produce blue light. It is a molecular organic semiconductor, used in blue OLEDs and OLED-based displays.

BPEA may refer to:

<span class="mw-page-title-main">9,10-Bis(phenylethynyl)anthracene</span> Chemical compound

9,10-Bis(phenylethynyl)anthracene (BPEA) is an aromatic hydrocarbon with the chemical formula is C30H18. It displays strong fluorescence and is used as a chemiluminescent fluorophore with high quantum efficiency.

<span class="mw-page-title-main">1-Chloro-9,10-bis(phenylethynyl)anthracene</span> Chemical compound

1-Chloro-9,10-bis(phenylethynyl)anthracene is a fluorescent dye used in lightsticks. It emits yellow-green light, used in 30-minute high-intensity Cyalume sticks.

<span class="mw-page-title-main">5,12-Bis(phenylethynyl)naphthacene</span> Chemical compound

5,12-Bis(phenylethynyl)naphthacene is a fluorescent dye used in lightsticks. It yields orange light.

<span class="mw-page-title-main">Anthraquinones</span>

For the parent molecule 9,10-anthraquinone, see anthraquinone

The molecular formula C30H18 (molar mass: 378.46 g/mol, exact mass: 378.1409 u) may refer to:

The molecular formula C30H17Cl (molar mass: 412.91 g/mol) may refer to:

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

TCPO, or bis(2,4,6-trichlorophenyl) oxalate, is a chemical used in some types of glow sticks.

<span class="mw-page-title-main">2-Chloro-9,10-diphenylanthracene</span> Chemical compound

2-Chloro-9,10-diphenylanthracene is a fluorescent dye used in glow sticks for a blue-green glow. It is a chlorinated derivative of 9,10-diphenylanthracene.

<span class="mw-page-title-main">9,10-Dihydroanthracene</span> Chemical compound

9,10-Dihydroanthracene is an organic compound that is derived from the polycyclic aromatic hydrocarbon anthracene. Several isomers of dihydroanthracene are known, but the 9,10 derivative is most common. It is a colourless solid that is used as a carrier of H2 as a hydrogen-donor.

<span class="mw-page-title-main">9,10-Dibromoanthracene</span> Chemical compound

9,10-Dibromoanthracene is an organic chemical compound containing anthracene with two bromine atoms substituted on its central ring. It is notable in that it was the first single molecule to have a chemical reaction observed by an atomic force microscope and scanning tunneling microscopy.

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

Rubicene is a polycyclic aromatic hydrocarbon that consists of two benzene and an anthracene. They are each linked by two carbon–carbon bonds. Dilute solutions of rubicene emit strong yellow fluorescence. It's synthesized from fluorenone by reduction of calcium or magnesium, or it can be obtained by reacting with dihalogenated diphenylanthracene as raw material. It can also be obtained by reacting 9,10-diphenylanthracene and 3 parts of DDQ in dichloromethane in the presence of triflic acid.