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117706

Sigma-Aldrich

Phenylacetylene

98%

Sinónimos:

Ethynylbenzene

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25 ML
$69.100
100 ML
$248.000

$69.100

Fecha estimada de envío22 de mayo de 2025

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25 ML
$69.100
100 ML
$248.000

About This Item

Fórmula lineal:
C6H5CCH
Número de CAS:
536-74-3
Peso molecular:
102.13
Beilstein:
605461
Número MDL:
MFCD00008570
Código UNSPSC:
12352100
ID de la sustancia en PubChem:
24847341
NACRES:
NA.22

$69.100

Fecha estimada de envío22 de mayo de 2025

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presión de vapor

17.6 mmHg ( 37.7 °C)

Ensayo

98%

impurezas

<1% 1,4-dioxane

índice de refracción

n20/D 1.549 (lit.)

bp

142-144 °C (lit.)

solubilidad

H2O: insoluble
alcohol: miscible
diethyl ether: miscible

densidad

0.93 g/mL at 25 °C (lit.)

grupo funcional

phenyl

temp. de almacenamiento

2-8°C

cadena SMILES

C#Cc1ccccc1

InChI

1S/C8H6/c1-2-8-6-4-3-5-7-8/h1,3-7H

Clave InChI

UEXCJVNBTNXOEH-UHFFFAOYSA-N

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Descripción general

Phenylacetylene is an aromatic organic compound frequently employed in Sonogashira coupling reactions. Phenylacetylene undergoes polymerization catalyzed by Rh and Pt complexes to form polyphenylacetylene[1].

Aplicación

Phenylacetylene was used in a study to investigate the mechanism of product formation during the palladium-catalysed phenylacetylene oxidative carbonylation reaction[2].
Terminal acetylene used in the conversion of nitrones to alkynyl hydroxyl amines in the presence of trimethylaluminum.[3].

Palabra de señalización

Danger

Frases de peligro

H226,H314,H350,H412

Clasificaciones de peligro

Aquatic Chronic 3 - Carc. 1B - Eye Dam. 1 - Flam. Liq. 3 - Skin Corr. 1B

Código de clase de almacenamiento

3 - Flammable liquids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

80.6 °F - closed cup

Punto de inflamabilidad (°C)

27 °C - closed cup

Equipo de protección personal

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

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Certificados de análisis (COA)

Lot/Batch Number
BCCM8985
BCCL1753
BCCH5556
BCCF2539
BCCB7908

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Rhodium and platinum complexes as catalysts for the polymerization of phenylacetylene.
Furlani A, et al.
Journal of Polymer Science Part A: Polymer Chemistry, 24(5), 991-1005 (1986)
Tetrahedron Letters, 48, 1457-1457 (2007)
Katarina Novakovic et al.
Physical chemistry chemical physics : PCCP, 10(5), 749-753 (2008-02-07)
This paper reports on the influence of oscillations on product selectivity as well as the dynamics of product formation during the palladium-catalysed phenylacetylene oxidative carbonylation reaction in a catalytic system (PdI2, KI, Air, NaOAc in methanol). The occurrence of the
Shannon K Yee et al.
ACS nano, 5(11), 9256-9263 (2011-10-21)
The transport properties of a junction consisting of small donor-acceptor molecules bound to Au electrodes are studied and understood in terms of its hybrid donor-acceptor-electrode interfaces. A newly synthesized donor-acceptor molecule consisting of a bithiophene donor and a naphthalenediimide acceptor
Akira Onoda et al.
Chemical communications (Cambridge, England), 48(78), 9756-9758 (2012-08-25)
Our group recently prepared a hybrid catalyst containing a rhodium complex, Rh(Cp)(cod), with a maleimide moiety at the peripheral position of the Cp ligand. This compound was then inserted into a β-barrel protein scaffold of a mutant of aponitrobindin (Q96C)
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  1. How can I determine the shelf life / expiration / retest date of this product?

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    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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