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117706

Sigma-Aldrich

Phenylacetylene

98%

Sinônimo(s):

Ethynylbenzene

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About This Item

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

pressão de vapor

17.6 mmHg ( 37.7 °C)

Ensaio

98%

Impurezas

<1% 1,4-dioxane

índice de refração

n20/D 1.549 (lit.)

p.e.

142-144 °C (lit.)

solubilidade

H2O: insoluble
alcohol: miscible
diethyl ether: miscible

densidade

0.93 g/mL at 25 °C (lit.)

grupo funcional

phenyl

temperatura de armazenamento

2-8°C

cadeia de caracteres SMILES

C#Cc1ccccc1

InChI

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

chave InChI

UEXCJVNBTNXOEH-UHFFFAOYSA-N

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Descrição geral

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

Aplicação

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

Palavra indicadora

Danger

Frases de perigo

H226,H314,H350,H412

Classificações de perigo

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

Código de classe de armazenamento

3 - Flammable liquids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

80.6 °F - closed cup

Ponto de fulgor (°C)

27 °C - closed cup

Equipamento de proteção individual

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

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Certificados de análise (COA)

Lot/Batch Number
BCCF2539
BCCB7908
BCBZ7343
BCBW5825
BCBT2289

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1-Phenyl-1-propyne 99%

Sigma-Aldrich

161241

1-Phenyl-1-propyne

1-Bromo-4-ethynylbenzene 97%

Sigma-Aldrich

206512

1-Bromo-4-ethynylbenzene

3-Ethynyltoluene 97%

Sigma-Aldrich

521140

3-Ethynyltoluene

4-tert-Butylphenylacetylene 96%

Sigma-Aldrich

593001

4-tert-Butylphenylacetylene

3-Phenyl-1-propyne contains ca.250&#160;ppm BHT as inhibitor, 97%

Sigma-Aldrich

376841

3-Phenyl-1-propyne

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
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)
Kyoung Chul Ko et al.
The journal of physical chemistry. A, 116(25), 6837-6844 (2012-06-06)
The intramolecular magnetic coupling constant (J) values of diradical systems linked with two monoradicals through a coupler (para-substituted phenyl acetylene (Model I), meta-substituted phenyl acetylene (Model II), ethylene (Model III)) were investigated by unrestricted density functional theory calculations. We divided
Zhouqing Xu et al.
Chemical communications (Cambridge, England), 48(46), 5736-5738 (2012-05-09)
[8+12]-metallamacrocycle-based 3D frameworks {[Cu(4)(pbt)(2)(SO(4))(2)(DMF)(2)(CH(3)OH)]·7H(2)O·DMF}(n) (1) and [12]-macrocycle 3D {[Cu(2)(pbt)(SO(4))(DMSO)(CH(3)OH)(2)]·5H(2)O·CH(3)OH}(n) (2) have been obtained. Both complexes display antiferromagnetic couplings and high catalytic activity in the oxidative coupling reaction of 1-ethynylbenzene and oxazolidin-2-one.
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