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117706

Sigma-Aldrich

Phenylacetylene

98%

Sinonimo/i:

Ethynylbenzene

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About This Item

Formula condensata:
C6H5CCH
Numero CAS:
536-74-3
Peso molecolare:
102.13
Beilstein:
605461
Numero MDL:
MFCD00008570
Codice UNSPSC:
12352100
ID PubChem:
24847341
NACRES:
NA.22

Tensione di vapore

17.6 mmHg ( 37.7 °C)

Saggio

98%

Impurezze

<1% 1,4-dioxane

Indice di rifrazione

n20/D 1.549 (lit.)

P. ebollizione

142-144 °C (lit.)

Solubilità

H2O: insoluble
alcohol: miscible
diethyl ether: miscible

Densità

0.93 g/mL at 25 °C (lit.)

Gruppo funzionale

phenyl

Temperatura di conservazione

2-8°C

Stringa SMILE

C#Cc1ccccc1

InChI

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

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Descrizione generale

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

Applicazioni

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..

Avvertenze

Danger

Indicazioni di pericolo

H226,H314,H350,H412

Classi di pericolo

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

Codice della classe di stoccaggio

3 - Flammable liquids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

80.6 °F - closed cup

Punto d’infiammabilità (°C)

27 °C - closed cup

Dispositivi di protezione individuale

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

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Certificati d'analisi (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

1-Chloro-4-ethynylbenzene 98%

Sigma-Aldrich

206474

1-Chloro-4-ethynylbenzene

3-Ethynyltoluene 97%

Sigma-Aldrich

521140

3-Ethynyltoluene

4-tert-Butylphenylacetylene 96%

Sigma-Aldrich

593001

4-tert-Butylphenylacetylene

Benzyl azide solution ~0.5&#160;M in dichloromethane, &#8805;95.0% (HPLC)

Sigma-Aldrich

742430

Benzyl azide solution

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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