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376841

Sigma-Aldrich

3-Phenyl-1-propyne

contains ca.250 ppm BHT as inhibitor, 97%

Sinónimos:

1-Phenyl-2-propyne, 2-Propyn-1-ylbenzene, 2-Propynylbenzene, 3-Phenylpropyne, Benzylacetylene, Propargylbenzene

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About This Item

Fórmula lineal:
C6H5CH2C≡CH
Número de CAS:
10147-11-2
Peso molecular:
116.16
MDL number:
MFCD00134431
UNSPSC Code:
12352100
PubChem Substance ID:
24863470
NACRES:
NA.22

Quality Level

100

assay

97%

form

liquid

contains

ca.250 ppm BHT as inhibitor

refractive index

n20/D 1.526 (lit.)

bp

75 °C/20 mmHg (lit.)

density

0.934 g/mL at 25 °C (lit.)

SMILES string

C#CCc1ccccc1

InChI

1S/C9H8/c1-2-6-9-7-4-3-5-8-9/h1,3-5,7-8H,6H2

InChI key

NGKSKVYWPINGLI-UHFFFAOYSA-N

Categorías relacionadas

General description

3-Phenyl-1-propyne is a 3-aryl-1-propyne. The electronic transition of the resonance-stabilized 1-phenylpropargyl radical, produced in a jet-cooled discharge of 3-phenyl-1-propyne, has been studied by laser-induced fluorescence excitation and dispersed single vibronic level fluorescence (SVLF) spectroscopy. The microwave rotational spectrum of 3-phenyl-1-propyne (propargyl benzene) has been studied and its stable conformation is reported to have coplanar carbon atoms. Reaction of N-methyl-N-phenylhydrazine or N-phenylhydrazine with 3-phenyl-1-propyne is reported to yield indoles. 3-Phenyl-1-propyne is reported to react with styrene oxide and sodium azide, to afford β-hydroxytriazoles.

Application

3-Phenyl-1-propyne may be used as starting reagent in the synthesis of 4-phenyl-2-butyn-1-ol.

pictograms

FlameExclamation mark
GHS02,GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Flam. Liq. 3 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

3 - Flammable liquids

wgk_germany

WGK 3

flash_point_f

125.6 °F - closed cup

flash_point_c

52 °C - closed cup

ppe

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

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Neil J Reilly et al.
The Journal of chemical physics, 130(14), 144313-144313 (2009-04-17)
The D(1)((2)A("))-D(0)((2)A(")) electronic transition of the resonance-stabilized 1-phenylpropargyl radical, produced in a jet-cooled discharge of 3-phenyl-1-propyne, has been investigated in detail by laser-induced fluorescence excitation and dispersed single vibronic level fluorescence (SVLF) spectroscopy.The transition is dominated by the origin band
The rotational spectrum and heavy-atom-planar structure of propargyl benzene (3-phenyl-1-propyne).
Giudici R, et al.
Journal of Molecular Structure, 786(1), 65-67 (2006)
Yadav JS, et al.
Tetrahedron Letters, 48(89), 8773-8776 (2007)
Zinc-promoted hydrohydrazination of terminal alkynes: an efficient domino synthesis of indoles.
Karolin Alex et al.
Angewandte Chemie (International ed. in English), 47(12), 2304-2307 (2008-02-12)
Yalin Zhang et al.
Bioorganic & medicinal chemistry, 12(14), 3847-3855 (2004-06-24)
The methionine salvage pathway allows the in vivo recovery of the methylthio moiety of methionine upon the formation of methylthioadenosine (MTA) from S-adenosylmethionine (SAM). The Fe(II)-containing form of acireductone dioxygenase (ARD) catalyzes the penultimate step in the pathway in Klebsiella
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