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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

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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
Yadav JS, et al.
Tetrahedron Letters, 48(89), 8773-8776 (2007)
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
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)
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)
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