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557927

Sigma-Aldrich

1-Ethynylnaphthalene

97%

Synonym(s):

α-Ethynylnaphthalene, α-Naphthylacetylene, 1-Ethynylnaphthalene, 1-Naphthylacetylene, 1-Naphthylethyne

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About This Item

Linear Formula:
C10H7C≡CH
CAS Number:
15727-65-8
Molecular Weight:
152.19
MDL number:
MFCD02093737
UNSPSC Code:
12352100
PubChem Substance ID:
24879707
NACRES:
NA.22

assay

97%

refractive index

n20/D 1.6500 (lit.)

density

1.070 g/mL at 25 °C (lit.)

SMILES string

C#Cc1cccc2ccccc12

InChI

1S/C12H8/c1-2-10-7-5-8-11-6-3-4-9-12(10)11/h1,3-9H

InChI key

MCZUXEWWARACSP-UHFFFAOYSA-N

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General description

1-Ethynylnaphthalene can be prepared from 1-acetonaphthone or 1-naphthyl-2-trimethylsilylacetylene.

Application

1-Ethynylnaphthalene may be used to synthesize bis-6,6′-(ethynyl-1-naphthalene)-2,2′-bipyridine.

pictograms

Flame
GHS02

signalword

Warning

hcodes

H226

Hazard Classifications

Flam. Liq. 3

wgk_germany

WGK 3

flash_point_f

closed cup

flash_point_c

closed cup

ppe

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Sigma-Aldrich

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G J Hammons et al.
Chemical research in toxicology, 2(6), 367-374 (1989-11-01)
Since the N-oxidation of several carcinogenic arylamines has been shown to be catalyzed preferentially by cytochrome P-450IA2 in several species, homologous ethynyl-substituted aromatic hydrocarbons, 2-ethynylnaphthalene, 1-ethynylnaphthalene, and 2-ethynylfluorene, were synthesized and examined as potential mechanism-based inactivators of this monooxygenase. By
Bipyridylacetylenes 1: the synthesis of some bipyridylacetylenes via the palladium-catalyzed coupling of acetylenes with 2, 2'-dibromobipyridyl, and the single crystal X-ray structure of 6, 6'-bisphenylethynyl-2, 2'-bipyridine.
Butler IR and Soucy-Breau C.
Canadian Journal of Chemistry, 69(7), 1117-1123 (1991)

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