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256560

1-Pentyne

Name: 1-Pentyne
Brand: ALDRICH

99%

Synonym(s):

Propylacetylene

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About This Item

Linear Formula:

CH₃CH₂CH₂C≡CH

CAS Number:

627-19-0

Molecular Weight:

68.12

UNSPSC Code:

12352100

NACRES:

NA.22

PubChem Substance ID:

24855537

EC Number:

210-987-1

Beilstein/REAXYS Number:

1697133

MDL number:

MFCD00009469

Assay:

99%

Form:

liquid

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Properties

vapor pressure

6.8 psi ( 20 °C)

Quality Level

100

assay

99%

form

liquid

refractive index

n20/D 1.385 (lit.)

bp

40 °C (lit.)

mp

−106-−105 °C (lit.)

density

0.691 g/mL at 25 °C (lit.)

SMILES string

CCCC#C

InChI

1S/C5H8/c1-3-5-4-2/h1H,4-5H2,2H3

InChI key

IBXNCJKFFQIKKY-UHFFFAOYSA-N

Description

General description

Selective and non-selective hydrogenation of 1-pentyne catalyzed by silica-supported palladium has been studied by in situ X-ray absorption spectroscopy.

Application

1-Pentyne has been used in preparation of:

lithium acetylides, required for asymmetric synthesis of α,α-dibranched propargyl sulfinamides
7-hydroxy-10-methoxy-3H-naphtho[2.1-b]pyrans

pictograms

GHS02

signalword

Danger

hcodes

H225

pcodes

P210 - P233 - P240 - P241 - P242 - P243

Hazard Classifications

Flam. Liq. 2

Storage Class

3 - Flammable liquids

wgk

WGK 3

flash_point_f

-4.0 °F - closed cup

flash_point_c

-20 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves

Regulatory Information

危险化学品

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The irreversible formation of palladium carbide during hydrogenation of 1-pentyne over silica-supported palladium nanoparticles: in situ Pd K and L3 edge XAS.

Min Wei Tew et al.

Physical chemistry chemical physics : PCCP, 14(16), 5761-5768 (2012-03-17)

The catalytically active phase of silica-supported palladium catalysts in the selective and non-selective hydrogenation of 1-pentyne was determined using in situ X-ray absorption spectroscopy at the Pd K and L(3) edges. Upon exposure to alkyne, a palladium carbide-like phase rapidly

Chromene chromium carbene complexes in the syntheses of naphthopyran and naphthopyrandione units present in photochromic materials and biologically active natural products.

Manish Rawat et al.

Journal of the American Chemical Society, 128(34), 11044-11053 (2006-08-24)

The carbene complex 5-(2,2-dimethyl-2H-chromene)methoxylmethylene chromium pentacarbonyl will undergo a benzannulation reaction with phenylacetylene, 1-pentyne, 3-hexyne, and trimethylsilylacetylene to give 7-hydroxy-10-methoxy-3H-naphtho[2.1-b]pyrans as the primary product. These compounds are difficult to obtain pure due to their sensitivity to air. If the benzannulation

Asymmetric synthesis of alpha,alpha-dibranched propargylamines by acetylide additions to N-tert-butanesulfinyl ketimines.

Andrew W Patterson et al.

The Journal of organic chemistry, 71(18), 7110-7112 (2006-08-26)

Addition of lithium acetylides prepared from 1-pentyne, phenylacetylene, and trimethylsilylacetylene to diverse N-tert-butanesulfinyl ketimines affords a range of alpha,alpha-dibranched propargyl sulfinamides in generally good yields (up to 87%) and with high diastereoselectivities (up to >99:1). Acidic cleavage of the tert-butanesulfinyl

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Global Trade Item Number

SKU	GTIN
256560-25G	04061826058206
256560-5G	04061826058213