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256560

Sigma-Aldrich

1-Pentyne

99%

Synonym(s):

Propylacetylene

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About This Item

Linear Formula:
CH3CH2CH2C≡CH
CAS Number:
627-19-0
Molecular Weight:
68.12
Beilstein/REAXYS Number:
1697133
EC Number:
210-987-1
MDL number:
MFCD00009469
UNSPSC Code:
12352100
PubChem Substance ID:
24855537
NACRES:
NA.22

vapor pressure

6.8 psi ( 20 °C)

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

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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

accessory

Product No.
Description
Pricing

pictograms

Flame
GHS02

signalword

Danger

hcodes

H225

Hazard Classifications

Flam. Liq. 2

Storage Class

3 - Flammable liquids

wgk_germany

WGK 3

flash_point_f

-4.0 °F - closed cup

flash_point_c

-20 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves

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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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
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
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
Quan-De Wang et al.
International journal of molecular sciences, 20(13) (2019-07-03)
Hydrogen atom abstraction from propargyl C-H sites of alkynes plays a critical role in determining the reactivity of alkyne molecules and understanding the formation of soot precursors. This work reports a systematic theoretical study on the reaction mechanisms and rate

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