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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:
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)

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

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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

Signal Word

Danger

Hazard Statements

H225

Hazard Classifications

Flam. Liq. 2

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

-4.0 °F - closed cup

Flash Point(C)

-20 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

FSL

Group 4: Flammable liquids
Special flammables
Hazardous rank I

JAN Code

256560-5G:
256560-BULK:
256560-VAR:
256560-25G:

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Certificates of Analysis (COA)

Lot/Batch Number
MKCP5369
MKCM7693
MKCM0466
MKCK1080
MKCH8681

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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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