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254339

Sigma-Aldrich

2-Butyne

99%

Synonym(s):

Crotonylene, Dimethylacetylene

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About This Item

Linear Formula:
CH3C≡CCH3
CAS Number:
503-17-3
Molecular Weight:
54.09
Beilstein:
1361340
EC Number:
207-962-2
MDL number:
MFCD00009275
UNSPSC Code:
12352100
PubChem Substance ID:
24855377
NACRES:
NA.22

vapor pressure

11.47 psi ( 20 °C)

Assay

99%

form

liquid

refractive index

n20/D 1.393 (lit.)

bp

27 °C (lit.)

mp

−32 °C (lit.)

density

0.691 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

CC#CC

InChI

1S/C4H6/c1-3-4-2/h1-2H3

InChI key

XNMQEEKYCVKGBD-UHFFFAOYSA-N

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General description

The ion-molecule reaction of the aromatic distonic N-methyl-pyridinium-4-yl radical cation with 2-butyne has been investigated using ion trap mass spectrometry.

Application

2-Butyne has been used in preparation of THF-free metallacyclobutene complexes.

accessory

Product No.
Description
Pricing

Pictograms

FlameExclamation mark
GHS02,GHS07

Signal Word

Danger

Hazard Statements

H224,H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Flam. Liq. 1 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

-13.0 °F - closed cup

Flash Point(C)

-25 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, 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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Living polymerization of 2-butyne using a well-characterized tantalum catalyst.
Wallace KC, et al.
Organometallics, 8(3), 644-654 (1989)
C J Kees-Jan Weststrate et al.
Nature communications, 11(1), 750-750 (2020-02-08)
Facile C-C bond formation is essential to the formation of long hydrocarbon chains in Fischer-Tropsch synthesis. Various chain growth mechanisms have been proposed previously, but spectroscopic identification of surface intermediates involved in C-C bond formation is scarce. We here show
A K Y Lam et al.
Physical chemistry chemical physics : PCCP, 14(7), 2417-2426 (2012-01-18)
Aromatic radicals form in a variety of reacting gas-phase systems, where their molecular weight growth reactions with unsaturated hydrocarbons are of considerable importance. We have investigated the ion-molecule reaction of the aromatic distonic N-methyl-pyridinium-4-yl (NMP) radical cation with 2-butyne (CH(3)C≡CCH(3))
Oleg G Salnikov et al.
Chemical science, 8(3), 2426-2430 (2017-04-30)
Mechanistic insight into the semihydrogenation of 1-butyne and 2-butyne on Cu nanoparticles supported on partially dehydroxylated silica (Cu/SiO
Aaron M Thomas et al.
The journal of physical chemistry letters, 9(12), 3340-3347 (2018-05-31)
The bimolecular gas phase reaction of ground-state silicon (Si; 3P) with dimethylacetylene (C4H6; X1A1g) was investigated under single collision conditions in a crossed molecular beams machine. Merged with electronic structure calculations, the data propose nonadiabatic reaction dynamics leading to the
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