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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.

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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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
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
Living polymerization of 2-butyne using a well-characterized tantalum catalyst.
Wallace KC, et al.
Organometallics, 8(3), 644-654 (1989)
Andrea Cernuto et al.
The Journal of chemical physics, 147(15), 154302-154302 (2017-10-23)
The methyl carbocation is ubiquitous in gaseous environments, such as planetary ionospheres, cometary comae, and the interstellar medium, as well as combustion systems and plasma setups for technological applications. Here we report on a joint experimental and theoretical study on
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))
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