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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:
Molecular Weight:
54.09
Beilstein/REAXYS Number:
1361340
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

vapor pressure

11.47 psi ( 20 °C)

Quality Level

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

signalword

Danger

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

3 - Flammable liquids

wgk_germany

WGK 3

flash_point_f

-13.0 °F - closed cup

flash_point_c

-25 °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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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
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))
Hongzhen Wang et al.
The journal of physical chemistry. A, 119(46), 11313-11319 (2015-10-23)
The state-selective photodissociation of diacetylene (C4H2) was studied in the wavelength range of 127.5-164.4 nm by high-resolution Rydberg H atom time-of-flight spectroscopy measurements. In the wavelength region, two Rydberg series nR and nR' were state-selectively excited using tunable vacuum-ultraviolet laser

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