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220159

Sigma-Aldrich

2,3-Dimethyl-2-butene

≥99%

Synonym(s):

Tetramethylethylene

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About This Item

Linear Formula:
(CH3)2C=C(CH3)2
CAS Number:
Molecular Weight:
84.16
Beilstein/REAXYS Number:
1361357
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

vapor pressure

215 mmHg ( 37.7 °C)

Quality Level

assay

≥99%

form

liquid

autoignition temp.

754 °F

refractive index

n20/D 1.412 (lit.)

bp

73 °C (lit.)

mp

−75 °C (lit.)

density

0.708 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

C\C(C)=C(\C)C

InChI

1S/C6H12/c1-5(2)6(3)4/h1-4H3

InChI key

WGLLSSPDPJPLOR-UHFFFAOYSA-N

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General description

2,3-Dimethyl-2-butene undergoes ozonolysis in dark to yield hydroxyl radical. Reaction of ozone with 2,3-dimethyl 2-butene (DMB) has been investigated using a flow-tube interfaced to UV photoelectron spectrometer. DMB forms adduct with thianthrene cation radical tetrafluoroborate at 0°C and -15°C.

Application

2,3-Dimethyl-2-butene was employed as substrate in photoinduced molecular transformations involving 2-hydroxy-1,4-naphthoquinones.

pictograms

FlameHealth hazard

signalword

Danger

hcodes

Hazard Classifications

Asp. Tox. 1 - Flam. Liq. 2

Storage Class

3 - Flammable liquids

wgk_germany

WGK 3

flash_point_f

17.6 °F - closed cup

flash_point_c

-8 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter


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The Journal of Organic Chemistry, 58, 4614-4614 (1993)
Bing-Jun Zhao et al.
The Journal of organic chemistry, 71(10), 3737-3742 (2006-05-06)
Thianthrene cation radical tetrafluoroborate (Th*+ BF4-) has been found to add to 2,3-dimethyl-2-butene (DMB) at 0 degrees C and -15 degrees C. The adduct, 2,3-dimethyl-2,3-(5,10-thianthreniumdiyl)butane ditetrafluoroborate (12), was isolated at -15 degrees C, and its 1H NMR spectrum was recorded
Maryline Pflieger et al.
Environmental science & technology, 47(12), 6239-6246 (2013-05-15)
In order to investigate the heterogeneous oxidation kinetics of the herbicide terbuthylazine (TERB), a stable and reproducible generation system of "dark" hydroxyl radical in the gas phase was developed and optimized using a PTR-MS. TERB was adsorbed on silica particles
P Di Mascio et al.
Free radical biology & medicine, 12(6), 471-478 (1992-01-01)
Ultraweak chemiluminescence arising from lipoperoxidation has been attributed by several authors to the radiative deactivation of singlet oxygen and triplet carbonyl products. The latter emitters have been suggested to come from annihilation of RO. and ROO. radicals as well as
Bert F Sels et al.
Journal of the American Chemical Society, 129(21), 6916-6926 (2007-05-10)
A heterogeneous catalyst containing MoO42- exchanged on layered double hydroxides (Mo-LDHs) is used to produce 1O2 from H2O2, and with this dark 1O2, unsaturated hydrocarbons are oxidized in allylic peroxides. The oxidation kinetics are studied in detail and are compared

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