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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:
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

Signal Word

Danger

Hazard Statements

Precautionary Statements

Hazard Classifications

Asp. Tox. 1 - Flam. Liq. 2

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

17.6 °F - closed cup

Flash Point(C)

-8 °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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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
Bridgett E Coleman et al.
The journal of physical chemistry. A, 114(48), 12667-12674 (2010-11-17)
The matrix isolation technique, combined with infrared spectroscopy and twin jet codeposition, has been used to characterize intermediates formed during the ozonolysis of 2,3-dimethyl-2-butene (DMB). Absorptions of early intermediates in the twin jet experiments grew up to 200% upon annealing
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

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