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Key Documents

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)

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
L R Pohl et al.
Biochemical and biophysical research communications, 117(2), 367-371 (1983-12-16)
Although indirect evidence has suggested that liver microsomal cytochrome P-450 can reductively dehalogenate several compounds to carbene metabolites, there has been no direct proof for the formation of these reactive species. We report in this paper that carbenes can be
R Tolando et al.
Xenobiotica; the fate of foreign compounds in biological systems, 26(4), 425-435 (1996-04-01)
1. During anaerobic reductive incubation of liver microsomes, from either the pyridine- or phenobarbital-treated rat, with 1,1-dichloro-1-fluoroethane (HCFC-141b) in the presence of a NADPH-regenerating system, a time- and dose-dependent formation of reactive metabolites was detected as indicated by a depletion

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