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M32704

Sigma-Aldrich

2-Methyl-2-butene

≥99%, purified by redistillation

Synonym(s):

β-Isoamylene, Amylene

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About This Item

Linear Formula:
CH3CH=C(CH3)2
CAS Number:
513-35-9
Molecular Weight:
70.13
Beilstein/REAXYS Number:
1361353
EC Number:
208-156-3
MDL number:
MFCD00009276
UNSPSC Code:
12352100
PubChem Substance ID:
57654373
NACRES:
NA.22

vapor density

2.4 (vs air)

Quality Level

200

vapor pressure

25.09 psi ( 55 °C)
7.66 psi ( 20 °C)

assay

≥99%

purified by

redistillation

expl. lim.

8.7 %

refractive index

n20/D 1.385 (lit.)

bp

35-38 °C (lit.)

mp

−134 °C (lit.)

density

0.662 g/mL at 25 °C (lit.)

SMILES string

C\C=C(\C)C

InChI

1S/C5H10/c1-4-5(2)3/h4H,1-3H3

InChI key

BKOOMYPCSUNDGP-UHFFFAOYSA-N

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Application

2-Methyl-2-butene can be used:
  • For the cross metathesis reaction to form compounds with prenyl-type double bonds: methyl 10-methylundec-9-enoate, 2-methylundec-2-ene and 8-prenylcoumarins.
  • As a model of C5-branched alkene fuel to study the high-temperature kinetics of branched alkenes in a combustion environment.
  • As an additive along with pyridine for partial hydrogenation of poly-ynes to form ω-hydroxy polyunsaturated fatty acids.

signalword

Danger

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 2 - Asp. Tox. 1 - Flam. Liq. 1 - Muta. 2 - STOT SE 3

target_organs

Central nervous system

Storage Class

3 - Flammable liquids

wgk_germany

WGK 3

flash_point_f

-4.0 °F

flash_point_c

-20 °C

ppe

Eyeshields, Faceshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
SHBS0189
SHBR1796
SHBR1369
SHBN6625
SHBM7725

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Chemical synthesis and biological evaluation of ?-hydroxy polyunsaturated fatty acids.
Hwang SH, et al.
Bioorganic & Medicinal Chemistry Letters, 27(3), 620-625 (2017)
Influences of the molecular fuel structure on combustion reactions towards soot precursors in selected alkane and alkene flames.
Ruwe L, et al.
Physical Chemistry Chemical Physics, 20(16), 10780-10795 (2018)
Fishing for the right catalyst for the cross-metathesis reaction of methyl oleate with 2-methyl-2-butene.
Sytniczuk A, et al.
Catalysis Science & Technology, 7(6), 1284-1296 (2017)
Prenylcoumarins in One or Two Steps by a Microwave-Promoted Tandem Claisen Rearrangement/Wittig Olefination/Cyclization Sequence.
Schultze C and Schmidt B
The Journal of Organic Chemistry, 83(9), 5210-5224 (2018)
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