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I19551

Sigma-Aldrich

Isoprene

99%, contains <1000 ppm p-tert-butylcatechol as inhibitor

Synonym(s):

2-Methyl-1,3-butadiene

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About This Item

Linear Formula:
CH2=CHC(CH3)=CH2
CAS Number:
78-79-5
Molecular Weight:
68.12
Beilstein:
969158
MDL number:
MFCD00008600
UNSPSC Code:
12352100
PubChem Substance ID:
24895956
NACRES:
NA.22

vapor density

2.35 (vs air)

Quality Level

200

vapor pressure

8.82 psi ( 20 °C)

Assay

99%

form

liquid

autoignition temp.

428 °F

contains

<1000 ppm p-tert-butylcatechol as inhibitor

expl. lim.

10 %

refractive index

n20/D 1.422 (lit.)

bp

34 °C (lit.)

mp

−146 °C (lit.)

density

0.681 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

CC(=C)C=C

InChI

1S/C5H8/c1-4-5(2)3/h4H,1-2H2,3H3

InChI key

RRHGJUQNOFWUDK-UHFFFAOYSA-N

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Application

Isoprene in the presence of sec-butyllithium as an initiator can undergo sequential anionic polymerization with styrene and methyl methacrylate to form polystyrene-block-polyisoprene-block-poly(methylmethacrylate) (SIM) and polyisoprene-block-polystyrene-block-poly(methyl methacrylate) (ISM), two asymmetric triblock terpolymers. It is also used in the asymmetric synthesis of polystyrene-block-polyisoprene (PS-b-PI) diblock copolymers.

Packaging

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Pictograms

FlameHealth hazard
GHS02,GHS08

Signal Word

Danger

Hazard Statements

H224,H341,H350,H412

Hazard Classifications

Aquatic Chronic 3 - Carc. 1B - Flam. Liq. 1 - Muta. 2

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

-65.2 °F - closed cup

Flash Point(C)

-54 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
SHBN7340
SHBN2828
SHBM7569
SHBM5317
SHBM1605

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Morphology and elasticity of polystyrene-block-polyisoprene diblock copolymers in the melt.
Haenelt TG, et al.
Korea-Australia Rheology Journal, 26(3), 263-275 (2014)
Four-Phase Morphologies in Blends of ABC and BAC Triblock Terpolymers
Haenelt TG, et al.
Macromolecular Chemistry and Physics, 219(1), 1700241-1700241 (2018)
H Koc et al.
Journal of breath research, 5(3), 037102-037102 (2011-06-10)
Isoprene is one of the most abundant endogenous volatile organic compounds (VOCs) contained in human breath and is considered to be a potentially useful biomarker for diagnostic and monitoring purposes. However, neither the exact biochemical origin of isoprene nor its
Russell K Monson et al.
The New phytologist, 195(3), 541-559 (2012-06-29)
The leaves of many plants emit isoprene (2-methyl-1,3-butadiene) to the atmosphere, a process which has important ramifications for global and regional atmospheric chemistry. Quantitation of leaf isoprene emission and its response to environmental variation are described by empirically derived equations
Michaela Stieglmeier et al.
International journal of systematic and evolutionary microbiology, 64(Pt 8), 2738-2752 (2014-06-08)
A mesophilic, neutrophilic and aerobic, ammonia-oxidizing archaeon, strain EN76(T), was isolated from garden soil in Vienna (Austria). Cells were irregular cocci with a diameter of 0.6-0.9 µm and possessed archaella and archaeal pili as cell appendages. Electron microscopy also indicated
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