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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:
Molecular Weight:
68.12
Beilstein:
969158
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

vapor density

2.35 (vs air)

Quality Level

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.

Pictograms

FlameHealth hazard

Signal Word

Danger

Hazard Statements

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

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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Four-Phase Morphologies in Blends of ABC and BAC Triblock Terpolymers
Haenelt TG, et al.
Macromolecular Chemistry and Physics, 219(1), 1700241-1700241 (2018)
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)
J King et al.
Biochemical and biophysical research communications, 423(3), 526-530 (2012-06-12)
Breath isoprene accounts for most of the hydrocarbon removal via exhalation and is thought to serve as a non-invasive indicator for assaying several metabolic effects in the human body. The primary objective of this paper is to introduce a novel
Mohammad Safi Shalamzari et al.
Rapid communications in mass spectrometry : RCM, 27(7), 784-794 (2013-03-16)
A considerable fraction of atmospheric particulate fine matter consists of organosulfates, with some of the most polar ones originating from the oxidation of isoprene. Their structural characterization provides insights into the nature of gas-phase precursors as well as into formation
Is it useful to ask why plants emit isoprene?
Thomas D Sharkey
Plant, cell & environment, 36(3), 517-520 (2012-11-14)

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