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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

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)
Is it useful to ask why plants emit isoprene?
Thomas D Sharkey
Plant, cell & environment, 36(3), 517-520 (2012-11-14)
Thomas D Sharkey et al.
Annals of botany, 101(1), 5-18 (2007-10-09)
Some, but not all, plants emit isoprene. Emission of the related monoterpenes is more universal among plants, but the amount of isoprene emitted from plants dominates the biosphere-atmosphere hydrocarbon exchange. The emission of isoprene from plants affects atmospheric chemistry. Isoprene
Jianming Yang et al.
PloS one, 7(4), e33509-e33509 (2012-05-05)
The depleting petroleum reserve, increasingly severe energy crisis, and global climate change are reigniting enthusiasm for seeking sustainable technologies to replace petroleum as a source of fuel and chemicals. In this paper, the efficiency of the MVA pathway on isoprene
Tomohisa Kuzuyama et al.
Natural product reports, 20(2), 171-183 (2003-05-09)
This review covers the biosynthesis of the starter units of terpenoids, isopentenyl diphosphate (IPP) and dimethylallyl diphosphate (DMAPP) via the nonmevalonate pathway together with a new enzyme involved in the conversion of IPP and DMAPP, i.e type 2 IPP isomerase.
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