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Merck

464953

Isoprene

≥99%

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
EC Number:
201-143-3
UNSPSC Code:
12352100
PubChem Substance ID:
24870237
Beilstein/REAXYS Number:
969158
MDL number:
MFCD00008600

Product Name

Isoprene, ≥99%

InChI key

RRHGJUQNOFWUDK-UHFFFAOYSA-N

InChI

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

SMILES string

CC(=C)C=C

vapor density

2.35 (vs air)

vapor pressure

8.82 psi ( 20 °C)

assay

≥99%

form

liquid

autoignition temp.

428 °F

contains

100-150 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

Quality Level

100

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Application

Isoprene may be used in the synthesis of asymmetric polystyrene-block-polyisoprene (PS-b-PI) diblock copolymers via sequential anionic polymerization with styrene in the presence of sec-butyllithium as initiator.

Packaging

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pictograms

FlameHealth hazard
GHS02,GHS08

signalword

Danger

Hazard Classifications

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

Storage Class

3 - Flammable liquids

wgk

WGK 3

flash_point_f

-65.2 °F - closed cup

flash_point_c

-54 °C - closed cup

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Certificates of Analysis (COA)

Lot/Batch Number
SHBT4774
SHBS7821
SHBS6216
SHBS4927
SHBR8270

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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)
Is it useful to ask why plants emit isoprene?
Thomas D Sharkey
Plant, cell & environment, 36(3), 517-520 (2012-11-14)
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.
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
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