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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)
Russell K Monson et al.
Plant, cell & environment, 36(3), 503-516 (2012-09-25)
Isoprene (2-methyl-1,3-butadiene) is emitted from many plants and it appears to have an adaptive role in protecting leaves from abiotic stress. However, only some species emit isoprene. Isoprene emission has appeared and been lost many times independently during the evolution
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
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
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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