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Merck

I19551

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
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24895956
MDL number:
MFCD00008600
Beilstein/REAXYS Number:
969158

Product Name

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

InChI key

RRHGJUQNOFWUDK-UHFFFAOYSA-N

SMILES string

CC(=C)C=C

InChI

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

vapor density

2.35 (vs air)

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

Quality Level

200

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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

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

ppe

Eyeshields, Faceshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
SHBT4859
SHBS5326
SHBR8915
SHBR1110
SHBQ7580

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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)
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
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.
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
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