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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
Assay:
99%
Form:
liquid

Key Documents

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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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

78-79-5

CAS No.

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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)
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
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