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Merck
CN

258849

1,6-Heptadiene

99%

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About This Item

Linear Formula:
CH2=CH(CH2)3CH=CH2
CAS Number:
Molecular Weight:
96.17
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
1731760
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Product Name

1,6-Heptadiene, 99%

InChI

1S/C7H12/c1-3-5-7-6-4-2/h3-4H,1-2,5-7H2

SMILES string

C=CCCCC=C

InChI key

GEAWFZNTIFJMHR-UHFFFAOYSA-N

assay

99%

form

liquid

refractive index

n20/D 1.414 (lit.)

bp

89-90 °C (lit.)

mp

−129.4-−129 °C (lit.)

density

0.714 g/mL at 25 °C (lit.)

storage temp.

2-8°C

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Application

1,6-Heptadiene has been used as a starting reagent in asymmetric synthesis of all stereoisomers of 6-methylpipecolic acids.

General description

Highly stereoselective and regiospecific living coordination polymerization of 1,6-heptadiene has been used to generate a spectrum of different physical forms of poly(1,3-methylenecyclohexane).

signalword

Danger

Hazard Classifications

Asp. Tox. 1 - Eye Irrit. 2 - Flam. Liq. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

3 - Flammable liquids

wgk

WGK 3

flash_point_f

15.8 °F - closed cup

flash_point_c

-9 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Regulatory Information

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H Takahata et al.
Amino acids, 24(3), 267-272 (2003-04-23)
Asymmetric synthesis of all four stereoisomers of 6-methylpipecolic acids with high enantiomeric purity via iterative AD reaction, starting from 1,6-heptadiene, has been described.
Kaitlyn E Crawford et al.
Journal of the American Chemical Society, 135(24), 8778-8781 (2013-05-23)
External control over the rate of dynamic methyl group exchange between configurationally stable active species and configurationally unstable dormant species with respect to chain-growth propagation within a highly stereoselective and regiospecific living coordination polymerization of 1,6-heptadiene has been used to
Roda Seseogullari-Dirihan et al.
Dental materials journal, 37(3), 445-452 (2018-03-02)
The aim of this study was to evaluate the effect of curcuminoids on the dentin endogenous protease activity. Demineralized dentin were pretreated with 50 or 100 µM of three different curcuminoids for 60 s and incubated up to 3 months.

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