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258849

Sigma-Aldrich

1,6-Heptadiene

99%

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About This Item

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

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

SMILES string

C=CCCCC=C

InChI

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

InChI key

GEAWFZNTIFJMHR-UHFFFAOYSA-N

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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).

Application

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

Signal Word

Danger

Hazard Statements

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

15.8 °F - closed cup

Flash Point(C)

-9 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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
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.
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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