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258849

Sigma-Aldrich

1,6-Heptadiene

99%

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Linear Formula:
CH2=CH(CH2)3CH=CH2
CAS Number:
3070-53-9
Molecular Weight:
96.17
Beilstein:
1731760
MDL number:
MFCD00008667
UNSPSC Code:
12352100
PubChem Substance ID:
24855663
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.

accessory

Product No.
Description
Pricing

Signal Word

Danger

Hazard Statements

H225,H304,H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

WGK

WGK 3

Flash Point(F)

15.8 °F

Flash Point(C)

-9 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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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.

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