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550477

3,9-Dodecadiyne

97%

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About This Item

Linear Formula:
CH3CH2C≡C(CH2)4C≡CCH2CH3
CAS Number:
61827-89-2
Molecular Weight:
162.27
UNSPSC Code:
12352100
PubChem Substance ID:
24879118
MDL number:
MFCD00041637
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assay

97%

refractive index

n20/D 1.465 (lit.)

bp

55-58 °C/0.5 mmHg (lit.)

density

0.809 g/mL at 25 °C (lit.)

SMILES string

CCC#CCCCCC#CCC

InChI

1S/C12H18/c1-3-5-7-9-11-12-10-8-6-4-2/h3-4,9-12H2,1-2H3

InChI key

SLQXYOMUNKJHRV-UHFFFAOYSA-N

General description

3,9-Dodecadiyne is an internal diyne that can undergo nickel-catalyzed cycloaddition with aryl nitriles to form pyridines.

Application

3,9-Dodecadiyne may be used as a monomer to prepare soluble hyperbranched poly(phenylenealkenes) via transition metal-catalyzed polycyclotrimerization. It may also be used as a starting material for preparing 1,2,3,4,9,10-hexaethyl-6,7,8,9-tetrahydroanthracene.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

10 - Combustible liquids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
16916AO

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New catalysts for polymerizations of substituted acetylenes.
Tang BZ, et al.
ACS Symp. Ser., 760 (2000)
A nickel-catalyzed route to pyridines.
McCormick MM, et al.
Journal of the American Chemical Society, 127(14), 5030-5031 (2005)
Novel synthetic route to octasubstituted naphthalenes from four alkynes and one olefin unit via zirconacyclopentadienes and 1,2-diiodo-3,4,5,6-tetraalkylbenzene.
Zhou X, et al.
The Journal of Organic Chemistry, 69(13), 4559-4562 (2004)