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1720-38-3 - 1,9-Decadiyne, 97% - A13834 - Alfa Aesar

A13834 1,9-Decadiyne, 97%

CAS Number
1720-38-3
Synonyms

Size Price ($) Quantity Availability
5g 76.84
25g 226.40
100g 718.40
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1,9-Decadiyne, 97%

MDL
MFCD00014926
EINECS
217-012-9

Chemical Properties

Formula
HC≡C(CH2)6C≡CH
Formula Weight
134.22
Boiling Point
80-81°/10mm
Flash Point
60°(140°F)
Density
0.822
Refractive Index
1.4510
Solubility
Insoluble in water.

Applications

One-step synthesis of carbametacyclophane 3 from 1,9-decadiyne and diethyl acetylenedicarboxylate is described. The use of 1,9-decadiyne as a nucleophile led only to the monoalkynylation product, a selectivity that would be difficult to achieve with a catalytic in situ metalation process. 1,9-decadiyne reacts with iodobenzene (excess) to afford the bis-Sonogashira coupling product in excellent yield. 1,9-Decadiyne was dihydrated and gave 2,9-decanedione in 92% yield.

Notes

Store in cool place. Keep container tightly closed in a dry and well-ventilated place. Store away from strong oxidizing agents.

Literature References

Haruki Okawa,; Motoyoshi Sekiya,; Junichiro Osawa,; Tatsuo Wada,; Akira Yamada,; Hiroyuki Sasabe,; Toshiyuki Uryu. A Nonlinear Optical Waveguide of Poly(1,9-decadiyne). Polymer Journal. 1991, 23 147-153.

Christophe Feuvrie,; Jérôme Blanchet,; Martine Bonin,; Laurent Micouin. Synthesis and Reactivity of Mixed Alkynylalanes by Direct Triethylamine-Catalyzed Alumination of Terminal Alkyne. Org. Lett.,. 2004 , 6(14),2333-2336.

GHS Hazard and Precautionary Statements

Hazard Statements: H226

Flammable liquid and vapour.

Precautionary Statements: P210-P280-P240-P241-P233-P242-P243-P303+P361+P353-P403+P235-P501a

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Wear protective gloves/protective clothing/eye protection/face protection. Ground/bond container and receiving equipment. Use explosion-proof electrical/ventilating/lighting/ equipment. Keep container tightly closed. Use only non-sparking tools. Take precautionary measures against static discharge. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. Store in a well-ventilated place. Keep cool. Dispose of contents/container in accordance with local/regional/national/international regulations.

Other References

Beilstein
1734594
Hazard Class
3
Packing Group
III
Harmonized Tariff Code
2901.29
TSCA
Yes

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