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1,9-Decadiyne, 97%
Description
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.
This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.
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.
Solubility
Insoluble in water.
Notes
Store in cool place. Keep container tightly closed in a dry and well-ventilated place. Store away from strong oxidizing agents.
Specifications
Specifications
| Density | 0.822 |
| Boiling Point | 80°C to 81°C (10 mmHg) |
| Flash Point | 60°C (140°F) |
| Refractive Index | 1.451 |
| Quantity | 5 g |
| UN Number | UN3295 |
| Beilstein | 1734594 |
| Solubility Information | Insoluble in water. |
| Formula Weight | 134.22 |
| Percent Purity | 97% |
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Safety and Handling
- 1,9-Decadiyne
- Warning
- Serious eye damage/eye irritation Category 2
- Flammable liquid Category 3
- Skin corrosion/irritation Category 2
- Specific target organ toxicity Category 3
- H226-Flammable liquid and vapour.
- H315-Causes skin irritation.
- H319-Causes serious eye irritation.
- H335-May cause respiratory irritation.
- P210-Keep away from heat, hot surfaces, sparks, open flames and other ignition sources. No smoking.
- P280-Wear protective gloves/protective clothing/eye protection/face protection.
- P305+P351+P338-IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
- MIXTURE LIST-Contains : 1,9-Decadiyne
RUO – Research Use Only
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