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1,9-Decadiyne, 97%, Thermo Scientific Chemicals
Supplier: Thermo Scientific Chemicals A1383414
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.
ApplicationsOne-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
1,9-Decadiyne | |
0.822 | |
60°C (140°F) | |
1.451 | |
25 g | |
1734594 | |
Insoluble in water. | |
C#CCCCCCCC#C | |
134.22 | |
CHEBI:37823 | |
97% |
1720-38-3 | |
80°C to 81°C (10 mmHg) | |
C10H14 | |
MFCD00014926 | |
UN3295 | |
1,9-decadiyne, acmc-1bppd, 1,9-decadiyne 6ci, 7ci, 8ci, 9ci | |
ILVDYAGPHFWNQI-UHFFFAOYSA-N | |
deca-1,9-diyne | |
74400 | |
134.22 |
Chemical Identifiers
1720-38-3 | |
134.22 | |
ILVDYAGPHFWNQI-UHFFFAOYSA-N | |
74400 | |
deca-1,9-diyne |
C10H14 | |
MFCD00014926 | |
1,9-decadiyne, acmc-1bppd, 1,9-decadiyne 6ci, 7ci, 8ci, 9ci | |
CHEBI:37823 | |
C#CCCCCCCC#C |
Safety and Handling
GHS H Statement
H226
Flammable liquid and vapour.
P210-P233-P235-P240-P241-P242-P243-P261-P264b-P271-P280-P303+P361+P353-P304+P340-P305+P351+P338-P312-P332+P313-P363-P370+P378q-P501c
H226-H315-H319-H335
DOTInformation : Transport Hazard Class: 3; Packing Group: III; Proper Shipping Name: HYDROCARBONS, LIQUID, N.O.S.
EINECSNumber : 217-012-9
TSCA : Yes
Recommended Storage : Ambient temperatures
RUO – Research Use Only