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  6. 1,9-Decadiyne, 97%, Thermo Scientific Chemicals

1,9-Decadiyne, 97%, Thermo Scientific Chemicals

Catalog No. AAA1383414
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Quantity:
5 g
25 g

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.

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.

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.

Chemical Identifiers

CAS 1720-38-3
Molecular Formula C10H14
Molecular Weight (g/mol) 134.22
MDL Number MFCD00014926
InChI Key ILVDYAGPHFWNQI-UHFFFAOYSA-N
Synonym 1,9-decadiyne, acmc-1bppd, 1,9-decadiyne 6ci, 7ci, 8ci, 9ci
PubChem CID 74400
ChEBI CHEBI:37823
IUPAC Name deca-1,9-diyne
SMILES C#CCCCCCCC#C

Specifications

Density 0.822
Boiling Point 80°C to 81°C (10 mmHg)
Flash Point 60°C (140°F)
Refractive Index 1.451
Quantity 25 g
UN Number UN3295
Beilstein 1734594
Solubility Information Insoluble in water.
Formula Weight 134.22
Percent Purity 97%
Chemical Name or Material 1,9-Decadiyne
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Safety and Handling

Hazard Category H226-H315-H319-H335
Hazard Statement GHS H Statement
H226
Flammable liquid and vapour.
Precautionary Statement 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
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
SDS

RUO – Research Use Only

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