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1,9-Decadiyne, 97%

Codice prodotto. 11494924
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Codice prodotto. 11494924 Fornitore Thermo Scientific Alfa Aesar N. del fornitore A13834.14
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CAS: 1720-38-3 | C10H14 | 134.22 g/mol

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.
TRUSTED_SUSTAINABILITY

Identificatori chimici

CAS 1720-38-3
Formula molecolare C10H14
Molecular Weight (g/mol) 134.22
Numero MDL MFCD00014926
InChI Key ILVDYAGPHFWNQI-UHFFFAOYSA-N
Sinonimo 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

Specifica

Materiale o nome chimico 1,9-Decadiyne
Densità 0.822
Punti di ebollizione 80°C to 81°C (10 mmHg)
Punto d'infiammabilità 60°C (140°F)
Indice di rifrazione 1.451
Quantità 25 g
Numero UN UN3295
Beilstein 1734594
Informazioni di solubilità Insoluble in water.
Peso formulazione 134.22
Percent Purity 97%
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