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113705-27-4

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Basic Information
CAS No.: 113705-27-4
Name: Naphthalene, 2,7-diethynyl
Article Data: 8
Molecular Structure:
Molecular Structure of 113705-27-4 (Naphthalene, 2,7-diethynyl)
Formula: C14H8
Molecular Weight: 176.218
Synonyms: Naphthalene,2,7-diethynyl;
Density: 1.10±0.1 g/cm3(Predicted)
Boiling Point: 315.2±15.0 °C(Predicted)
PSA: 0.00000
LogP: 2.80240
Related products
Synthetic route
113705-17-2

2,7-bis[2-(trimethylsilyl)ethynyl]naphthalene

113705-27-4

2,7-diethynylnaphthalene

Conditions
ConditionsYield
With sodium hydroxide In tetrahydrofuran; water at 20℃; for 2h;100%
With water; sodium hydroxide In tetrahydrofuran at 20℃; for 2h;100%
With potassium fluoride dihydrate In tetrahydrofuran; methanesulfonic acid Concentration; Time;100%
58556-75-5

2,7-dibromonaphthalene

113705-27-4

2,7-diethynylnaphthalene

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 82 percent / (PhCN)2PdCl2, Ph3P, copper(II) acetate hydrate, diisopropylamine / 1.) RT, 4 h, 2.) reflux, 1 h
2: 91 percent / KOH, H2O / methanol / 0.33 h / Ambient temperature
View Scheme
Multi-step reaction with 2 steps
1: copper(l) iodide; triethylamine; tetrakis(triphenylphosphine) palladium(0) / tetrahydrofuran / 40 °C / Inert atmosphere
2: potassium carbonate / tetrahydrofuran; methanol / 0.5 h / 20 °C
View Scheme
Multi-step reaction with 2 steps
1: tetrakis(triphenylphosphine) palladium(0); copper(l) iodide; triethylamine / tetrahydrofuran / 24 h / 65 °C
2: potassium fluoride dihydrate / tetrahydrofuran; methanol / 2 h / 20 °C
View Scheme
Multi-step reaction with 2 steps
1: bis-triphenylphosphine-palladium(II) chloride; triphenylphosphine; copper(l) iodide; diisopropylamine / tetrahydrofuran / 20 - 50 °C / Inert atmosphere
2: potassium hydroxide; water / tetrahydrofuran
View Scheme
582-17-2

2,7-Dihydroxynaphthalene

2-oxy-benzaldehyde

2-oxy-benzaldehyde

113705-27-4

2,7-diethynylnaphthalene

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 1.) bromine, Ph3P / 1.) acetonitrile, 70 deg C, 30 min, 2.) 250 deg C, 50 min
2: 82 percent / (PhCN)2PdCl2, Ph3P, copper(II) acetate hydrate, diisopropylamine / 1.) RT, 4 h, 2.) reflux, 1 h
3: 91 percent / KOH, H2O / methanol / 0.33 h / Ambient temperature
View Scheme
582-17-2

2,7-Dihydroxynaphthalene

113705-27-4

2,7-diethynylnaphthalene

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: dmap; 2,6-dimethylpyridine / dichloromethane; tetrahydrofuran / 7.25 h / -78 - 0 °C / Molecular sieve; Inert atmosphere
2: copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); triphenylphosphine; piperidine / Molecular sieve; Inert atmosphere; Reflux
3: sodium hydroxide / tetrahydrofuran; water / 2 h / 20 °C
View Scheme
Multi-step reaction with 3 steps
1: dmap; 2,6-dimethylpyridine / dichloromethane; tetrahydrofuran / 7.25 h / -78 - 0 °C / Molecular sieve; Inert atmosphere
2: piperidine; triphenylphosphine / tetrakis(triphenylphosphine) palladium(0); copper(l) iodide / Inert atmosphere; Molecular sieve; Reflux
3: sodium hydroxide; water / tetrahydrofuran / 2 h / 20 °C
View Scheme
Multi-step reaction with 3 steps
1: triethylamine / dichloromethane / 0 - 20 °C
2: tetrakis(triphenylphosphine) palladium(0); copper(l) iodide; triethylamine / tetrahydrofuran / 24 h / 40 °C / Inert atmosphere; Sealed tube
3: potassium carbonate; methanol / 24 h / 20 °C
View Scheme
151391-00-3

methanesulfonic acid 1,1,1-trifluoro-1,1'-(2,7-naphthalenedidyl) ester

113705-27-4

2,7-diethynylnaphthalene

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); triphenylphosphine; piperidine / Molecular sieve; Inert atmosphere; Reflux
2: sodium hydroxide / tetrahydrofuran; water / 2 h / 20 °C
View Scheme
Multi-step reaction with 2 steps
1: piperidine; triphenylphosphine / tetrakis(triphenylphosphine) palladium(0); copper(l) iodide / Inert atmosphere; Molecular sieve; Reflux
2: sodium hydroxide; water / tetrahydrofuran / 2 h / 20 °C
View Scheme
Multi-step reaction with 2 steps
1: tetrakis(triphenylphosphine) palladium(0); copper(l) iodide; triethylamine / tetrahydrofuran / 24 h / 40 °C / Inert atmosphere; Sealed tube
2: potassium carbonate; methanol / 24 h / 20 °C
View Scheme
1086430-30-9

methyl 3-iodo-7-isopropylazulene-1-carboxylate

113705-27-4

2,7-diethynylnaphthalene

C44H36O4

Conditions
ConditionsYield
With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); triethylamine In tetrahydrofuran at 50℃; Sonogashira Cross-Coupling;99%

9-azido-9H-xanthene

113705-27-4

2,7-diethynylnaphthalene

A

4-(7-ethynylnaphthalen-2-yl)-1-(9H-xanthen-9-yl)-1H-1,2,3-triazole

B

2,7-bis(1-(9H-xanthen-9-yl)-1H-1,2,3-triazol-4-yl)naphthalene

Conditions
ConditionsYield
With sodium L-ascorbate; N-ethyl-N,N-diisopropylamine In tert-butyl alcohol at 50℃;A 69%
B 96%
...Expand
1120-90-7

3-iodopyridine

113705-27-4

2,7-diethynylnaphthalene

1262535-58-9

2,7-bis(pyridin-3-ylethynyl)naphthalene

Conditions
ConditionsYield
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine In tetrahydrofuran at 20℃; for 18h; Sonogashira coupling; Inert atmosphere;76%

C14H11IN4

113705-27-4

2,7-diethynylnaphthalene

C42H28N8

Conditions
ConditionsYield
With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); triethylamine In tetrahydrofuran at 50℃; for 24h; Sealed tube; Inert atmosphere;50%
1443619-95-1

di-tert-butyl (((5-azido-1,3-phenylene)bis(oxy))bis(propane-3,1-diyl))dicarbamate

113705-27-4

2,7-diethynylnaphthalene

A

1448431-93-3

C58H78N10O12

B

1448431-96-6

C36H43N5O6

Conditions
ConditionsYield
With copper(ll) sulfate pentahydrate; sodium L-ascorbate In water; tert-butyl alcohol at 20℃; for 16h;A 43%
B 41%
...Expand
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