9,10-DiethynylAnthracene

Base Information

• Chemical Name: 9,10-DiethynylAnthracene
• CAS No.: 18512-55-5
• Molecular Formula: C18H10
• Molecular Weight: 226.277
• Mol file: 18512-55-5.mol

Synonyms:9,10-Diaethinyl-anthracen;9,10-diethynyl-anthracene;9,10-bis(ethynyl)anthracene;9,10-Diethinyl-anthracen;9,10-bisethynylanthracene;

Chemical Property of 9,10-DiethynylAnthracene

Chemical Property:

• Melting Point: 170 - 180 °C (petroleum ether)
• Boiling Point: 415.4±18.0 °C(Predicted)
• PSA: 0.00000
• Density: 1.17±0.1 g/cm3(Predicted)
• LogP: 3.95560

Purity/Quality:

≥99% ^*data from raw suppliers

9,10-Diethynylanthracene 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 9,10-DiethynylAnthracene

There total 15 articles about 9,10-DiethynylAnthracene which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 90.0%

9,10-bis(trimethylsilyl)ethynylanthracene (18750-95-3) → 9,10-diethynylanthracene (18512-55-5)

Guidance literature:

With water; potassium hydroxide; In tetrahydrofuran; methanol; at 20 ℃; for 2h;

DOI:10.1016/j.tet.2013.12.072

Reference yield: 88.0%

9,10-bis[(triisopropylsilanyl)ethynyl]-anthracene (862667-06-9) → 9,10-diethynylanthracene (18512-55-5)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at -78 - 0 ℃; for 0.75h; Inert atmosphere;

DOI:10.1021/acs.orglett.7b02970

Reference yield:

9,10-Dibromoanthracene (523-27-3) → 9,10-diethynylanthracene (18512-55-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: n-butyllithium / hexane; diethyl ether / 0.67 h

1.2: 50 percent / iodine / hexane; diethyl ether / 0.33 h

2.1: ⁱPrNH₂; CuI; PPh₃ / Pd(OAc)2 / tetrahydrofuran

2.2: 78 percent / tetrahydrofuran

3.1: 76 percent / aq. KOH / tetrahydrofuran; methanol / 2 h / 20 °C

With potassium hydroxide; copper(l) iodide; n-butyllithium; isopropylamine; triphenylphosphine; palladium diacetate; In tetrahydrofuran; methanol; diethyl ether; hexane;

DOI:10.1039/b405070c

upstream raw materials:

9,10-diethynyl-9,10-dihydroanthracene-9,10-diol

9,10-diethynyl-9,10-dihydro-anthracene-9r,10t-diol

9,10-bis(trimethylsilyl)ethynylanthracene

9,9-diethyl-2,7-bis-trimethylsilanylethynyl-9H-fluorene

Downstream raw materials:

9,10-bis[(diphenylhydroxymethyl)ethynyl]anthracene

9,10-Bis-<(1-hydroxy-cyclohexyl-(1))-ethinyl>-anthracen

2,7-bis[(2,3,4,5-tetraphenyl)phenyl]-9,10-anthracene

9,10-bis(4-diallylethoxysilylphenylethynyl)anthracene