1,4,9,10-Tetrahydroanthracene

Base Information

• Chemical Name: 1,4,9,10-Tetrahydroanthracene
• CAS No.: 5910-31-6
• Molecular Formula: C14H14
• Molecular Weight: 182.265
• DSSTox Substance ID: DTXSID20436504
• Nikkaji Number: J1.710.850F
• Wikidata: Q82251779

Synonyms:1,4,9,10-tetrahydroanthracene;Anthracene, 1,4,9,10-tetrahydro-;5910-31-6;DTXSID20436504

Chemical Property of 1,4,9,10-Tetrahydroanthracene

Chemical Property:

• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 182.109550447
• Heavy Atom Count: 14
• Complexity: 254

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C=CCC2=C1CC3=CC=CC=C3C2

Technology Process of 1,4,9,10-Tetrahydroanthracene

There total 1 articles about 1,4,9,10-Tetrahydroanthracene 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: 60.0%

9,10-dihydroanthracene (613-31-0) → 1,4,5,8,9,10-hexahydroanthracene (5910-28-1) + 1,4,9,10-tetrahydroanthracene (5910-31-6)

Guidance literature:

With lithium; In tetrahydrofuran; ammonia; for 4h;

DOI:10.1021/ja00522a033

Reference yield:

1,4,9,10-tetrahydroanthracene (5910-31-6) → suberene (256-81-5)

Guidance literature:

Multi-step reaction with 5 steps

1: 41 percent / potassium tert-butoxide / benzene; pentane / 10.5 h

2: 92 percent / hydrogen / 5percent Pd-C / ethyl acetate

3: 77 percent / methyllithium / diethyl ether / 3 h / other tricyclic cyclopropylidene precursors, reaction regiospecificity

4: 65 percent / AgClO₄ / benzene / 24 h / Ambient temperature

5: 20 mg / 2,3-dichloro-5,6-dicyanobenzoquinone / benzene / 24 h / Ambient temperature

With potassium tert-butylate; methyllithium; hydrogen; silver perchlorate; 2,3-dicyano-5,6-dichloro-p-benzoquinone; palladium on activated charcoal; In diethyl ether; ethyl acetate; pentane; benzene;

DOI:10.1021/ja00522a033

upstream raw materials:

9,10-dihydroanthracene

Downstream raw materials:

suberene

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