1,2,3,4-Tetrahydroanthracene

Base Information

• Chemical Name: 1,2,3,4-Tetrahydroanthracene
• CAS No.: 2141-42-6
• Molecular Formula: C14H14
• Molecular Weight: 182.265
• Hs Code.: 2902909090
• European Community (EC) Number: 218-392-9
• DSSTox Substance ID: DTXSID00175681
• Nikkaji Number: J149.666B
• Wikidata: Q83046010
• Mol file: 2141-42-6.mol

Synonyms:1,2,3,4-Tetrahydroanthracene;2141-42-6;Anthracene, 1,2,3,4-tetrahydro-;Anthracene, tetrahydro-;EINECS 218-392-9;DTXSID00175681;1,2,3,4-Tetrahydroanthracene #;FT-0778166

Chemical Property of 1,2,3,4-Tetrahydroanthracene

Chemical Property:

• Vapor Pressure: 0.000482mmHg at 25°C
• Melting Point: 103-105 °C
• Refractive Index: 1.4850 (estimate)
• Boiling Point: 323.8°Cat760mmHg
• Flash Point: 156.5°C
• PSA: 0.00000
• Density: 1.069g/cm³
• LogP: 3.71860
• XLogP3: 4.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 182.109550447
• Heavy Atom Count: 14
• Complexity: 174

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC2=CC3=CC=CC=C3C=C2C1
• General Description: 1,2,3,4-Tetrahydroanthracene is a hydrogenated derivative of anthracene, formed through catalytic hydrogenation processes, as demonstrated in studies involving MoS₂ nanocatalysts. It can also be produced as a byproduct in reactions involving N-heterocyclic carbene boranes (NHC-boranes) as hydrogen donors, particularly in the context of Masamune-Bergman reactions, where it arises from hydrogenation of a p-benzyne intermediate. 1,2,3,4-tetrahydroanthracene's formation is influenced by reaction conditions, including solvent polarity, which may shift the mechanism between radical and ionic pathways.

Technology Process of 1,2,3,4-Tetrahydroanthracene

There total 136 articles about 1,2,3,4-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: 79.2%

anthracene (120-12-7) → 9,10-dihydroanthracene (613-31-0) + 9,10-dihydro-9-methylanthracene (17239-99-5) + 1,2,3,4-tetrahydroanthracene (2141-42-6)

Guidance literature:

With hydrogen; lithium aluminium tetrahydride; titanium tetrachloride; In diethylene glycol dimethyl ether; at 200 ℃; for 18h; under 67505.4 Torr;

Reference yield: 68.0%

anthracene (120-12-7) → 9,10-dihydroanthracene (613-31-0) + 1,2,3,4-tetrahydroanthracene (2141-42-6)

Guidance literature:

With hydrogen; lithium aluminium tetrahydride; In n-heptane; at 200 ℃; for 16h; under 67505.4 Torr;

Reference yield: 52.3%

anthracene (120-12-7) → 9,10-dihydroanthracene (613-31-0) + 1,2,3,4,5,6,7,8,9,10-hexahydroanthracene (3485-60-7) + 1,2,3,4-tetrahydroanthracene (2141-42-6) + 1,2,3,4,5,6,7,8-octahydroanthracene (1079-71-6)

Guidance literature:

With hydrogen; lithium aluminium tetrahydride; titanium tetrachloride; In n-heptane; at 200 ℃; for 3h; under 67505.4 Torr; Further byproducts given;

upstream raw materials:

9,10-dihydroanthracene

tetralin

anthracene

1-hydroxyanthracene

Downstream raw materials:

1,2,3,4,5,6,7,8-octahydroanthracene

1-(5,6,7,8-tetrahydro-[2]anthryl)-butan-1-one

benzene-1,2-dicarboxylic acid

C₂₄H₂₇NO₂