Dibenz(a,j)acridine, 1,2,3,4-tetrahydro-

Base Information

• Chemical Name: Dibenz(a,j)acridine, 1,2,3,4-tetrahydro-
• CAS No.: 105467-77-4
• Molecular Formula: C21H17 N
• Molecular Weight: 283.37
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID00147146
• Wikidata: Q83012308
• Mol file: 105467-77-4.mol

Synonyms:Dibenz(a,j)acridine, 1,2,3,4-tetrahydro-;105467-77-4;1,2,3,4-Tetrahydrodibenz(a,j)acridine;CCRIS 3312;13-azapentacyclo[12.8.0.03,12.04,9.017,22]docosa-1(14),2,4,6,8,10,12,15,17(22)-nonaene;1,2,3,4-TETRAHYDRODIBENZ[A,J]ACRIDINE;DTXSID00147146

Chemical Property of Dibenz(a,j)acridine, 1,2,3,4-tetrahydro-

Chemical Property:

• Vapor Pressure: 2.54E-10mmHg at 25°C
• Melting Point: 118 °C
• Boiling Point: 518.1°Cat760mmHg
• PKA: 5.45±0.20(Predicted)
• Flash Point: 231.4°C
• PSA: 12.89000
• Density: 1.222g/cm³
• LogP: 5.42000
• XLogP3: 6.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 283.136099547
• Heavy Atom Count: 22
• Complexity: 405

Purity/Quality:

99%min ^*data from raw suppliers

1,2,3,4-TETRAHYDRODIBENZ(A,J)ACRIDINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC2=C(C1)C=CC3=C2C=C4C(=N3)C=CC5=CC=CC=C54

Technology Process of Dibenz(a,j)acridine, 1,2,3,4-tetrahydro-

There total 1 articles about Dibenz(a,j)acridine, 1,2,3,4-tetrahydro- 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:

1-dimethylaminomethyl-naphthalen-2-ol (5419-02-3) + 6-amino-1,2,3,4-tetrahydronaphthalene (2217-43-8) → 1-methyl-2-naphthol (1076-26-2) + 9,10,11,12-tetrahydro-dibenz[a,i]acridine (63021-15-8) + 1,2,3,4-tetrahydrodibenzacridine (105467-77-4)

Guidance literature:

at 260 - 280 ℃; for 0.5h;

DOI:10.1021/jo00382a017

Reference yield:

1,2,3,4-tetrahydrodibenzacridine (105467-77-4) → trans-1,2-bis(benzoyloxy)-1,2,3,4-tetrahydrodibenzacridine (106589-70-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 83 percent / 10percent Pd/C / various solvent(s) / 8 h / 190 °C

2: 1.) Na, NH₃ liq., 2.) AcOH / 1.) THF, 18 h, 2.) 100 deg C to 125 deg C, 18 h

3: 1.) t-BuONa, 2.) DDQ / 1.) t-BuOH, reflux, 15 h, 2.) dioxane, reflux, 15 h

4: 83 mg / I₂ / benzene / 12 h / Heating

With ammonia; iodine; sodium; acetic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; sodium t-butanolate; palladium on activated charcoal; In benzene;

DOI:10.1021/jo00382a017

Reference yield:

1,2,3,4-tetrahydrodibenzacridine (105467-77-4) → trans-3,4-bis(benzoyloxy)-1,2,3,4-tetrahydrodibenzacridine (106589-72-4)

Guidance literature:

Multi-step reaction with 4 steps

1: 83 percent / 10percent Pd/C / various solvent(s) / 8 h / 190 °C

2: 1.) Na, NH₃ liq., 2.) AcOH / 1.) THF, 18 h, 2.) 100 deg C to 125 deg C, 18 h

3: 1.) t-BuONa, 2.) DDQ / 1.) t-BuOH, reflux, 15 h, 2.) dioxane, reflux, 15 h

4: 29 mg / I₂ / benzene / 12 h / Heating

With ammonia; iodine; sodium; acetic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; sodium t-butanolate; palladium on activated charcoal; In benzene;

DOI:10.1021/jo00382a017

upstream raw materials:

1-dimethylaminomethyl-naphthalen-2-ol

6-amino-1,2,3,4-tetrahydronaphthalene

Downstream raw materials:

1-hydroxy-1,2,3,4-tetrahydrodibenzacridine

4-hydroxy-1,2,3,4-tetrahydrodibenzacridine

4b,5a-dihydrodibenzoxirenoacridine

dibenzacridine N-oxide

Refernces