5,6,11,12-Tetrahydrodibenz[b,f]azocin-6-one

Base Information

• Chemical Name: 5,6,11,12-Tetrahydrodibenz[b,f]azocin-6-one
• CAS No.: 6047-29-6
• Molecular Formula: C15H13 N O
• Molecular Weight: 223.274
• Hs Code.: 2933990090
• European Community (EC) Number: 227-942-7
• NSC Number: 140720
• UNII: EH363WT422
• DSSTox Substance ID: DTXSID20209215
• Nikkaji Number: J227.255E
• Wikidata: Q83083423
• ChEMBL ID: CHEMBL1568163
• Mol file: 6047-29-6.mol

Synonyms:6047-29-6;11,12-dihydrodibenzo[b,f]azocin-6(5h)-one;5,6,11,12-Tetrahydrodibenz[b,f]azocin-6-one;11,12-dihydro-5H-benzo[c][1]benzazocin-6-one;11,12-Dihydrodibenz[b,f]azocin-6(5H)-one;5,6,11,12-Tetrahydrodibenz(b,f)azocin-6-one;Dibenz[b,f]azocin-6(5H)-one, 11,12-dihydro-;EH363WT422;EINECS 227-942-7;2-AZatricyclo[10.4.0.0^{4,9}]hexadeca-1(12),4,6,8,13,15-hexaen-3-one;NSC-140720;11,12-Dihydrodibenz(b,f)azocin-6(5H)-one;Dibenz(b,f)azocin-6(5H)-one, 11,12-dihydro-;NSC140720;MLS001359892;UNII-EH363WT422;SCHEMBL2086488;CHEMBL1568163;DTXSID20209215;HMS3056L20;BBL027494;STL240963;AKOS015889168;NSC 140720;NCGC00247303-01;SMR001224385;VS-08552;CS-0137654;FT-0690944;11,12-dihydro-5H-dibenzo[b,f]azocin-6-one;5,6,11,12-Tetrahydrodibenz[b,f]azocin-6-one, 97%;2-AZATRICYCLO[10.4.0.0?,?]HEXADECA-1(16),4(9),5,7,12,14-HEXAEN-3-ONE

Chemical Property of 5,6,11,12-Tetrahydrodibenz[b,f]azocin-6-one

Chemical Property:

• Vapor Pressure: 0.002mmHg at 25°C
• Melting Point: 246-248 °C(lit.)
• Refractive Index: 1.5500 (estimate)
• Boiling Point: 294.794°C at 760 mmHg
• PKA: 13.48±0.20(Predicted)
• Flash Point: 174.668°C
• PSA: 29.10000
• Density: 1.15g/cm³
• LogP: 3.17550
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 223.099714038
• Heavy Atom Count: 17
• Complexity: 289

Purity/Quality:

98%min ^*data from raw suppliers

11,12-Dihydrodibenzo[b,f]azocin-6(5H)-one 95+% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: N
• Statements: 51/53
• Safety Statements: 24/25-61

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1CC2=CC=CC=C2NC(=O)C3=CC=CC=C31

Technology Process of 5,6,11,12-Tetrahydrodibenz[b,f]azocin-6-one

There total 6 articles about 5,6,11,12-Tetrahydrodibenz[b,f]azocin-6-one 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: 97.0%

10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-one oxime (1785-74-6) → 5,6,11,12-tetrahydrodibenz[b,f]azocin-6-one (6047-29-6)

Guidance literature:

With Eaton′s Reagent; at 100 ℃; for 0.5h; Inert atmosphere;

DOI:10.1055/s-0033-1340509

Reference yield: 52.0%

dibenzosuberane (833-48-7) → 5,6,11,12-tetrahydrodibenz[b,f]azocin-6-one (6047-29-6)

Guidance literature:

With trimethylsilylazide; diphenyl phosphoryl azide; water; 2,3-dicyano-5,6-dichloro-p-benzoquinone; iron(II) chloride; In acetic acid; trifluoroacetic acid; at 80 ℃; for 48h; Inert atmosphere;

DOI:10.1002/anie.201106112

Reference yield:

dibenzosuberenon (2222-33-5) → 5,6,11,12-tetrahydrodibenz[b,f]azocin-6-one (6047-29-6)

Guidance literature:

Multi-step reaction with 2 steps

1: hydroxylamine hydrochloride; pyridine / ethanol / 12 h / Reflux

2: Eaton’s reagent / 0.5 h / 100 °C

With pyridine; Eaton’s reagent; hydroxylamine hydrochloride; In ethanol;

DOI:10.1002/anie.202009408

upstream raw materials:

dibenzosuberane

10,11-Dihydro-5H-dibenzo[a,d]cyclohepten-5-one

10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-one oxime

dibenzosuberenon

Downstream raw materials:

2-[2-(2-aminophenyl)ethyl]benzoic acid hydrochloride

2-azatricyclo[10.4.0.0^4,9]hexadeca-1⁽¹⁶⁾,4⁽⁹⁾,5,7,10,12,14-heptene

1-{[6-(11,12-didehydrodibenzo[b,f]azocin-5(6H)-yl)-6-oxohexanoyl]oxy}pyrrolidine-2,5-dione

Refernces

• 1、 Chadwick, Ryan C.,Van Gyzen, Sabrina,Liogier, Sophie,Adronov, Alex. "Scalable synthesis of strained cyclooctyne derivatives". . p. 669 - 677. Retrieved 2014/03/21.
• 2、 SOWINSKI,YALE. "NOVEL POLYCYCLIC HETEROCYCLES. I. THE SYNTHESIS OF 5,6-DIHYDRO- AND". . p. 117 - 119. Retrieved 2007/10/05.