5H-Dibenzo[a,d]cyclohepten-5-one

Base Information

• Chemical Name: 5H-Dibenzo[a,d]cyclohepten-5-one
• CAS No.: 2222-33-5
• Molecular Formula: C15H10O
• Molecular Weight: 206.244
• Hs Code.: 29143990
• European Community (EC) Number: 218-737-3
• NSC Number: 86151
• UNII: XQJHQ6T1YB
• DSSTox Substance ID: DTXSID4062274
• Nikkaji Number: J42.185E
• ChEMBL ID: CHEMBL1535826
• Mol file: 2222-33-5.mol

Synonyms:Dibenzosuberenone;2222-33-5;5H-Dibenzo[a,d]cyclohepten-5-one;5-Dibenzosuberenone;5H-Dibenzo[a,d][7]annulen-5-one;5H-Dibenzo(a,d)cyclohepten-5-one;Dibenzo[a,d]cyclohepten-5-one;2,3:6,7-Dibenzotropone;2,3:6,7-Dibenzosuberen-4-on-1;Dibenzo(a,d)cyclohepten-5-one;NSC 86151;5H-Dibenzo(a,d)cycloheptenone;XQJHQ6T1YB;EINECS 218-737-3;MFCD00003588;BRN 0743171;5H-Dibenzo[a,d]cycloheptenone;Dibenzo(b,f)cyclohepten-1-one;Dibenzo[b,f]cyclohepten-1-one;MLS001359822;NSC-86151;SMR001224379;tricyclo[9.4.0.03,8]pentadeca-1(15),3,5,7,9,11,13-heptaen-2-one;EC 218-737-3;4-07-00-01737 (Beilstein Handbook Reference);5h-dibenzo[a,d]cyclohepten-5-one (dibenzosuberenone);dibenzo[2,1-b:1',2'-e][7]annulen-11-one;Dibenzosuberenone-5;2,7-Dibenzotropone;UNII-XQJHQ6T1YB;5-Dibenzosuberenone, 97%;cid_16679;2,7-Dibenzosuberen-4-on-1;SCHEMBL268735;WLN: L C676 BVJ;CHEMBL1535826;dibenzo[a,d]cyclo-hepten-5-one;DTXSID4062274;BDBM93906;5H-dibenzo[a,d]cycloheptene-5-on;HMS3058N10;5H-dibenzo[a,d]cycloheptene-5-one;NSC86151;5H-dibenzo[a,d]-cyclohepten-5-one;5H-dibenzo[a,d]cyclo-hepten-5-one;AKOS004907136;AC-8771;dibenzo[[?],[?]][7]annulen-11-one;NCGC00247282-01;AS-13493;LS-60818;SY039325;DIBENZOCYCLOHEPTENONE [USP IMPURITY];AM20030373;CS-0001455;D1791;FT-0602562;EN300-196163;11-dibenzo[1,2-a:1'',2''-e][7]annulenone;dibenzo[1,2-a:1'',2''-e]cyclohepten-11-one;A852221;dibenzo[1,2-a:1'',2''-e][7]annulen-11-one;dibenzo[1,2-a:1\',2\'-e][7]annulen-11-one;SR-01000316066;SR-01000316066-1;W-107494;tricyclo[9.4.0.0,3,8]pentadeca-1(15),3,5,7,9,11,13-heptaen-2-one

Chemical Property of 5H-Dibenzo[a,d]cyclohepten-5-one

Chemical Property:

• Appearance/Colour: white to pale yellow or beige crystalline powder
• Vapor Pressure: 1.75E-05mmHg at 25°C
• Melting Point: 87-88 °C(lit.)
• Refractive Index: 1.642
• Boiling Point: 363.9 °C at 760 mmHg
• Flash Point: 160.2 °C
• PSA: 17.07000
• Density: 1.188 g/cm³
• LogP: 3.35320
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly)
• Water Solubility.: Soluble in chloroform, ethyl acetate. Insoluble in water.
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 206.073164938
• Heavy Atom Count: 16
• Complexity: 277

Purity/Quality:

≥99.5% ^*data from raw suppliers

5-Dibenzosuberenone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 24/25-36-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=CC3=CC=CC=C3C2=O
• Uses: 5-Dibenzosuberenone Can be used in the synthesis of a series of potent antidepressants.

Technology Process of 5H-Dibenzo[a,d]cyclohepten-5-one

There total 31 articles about 5H-Dibenzo[a,d]cyclohepten-5-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: 99.0%

10,11-dibromo[(10,11-dihydro-5H-dibenzo[a,d]cyclohept-5-one)] (57295-97-3) → dibenzosuberenon (2222-33-5)

Guidance literature:

With N,N,N,N,-tetramethylethylenediamine; sexithiophene; In N,N-dimethyl-formamide; for 1h; Inert atmosphere; Irradiation;

DOI:10.1021/cs501030f

Reference yield: 99.0%

trans-10,11-dibromo-10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-one (39654-52-9) → dibenzosuberenon (2222-33-5)

Guidance literature:

With sodium selenite; rac-cysteine; In tetrahydrofuran; water; at 0 ℃; for 0.0833333h;

DOI:10.1039/c39900000730

Reference yield: 95.0%

5H-dibenzo[a,d]cyclohepten-5-ol (10354-00-4) → dibenzosuberenon (2222-33-5)

Guidance literature:

With Merrifield's resin-bound N-aminoimidazolium chlorochromate; In dichloromethane; for 2.5h; Heating;

DOI:10.1055/s-2001-11431

upstream raw materials:

suberene

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

methanol

5-diazo-5H-dibenzocycloheptene

Downstream raw materials:

5-(4-methoxyphenyl)-5H-dibenzo[a,d]cyclohepten-5-ol

5-(2-Fluor-benzyliden)-5H-dibenzo[a,d]cyclohepten

C₂₅H₂₀O₃

p-Tolyl-<5H-dibenzocyclohepten-5-yl>-sulfon

Refernces

• 1、 Gannon, T.,McGimpsey, W. G.. "Photochemistry of trans-10,11-Dibromodibenzosuberone: A Near-UV Photoacid Generator". . p. 913 - 916. Retrieved 1993.
• 2、 Schoenberg et al.. "-". . p. 3669. Retrieved 1968.
• 3、 Abinaya, R.,Balasubramaniam, K. K.,Baskar, B.,Divya, P.,Mani Rahulan, K.,Rahman, Abdul,Sridhar, R.,Srinath, S.. "Visible light mediated selective oxidation of alcohols and oxidative dehydrogenation of N-heterocycles using scalable and reusable La-doped NiWO4nanoparticles". . p. 5990 - 6007. Retrieved 2021/08/24.
• 4、 Pradhan, Suman,Sharma, Vishali,Chatterjee, Indranil. "Nitrosoarene-Catalyzed HFIP-Assisted Transformation of Arylmethyl Halides to Aromatic Carbonyls under Aerobic Conditions". supporting information. p. 6148 - 6152. Retrieved 2021/08/03.