Dibenzosuberenol

Base Information

• Chemical Name: Dibenzosuberenol
• CAS No.: 10354-00-4
• Molecular Formula: C15H12O
• Molecular Weight: 208.26
• Hs Code.: 2906299090
• European Community (EC) Number: 233-774-5
• NSC Number: 84190
• UNII: S9T01JBH4A
• DSSTox Substance ID: DTXSID50145894
• Nikkaji Number: J236.702E
• Wikidata: Q27289095
• Mol file: 10354-00-4.mol

Synonyms:Dibenzosuberenol;10354-00-4;5h-dibenzo[a,d][7]annulen-5-ol;5H-Dibenzo[a,d]cyclohepten-5-ol;5H-Dibenzo(a,d)cyclohepten-5-ol;NSC 84190;UNII-S9T01JBH4A;S9T01JBH4A;Dibenzo(b,f)cyclohepten-1-ol;EINECS 233-774-5;NSC-84190;5H-Dibenzo[a,d]-1-cyclohepten-5-ol;tricyclo[9.4.0.03,8]pentadeca-1(15),3,5,7,9,11,13-heptaen-2-ol;Dibenzo[b,f]cyclohepten-1-ol;5-Hydroxy-5H-dibenzo[a,d]cycloheptene;5-HYDROXY-5H-DIBENZO(A,D)CYCLOHEPTENE;NSC84190;5-DIBENZOSUBERENOL;SCHEMBL1276091;DTXSID50145894;5H-dibenzo-[a,d]-cyclohepten-5-ol;MFCD00003586;AKOS022174813;AS-60174;5H-DIBENZO [A,D]CYCLOHEPTEN-5-OL;DIBENZOCYCLOHEPTENOL [USP IMPURITY];CS-0196468;FT-0624630;11H-dibenzo[[?],[?]][7]annulen-11-ol;O11443;A852205;J-000997;11H-dibenzo[1,2-a:1\',2\'-e][7]annulen-11-ol;Q27289095;TRICYCLO[9.4.0.0(3),?]PENTADECA-1(11),3,5,7,9,12,14-HEPTAEN-2-OL

Chemical Property of Dibenzosuberenol

Chemical Property:

• Vapor Pressure: 3.52E-07mmHg at 25°C
• Melting Point: 122.5-124 °C(lit.)
• Refractive Index: 1.659
• Boiling Point: 401.9 °C at 760 mmHg
• PKA: 13.40±0.20(Predicted)
• Flash Point: 147.6 °C
• PSA: 20.23000
• Density: 1.196 g/cm³
• LogP: 3.25210
• Storage Temp.: -20°C Freezer
• Solubility.: Chloroform (Sparingly), Methanol (Slightly)
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 208.088815002
• Heavy Atom Count: 16
• Complexity: 245

Purity/Quality:

98.0%Min ^*data from raw suppliers

Dibenzosuberenol ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C2C(C3=CC=CC=C3C=CC2=C1)O
• Uses: Dibenzosuberenol is an intermediate in the synthesis of 5H-Dibenzo[a,d]cycloheptene which itself was used in the synthesis of cyclotribenzylenes. Also functions as a calmodulin inhibitor affecting various crucial cellular processes.

Technology Process of Dibenzosuberenol

There total 15 articles about Dibenzosuberenol 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: 99.6%

10,11-Dihydro-5H-dibenzo[a,d]cyclohepten-5-one (1210-35-1) → 5H-dibenzo[a,d]cyclohepten-5-ol (10354-00-4)

Guidance literature:

With sodium tetrahydroborate;

DOI:10.1021/jo01289a028

Reference yield: 98.0%

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

Guidance literature:

With sodium hydroxide; sodium tetrahydroborate; In methanol; water;

Reference yield: 94.0%

isopropylmagnesium bromide (920-39-8) + dibenzosuberenon (2222-33-5) → 5H-dibenzo[a,d]cyclohepten-5-ol (10354-00-4) + 5-isopropyl-5H-dibenzo[a,d]cyclohepten-5-ol (123299-71-8)

Guidance literature:

isopropylmagnesium bromide; With (trimethylsilyl)methylmagnesium chloride; lithium chloride; zinc(II) chloride; In tetrahydrofuran; diethyl ether; at 20 ℃;

dibenzosuberenon; In tetrahydrofuran; diethyl ether; at 0 ℃; for 3h;

DOI:10.1039/b926243a

upstream raw materials:

dibenzosuberenon

N'-[5H-Dibenzo[a,d]cyclohepten-5-ylidene]-p-toluenesulfonohydrazide

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

Acetic acid 5H-dibenzo[a,d]cyclohepten-5-yl ester

Downstream raw materials:

5-<2-Dimethylamino-aethoxy>-dibenzo1,3,5-cycloheptatrien

5-(4-Hydroxy-4-phenylpiperidine-1-yl)-5H-dibenzo[a,d] cycloheptene

dibenzosuberenon

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

Refernces

• 1、 Pomerantz, Martin,Combs, Gerald L.,Fink, Rina. "Thermal Extrusion of a One-Carbon Species from 1,2-Benzotropilidene (5H-benzocycloheptene), the Benzotropyl (Benzocycloheptenyl) Free Radical, 1,2:5,6-Dibenzotropilidene (5H-Dibenzocycloheptene), and the 1,2:4,5-Dibenzotropyl (Dibenzocycloheptenyl) Free Radical". . p. 143 - 149. Retrieved 1980.
• 2、 Bedford, Colin T.. "An efficient, large-scale synthesis of cytenamide". . p. 153 - 155. Retrieved 2018.
• 3、 -. "Polycyclic pyridone derivative, pharmaceutical composition and application thereof". Paragraph 0131-0132. . Retrieved 2021/05/01.
• 4、 Garg, Nidhi,Paira, Soumen,Sundararaju, Basker. "Efficient Transfer Hydrogenation of Ketones using Methanol as Liquid Organic Hydrogen Carrier". . p. 3472 - 3476. Retrieved 2020/05/29.