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DIBENZOSUBERENOL

Product Name
DIBENZOSUBERENOL
CAS No.
10354-00-4
Chemical Name
DIBENZOSUBERENOL
Synonyms
NSC 84190;DIBENZOSUBERENOL;11H-dibenzo[1,2-a;Amitriptyline Impurity 10;5H-DIBENZO[A,D][7]ANNULEN-5-OL;5H-DIBENZO [A,D]CYCLOHEPTEN-5-OL;5-Hydroxy-5H-dibenzo[a,d]cycloheptene;11H-dibenzo[1,2-a:1',2'-e][7]annulen-11-ol
CBNumber
CB8414821
Molecular Formula
C15H12O
Formula Weight
208.26
MOL File
10354-00-4.mol
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DIBENZOSUBERENOL Property

Melting point:
122.5-124 °C(lit.)
Boiling point:
401.9±14.0 °C(Predicted)
Density 
1.196±0.06 g/cm3(Predicted)
storage temp. 
-20°C Freezer
solubility 
Chloroform (Sparingly), Methanol (Slightly)
form 
Solid
pka
13.40±0.20(Predicted)
color 
White to Pale Yellow
BRN 
1957458
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Safety

Safety Statements 
22-24/25
WGK Germany 
3
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
D31729
Product name
Dibenzosuberenol
Packaging
10g
Price
$139.65
Updated
2025/07/31
TRC
Product number
D417338
Product name
Dibenzosuberenol
Packaging
500mg
Price
$185
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
DYE0000505
Product name
DIBENZOSUBERENOL
Purity
95.00%
Packaging
1G
Price
$635.62
Updated
2021/12/16
Ambeed
Product number
A122825
Product name
5H-Dibenzo[a,d][7]annulen-5-ol
Purity
98%
Packaging
1g
Price
$43
Updated
2021/12/16
Ambeed
Product number
A122825
Product name
5H-Dibenzo[a,d][7]annulen-5-ol
Purity
98%
Packaging
5g
Price
$125
Updated
2021/12/16
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DIBENZOSUBERENOL Chemical Properties,Usage,Production

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.

Synthesis

2222-33-5

10354-00-4

General procedure for the synthesis of 5H-dibenzo[a,d]cyclohepten-5-ol from 5-dibenzo[a,d]cycloheptenone: 1.50 g (7.27 mmol) of 5-dibenzo[a,d]cycloheptenone was added to a suspension containing 4 mL of water, 0.45 mL of 1N aqueous sodium hydroxide solution and 20 mL of methanol, followed by 200 mg (5.29 mmol) of sodium borohydride. The reaction mixture was stirred overnight. Upon completion of the reaction, the precipitated crystals were collected by filtration, washed with water, and then the crystals were dissolved in ethyl acetate. The organic phase was dried over anhydrous magnesium sulfate and the solvent was subsequently evaporated under reduced pressure to give 5H-dibenzo[a,d]cyclohepten-5-ol. Yield: 1.48 g (7.11 mmol) in 98% yield.1H-NMR (CDCl3) data: δ 2.41 (1H, d), 5.43 (1H, d), 7.11 (2H, s), 7.25-7.31 (2H, m), 7.36-7.44 (4H, m), 7.66 (2H, d).

References

[1] Patent: US2004/167118, 2004, A1. Location in patent: Page 29-30
[2] Patent: US4910312, 1990, A
[3] Patent: US4772615, 1988, A
[4] Patent: EP221572, 1991, B1
[5] Patent: EP1481673, 2004, A1. Location in patent: Page/Page column 42-43

DIBENZOSUBERENOL Preparation Products And Raw materials

Raw materials

Preparation Products

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10354-00-4, DIBENZOSUBERENOLRelated Search:

DIBENZOSUBERENOL Cycloheptatriene Decitropine 10-hydroxyamitriptyline AMITRIPTYLINE-D3 HCL (N-METHYL-D3) 5-(3-DIMETHYLAMINOPROPYL)-10,11-DIHYDRO-5H-DIBENZO[A,D]CYCLOHEPTEN-5-OL NORTRIPTYLINE HYDROCHLORIDE Dibenzosuberone amitriptyline N-oxide Cyclobenzaprine hydrochloride AMITRIPTYLINE HCL (D6) DIBENZOSUBEROL amitriptyline N-glucuronide 10-Hydroxy Amitriptyline Oxalate Amitriptyline EP Impurity E HCl (Mixture of Diastereomers) AMitriptyline-N-Glucuronide-d3 5-Hydroxy-5-methyl-5H-dibenzo[a,d]cycloheptene 5-(2-BROMOETHOXY)-3-CHLORO-5H-DIBENZO[A,D]CYCLOHEPTENE

  • 5H-DIBENZO [A,D]CYCLOHEPTEN-5-OL
  • DIBENZOSUBERENOL
  • 5-Hydroxy-5H-dibenzo[a,d]cycloheptene
  • 5H-DIBENZO[A,D][7]ANNULEN-5-OL
  • 11H-dibenzo[1,2-a:1',2'-e][7]annulen-11-ol
  • NSC 84190
  • Amitriptyline Impurity 10
  • 11H-dibenzo[1,2-a
  • 10354-00-4
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