8,9-Dihydro-5H-benzo[7]annulen-7(6H)-one
- Product Name
- 8,9-Dihydro-5H-benzo[7]annulen-7(6H)-one
- CAS No.
- 37949-03-4
- Chemical Name
- 8,9-Dihydro-5H-benzo[7]annulen-7(6H)-one
- Synonyms
- 5,6,8,9-tetrahydro-7H-benzo[7]annulen-7-one;6,7,8,9-Tetrahydro-5H-benzo[7]annulen-7-one;CPD1725-A3;3-Benzosuberone;7-benzocycloheptanone;BGB-324 intermediate;7-benzenebenzocycloheptylone;8,9-Dihydro-5H-benzo[7]annulen-7(6H);5,6,8,9-tetrahydrobenzo[7]annulen-7-one;8,9-Dihydro-5H-benzo[7]annulen-7(6H)-one
- CBNumber
- CB32535792
- Molecular Formula
- C11H12O
- Formula Weight
- 160.21
- MOL File
- 37949-03-4.mol
8,9-Dihydro-5H-benzo[7]annulen-7(6H)-one Property
- Melting point:
- 38.5 °C
- Boiling point:
- 288.2±29.0 °C(Predicted)
- Density
- 1.064±0.06 g/cm3(Predicted)
- storage temp.
- Sealed in dry,Room Temperature
- Appearance
- Off-white to light yellow <38.5°C Solid,>38.5°C Liquid
- InChI
- InChI=1S/C11H12O/c12-11-7-5-9-3-1-2-4-10(9)6-8-11/h1-4H,5-8H2
- InChIKey
- MRLBDJHIJZHYMK-UHFFFAOYSA-N
- SMILES
- C12=CC=CC=C1CCC(=O)CC2
Safety
- HS Code
- 2916199590
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- D446955
- Product name
- 8,9-Dihydro-5H-benzo[7]annulen-7(6H)-one
- Packaging
- 250mg
- Price
- $145
- Updated
- 2021/12/16
- Product number
- 4868AB
- Product name
- 8,9-Dihydro-5H-benzo[7]annulen-7(6H)-one
- Packaging
- 1g
- Price
- $224
- Updated
- 2021/12/16
- Product number
- 102000
- Product name
- 5,6,8,9-Tetrahydrobenzocyclohepten-7-one
- Purity
- 95%
- Packaging
- 500mg
- Price
- $260
- Updated
- 2021/12/16
- Product number
- 2617-1-40
- Product name
- 6,7,8,9-Tetrahydro-5H-benzo[7]annulen-7-one
- Packaging
- 1g
- Price
- $285
- Updated
- 2021/12/16
- Product number
- 102000
- Product name
- 5,6,8,9-Tetrahydrobenzocyclohepten-7-one
- Purity
- 95%
- Packaging
- 1g
- Price
- $400
- Updated
- 2021/12/16
8,9-Dihydro-5H-benzo[7]annulen-7(6H)-one Chemical Properties,Usage,Production
Uses
8,9-Dihydro-5H-benzo[7]annulen-7(6H)-one is a reactant in the preparation of benzo[7]annulen-7-amines with GluN2B affinity and selectivity.
Synthesis
24790-66-7
37949-03-4
The general procedure for the synthesis of 8,9-dihydro-5H-benzo[7]roten-7(6H)-ones from the compound (CAS:24790-66-7) was as follows: first, 3 5,6,8,9-tetrahydro-benzocyclohepten-7-one (compound of formula II) was prepared. A mixture of isomers of dimethyl 7-oxo-5,6,8,9-tetrahydrobenzocycloheptene-6,8-dicarboxylate (80 g, obtained according to Preparation 2) was dissolved in a mixture of aqueous 3M sulfuric acid (300 mL) and acetonitrile (50 mL) under argon protection and refluxed overnight. Upon completion of the reaction, the mixture was diluted with ether, neutralized with 2M aqueous sodium hydroxide solution (3 x 300 mL), subsequently dried with magnesium sulfate and evaporated to dryness. The residue was distilled at 97-98 °C, 0.4-0.5 Torr to give colorless crystals (26.1 g, 84% yield, α,α'-dibromo-o xylene). The melting point of the product was 43-44 °C. The 1H-NMR (CDCl3) data were as follows: 7.23 (m, 4H, aromatic hydrogen); 2.91 (m, 2H, hydrogen in the C(6) and C(8) positions); 2.62 (m, 2H, hydrogen in the C(5) and C(9) positions).
References
[1] Patent: US2010/69504, 2010, A1. Location in patent: Page/Page column 5
[2] Bioorganic and Medicinal Chemistry, 2014, vol. 22, # 23, p. 6638 - 6646
[3] Patent: WO2008/83367, 2008, A2. Location in patent: Page/Page column 132-133
[4] Patent: WO2010/5876, 2010, A2. Location in patent: Page/Page column 55-56
[5] Drugs of the Future, 2018, vol. 43, # 9, p. 645 - 653
8,9-Dihydro-5H-benzo[7]annulen-7(6H)-one Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 8,9-Dihydro-5H-benzo[7]annulen-7(6H)-one manufacturers
- Product
- 8,9-Dihydro-5H-benzo[7]annulen-7(6H)-one 37949-03-4
- Price
- US $0.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- 1000kg
- Release date
- 2025-06-08
- Product
- 5,6,8,9-Tetrahydro-7H-benzocyclohepten-7-one 37949-03-4
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 200kg
- Release date
- 2020-01-09