8-METHOXY-3,4-DIHYDRONAPHTHALEN-1(2H)-ONE
Uses- Product Name
- 8-METHOXY-3,4-DIHYDRONAPHTHALEN-1(2H)-ONE
- CAS No.
- 13185-18-7
- Chemical Name
- 8-METHOXY-3,4-DIHYDRONAPHTHALEN-1(2H)-ONE
- Synonyms
- 8-METHOXY-1-TETRALONE;8-METHOXY-A-TETRALONE;8-Methoxy-α-Tetralone;3,4-Dihydro-8-methoxynaphthalen-1(2H);8-Methoxy-3,4-dihydronaphthalen-1-one;3,4-Dihydro-8-methoxy-1(2H)-naphthalenone;8-METHOXY-3,4-DIHYDRONAPHTHALEN-1(2H)-ONE;8-methoxy-3,4-dihydro-2H-naphthalen-1-one;1(2H)-Naphthalenone, 3,4-dihydro-8-Methoxy-;8-Methoxy-1,2,3,4-tetrahydronaphthalen-1-one
- CBNumber
- CB2730985
- Molecular Formula
- C11H12O2
- Formula Weight
- 176.21
- MOL File
- 13185-18-7.mol
8-METHOXY-3,4-DIHYDRONAPHTHALEN-1(2H)-ONE Property
- Melting point:
- 128-130℃
- Boiling point:
- 325℃
- Density
- 1.124
- Flash point:
- 155℃
- storage temp.
- Sealed in dry,Room Temperature
- Appearance
- White to off-white Solid
Safety
- HazardClass
- IRRITANT
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
- M262458
- Product name
- 8-Methoxy-3,4-Dihydronaphthalen-1(2h)-One
- Packaging
- 10mg
- Price
- $45
- Updated
- 2021/12/16
- Product number
- M262458
- Product name
- 8-Methoxy-3,4-Dihydronaphthalen-1(2h)-One
- Packaging
- 50mg
- Price
- $65
- Updated
- 2021/12/16
- Product number
- CHM0077660
- Product name
- 8-METHOXY-3,4-DIHYDRONAPHTHALEN-1(2H)-ONE
- Purity
- 95.00%
- Packaging
- 250MG
- Price
- $1004.85
- Updated
- 2021/12/16
- Product number
- CHM0077660
- Product name
- 8-METHOXY-3,4-DIHYDRONAPHTHALEN-1(2H)-ONE
- Purity
- 95.00%
- Packaging
- 1G
- Price
- $1499.19
- Updated
- 2021/12/16
- Product number
- 074573
- Product name
- 3,4-Dihydro-8-methoxynaphthalen-1(2H)-one
- Purity
- 95+%
- Packaging
- 250mg
- Price
- $389
- Updated
- 2021/12/16
8-METHOXY-3,4-DIHYDRONAPHTHALEN-1(2H)-ONE Chemical Properties,Usage,Production
Uses
8-Methoxy-A-tetrahydronaphthone is an organic intermediate, and some literature reports its use in the preparation of RORγ modulators.
Synthesis
77259-96-2
13185-18-7
General procedure: In a 10 mL round-bottomed flask equipped with a magnetic stirrer, 5-bromo-8-methoxy-3,4-dihydronaphthalen-1(2H)-one (82 mg, 0.32 mmol), anhydrous methanol (4 mL), and triethylamine (1 drop) were added sequentially. Subsequently, a palladium/carbon catalyst (8 mg, 0.032 mmol) was added to the reaction system and the air within the reaction system was replaced with nitrogen. A hydrogen balloon was connected to the reaction system and the reaction mixture was stirred overnight at room temperature. Upon completion of the reaction, the reaction mixture was filtered through diatomaceous earth and the filter cake was washed with methanol (3 x 10 mL). The filtrate was concentrated under reduced pressure and the resulting crude product was purified by column chromatography (silica gel as stationary phase and hexane-ethyl acetate = 9:1 as eluent) to afford the brown oily target product 8-methoxy-α-tetralone (54 mg, 96% yield). The product characterization data were as follows: IR (ATR, cm-1): 2943, 1677, 1563, 1280, 1067. 1H NMR (300 MHz, CDCl3): δ 7.39 (dd, J = 8.0 Hz, 1H, H-6), 6.79 (d, J = 8.0 Hz, 1H, H-7), 6.70 (d, J = 8.0 Hz. 1H, H-5), 3.84 (s, 3H, OMe), 2.93 (dd, J = 6.3 Hz, 2H, H-4), 2.69 (dd, J = 6.3 Hz, 2H, H-2), 2.10 (dd, J = 6.3 Hz, 2H, H-3).13C NMR (75 MHz, CDCl3): δ 197.5 (C-1), 160.0 (C-8), 2.10 (C-8), 2.10 (C-8), 1.0 (C-8), 1.0 (C-8), 1.0 (C-8), 1.0 (C-8), 2.10 (C-8) 160.0 (C-8), 146.8 (C-10), 135.4 (C-6), 123.6 (C-9), 121.1 (C-5), 110.2 (C-7), 55.9 (OMe), 40.7 (C-2), 31.5 (C-4), 22.1 (C-3). Mass spectrum (MS): m/z (%) = 176 (100) [M+], 91 (28), 77 (40). High Resolution Mass Spectrometry (HRMS, ESI): m/z [M+H]+ Calculated value C11H12O2: 177.0910; measured value: 177.0910.
References
[1] Organic Preparations and Procedures International, 2010, vol. 42, # 5, p. 499 - 502
[2] Synthesis (Germany), 2016, vol. 48, # 13, p. 2050 - 2056
[3] Tetrahedron, 1980, vol. 36, # 17, p. 2513 - 2519
8-METHOXY-3,4-DIHYDRONAPHTHALEN-1(2H)-ONE Preparation Products And Raw materials
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View Lastest Price from 8-METHOXY-3,4-DIHYDRONAPHTHALEN-1(2H)-ONE manufacturers
- Product
- 8-methoxy-3,4-dihydro-2H-naphthalen-1-one 13185-18-7
- Price
- US $0.00-0.00/KG
- Min. Order
- 1g
- Purity
- 98%min
- Supply Ability
- 20kgs/month
- Release date
- 2021-11-14
- Product
- 8-methoxy-1-tetralone 13185-18-7
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- 98%
- Supply Ability
- 500kg
- Release date
- 2018-08-17