Uses
ChemicalBook > CAS DataBase List > 8-METHOXY-3,4-DIHYDRONAPHTHALEN-1(2H)-ONE

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
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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
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Safety

HazardClass 
IRRITANT
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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.

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N-Bromosuccinimide Price

TRC
Product number
M262458
Product name
8-Methoxy-3,4-Dihydronaphthalen-1(2h)-One
Packaging
10mg
Price
$45
Updated
2021/12/16
TRC
Product number
M262458
Product name
8-Methoxy-3,4-Dihydronaphthalen-1(2h)-One
Packaging
50mg
Price
$65
Updated
2021/12/16
Matrix Scientific
Product number
074573
Product name
3,4-Dihydro-8-methoxynaphthalen-1(2H)-one
Purity
95+%
Packaging
250mg
Price
$389
Updated
2021/12/16
AK Scientific
Product number
X9812
Product name
3,4-Dihydro-8-methoxynaphthalen-1(2H)-one
Packaging
1g
Price
$396
Updated
2021/12/16
Medical Isotopes, Inc.
Product number
38150
Product name
3,4-Dihydro-8-methoxynaphthalen-1(2H)-one
Purity
95+%
Packaging
250mg
Price
$429
Updated
2021/12/16
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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

Raw materials

Preparation Products

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8-METHOXY-3,4-DIHYDRONAPHTHALEN-1(2H)-ONE Suppliers

Alchem Pharmtech,Inc.
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Aladdin Scientific
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Synthonix Inc
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3B Scientific Corporation
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Matrix Scientific
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Milestone PharmTech LLC
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View Lastest Price from 8-METHOXY-3,4-DIHYDRONAPHTHALEN-1(2H)-ONE manufacturers

Shanghai Rlavie Technology Co ltd
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
Career Henan Chemical Co
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