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1-bromo-4-methoxy-naphthalene

Product Name
1-bromo-4-methoxy-naphthalene
CAS No.
5467-58-3
Chemical Name
1-bromo-4-methoxy-naphthalene
Synonyms
NSC 25655;?1-Bromo-4-methoxynaphtaleme;4-Methoxy-1-broMonaphthalene;4-BroMo-1-Methoxynaphthalene;1-Methoxy-4-broMonaphthalene;1-bromo-4-methoxy-naphthalene;4-Bromo-1-naphthyl Methyl Ether;Naphthalene, 1-bromo-4-methoxy-
CBNumber
CB21255522
Molecular Formula
C11H9BrO
Formula Weight
237.09
MOL File
5467-58-3.mol
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1-bromo-4-methoxy-naphthalene Property

Melting point:
195-196 °C
Boiling point:
181 °C(Press: 18 Torr)
Density 
1.447±0.06 g/cm3(Predicted)
storage temp. 
Sealed in dry,Room Temperature
form 
Oil
Appearance
Yellow to brown Liquid
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Safety

Hazard Codes 
Xi
Risk Statements 
41
Safety Statements 
26-39
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

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

TCI Chemical
Product number
B6147
Product name
1-Bromo-4-methoxynaphthalene
Purity
min. 98.0 %
Packaging
5G
Price
$59
Updated
2025/07/31
TCI Chemical
Product number
B6147
Product name
1-Bromo-4-methoxynaphthalene
Purity
min. 98.0 %
Packaging
25G
Price
$194
Updated
2025/07/31
TRC
Product number
B684785
Product name
1-Bromo-4-methoxynaphthalene
Packaging
250mg
Price
$165
Updated
2021/12/16
AK Scientific
Product number
J97372
Product name
1-Bromo-4-methoxy-naphthalene
Packaging
1g
Price
$20
Updated
2021/12/16
Biosynth Carbosynth
Product number
FB147728
Product name
1-Bromo-4-methoxynaphthalene
Packaging
250mg
Price
$90
Updated
2021/12/16
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1-bromo-4-methoxy-naphthalene Chemical Properties,Usage,Production

Chemical Properties

Oil

Uses

Synthetic intermediate.

Synthesis Reference(s)

The Journal of Organic Chemistry, 11, p. 399, 1946 DOI: 10.1021/jo01174a017

Synthesis

2216-69-5

5467-58-3

The general procedure for the synthesis of 1-bromo-4-methoxynaphthalene from 1-methoxynaphthalene was as follows: 1-methoxy-3,5-dimethylbenzene (100 mg, 0.73 mmol), N-bromosuccinimide (NBS, 260 mg, 1.46 mmol), and a stainless steel ball (5 mm in diameter) were placed in a 10 mL stainless steel milling jar. The ball milling reaction was carried out and the progress of the reaction was monitored by thin layer chromatography (TLC) and proton nuclear magnetic resonance (1H NMR). Upon completion of the reaction, the reaction mixture was transferred to 30 mL of ethyl acetate and cooled at 0 °C. The product was separated as a filtrate by filtration through filter paper and the spent succinimide was separated as a precipitate. The resulting filtrate was concentrated under vacuum to give 250 mg (yield: 85%) of 1-bromo-4-methoxynaphthalene as a colorless powder. To test the efficiency of the large-scale reaction, monobromination of 1-methoxy-3,5-dimethylbenzene on a scale of 1.3 g was also carried out with a reaction time of 1 h. The product was isolated in 87% yield. During the reaction, the grinding equipment was suspended and a small sample was removed from the reaction tank for TLC and 1H NMR analysis. Subsequently, the reaction was restarted and the time of this operation was not included in the total reaction time.

References

[1] Bulletin of the Chemical Society of Japan, 1989, vol. 62, # 2, p. 591 - 593
[2] Journal of Chemical Research - Part S, 2003, # 9, p. 597 - 598
[3] Synthetic Communications, 2004, vol. 34, # 12, p. 2143 - 2152
[4] Tetrahedron Letters, 2001, vol. 42, # 39, p. 6941 - 6942
[5] Angewandte Chemie - International Edition, 2018, vol. 57, # 39, p. 12869 - 12873

1-bromo-4-methoxy-naphthalene Preparation Products And Raw materials

Raw materials

Preparation Products

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1-bromo-4-methoxy-naphthalene Suppliers

Accela ChemBio Inc.
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United States
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Combi-Blocks Inc.
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AOBChem USA
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HONEST JOY HOLDINGS LIMITED
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View Lastest Price from 1-bromo-4-methoxy-naphthalene manufacturers

Shenzhen Nexcon Pharmatechs Ltd.
Product
1-bromo-4-methoxy-naphthalene 5467-58-3
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
2000
Release date
2025-04-18
Huida Pharmaceutical Technology (Shanghai) Co., Ltd.
Product
1-bromo-4-methoxy-naphthalene 5467-58-3
Price
US $0.00-0.00/kg
Min. Order
0.1kg
Purity
98%
Supply Ability
100kg
Release date
2023-03-07
Huida Pharmaceutical Technology (Shanghai) Co., Ltd.
Product
1-bromo-4-methoxy-naphthalene 5467-58-3
Price
US $0.00-0.00/kg
Min. Order
0.1kg
Purity
98%
Supply Ability
100kg
Release date
2023-03-08