ChemicalBook > CAS DataBase List > 5-Bromo-2-methoxyacetophenone

5-Bromo-2-methoxyacetophenone

Product Name
5-Bromo-2-methoxyacetophenone
CAS No.
16740-73-1
Chemical Name
5-Bromo-2-methoxyacetophenone
Synonyms
5-BROMO-2-METHOXYACETOPHENONE;5'-Bromo-2'-methoxyacetophenone;Ethanone, 1-(5-bromo-2-methoxyphenyl)-;1-(5-Bromo-2-methoxyphenyl)ethan-1-one;JR-8526, 1-(5-Bromo-2-methoxyphenyl)ethanone, 97%
CBNumber
CB31116141
Molecular Formula
C9H9BrO2
Formula Weight
229.07
MOL File
16740-73-1.mol
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5-Bromo-2-methoxyacetophenone Property

Melting point:
39 °C
Boiling point:
165 °C
Density 
1.421±0.06 g/cm3(Predicted)
storage temp. 
Store at room temperature
Appearance
Off-white to light yellow Solid
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Safety

HS Code 
2914500090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H314Causes severe skin burns and eye damage

Precautionary statements

P260Do not breathe dust/fume/gas/mist/vapours/spray.

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

P301+P330+P331IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.

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N-Bromosuccinimide Price

TRC
Product number
B415903
Product name
1-(5-Bromo-2-methoxyphenyl)ethanone
Packaging
100mg
Price
$75
Updated
2021/12/16
Apolloscientific
Product number
OR400108
Product name
5'-Bromo-2'-methoxyacetophenone
Packaging
1g
Price
$63
Updated
2021/12/16
Ark Pharm
Product number
AK-40233
Product name
1-(5-Bromo-2-methoxyphenyl)ethanone
Purity
98%
Packaging
5g
Price
$68
Updated
2021/12/16
SynQuest Laboratories
Product number
2617-9-22
Product name
5'-Bromo-2'-methoxyacetophenone
Packaging
1g
Price
$69
Updated
2021/12/16
Biosynth Carbosynth
Product number
FB54241
Product name
1-(5-Bromo-2-methoxyphenyl)ethanone
Packaging
10g
Price
$130.1
Updated
2021/12/16
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5-Bromo-2-methoxyacetophenone Chemical Properties,Usage,Production

Preparation

Preparation by reaction of methyl iodide with 5-bromo-2-hydroxyacetophenone in the presence of potassium carbonate in refluxing acetone for 3 h (86%).

Synthesis

579-74-8

16740-73-1

General procedure for the synthesis of 1-(5-bromo-2-methoxyphenyl)-acetophenone from 2'-methoxyacetophenone: N-bromosuccinimide (NBS, 1.5 eq., 0.3 mmol), catalyst (10 mol%, 0.02 mmol), and acetonitrile (CH3CN, 1.0 mL) were added to the reaction tube, followed by 2'-methoxyacetophenone (0.2 mmol). The reaction mixture was stirred for 12 h at room temperature protected from light. After completion of the reaction, the reaction was quenched with saturated sodium thiosulfate (Na2S2O3) aqueous solution (2 mL). The reaction mixture was extracted with ethyl acetate (3.5 mL). The organic phases were combined, washed with brine (10 mL), dried over anhydrous sodium sulfate (Na2SO4), and filtered through a diatomaceous earth pad. The filtrate was concentrated under reduced pressure and the residue was purified by rapid chromatography on a silica gel column using petroleum ether/dichloromethane (5:1) as eluent to afford the target product 1-(5-bromo-2-methoxyphenyl)-ethanone.

References

[1] Tetrahedron, 2017, vol. 73, # 50, p. 7105 - 7114
[2] Tetrahedron Letters, 2006, vol. 47, # 27, p. 4707 - 4710
[3] Patent: US9138427, 2015, B2. Location in patent: Page/Page column 312-313
[4] Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1987, p. 1423 - 1428
[5] Synthesis (Germany), 2013, vol. 45, # 11, p. 1497 - 1504

5-Bromo-2-methoxyacetophenone Preparation Products And Raw materials

Raw materials

Preparation Products

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5-Bromo-2-methoxyacetophenone Suppliers

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