ChemicalBook > CAS DataBase List > 1-(4-CHLOROPHENYL)-3-(4-METHOXYPHENYL)PROP-2-EN-1-ONE

1-(4-CHLOROPHENYL)-3-(4-METHOXYPHENYL)PROP-2-EN-1-ONE

Product Name
1-(4-CHLOROPHENYL)-3-(4-METHOXYPHENYL)PROP-2-EN-1-ONE
CAS No.
6552-63-2
Chemical Name
1-(4-CHLOROPHENYL)-3-(4-METHOXYPHENYL)PROP-2-EN-1-ONE
Synonyms
4'-CHLORO-4-METHOXYCHALCONE;4'- chloro- 4- methoxy chalcone;1-(4-CHLOROPHENYL)-3-(4-METHOXYPHENYL)PROP-2-EN-1-ONE;2-Propen-1-one, 1-(4-chlorophenyl)-3-(4-methoxyphenyl)-
CBNumber
CB2694043
Molecular Formula
C16H13ClO2
Formula Weight
272.73
MOL File
6552-63-2.mol
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1-(4-CHLOROPHENYL)-3-(4-METHOXYPHENYL)PROP-2-EN-1-ONE Property

storage temp. 
2-8°C
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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

Sigma-Aldrich
Product number
S547662
Product name
4'-CHLORO-4-METHOXYCHALCONE
Purity
Aldrich<sup>CPR</sup>
Packaging
1 unit
Price
$30.7
Updated
2025/07/31
Sigma-Aldrich
Product number
S547662
Product name
4'-CHLORO-4-METHOXYCHALCONE
Purity
Aldrich
Packaging
250mg
Price
$29.8
Updated
2024/03/01
TRC
Product number
C597023
Product name
1-(4-Chlorophenyl)-3-(4-methoxyphenyl)prop-2-en-1-one
Packaging
500mg
Price
$60
Updated
2021/12/16
Biosynth Carbosynth
Product number
FC67418
Product name
4'-Chloro-4-methoxychalcone
Packaging
1g
Price
$76
Updated
2021/12/16
Biosynth Carbosynth
Product number
FC67418
Product name
4'-Chloro-4-methoxychalcone
Packaging
2g
Price
$121.6
Updated
2021/12/16
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1-(4-CHLOROPHENYL)-3-(4-METHOXYPHENYL)PROP-2-EN-1-ONE Chemical Properties,Usage,Production

Synthesis

99-91-2

123-11-5

6552-63-2

The general procedure for the synthesis of 1-(4-chlorophenyl)-3-(4-methoxyphenyl)-2-propen-1-one from p-chloroacetophenone and p-methoxybenzaldehyde was as follows: a fresh sodium methanol/methanol solution was prepared by slicing sodium metal (0.01 g, 0.4 mmol) into thin slices and adding it slowly to anhydrous methanol (15 mL) in an ice bath until no more gas was produced. Subsequently, 4-methoxybenzaldehyde (1.36 g, 10.0 mmol) was added to the freshly prepared and cooled sodium methanol/methanol solution (15 mL), followed by the slow dropwise addition of 10.0 mmol of p-chloroacetophenone. The reaction mixture was stirred at room temperature for 2-8 hours (the reaction time was extended to 36-54 hours for substrates containing naphthalene groups or other large site-blocking groups). The reaction progress was monitored by thin layer chromatography (TLC). Upon completion of the reaction, water (20 mL) and ethyl acetate (75 mL in three additions of 25 mL each) were added to the mixture. The organic phase was separated and the aqueous phase was extracted three times with ethyl acetate. The organic phases were combined, washed three times with saturated brine and dried over anhydrous sodium sulfate. The crude product was purified by silica gel column chromatography using mixed solvent of ethyl acetate/hexane as eluent to give the pure α,β-unsaturated carbonyl compound (1-(4-chlorophenyl)-3-(4-methoxyphenyl)-2-propen-1-one).

References

[1] Bulletin of the Korean Chemical Society, 2016, vol. 37, # 2, p. 200 - 206
[2] Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1994, vol. 33, # 5, p. 455 - 459
[3] Synthetic Communications, 2010, vol. 40, # 19, p. 2887 - 2896
[4] Medicinal Chemistry Research, 2012, vol. 21, # 6, p. 922 - 931
[5] Natural Product Research, 2015, vol. 29, # 19, p. 1804 - 1810

1-(4-CHLOROPHENYL)-3-(4-METHOXYPHENYL)PROP-2-EN-1-ONE Preparation Products And Raw materials

Raw materials

Preparation Products

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1-(4-CHLOROPHENYL)-3-(4-METHOXYPHENYL)PROP-2-EN-1-ONE Suppliers

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6552-63-2, 1-(4-CHLOROPHENYL)-3-(4-METHOXYPHENYL)PROP-2-EN-1-ONERelated Search:

2',4'-DICHLORO-5'-FLUORO-4-METHOXYCHALCONE 4'-CHLORO-3,4-DIMETHOXYCHALCONE 1-(4-CHLOROPHENYL)-3-(4-METHOXYPHENYL)PROP-2-EN-1-ONE 4'-CHLORO-3,4,5-TRIMETHOXYCHALCONE 2',4'-DICHLORO-3,4-DIMETHOXY-5'-FLUOROCHALCONE (E)-1-(4-CHLOROPHENYL)-3-[4-(3-FLUOROPROPOXY)PHENYL]-2-PROPEN-1-ONE 4-[3-(4-CHLOROPHENYL)-3-OXO-1-PROPENYL]PHENYL 2-PHENYLACETATE 3-(4-CHLOROPHENYL)-1-(4-METHOXYPHENYL)PROP-2-EN-1-ONE 1-(2,4-DICHLOROPHENYL)-3-(4-ISOPROPOXYPHENYL)PROP-2-EN-1-ONE 3-(3-CHLOROPHENYL)-1-(4-METHOXYPHENYL)PROP-2-EN-1-ONE [4-[3-(3,4-DICHLOROPHENYL)-3-OXO-1-PROPENYL]PHENOXY-ACETIC ACID 4-[3-(3,4-DICHLOROPHENYL)-3-OXO-1-PROPENYL]PHENYL 2-THIOPHENECARBOXYLATE (E)-3-(3-CHLORO-4-METHOXYPHENYL)-1-(4-CHLOROPHENYL)-2-PROPEN-1-ONE 4-[(E)-3-(4-chlorophenyl)-3-oxo-1-propenyl]phenyl 2-thiophenecarboxylate 1-(4-CHLOROPHENYL)-3-(3-HYDROXY-4-METHOXYPHENYL)PROP-2-EN-1-ONE 1-(4-CHLOROPHENYL)-3-(4-ETHOXY-3-METHOXYPHENYL)PROP-2-EN-1-ONE 1-(4-CHLORO-2-HYDROXYPHENYL)-3-(2,3-DIHYDRO-1,4-BENZODIOXIN-6-YL)PROP-2-EN-1-ONE RARECHEM AM UG B279

  • 4'-CHLORO-4-METHOXYCHALCONE
  • 1-(4-CHLOROPHENYL)-3-(4-METHOXYPHENYL)PROP-2-EN-1-ONE
  • 2-Propen-1-one, 1-(4-chlorophenyl)-3-(4-methoxyphenyl)-
  • 4'- chloro- 4- methoxy chalcone
  • 6552-63-2