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Cas Database |
| Name |
4-Methoxyphenacyl chloride |
EINECS | N/A |
| CAS No. | 2196-99-8 | Density | 1.18 g/cm3 |
| PSA | 26.30000 | LogP | 2.11670 |
| Solubility | N/A | Melting Point |
98-100 °C |
| Formula | C9H9ClO2 | Boiling Point | 302.7 °C at 760 mmHg |
| Molecular Weight | 184.622 | Flash Point | 134.2 °C |
| Transport Information | UN 1759 | Appearance | Pale yellow to beige crystalline powder |
| Safety | 45-36/37/39-26 | Risk Codes | 34 |
| Molecular Structure |
|
Hazard Symbols |
 C
|
| Synonyms |
Acetophenone,2-chloro-4'-methoxy- (6CI,7CI,8CI);2-Chloro-1-(4-methoxyphenyl)ethanone;2-Chloro-1-(4'-methoxyphenyl)ethanone;2-Chloro-4'-methoxyacetophenone;4'-Methoxy-2-chloroacetophenone;Chloromethyl4-methoxyphenyl ketone;NSC 41670;p-Methoxyphenacyl chloride;a-Chloro-4-methoxyacetophenone;a-Chloro-4'-methoxyacetophenone; |
Article Data | 80 |
4-Methoxyphenacyl chloride Synthetic route
- 80-11-5
N-methyl-N-nitrosotoluene-p-sulfonamide
- 100-07-2
4-methoxy-benzoyl chloride
- 2196-99-8
2-chloro-1-(4-methoxyphenyl)ethanone
| Conditions | Yield |
|---|---|
| Stage #1: N-methyl-N-nitrosotoluene-p-sulfonamide With potassium hydroxide In methanol; water; N,N-dimethyl-formamide Flow reactor; Stage #2: 4-methoxy-benzoyl chloride In methanol; diethyl ether; water; N,N-dimethyl-formamide at 0 - 30℃; for 1.5h; Sonication; Stage #3: With hydrogenchloride In methanol; diethyl ether; water; N,N-dimethyl-formamide for 1h; | 99% |
| Conditions | Yield |
|---|---|
| With hydrogenchloride; ammonium nitrate; iodine; oxygen In water; acetonitrile at 60℃; for 72h; Solvent; Green chemistry; Large scale; chemoselective reaction; | 98% |
| With N,N,N-trimethylbenzenemethanaminium dichloroiodate In methanol; 1,2-dichloro-ethane for 5h; Heating; | 97% |
| With 1,3-dichloro-5,5-dimethylhydantoin; toluene-4-sulfonic acid In methanol at 30 - 35℃; for 8h; | 94% |
- 33491-06-4
4-(2-chloroethynyl)anisole
- 2196-99-8
2-chloro-1-(4-methoxyphenyl)ethanone
| Conditions | Yield |
|---|---|
| With tetrafluoroboric acid; water In 2,2,2-trifluoroethanol at 80℃; for 10h; | 95% |
- 14337-31-6
2,2,2-trichloro-1-(4-methoxyphenyl)ethan-1-ol
- 2196-99-8
2-chloro-1-(4-methoxyphenyl)ethanone
| Conditions | Yield |
|---|---|
| With [2,2]bipyridinyl; copper(l) chloride In 1,2-dichloro-ethane for 3h; Heating; | 90% |
| Multi-step reaction with 4 steps 1: 90 percent / NaH / tetrahydrofuran / 1 h / 0 °C 2: 0.2M ammonium nitrate / methanol; H2O / cathodic reduction 3: 5M KOH / ethanol / Heating 4: cond. H2SO4 / H2O; dioxane / 3 h / Ambient temperature View Scheme |
- 5720-07-0
4-methoxyphenylboronic acid
- 79-04-9
chloroacetyl chloride
- 2196-99-8
2-chloro-1-(4-methoxyphenyl)ethanone
| Conditions | Yield |
|---|---|
| With potassium carbonate In toluene at 20℃; for 2h; Suzuki-Miyaura Coupling; Inert atmosphere; | 88% |
| With mono(1-benzyl-3-(1-benzyl-1-methylpyrrolidin-1-ium-2-yl)pyridin-1-ium)monopalladium(II) tetrachloride; potassium carbonate In chloroform at 20℃; for 0.75h; | 91 %Chromat. |
- 55991-65-6
[1-(4-methoxyphenyl)vinyloxy]trimethylsilane
- 2196-99-8
2-chloro-1-(4-methoxyphenyl)ethanone
| Conditions | Yield |
|---|---|
| With tris(triphenylphosphine)ruthenium(II) chloride; trifluoromethane sulfonyl chloride In benzene at 120℃; for 7h; | 85% |
- 2547-61-7
Trichloromethanesulfonyl chloride
- 55991-65-6
[1-(4-methoxyphenyl)vinyloxy]trimethylsilane
- 2196-99-8
2-chloro-1-(4-methoxyphenyl)ethanone
| Conditions | Yield |
|---|---|
| With ruthenium(II) In benzene at 120℃; for 7h; sealed; | 80% |
| Conditions | Yield |
|---|---|
| With aluminium trichloride In dichloromethane for 2h; Ambient temperature; | 78.5% |
| With carbon disulfide; aluminium trichloride | |
| With carbon disulfide; aluminium trichloride |
| Conditions | Yield |
|---|---|
| With hydrogenchloride; iodine In dimethyl sulfoxide at 20℃; for 16h; | 76% |
| Conditions | Yield |
|---|---|
| With magnesium(II) chloride hexahydrate; oxygen; lithium perchlorate; manganese(ll) chloride In dichloromethane; acetone at 40℃; for 40h; Electrochemical reaction; | 71% |
| With magnesium(II) chloride hexahydrate; cobalt(II) chloride hexahydrate; sulfuric acid; oxygen; lithium perchlorate In dichloromethane; acetone at 40℃; for 12h; Electrolysis; Sealed tube; chemoselective reaction; | 65% |
| With iron(III) chloride; potassium chloride; oxygen; toluene-4-sulfonic acid In tert-butyl methyl ether at 20℃; Irradiation; Green chemistry; | 43% |
| Multi-step reaction with 3 steps 1: thionyl chloride / chloroform / 20 °C 2: tetra(n-butyl)ammonium hydrogensulfate; sodium hydroxide / water / 24 h / 70 °C 3: iron(III) trifluoromethanesulfonate; 2-((4R,5R)-1-((4-(tert-butyl)phenyl)sulfonyl)-4,5-diphenylimidazolidin-2-yl)-6-((4R,5R)-1-((4-(tert-butyl)phenyl)sulfonyl)-4,5-diphenylimidazolidin-2-yl)pyridine; oxygen / 1,2-dichloro-ethane / 16 h / 75 °C / 760.05 Torr / Green chemistry View Scheme |
4-Methoxyphenacyl chloride Specification
The IUPAC name of Ethanone,2-chloro-1-(4-methoxyphenyl)- is 2-chloro-1-(4-methoxyphenyl)ethanone. With the CAS registry number 2196-99-8, it is also named as 4-Methoxyphenacyl chloride. The product's categories are Acetylhalide; Ketone; Acetophenone Series. Besides, it is pale yellow to beige crystalline powder, which should be stored in sealed, cool and dry place away from the corrosion area. In addition, its molecular formula is C9H9ClO2 and molecular weight is 184.62.
The other characteristics of this product can be summarized as: (1)ACD/LogP: 1.92; (2)# of Rule of 5 Violations: 0; (3)#H bond acceptors: 2; (4)#H bond donors: 0; (5)#Freely Rotating Bonds: 3; (6)Polar Surface Area: 26.3 Å2; (7)Index of Refraction: 1.523; (8)Molar Refractivity: 47.8 cm3; (9)Molar Volume: 156.3 cm3; (10)Polarizability: 18.95×10-24cm3; (11)Surface Tension: 37.7 dyne/cm; (12)Density: 1.18 g/cm3; (13)Flash Point: 134.2 °C; (14)Melting point: 98-100 °C; (15)Enthalpy of Vaporization: 54.3 kJ/mol; (16)Boiling Point: 302.7 °C at 760 mmHg; (17)Vapour Pressure: 0.000973 mmHg at 25 °C.
Preparation of Ethanone,2-chloro-1-(4-methoxyphenyl)-: this chemical can be prepared by Chloroacetyl chloride and Methoxybenzene.
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This reaction needs AlCl3 and CH2Cl2 at ambient temperature. The reaction time is 2 hours. The yield is 78.5 %.
Uses of Ethanone,2-chloro-1-(4-methoxyphenyl)-: it can react with Methylmagnesium iodide to get 1-Chloro-2-(4-methoxyphenyl)propan-2-ol.
.jpg)
This reaction needs Tetrahydrofuran at temperature of -78 °C for 1.5 hours. The yield is 92 %.
When you are using this chemical, please be cautious about it as the following: it may cause burns. You should wear suitable protective clothing, gloves and eye/face protection. Moreover, in case of contact with eyes, rinse immediately with plenty of water and seek medical advice. And in case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
People can use the following data to convert to the molecule structure.
(1)SMILES: ClCC(=O)c1ccc(OC)cc1
(2)InChI: InChI=1/C9H9ClO2/c1-12-8-4-2-7(3-5-8)9(11)6-10/h2-5H,6H2,1H3
(3)InChIKey: MCRINSAETDOKDE-UHFFFAOYAI
(4)Std. InChI: InChI=1S/C9H9ClO2/c1-12-8-4-2-7(3-5-8)9(11)6-10/h2-5H,6H2,1H3
(5)Std. InChIKey: MCRINSAETDOKDE-UHFFFAOYSA-N
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