4-Chlorophenylacetone supplier

Name
4-Chlorophenylacetone
EINECS 226-986-4
CAS No. 5586-88-9
Article Data72
CAS DataBase
Density 1.14 g/cm³
Solubility
Melting Point 6-8 °C
Formula C₉H₉ClO
Boiling Point 236.5 °C at 760 mmHg
Molecular Weight 168.623
Flash Point 116.3 °C
Transport Information
Appearance Clear light yellow liquid
Safety 24/25
Risk Codes 22-52
Molecular Structure
Hazard Symbols Xn
Synonyms 2-Propanone,(p-chlorophenyl)- (6CI,7CI);2-Propanone, 1-(p-chlorophenyl)- (8CI);p-Chlorophenyl-2-propanone;(p-Chlorophenyl)acetone;1-(4-Chlorophenyl)acetone;1-(4-Chlorophenyl)propan-2-one;1-(p-Chlorophenyl)-2-propanone;4-Chlorobenzylmethyl ketone;Methyl p-chlorobenzyl ketone;NSC 22985;p-Chlorobenzyl methylketone;
PSA 17.07000
LogP 2.47150

Synthetic route

: 820-71-3
methallyl acetate

: 1073-69-4
N-4-chlorophenylhydrazine

A: 1621652-06-9
3-(4-chlorophenyl)-2-hydroperoxy-2-methylpropyl acetate

B: 5586-88-9
1-(4-chlorophenyl)propan-2-one

Conditions

Conditions	Yield
With manganese(IV) oxide; acetic acid In acetonitrile at 23℃; for 1h;	A n/a B 100%

...Expand

: 1073-69-4
N-4-chlorophenylhydrazine

: 126-98-7
methacrylonitrile

A: 1621652-17-2
3-(4-chlorophenyl)-2-hydroperoxy-2-methylpropanenitrile

B: 5586-88-9
1-(4-chlorophenyl)propan-2-one

Conditions

Conditions	Yield
With manganese(IV) oxide; acetic acid In acetonitrile at 23℃; for 1h;	A n/a B 100%

...Expand

: 1163136-86-4
1-chloro-4-(2-nitro-1(Z)-propenyl)benzene

: 5586-88-9
1-(4-chlorophenyl)propan-2-one

Conditions

Conditions	Yield
With formaldehyd In 1,4-dioxane; perchloric acid; dichloromethane for 0.333333h; Ambient temperature;	93%
With formaldehyd In perchloric acid; dichloromethane for 0.333333h; Product distribution; Ambient temperature; chemical and electrochemical reduction; further nitro alkenes, further reagents;	93%
With aluminium; nickel dichloride In tetrahydrofuran Substitution;	89%
With sodium hypophosphite; nickel In ethanol; acetate buffer; water at 60℃; for 3h; pH=5;	47%

: 1712-70-5
1-chloro-4-(1-methylethenyl)-benzene

: 5586-88-9
1-(4-chlorophenyl)propan-2-one

Conditions

Conditions	Yield
Stage #1: 1-chloro-4-(1-methylethenyl)-benzene With ammonium iodide; water; sodium dodecyl-sulfate for 0.5h; Stage #2: With Oxone at 20℃; for 7h; regioselective reaction;	86%
With [hydroxy(tosyloxy)iodo]benzene In methanol at 20℃; for 1h;	80%
With Oxone; iodine In 1,2-dimethoxyethane; water at 20℃; for 3h; regioselective reaction;	80%

: 1021934-07-5
C9H10BrClO

A: 6285-05-8
4'-chloropropiophenone

B: 5586-88-9
1-(4-chlorophenyl)propan-2-one

Conditions

Conditions	Yield
With diethylzinc In dichloromethane at 20℃; for 2h;	A 5% B 86%

: 108-22-5
Isopropenyl acetate

: 106-47-8
4-chloro-aniline

: 5586-88-9
1-(4-chlorophenyl)propan-2-one

Conditions

Conditions	Yield
With ethyl nitrite; potassium carbonate In acetone at 0 - 20℃; for 3.5h;	80.2%
With tert.-butylnitrite; water; salicylic acid In acetonitrile at 20℃; for 3h; Inert atmosphere; Schlenk technique;	62%
With hydrogenchloride; tin; tin(ll) chloride; sodium nitrite In water; N,N-dimethyl-formamide; acetone at 0 - 20℃; Reagent/catalyst; Meerwein Arylation;	51%

: 98236-14-7
1-Chloro-4-(2-iodo-1-methoxy-1-methyl-ethyl)-benzene

: 5586-88-9
1-(4-chlorophenyl)propan-2-one

Conditions

Conditions	Yield
With 3-chloro-benzenecarboperoxoic acid In dichloromethane at 0℃; for 1h;	80%

: 1198184-09-6
4-chlorophenyl 1H-imidazole-1-sulfonate

: 67-64-1
acetone

: 5586-88-9
1-(4-chlorophenyl)propan-2-one

Conditions

Conditions	Yield
With palladium diacetate; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene In 1,4-dioxane at 60℃; for 24h; Inert atmosphere; chemoselective reaction;	79%

: 108-22-5
Isopropenyl acetate

: 673-41-6
p-chlorobenzenediazonium tetrafluoroborate

: 5586-88-9
1-(4-chlorophenyl)propan-2-one

Conditions

Conditions	Yield
With tetrakis(pentafluorophenyl)porphyrin In nitromethane; N,N-dimethyl-formamide at 0℃; for 2h; Sealed tube; Inert atmosphere; Darkness; Irradiation;	76%
With potassium acetate In water; acetone at 20℃;	70%

: 50337-50-3
2-(4'-chlorophenyl)-3-methyloxirane

: (RS,RS)-1-fluoro-1-(4'-chlorophenyl)propan-2-ol

B: 5586-88-9
1-(4-chlorophenyl)propan-2-one

Conditions

Conditions	Yield
Stage #1: 2-(4'-chlorophenyl)-3-methyloxirane With boron trifluoride diethyl etherate In dichloromethane at -20℃; for 0.166667h; Stage #2: With water; sodium hydrogencarbonate In dichloromethane optical yield given as %de; stereoselective reaction;	A 76% B 6%

: 106-39-8
bromochlorobenzene

: 108-22-5
Isopropenyl acetate

: 5586-88-9
1-(4-chlorophenyl)propan-2-one

Conditions

Conditions	Yield
With tributyltin methoxide; dichlorobis(tri-O-tolylphosphine)palladium In toluene at 100℃; for 5h;	73%

: 106-39-8
bromochlorobenzene

: 108-22-5
Isopropenyl acetate

tributyltin methoxide, acetonyltributyltin: tributyltin methoxide, acetonyltributyltin

A: 79-20-9
acetic acid methyl ester

B: 5586-88-9
1-(4-chlorophenyl)propan-2-one

Conditions

Conditions	Yield
dichlorobis(tri-O-tolylphosphine)palladium In toluene at 100℃; for 5h;	A n/a B 73%

...Expand

: C6H4ClCH2COCH3FeC5H5(1+)*PF6(1-)

: 5586-88-9
1-(4-chlorophenyl)propan-2-one

Conditions

Conditions	Yield
Sample heated for 1.0 h at 200-220°C and 1 torr.; Sublimation; chromy. (F-20 alumina, CCl4/CHCl3).;	73%

: 37629-52-0
(E)-1-(4-chlorophenyl)-2-nitropropene

: 5586-88-9
1-(4-chlorophenyl)propan-2-one

Conditions

Conditions	Yield
With trifluoroacetic acid; zinc In N,N-dimethyl-formamide for 0.166667h;	70%

: 637-87-6
1-Chloro-4-iodobenzene

: 123-54-6
acetylacetone

: 5586-88-9
1-(4-chlorophenyl)propan-2-one

Conditions

Conditions	Yield
With copper(l) iodide; potassium phosphate tribasic trihydrate In dimethyl sulfoxide at 90℃; for 20h; Inert atmosphere;	67%
With copper(l) iodide; potassium phosphate tribasic trihydrate In dimethyl sulfoxide at 90℃; for 12h; Inert atmosphere;

: 29125-75-5
p-chloro(methylstyrene)

: 5586-88-9
1-(4-chlorophenyl)propan-2-one

Conditions

Conditions	Yield
With chloropyridinecobaloxime(III); water; 9-(2-mesityl)-10-methylacridinium perchlorate In acetonitrile at 20℃; for 24h; Wacker Oxidation; Inert atmosphere; Schlenk technique; Irradiation; regioselective reaction;	62%

: 106-39-8
bromochlorobenzene

: 123-54-6
acetylacetone

: 5586-88-9
1-(4-chlorophenyl)propan-2-one

Conditions

Conditions	Yield
With copper(l) iodide; potassium phosphate tribasic trihydrate In dimethyl sulfoxide at 110℃; for 20h; Inert atmosphere;	61%

: 1878-66-6
4-chlorophenylacetic Acid

: 141-78-6
ethyl acetate

: 5586-88-9
1-(4-chlorophenyl)propan-2-one

Conditions

Conditions	Yield
Stage #1: 4-chlorophenylacetic Acid With isopropylmagnesium chloride In tetrahydrofuran; tert-butyl methyl ether at -10 - 25℃; for 1.5h; Inert atmosphere; Schlenk technique; Stage #2: ethyl acetate In tetrahydrofuran; tert-butyl methyl ether at 0 - 5℃; for 1.25h; Inert atmosphere; Schlenk technique;	61%

: 50337-50-3
2-(4'-chlorophenyl)-3-methyloxirane

: 2-fluoro-4,4,5,5-tetramethyl-1,3-dioxa-2-boracyclopentane

: (RS,RS)-1-fluoro-1-(4'-chlorophenyl)propan-2-ol

B: 5586-88-9
1-(4-chlorophenyl)propan-2-one

Conditions

Conditions	Yield
In dichloromethane at 20℃; Inert atmosphere;	A 57% B 27%

...Expand

: 108-24-7
acetic anhydride

: 104-83-6
1-Chloro-4-(chloromethyl)benzene

A: 5406-33-7
4-chlorobenzyl acetate

B: 138376-43-9
(E)-1-(4-chlorophenyl)prop-1-en-2-yl acetate

C: 5586-88-9
1-(4-chlorophenyl)propan-2-one

Conditions

Conditions	Yield
With tetraethylammonium tosylate In N,N-dimethyl-formamide Ambient temperature; electroreduction: Pb-cathode, carbon-rod anode, 15mA/cm-2;	A 8% B 56% C 7%

...Expand

: 710-20-3
1-chloro-4-(2-nitropropenyl)benzene

: 5586-88-9
1-(4-chlorophenyl)propan-2-one

Conditions

Conditions	Yield
With hydrogenchloride; iron; iron(II) chloride In ethanol; water at 70℃; for 6.5h;	49%
With hydrogenchloride; iron; iron(II) chloride In ethanol
With hydrogenchloride; iron(III) chloride; iron
With hydrogenchloride; iron(III) chloride; iron for 1h; Heating;
With hydrogenchloride; iron

: 710-20-3
1-chloro-4-(2-nitropropenyl)benzene

A: 1454-65-5
1-(4-chlorophenyl)propan-2-one oxime

B: 5586-88-9
1-(4-chlorophenyl)propan-2-one

Conditions

Conditions	Yield
With sulfuric acid; toluene-4-sulfonic acid In methanol at 0 - 5℃; ceramic diaphragm, carbon-rod anode, platinum cathode, 4.5 F/mol, 0.1A, cathode potential -1.45 to 1.65V vs. SCE;	A 45% B 8%

: 19350-69-7
4-chlorobenzaldehyde p-toluenesulfonylhydrazone

: 75-20-7
calcium carbide

: 5586-88-9
1-(4-chlorophenyl)propan-2-one

Conditions

Conditions	Yield
With potassium tert-butylate; water; copper(l) chloride In dimethyl sulfoxide at 110℃; for 8h;	9%

: 1878-66-6
4-chlorophenylacetic Acid

: 108-24-7
acetic anhydride

: 5586-88-9
1-(4-chlorophenyl)propan-2-one

Conditions

Conditions	Yield
With sodium acetate
With pyridine modified Dakin West reaction;

: 78-95-5
chloroacetone

: 108-90-7
chlorobenzene

: 5586-88-9
1-(4-chlorophenyl)propan-2-one

Conditions

Conditions	Yield
With aluminium trichloride at 100℃; anschliessendes Erhitzen auf 100grad;

: 5219-07-8
2-(4-chlorophenyl)-3-oxobutanenitrile

: 5586-88-9
1-(4-chlorophenyl)propan-2-one

Conditions

Conditions	Yield
With sulfuric acid; water
With sulfuric acid; water Yield given;

: 1878-66-6
4-chlorophenylacetic Acid

: 917-54-4
methyllithium

: 5586-88-9
1-(4-chlorophenyl)propan-2-one

Conditions

Conditions	Yield
In diethyl ether
In diethyl ether at 0℃;

: 30186-24-4
ethyl 2-(4-chlorophenyl)-3-oxobutanoate

A: 99-91-2
para-chloroacetophenone

B: 5586-88-9
1-(4-chlorophenyl)propan-2-one

Conditions

Conditions	Yield
In water at 230℃; Title compound not separated from byproducts;	A 23 % Chromat. B 77 % Chromat.

: 29865-54-1
1-(4'-chlorophenyl)-2-nitropropane

: 5586-88-9
1-(4-chlorophenyl)propan-2-one

Conditions

Conditions	Yield
With chloro-trimethyl-silane; 1,8-diazabicyclo[5.4.0]undec-7-ene; 3-chloro-benzenecarboperoxoic acid 1.) dichloromethane, 30 min, 0 degC; 2.) dichloromethane, 30 min, room temperature; Yield given. Multistep reaction;

: 144380-82-5
(Z)-1-(4-Chloro-phenyl)-propen-2-ol

: 5586-88-9
1-(4-chlorophenyl)propan-2-one

Conditions

Conditions	Yield
In benzene-d6 at 25℃; Equilibrium constant; other solvent;

: 107-87-9
2-Pentanone

: 5586-88-9
1-(4-chlorophenyl)propan-2-one

A: 625-30-9, 33985-20-5, 54542-13-1, 63493-28-7
(R)‐2‐aminopentane

B: (R)-(-)-1-(4'-chloro)phenyl-2-propanamine

Conditions

Conditions	Yield
With Candida boidinii formate dehydrogenase; pyridoxal 5'-phosphate; Aspergillus terreus ω-trans aminase; Lysinibacillus fusiformis leucine dehydrogenase; ammonium formate; nicotinamide adenine dinucleotide In aq. buffer at 30℃; for 24h; pH=8.8; Catalytic behavior; Green chemistry; Enzymatic reaction;	A 99.3% B 99.1%

...Expand

: 5586-88-9
1-(4-chlorophenyl)propan-2-one

: (R)-(-)-1-(4'-chloro)phenyl-2-propanamine

Conditions

Conditions	Yield
With Candida boidinii formate dehydrogenase; pyridoxal 5'-phosphate; ammonium formate; nicotinamide adenine dinucleotide In aq. buffer at 30℃; for 24h; pH=8.8; Green chemistry; Enzymatic reaction;	99.1%
With pyridoxal 5'-phosphate; amine transaminases from Aspergillus fumigatus; isopropylamine In N,N-dimethyl-formamide at 30℃; pH=7.5 - 8; Enzymatic reaction; enantioselective reaction;	n/a
With ammonium hydroxide; ammonium acetate; GkAmDH In water at 40℃; for 24h; pH=9; Enzymatic reaction;	n/a

: 5586-88-9
1-(4-chlorophenyl)propan-2-one

: 593960-71-5
2-chloro-5-(2-oxo-propyl)-benzenesulfonyl chloride

Conditions

Conditions	Yield
With chlorosulfonic acid at -10 - 20℃; for 36h;	98%
With chlorosulfonic acid at -10 - 20℃;
With chlorosulfonic acid at -10 - 20℃; for 10h;
With chlorosulfonic acid at 40℃; for 2h; Cooling with ice;

: 7790-94-5
chlorosulfonic acid

: 5586-88-9
1-(4-chlorophenyl)propan-2-one

: 593960-71-5
2-chloro-5-(2-oxo-propyl)-benzenesulfonyl chloride

Conditions

Conditions	Yield
at -10 - 20℃; for 36h;	98%
at -10 - 20℃; for 18h;	65%

: 109-77-3
malononitrile

: 5586-88-9
1-(4-chlorophenyl)propan-2-one

: 69358-83-4
2-(1-(4-chlorophenyl)propan-2-ylidene)malononitrile

Conditions

Conditions	Yield
With ammonium acetate; acetic acid In benzene at 120℃; Knoevenagel Condensation; Dean-Stark;	96%
With ammonium acetate In acetic acid; benzene

: 95-92-1
oxalic acid diethyl ester

: 5586-88-9
1-(4-chlorophenyl)propan-2-one

: 595610-34-7
5-(4-chlorophenyl)-2,4-dioxopentanoic acid ethyl ester

Conditions

Conditions	Yield
With potassium tert-butylate In toluene at 0 - 20℃; for 18.25h;	96%
With ethanol; sodium hydride at 20℃; for 16h;	74%
With sodium ethanolate In ethanol at 20℃; for 18h; Claisen condensation;

: 104-88-1
4-chlorobenzaldehyde

: 5586-88-9
1-(4-chlorophenyl)propan-2-one

: 2510-74-9, 5121-74-4, 1657-56-3, 144606-14-4
(E)-1,2-di(4-chlorophenyl)ethene

Conditions

Conditions	Yield
With sulfuric acid at 20℃;	96%

: 622-37-7
Phenyl azide

: 5586-88-9
1-(4-chlorophenyl)propan-2-one

: 4-(4-chlorophenyl)-5-methyl-1-phenyl-1H-1,2,3-triazole

Conditions

Conditions	Yield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In dimethyl sulfoxide at 25℃; for 0.5h; regioselective reaction;	95%
With tetra(n-butyl)ammonium hydrogensulfate; potassium hydroxide In water at 100℃; for 24h; Inert atmosphere; regioselective reaction;	94%

: 16722-99-9
β-azidostyrene

: 5586-88-9
1-(4-chlorophenyl)propan-2-one

: C17H14ClN3

Conditions

Conditions	Yield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In dimethyl sulfoxide at 25℃; for 0.75h; regioselective reaction;	92%

: 447-31-4
Desyl chloride

: 5586-88-9
1-(4-chlorophenyl)propan-2-one

: 1333377-89-1
3-(4-chlorophenyl)-1,2-diphenylpentane-1,4-dione

Conditions

Conditions	Yield
Stage #1: 1-(4-chlorophenyl)propan-2-one With sodium hexamethyldisilazane In tetrahydrofuran at 0℃; Inert atmosphere; Stage #2: With zinc(II) chloride In tetrahydrofuran for 0.166667h; Inert atmosphere; Stage #3: Desyl chloride With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride In tetrahydrofuran at 45℃; Inert atmosphere; optical yield given as %de;	91%

: 5586-88-9
1-(4-chlorophenyl)propan-2-one

: 104-88-1
4-chlorobenzaldehyde

Conditions

Conditions	Yield
With iron(III) chloride; water In dimethyl sulfoxide at 110℃; under 760.051 Torr; for 20h; Schlenk technique; Sealed tube;	91%

: 5586-88-9
1-(4-chlorophenyl)propan-2-one

: 623-03-0
4-Cyanochlorobenzene

Conditions

Conditions	Yield
With aluminum (III) chloride; sodium nitrite In N,N-dimethyl-formamide at 90℃; for 4h; Schlenk technique;	91%

: 5586-88-9
1-(4-chlorophenyl)propan-2-one

: 1454-65-5
1-(4-chlorophenyl)propan-2-one oxime

Conditions

Conditions	Yield
With hydroxylamine hydrochloride; sodium carbonate In ethanol; water for 24h; Heating;	90%
With hydroxylamine hydrochloride; sodium hydroxide In ethanol; water for 1h; Reflux;	44%
With hydroxylamine hydrochloride; sodium acetate In methanol; water at 20℃;
With ammonium hydroxide hydrochloride; sodium acetate In methanol; water at 20℃;
With hydroxylamine hydrochloride; sodium acetate In methanol at 120℃;

: 16717-64-9
1-azidostyrene

: 5586-88-9
1-(4-chlorophenyl)propan-2-one

: C17H14ClN3

Conditions

Conditions	Yield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In dimethyl sulfoxide at 25℃; for 0.6h; regioselective reaction;	90%

: 5586-88-9
1-(4-chlorophenyl)propan-2-one

: 1228284-86-3
1-(2,4,6-trichlorophenyl)propan-2-one

Conditions

Conditions	Yield
With N-chloro-succinimide In tetrachloromethane at 50 - 60℃; for 5h;	90%

: 104-87-0
4-methyl-benzaldehyde

: 5586-88-9
1-(4-chlorophenyl)propan-2-one

: 3041-83-6
(E)-4-chloro-4'-methylstilbene

Conditions

Conditions	Yield
With sulfuric acid at 20℃;	89%

: 5586-88-9
1-(4-chlorophenyl)propan-2-one

: 565176-99-0
(S)-1-(4′-chlorophenyl)-2-propanol

Conditions

Conditions	Yield
With lyophilized-rehydrated Debaryomyces hansenii cells; isopropyl alcohol In water at 28℃; for 1h;	88%
With W110V mutated thermoanaerobacter pseudoethanolicus secondary alcohol dehydrogenase; nicotinamide adenine dinucleotide phosphate; isopropyl alcohol In aq. buffer at 50℃; pH=8; Reagent/catalyst; Enzymatic reaction; enantioselective reaction;	n/a

: 188472-71-1
4-chloro-1-ethynyl-2-fluorobenzene

: 5586-88-9
1-(4-chlorophenyl)propan-2-one

: 8-chloro-3-(4-chlorophenyl)-2-methylbenzo[b]oxepine

Conditions

Conditions	Yield
With potassium tert-butylate In dimethyl sulfoxide at 120℃; for 12h; Schlenk technique; Inert atmosphere;	88%

: 110-91-8
morpholine

: 5586-88-9
1-(4-chlorophenyl)propan-2-one

: 4-[2-(4-chlorophenyl)-1-methylvinyl]morpholine

Conditions

Conditions	Yield
With titanium tetrachloride; magnesium sulfate; N-ethyl-N,N-diisopropylamine In toluene at 60℃; for 6h;	87%

: 122-03-2
(4-isopropylbenzaldehyde)

: 5586-88-9
1-(4-chlorophenyl)propan-2-one

: 1309065-22-2
(E)-1-chloro-4-(4-isopropylstyryl)benzene

Conditions

Conditions	Yield
With sulfuric acid at 20℃;	87%

: 17356-08-0
thiourea

: 5586-88-9
1-(4-chlorophenyl)propan-2-one

: 90797-73-2
5‐(4‐chlorophenyl)‐4‐methyl‐2‐amino‐1,3‐thiazole

Conditions

Conditions	Yield
With cesium bicarbonate; Bromotrichloromethane In acetonitrile at 80℃; for 2h;	87%

: 134469-07-1
Benzimidazol-2-thiol

: 5586-88-9
1-(4-chlorophenyl)propan-2-one

: 2-(4-chlorophenyl)-3-methylbenzo[4,5]imidazo[2,1-b]thiazole

Conditions

Conditions	Yield
With hydrogenchloride; dihydrogen peroxide; dimethyl sulfoxide In water at 135℃; for 0.5h; Sealed tube; Green chemistry; regioselective reaction;	87%

: 2101-86-2
p-methylazidobenzene

: 5586-88-9
1-(4-chlorophenyl)propan-2-one

: 4-(4-chlorophenyl)-5-methyl-1-(p-tolyl)-1H-1,2,3-triazole

Conditions

Conditions	Yield
With tetra(n-butyl)ammonium hydrogensulfate; potassium hydroxide In water at 100℃; for 24h; Inert atmosphere; regioselective reaction;	87%

: 100-52-7
benzaldehyde

: 5586-88-9
1-(4-chlorophenyl)propan-2-one

: 1657-50-7
(E)-1-(4-chlorophenyl)-2-phenylethene

Conditions

Conditions	Yield
With sulfuric acid at 20℃;	86%

: 5720-07-0
4-methoxyphenylboronic acid

: 5586-88-9
1-(4-chlorophenyl)propan-2-one

: 121804-15-7
1-(4'-methoxy-[1,1'-biphenyl]-4-yl)propan-2-one

Conditions

Conditions	Yield
With (3-phenylallyl)(chloro)-[1,3-bis(2,6-diisopropylphenyl)-4,5-dihydroimidazol-2-ylidene]palladium(II); potassium carbonate In ethanol; water at 80℃; for 4h; Suzuki-Miyaura Coupling; Sealed tube; Green chemistry;	86%

4-Chlorophenylacetone Specification

The 4-Chlorophenylacetone with CAS registry number of 5586-88-9 is also known as p-Chlorophenyl-2-propanone. The IUPAC name is 1-(4-Chlorophenyl)propan-2-one. It belongs to product categories of Aromatic Ketones (substituted). Its EINECS registry number is 226-986-4. In addition, the formula is C₉H₉ClO and the molecular weight is 168.62. This chemical is a clear light yellow liquid that stable at normal temperature and pressure and should be sealed in cool, dry place without light. During usint it, avoid contact with skin and eyes.

Physical properties about 4-Chlorophenylacetone are: (1)ACD/LogP: 2.03; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.03; (4)ACD/LogD (pH 7.4): 2.03; (5)ACD/BCF (pH 5.5): 20.7; (6)ACD/BCF (pH 7.4): 20.7; (7)ACD/KOC (pH 5.5): 304.47; (8)ACD/KOC (pH 7.4): 304.47; (9)#H bond acceptors: 1; (10)#Freely Rotating Bonds: 2; (11)Index of Refraction: 1.525; (12)Molar Refractivity: 45.35 cm³; (13)Molar Volume: 147.8 cm³; (14)Surface Tension: 36.9 dyne/cm; (15)Density: 1.14 g/cm³; (16)Flash Point: 116.3 °C; (17)Enthalpy of Vaporization: 47.33 kJ/mol; (18)Boiling Point: 236.5 °C at 760 mmHg; (19)Vapour Pressure: 0.0471 mmHg at 25 °C.

Preparation of 4-Chlorophenylacetone: it is prepared by reaction of 1-bromo-4-chloro-benzene with 2-acetoxy-propene. The reaction needs reagent tributyltin methoxide, catalyst dichlorobis(tri-o-tolylphosphine)palladium and solvent toluene at the temperature of 100 °C for 5 hours. The yield is about 73 %.

4-Chlorophenylacetone is prepared by reaction of 1-bromo-4-chloro-benzene with 2-acetoxy-propene.

Uses of 4-Chlorophenylacetone: it is used to produce 1-(4-chloro-phenyl)-2-methyl-propan-2-ol by reaction with methyllithium. The reaction occurs with reagent diethyl ether and the yield is about 79 %.

4-Chlorophenylacetone is used to produce 1-(4-chloro-phenyl)-2-methyl-propan-2-ol by reaction with methyllithium.

You can still convert the following datas into molecular structure:
1. Canonical SMILES: CC(=O)CC1=CC=C(C=C1)Cl
2. InChI: InChI=1S/C9H9ClO/c1-7(11)6-8-2-4-9(10)5-3-8/h2-5H,6H2,1H3
3. InChIKey: WEJRYKSUUFKMBC-UHFFFAOYSA-N

Product Name

4-Chlorophenylacetone

Synthetic route

4-Chlorophenylacetone Specification

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