2,2',4'-Trichloroacetophenone supplier

Name
2,2',4'-Trichloroacetophenone
EINECS 224-218-2
CAS No. 4252-78-2
Article Data26
CAS DataBase
Density 1.43 g/cm³
Solubility Insoluble in water
Melting Point 47-54 °C(lit.)
Formula C₈H₅Cl₃O
Boiling Point 292.2 °C at 760 mmHg
Molecular Weight 223.486
Flash Point 122.1 °C
Transport Information UN 1759
Appearance yellow crystalline powder
Safety 26-36/37/39-61-45
Risk Codes 37/38-41-43-51/53-34-23/24/25
Molecular Structure
Hazard Symbols Xi,C,N, T
Synonyms Acetophenone,2,2',4'-trichloro- (6CI,7CI,8CI);2,4,2'-Trichloroacetophenone;2,4-Dichlorophenacyl chloride;2-Chloro-1-(2,4-dichlorophenyl)ethanone;2-Chloro-1-(2',4'-dichlorophenyl)ethanone;Chloromethyl 2,4-dichlorophenylketone;a,2,4-Trichloroacetophenone;w-Chloro-2,4-dichloroacetophenone;
PSA 17.07000
LogP 3.41490

Synthetic route

: 79-04-9
chloroacetyl chloride

: 541-73-1
1,3-Dichlorobenzene

: 4252-78-2
2,2',4'-trichloroacetophenone

Conditions

Conditions	Yield
With aluminum (III) chloride at 30℃; for 3h; Friedel-Crafts Acylation;	93.1%
With aluminum (III) chloride In dichloromethane at 20℃;	90%
With aluminum (III) chloride In dichloromethane for 3h; Reflux;	86%

: 79-07-2
Chloroacetamide

: 541-73-1
1,3-Dichlorobenzene

: 4252-78-2
2,2',4'-trichloroacetophenone

Conditions

Conditions	Yield
With potassium chloride; tin(ll) chloride at 65℃; for 5h; Temperature; Concentration;	93%

: 79-04-9
chloroacetyl chloride

: 95-50-1
1,2-dichloro-benzene

: 4252-78-2
2,2',4'-trichloroacetophenone

Conditions

Conditions	Yield
With aluminum (III) chloride at 30 - 50℃; Friedel-Crafts Acylation;	88.5%

: 2234-16-4
1-(2,4-dichlorophenyl)ethan-1-one

A: 2274-66-0
2,2-dichloro-1-(2,4-dichlorophenyl)ethan-1-one

B: 4252-78-2
2,2',4'-trichloroacetophenone

Conditions

Conditions	Yield
With chloro-trimethyl-silane; potassium nitrate In dichloromethane at 60℃; for 16h;	A n/a B 73%

: 15289-81-3
Phosphorsaeure-<2-chlor-1-(2,4-dichlor-phenyl)-vinylester>-diisopropylester

: 4252-78-2
2,2',4'-trichloroacetophenone

Conditions

Conditions	Yield
With toluene-4-sulfonic acid
With sulfuric acid at 165℃;
With toluene-4-sulfonic acid at 165℃;

: 1475-13-4
2,4-dichloro-α-methylbenzyl alcohol

: 4252-78-2
2,2',4'-trichloroacetophenone

Conditions

Conditions	Yield
With hydrogenchloride; 3-chloro-benzenecarboperoxoic acid In N,N-dimethyl-formamide at 25℃; for 6h;	92 % Chromat.

: 7446-70-0
aluminium trichloride

: 79-04-9
chloroacetyl chloride

: 541-73-1
1,3-Dichlorobenzene

CS2: CS2

: 4252-78-2
2,2',4'-trichloroacetophenone

...Expand

: 2234-16-4
1-(2,4-dichlorophenyl)ethan-1-one

: 4252-78-2
2,2',4'-trichloroacetophenone

Conditions

Conditions	Yield
With chlorine
With aluminum (III) chloride; chlorine In diethyl ether Cooling with ice;

: 2274-66-0
2,2-dichloro-1-(2,4-dichlorophenyl)ethan-1-one

: 4252-78-2
2,2',4'-trichloroacetophenone

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 2: TsOH / 165 °C View Scheme

: 541-73-1
1,3-Dichlorobenzene

: 4252-78-2
2,2',4'-trichloroacetophenone

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: aluminum (III) chloride / 1,2-dichloro-benzene / 0.33 h 1.2: Cooling with ice 2.1: aluminum (III) chloride; chlorine / diethyl ether / Cooling with ice View Scheme

: 4252-78-2
2,2',4'-trichloroacetophenone

A: (S)-2-chloro-1-(2',4'-dichlorophenyl)-1-ethanol

B: (R)-2-chloro-1-(2',4'-dichlorophenyl)-1-ethanol

Conditions

Conditions	Yield
With formic acid*triethylamine; Ru/(S,S)-DPEN/MCF In dichloromethane at 20℃; for 12h;	A 99% B n/a
With formic acid; C32H31ClN2O3RuS; triethylamine In dichloromethane at 20℃; Inert atmosphere;	A 97% B n/a
With alcohol dehydrogenase PR2; isopropyl alcohol; NADPH; magnesium chloride at 30℃; for 24h; pH=7.5; TRIS-HCl buffer; Enzymatic reaction; optical yield given as %ee;

: 16629-40-6
4-phenyl-5-(pyridin-4-yl)-2,4-dihydro-3H-1,2,4-triazole-3-thione

: 4252-78-2
2,2',4'-trichloroacetophenone

: 496777-70-9
1-(2,4-dichlorophenyl)-2-[(4-phenyl-5-pyridin-4-yl-4H-1,2,4-triazol-3-yl)thio]ethanone

Conditions

Conditions	Yield
With potassium carbonate In acetone for 3h; Heating / reflux;	99%

: 4252-78-2
2,2',4'-trichloroacetophenone

: (R)-2-chloro-1-(2',4'-dichlorophenyl)-1-ethanol

Conditions

Conditions	Yield
With D-glucose; glucose dehydrogenase from Bacillus megaterium; perakine reductase; NADPH In aq. phosphate buffer at 30℃; for 10h; pH=7; Enzymatic reaction; enantioselective reaction;	99%
With borane N,N-diethylaniline complex; (R)-α,α-diphenylprolinol In tert-butyl methyl ether at 25 - 35℃; for 1h; Reagent/catalyst; Inert atmosphere; Large scale; stereoselective reaction;	93.2%
With glucose dehydrogenase; 2,3,4,5,6-pentahydroxy-hexanal; NAD; mutant short-chain dehydrogenase/reductase from Novosphingobium aromaticivorans-G145A/I199L In aq. buffer at 35℃; for 6h; pH=7 - 8; Green chemistry; Enzymatic reaction; enantioselective reaction;	92.4%

: 288-88-0
1,2,4-Triazole

: 4252-78-2
2,2',4'-trichloroacetophenone

: 58905-16-1
1-(2,4-dichlorophenyl)-2-(1H-1,2,4-triazol-1-yl)ethanone

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile at 85℃; for 0.833333h; microwave irradiation;	98%
With potassium carbonate In acetonitrile at 85℃; for 0.833333h; microwave irradiation;	88%
With potassium carbonate In acetonitrile for 12h; Reflux;	68.2%

: 93378-56-4
5-(4-methylphenyl)-4-phenyl-2,4-dihydro-3H-1,2,4-triazole-3-thione

: 4252-78-2
2,2',4'-trichloroacetophenone

: 743477-48-7
1-(2,4-dichlorophenyl)-2-{[5-(4-methylphenyl)-4-phenyl-4H-1,2,4-triazol-3-yl]thio}ethanone

Conditions

Conditions	Yield
With potassium carbonate In acetone for 2h; Heating / reflux;	98%

: 136918-14-4
phthalimide

: 4252-78-2
2,2',4'-trichloroacetophenone

: 65146-53-4
2-[2-(2,4-dichlorophenyl)-2-oxoethyl]isoindoline-1,3-dione

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile for 4h; Reflux;	98%
With caesium carbonate In N,N-dimethyl-formamide at 25℃; for 14h;	95%
With caesium carbonate In N,N-dimethyl-formamide

: 4252-78-2
2,2',4'-trichloroacetophenone

: 13692-14-3
α-(chloromethyl)-2,4-dichlorobenzyl alcohol

Conditions

Conditions	Yield
With sodium tetrahydroborate In methanol at 0℃; for 1h; Inert atmosphere;	98%
With sodium tetrahydroborate In methanol at 0 - 20℃; for 0.666667h;	90%
With sodium tetrahydroborate In methanol at 0 - 20℃; for 0.666667h;	90%

: 17356-08-0
thiourea

: 4252-78-2
2,2',4'-trichloroacetophenone

: 93209-97-3
4-(2,4-dichlorophenyl)-1,3-thiazol-2-amine

Conditions

Conditions	Yield
In ethylene glycol at 20℃; for 0.5h;	97%
With pyridine In propan-1-ol for 7h; Heating;	90.4%
In ethanol at 20℃;

: 1597437-97-2
4-pentafluorosulfanylbenzoselenoamide

: 4252-78-2
2,2',4'-trichloroacetophenone

: 1597438-12-4
4-(2′,4′-dichloro)-2-(4″-pentafluorosulfanylphenyl)-1,3-selenazole

Conditions

Conditions	Yield
In ethanol for 2h; Reflux; Inert atmosphere; Schlenk technique;	97%

: 288-32-4
1H-imidazole

: 4252-78-2
2,2',4'-trichloroacetophenone

: 46503-52-0
1-(2,4-dichlorophenyl)-2-(imidazol-1-yl)ethanone

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile for 4h; Reflux;	96%
In dichloromethane	87.2%
Stage #1: 1H-imidazole With triethylamine In methanol at 20℃; Stage #2: 2,2',4'-trichloroacetophenone In methanol at 65℃; for 4h;	84%

: 4252-78-2
2,2',4'-trichloroacetophenone

: (S)-2-chloro-1-(2',4'-dichlorophenyl)-1-ethanol

Conditions

Conditions	Yield
With [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; (R,R,R)-CrDPEN; sodium formate; β‐cyclodextrin In water at 40 - 50℃; Reagent/catalyst; Temperature; Inert atmosphere;	96%
With NADP In aq. phosphate buffer; isopropyl alcohol at 35℃; for 30h; pH=6; Catalytic behavior; pH-value; Temperature; Concentration; Enzymatic reaction; enantioselective reaction;	94.3%
With borane N,N-diethylaniline complex; (S)-diphenylprolinol In tert-butyl methyl ether at 25 - 35℃; for 1h; Reagent/catalyst; Inert atmosphere; Large scale; stereoselective reaction;	93.2%

: 73289-81-3
2-cyano-5-iodophenol

: 4252-78-2
2,2',4'-trichloroacetophenone

: 594813-23-7
(3-amino-6-iodo-1-benzofuran-2-yl)(2,4-dichlorophenyl)methanone

Conditions

Conditions	Yield
With potassium carbonate In DMF (N,N-dimethyl-formamide) at 80℃; for 16h;	95%
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 16h;	95%

: 584-13-4
4-amino-1,2,4-triazole

: 4252-78-2
2,2',4'-trichloroacetophenone

: 118227-30-8
1-(2,4-dichlorophenyl)-2-(4-amino-4H-1,2,4-triazoliumyl)ethanone chloride

Conditions

Conditions	Yield
In isopropyl alcohol at 80℃; for 12h;	94%
In isopropyl alcohol Reflux;	94%
In isopropyl alcohol for 12h; Inert atmosphere; Reflux;	89%
In isopropyl alcohol for 4h; Reflux;	72%
In acetonitrile at 80 - 85℃;

: 103-85-5
monophenylthiourea

: 4252-78-2
2,2',4'-trichloroacetophenone

: 402945-32-8
4-(2,4-dichlorophenyl)-N-phenylthiazol-2-amine

Conditions

Conditions	Yield
In ethylene glycol at 20℃; for 0.583333h;	94%

: 603-35-0
triphenylphosphine

: 4252-78-2
2,2',4'-trichloroacetophenone

: [2-(2,4-Dichloro-phenyl)-2-oxo-ethyl]-triphenyl-phosphonium; chloride

Conditions

Conditions	Yield
In toluene for 2.5h; Heating;	93%

: 95-14-7
1,2,3-Benzotriazole

: 4252-78-2
2,2',4'-trichloroacetophenone

A: 1-(2',4'-dichlorophenacyl)benzotriazole

B: 1,3-bis-[2-(2,4-dichloro-phenyl)-2-oxo-ethyl]-3H-benzotriazol-1-ium; chloride

Conditions

Conditions	Yield
at 140℃; for 0.5h; microwave irradiation;	A 93% B n/a

...Expand

: 95-54-5
1,2-diamino-benzene

: 4252-78-2
2,2',4'-trichloroacetophenone

: 930781-40-1
2-(2, 4-dichlorophenyl)quinoxaline

Conditions

Conditions	Yield
With sodium hydrogencarbonate In dimethyl sulfoxide at 120℃; for 24h;	93%

: (3-methylsulfanylphenyl)thiourea

: 4252-78-2
2,2',4'-trichloroacetophenone

: 4-(2,4-dichlorophenyl)-N-(3-(methylthio)phenyl)thiazol-2-amine

Conditions

Conditions	Yield
In ethanol Hantzsch Thiazole Synthesis; Reflux;	92%

: 81-07-2
saccharin

: 4252-78-2
2,2',4'-trichloroacetophenone

: 2-[2-(2,4-dichlorophenyl)-2-oxoethyl]-1,2-benzothiazol-3(2H)-one 1,1-dioxide

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 72h;	92%

: 4252-78-2
2,2',4'-trichloroacetophenone

: 173595-60-3
2-chloro-1-(2,4-dichlorophenyl)-N-hydroxyethanimine

Conditions

Conditions	Yield
With hydroxylamine hydrochloride In methanol; water at 20℃; for 72h;	91%
With hydroxylamine hydrochloride In methanol at 20℃; for 24h;	68%

: 51-17-2
benzoimidazole

: 4252-78-2
2,2',4'-trichloroacetophenone

A: 2-(1H-benzo[d]imidazol-1-yl)-1-(2,4-dichlorophenyl)ethan-1-one

B: 1,3-bis-[2-(2,4-dichloro-phenyl)-2-oxo-ethyl]-3H-benzoimidazol-1-ium; chloride

Conditions

Conditions	Yield
at 170℃; for 0.166667h; microwave irradiation;	A 91% B n/a

...Expand

: 4252-78-2
2,2',4'-trichloroacetophenone

: 2234-16-4
1-(2,4-dichlorophenyl)ethan-1-one

Conditions

Conditions	Yield
With tris-(trimethylsilyl)silane In acetonitrile for 24h; Schlenk technique; Inert atmosphere; Irradiation;	91%

: 1185906-25-5
1-methyl-1-phenethylselenourea

: 4252-78-2
2,2',4'-trichloroacetophenone

: 4-(2,4-dichlorophenyl)-N-methyl-N-phenethyl-1,3-selenazol-2-amine

Conditions

Conditions	Yield
Inert atmosphere; Schlenk technique; Reflux;	91%

: 5351-85-9
piperonal thiosemicarbazone

: 4252-78-2
2,2',4'-trichloroacetophenone

: 146910-27-2
N-[1-Benzo[1,3]dioxol-5-yl-meth-(E)-ylidene]-N'-[4-(2,4-dichloro-phenyl)-thiazol-2-yl]-hydrazine; hydrochloride

Conditions

Conditions	Yield
In ethanol for 0.5h; Heating;	90%

: 288-32-4
1H-imidazole

: 4252-78-2
2,2',4'-trichloroacetophenone

: 252950-14-4
1-(2,4-dichlorophenyl)-2-imidazolylethan-1-one

Conditions

Conditions	Yield
In acetonitrile	90%

: 127-19-5
N,N-dimethyl acetamide

: 4252-78-2
2,2',4'-trichloroacetophenone

: 2-chloro-1-(2,4-dichlorophenyl)prop-2-en-1-one

Conditions

Conditions	Yield
With dipotassium peroxodisulfate; iron(III) chloride hexahydrate at 110℃; for 4h; Sealed tube;	90%

: 10018-19-6
cotarnine chloride

: 4252-78-2
2,2',4'-trichloroacetophenone

: 4-(2,4-dichlorobenzoyl)-6-methoxy-3-methyl-7,8-methylenedioxy-1,2-dihydro-3-benzazepine

Conditions

Conditions	Yield
With sodium hydrogencarbonate In ethanol; water for 0.166667h; Reflux;	90%

: 2687-43-6
O-benzylhydoxylamine hydrochloride

: 4252-78-2
2,2',4'-trichloroacetophenone

: 83200-28-6
1-(benzyloxyimino)-2-chloro-1-(2,4-dichlorophenyl)ethane

Conditions

Conditions	Yield
In methanol at 20℃; for 48h;	89%

2,2',4'-Trichloroacetophenone Specification

The Ethanone,2-chloro-1-(2,4-dichlorophenyl)-, with the CAS registry number 4252-78-2, is also known as Chloromethyl 2,4-dichlorophenylketone. It belongs to the product categories of Acetophenone Series; Econazole Nitrate. Its EINECS number is 224-218-2. This chemical's molecular formula is C₈H₅Cl₃O and molecular weight is 223.48. What's more, its systematic name is 2-chloro-1-(2,4-dichlorophenyl)ethanone. It is stable at common pressure and temperature, and it should be sealed and stored in a ventilated and dry place. Moreover, it should be protected from light. It is used as intermediates of pesticides and pharmaceutical.

Physical properties of Ethanone,2-chloro-1-(2,4-dichlorophenyl)- are: (1)ACD/LogP: 2.97; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.97; (4)ACD/LogD (pH 7.4): 2.97; (5)ACD/BCF (pH 5.5): 106.43; (6)ACD/BCF (pH 7.4): 106.43; (7)ACD/KOC (pH 5.5): 983.06; (8)ACD/KOC (pH 7.4): 983.06; (9)#H bond acceptors: 1; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 17.07 Å²; (13)Index of Refraction: 1.565; (14)Molar Refractivity: 50.92 cm³; (15)Molar Volume: 156.2 cm³; (16)Polarizability: 20.18×10^-24cm³; (17)Surface Tension: 44 dyne/cm; (18)Density: 1.43 g/cm³; (19)Flash Point: 122.1 °C; (20)Enthalpy of Vaporization: 53.17 kJ/mol; (21)Boiling Point: 292.2 °C at 760 mmHg; (22)Vapour Pressure: 0.00186 mmHg at 25°C.

Uses of Ethanone,2-chloro-1-(2,4-dichlorophenyl)-: it can be used to produce 2-chloro-1-(2,4-dichloro-phenyl)-ethanone oxime at the temperature of 20 °C. It will need reagent NH₂OH·HCl and solvent methanol with the reaction time of 24 hours. The yield is about 68%.

Ethanone,2-chloro-1-(2,4-dichlorophenyl)- can be used to produce 2-chloro-1-(2,4-dichloro-phenyl)-ethanone oxime at the temperature of 20 °C

When you are using this chemical, please be cautious about it as the following:
This chemical is toxic by inhalation, in contact with skin and if swallowed. It is irritating to respiratory system and skin and has a risk of serious damage to eyes. It may cause sensitisation by skin contact and can cause burns. It is toxic to aquatic organisms as it may cause long-term adverse effects in the aquatic environment. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. When using it, you need wear suitable protective clothing, gloves and eye/face protection. You must avoid releasing it to the environment just refering to special instructions/safety data sheet. In case of accident or if you feel unwell, you need seek medical advice immediately (show the label where possible).

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(c1ccc(Cl)cc1Cl)CCl
(2)Std. InChI: InChI=1S/C8H5Cl3O/c9-4-8(12)6-2-1-5(10)3-7(6)11/h1-3H,4H2
(3)Std. InChIKey: VYWPPRLJNVHPEU-UHFFFAOYSA-N

Product Name

2,2',4'-Trichloroacetophenone

Synthetic route

2,2',4'-Trichloroacetophenone Specification

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