Ethanone, 2-chloro-1-(1-chlorocyclopropyl)- supplier

Name
Ethanone, 2-chloro-1-(1-chlorocyclopropyl)- (9CI)
EINECS
CAS No. 120983-72-4
Article Data14
CAS DataBase
Density 1.351 g/cm³
Solubility 5.91g/L at 20℃
Melting Point
Formula C₅H₆Cl₂O
Boiling Point 201.961 °C at 760 mmHg
Molecular Weight 153.008
Flash Point 79.235 °C
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms 2-Chloro-1-(1-chlorocyclopropyl)ethanone;
PSA 17.07000
LogP 1.56570

Synthetic route

: 63141-09-3
1-chlorocyclopropyl methyl ketone

: 120983-72-4
1-chlorocyclopropyl-2-chloro-ethan-1-one

Conditions

Conditions	Yield
With chlorine at 10 - 25℃; under 760.051 Torr; for 2h; Temperature; Reagent/catalyst;	98.5%
With sodium nitrate; trichloroisocyanuric acid; antimonypentachloride at 60℃; for 4h; Reagent/catalyst; Solvent; Temperature;	96.8%
With iron(III) chloride; tetrabutylammomium bromide; chlorine In dichloromethane at 15 - 25℃; for 5h; Reagent/catalyst; Temperature;	93.1%

: 765-43-5
Cyclopropyl methyl ketone

: 120983-72-4
1-chlorocyclopropyl-2-chloro-ethan-1-one

Conditions

Conditions	Yield
With N-chloro-succinimide In dichloromethane at 0 - 20℃;	92%
With phosgene In methanol; chloroform at 5 - 15℃; for 3h; Temperature; Reagent/catalyst; Solvent; Reflux;	71.95%

: 5891-21-4
5-chloro-2-pentanone

: 120983-72-4
1-chlorocyclopropyl-2-chloro-ethan-1-one

Conditions

Conditions	Yield
Stage #1: 5-chloro-2-pentanone With thionyl chloride In dichloromethane at 0 - 40℃; for 4h; Stage #2: With tetrabutylammomium bromide; sodium hydroxide In dichloromethane at 40℃; for 3h; Solvent; Temperature; Reagent/catalyst;	60%

: 58371-98-5
3, 5-dichloro-2-pentanone

: 120983-72-4
1-chlorocyclopropyl-2-chloro-ethan-1-one

Conditions

Conditions	Yield
With tetrabutylammomium bromide; sodium hydroxide In water at 20 - 90℃; for 0.583333h; Reagent/catalyst; Heating;

: 1,3,5-trichloro-2-pentanone

: 120983-72-4
1-chlorocyclopropyl-2-chloro-ethan-1-one

Conditions

Conditions	Yield
With sodium hydroxide In dichloromethane; water at 0℃; for 0.166667h; Reagent/catalyst; Flow reactor;

: 120983-72-4
1-chlorocyclopropyl-2-chloro-ethan-1-one

: 611-19-8
1-chloro-2-(chloromethyl)benzene

: 3-chloro-2-(1-chloro-cycloprop-1-yl)-1-(2-chloro-phenyl)-propan-2-ol

Conditions

Conditions	Yield
Stage #1: 1-chloro-2-(chloromethyl)benzene With iodine; magnesium In 2-methyltetrahydrofuran; tert-butyl methyl ether at 50℃; for 0.5h; Stage #2: 1-chlorocyclopropyl-2-chloro-ethan-1-one In tert-butyl methyl ether at 0℃; for 0.00833333h;	95.3%
Stage #1: 1-chloro-2-(chloromethyl)benzene With iodine; magnesium In 2-methyltetrahydrofuran; tert-butyl methyl ether at 25 - 50℃; for 4.5h; Inert atmosphere; Large scale; Stage #2: 1-chlorocyclopropyl-2-chloro-ethan-1-one In 2-methyltetrahydrofuran; tert-butyl methyl ether at 0 - 5℃; for 1h; Solvent; Large scale;	94%
Stage #1: 1-chloro-2-(chloromethyl)benzene With iodine; magnesium In tetrahydrofuran for 1h; Cooling with ice; Stage #2: 1-chlorocyclopropyl-2-chloro-ethan-1-one In tetrahydrofuran for 1h; Cooling with ice;	89%
Stage #1: 1-chloro-2-(chloromethyl)benzene With iodine; magnesium In 1,2-dimethoxyethane Grignard Reaction; Stage #2: 1-chlorocyclopropyl-2-chloro-ethan-1-one In 1,2-dimethoxyethane; toluene at 20 - 25℃; for 2h; Solvent; Grignard Reaction;	81%

: 120983-72-4
1-chlorocyclopropyl-2-chloro-ethan-1-one

: 1730-25-2
allylmagnesium bromide

: 1311370-58-7
1-chloro-2-(1-chlorocyclopropyl)-4-pentene-2-ol

Conditions

Conditions	Yield
With ammonium chloride In diethyl ether at -50℃; for 1.33333h; Inert atmosphere;	77%
Stage #1: 1-chlorocyclopropyl-2-chloro-ethan-1-one; allylmagnesium bromide In diethyl ether at -50℃; for 2.33333h; Inert atmosphere; Cooling with ice; Stage #2: With ammonium chloride In diethyl ether; water Cooling with ice;

: 72093-04-0
3-chloro-4-methylpyridine

: 120983-72-4
1-chlorocyclopropyl-2-chloro-ethan-1-one

: 3-chloro-4-{[2-(1-chlorocyclopropyl)oxiran-2-yl]methyl}pyridine

Conditions

Conditions	Yield
Stage #1: 3-chloro-4-methylpyridine With lithium diisopropyl amide In tetrahydrofuran at -70 - -30℃; for 0.0833333h; Inert atmosphere; Stage #2: 1-chlorocyclopropyl-2-chloro-ethan-1-one In tetrahydrofuran at -70 - 20℃; for 1h; Inert atmosphere;	73%
Stage #1: 3-chloro-4-methylpyridine With lithium diisopropyl amide In tetrahydrofuran at -70℃; for 0.0833333h; Inert atmosphere; Stage #2: 1-chlorocyclopropyl-2-chloro-ethan-1-one In tetrahydrofuran at -70 - -30℃; for 1h; Inert atmosphere;	73%

: 120983-72-4
1-chlorocyclopropyl-2-chloro-ethan-1-one

: 1826-67-1
vinyl magnesium bromide

: 1-chloro-2-(1-chlorocyclopropyl)-3-buten-2-ol

Conditions

Conditions	Yield
Stage #1: 1-chlorocyclopropyl-2-chloro-ethan-1-one; vinyl magnesium bromide In tetrahydrofuran at -20 - 0℃; Inert atmosphere; Stage #2: With ammonium chloride In tetrahydrofuran; water Cooling with ice;	67%

: 120983-72-4
1-chlorocyclopropyl-2-chloro-ethan-1-one

: 1-allyl-1H-imidazole-4-carbonitrile

: 1-allyl-3-[2-(1-chlorocyclopropyl)-2-oxoethyl]-4-cyano-1H-imidazol-3-ium iodide

Conditions

Conditions	Yield
With potassium iodide In methanol at 70℃; for 46h;	46%
With potassium iodide In methanol at 70℃; for 46h;

: 288-94-8
1H-tetrazole

: 120983-72-4
1-chlorocyclopropyl-2-chloro-ethan-1-one

A: 1-(1-chlorocyclopropyl)-2-(tetrazol-2-yl)ethanone

B: 1-(1-chlorocyclopropyl)-2-(tetrazol-1-yl)ethanone

Conditions

Conditions	Yield
Stage #1: 1H-tetrazole With 1,8-diazabicyclo[5.4.0]undec-7-ene In acetonitrile at 21℃; for 0.0833333h; Inert atmosphere; Stage #2: 1-chlorocyclopropyl-2-chloro-ethan-1-one In acetonitrile at 21 - 40℃; for 2h;	A 10.4% B 34.7%

...Expand

: 120983-72-4
1-chlorocyclopropyl-2-chloro-ethan-1-one

: tert-butyl 4-(3-carbamothioyl-5-oxo-4,5-dihydropyrazolo[1,5-a]pyrimidin-7-yl)piperidine-1-carboxylate

: tert-butyl 4-{3-[4-(1-chlorocyclopropyl)-1,3-thiazol-2-yl]-5-oxo-4,5-dihydropyrazolo[1,5-a]pyrimidin-7-yl}piperidine-1-carboxylate

Conditions

Conditions	Yield
With tetra-(n-butyl)ammonium iodide; N-ethyl-N,N-diisopropylamine In ethanol at 70℃; for 1h;	30%

: 120983-72-4
1-chlorocyclopropyl-2-chloro-ethan-1-one

: 98-81-7
1-bromovinylbenzene

: ammonium chloride

: 1-chloro-2-(1-chlorocyclopropyl)-3-phenyl-but-3-en-2-ol

Conditions

Conditions	Yield
With magnesium In diethyl ether

...Expand

: 120983-72-4
1-chlorocyclopropyl-2-chloro-ethan-1-one

: 106-48-9
4-chloro-phenol

: 1-chlorocyclopropyl-2-(4-chlorophenoxy)-ethan-1-one

Conditions

Conditions	Yield
With potassium carbonate In water; toluene

: 120983-72-4
1-chlorocyclopropyl-2-chloro-ethan-1-one

: 106-48-9
4-chloro-phenol

: 1-chlorocyclopropyl-4-chlorophenoxymethyl ketone

Conditions

Conditions	Yield
With potassium carbonate In ethyl acetate; acetonitrile

: 120983-72-4
1-chlorocyclopropyl-2-chloro-ethan-1-one

: 459-46-1
4-Fluorobenzyl bromide

: 1-chloro-2-(1-chlorocyclopropyl)-3-(4-fluorophenyl)-propan-2-ol

Conditions

Conditions	Yield
With magnesium; acetic acid In diethyl ether; water

: 120983-72-4
1-chlorocyclopropyl-2-chloro-ethan-1-one

: 2-(1-chlorocyclopropyl)-2-(2,2-dichlorocyclopropyl)oxirane

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: tetrahydrofuran / -20 - 0 °C / Inert atmosphere 1.2: Cooling with ice 2.1: sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride / water / 32 h / 60 - 80 °C View Scheme

: 120983-72-4
1-chlorocyclopropyl-2-chloro-ethan-1-one

: 1-(1-chlorocyclopropyl)-1-(2,2-dichlorocyclopropyl)-2-(1H-1,2,4-triazol-1-yl)ethanol

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: tetrahydrofuran / -20 - 0 °C / Inert atmosphere 1.2: Cooling with ice 2.1: sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride / water / 32 h / 60 - 80 °C 3.1: potassium carbonate; potassium tert-butylate / 1-methyl-pyrrolidin-2-one / 5 h / 80 °C / Inert atmosphere View Scheme

: 120983-72-4
1-chlorocyclopropyl-2-chloro-ethan-1-one

: 2-(1-chlorocyclopropyl)-2-(2,2-dibromocyclopropylmethyl)oxirane

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: diethyl ether / 2.33 h / -50 °C / Inert atmosphere; Cooling with ice 1.2: Cooling with ice 2.1: sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride / water / 7 h / 20 - 80 °C View Scheme
Multi-step reaction with 2 steps 1: zinc; ammonium chloride / water; tetrahydrofuran / 3.17 h / 35 °C 2: sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride / water / 7 h / 20 - 80 °C View Scheme
Multi-step reaction with 3 steps 1.1: diethyl ether / 2.33 h / -50 °C / Inert atmosphere; Cooling with ice 1.2: Cooling with ice 2.1: sodium hydroxide; water / tetrahydrofuran / 4 h / 20 °C 3.1: sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride / dichloromethane; water / 15 h / 60 °C View Scheme
Multi-step reaction with 3 steps 1: zinc; ammonium chloride / water; tetrahydrofuran / 3.17 h / 35 °C 2: sodium hydroxide; water / tetrahydrofuran / 4 h / 20 °C 3: sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride / dichloromethane; water / 15 h / 60 °C View Scheme
Multi-step reaction with 2 steps 1: ammonium chloride / diethyl ether / 1.33 h / -50 °C / Inert atmosphere 2: N-benzyl-N,N,N-triethylammonium chloride; sodium hydroxide / water / 7 h / 20 - 80 °C View Scheme

: 120983-72-4
1-chlorocyclopropyl-2-chloro-ethan-1-one

: 2-(1-chlorocyclopropyl)-1-(2,2-dibromocyclopropyl)-3-(1H-1,2,4-triazole-1-yl)propane-2-ol

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: diethyl ether / 2.33 h / -50 °C / Inert atmosphere; Cooling with ice 1.2: Cooling with ice 2.1: sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride / water / 7 h / 20 - 80 °C 3.1: potassium carbonate; sodium t-butanolate / N,N-dimethyl-formamide / 2 h / 90 °C View Scheme
Multi-step reaction with 3 steps 1: zinc; ammonium chloride / water; tetrahydrofuran / 3.17 h / 35 °C 2: sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride / water / 7 h / 20 - 80 °C 3: potassium carbonate; sodium t-butanolate / N,N-dimethyl-formamide / 2 h / 90 °C View Scheme
Multi-step reaction with 4 steps 1.1: diethyl ether / 2.33 h / -50 °C / Inert atmosphere; Cooling with ice 1.2: Cooling with ice 2.1: sodium hydroxide; water / tetrahydrofuran / 4 h / 20 °C 3.1: sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride / dichloromethane; water / 15 h / 60 °C 4.1: potassium carbonate; sodium t-butanolate / N,N-dimethyl-formamide / 2 h / 90 °C View Scheme
Multi-step reaction with 4 steps 1: zinc; ammonium chloride / water; tetrahydrofuran / 3.17 h / 35 °C 2: sodium hydroxide; water / tetrahydrofuran / 4 h / 20 °C 3: sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride / dichloromethane; water / 15 h / 60 °C 4: potassium carbonate; sodium t-butanolate / N,N-dimethyl-formamide / 2 h / 90 °C View Scheme

: 120983-72-4
1-chlorocyclopropyl-2-chloro-ethan-1-one

: 1311370-67-8
2-(1-chlorocyclopropyl)-2-(2-propenyl)oxirane

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: diethyl ether / 2.33 h / -50 °C / Inert atmosphere; Cooling with ice 1.2: Cooling with ice 2.1: sodium hydroxide; water / tetrahydrofuran / 4 h / 20 °C View Scheme
Multi-step reaction with 2 steps 1: zinc; ammonium chloride / water; tetrahydrofuran / 3.17 h / 35 °C 2: sodium hydroxide; water / tetrahydrofuran / 4 h / 20 °C View Scheme

: 120983-72-4
1-chlorocyclopropyl-2-chloro-ethan-1-one

: 106-95-6
allyl bromide

: 1311370-58-7
1-chloro-2-(1-chlorocyclopropyl)-4-pentene-2-ol

Conditions

Conditions	Yield
With ammonium chloride; zinc In tetrahydrofuran; water at 35℃; for 3.16667h;

: 120983-72-4
1-chlorocyclopropyl-2-chloro-ethan-1-one

: C13H14Cl2N4OS

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: lithium diisopropyl amide / tetrahydrofuran / 0.08 h / -70 - -30 °C / Inert atmosphere 1.2: 1 h / -70 - 20 °C / Inert atmosphere 2.1: potassium tert-butylate; potassium carbonate / N,N-dimethyl-formamide / 5 h / 40 °C 3.1: lithium diisopropyl amide / tetrahydrofuran / 1 h / -78 - 10 °C 3.2: -10 - 20 °C View Scheme

: 120983-72-4
1-chlorocyclopropyl-2-chloro-ethan-1-one

: 2-(1-chlorocyclopropyl)-1-(3-chloropyridin-4-yl)-3-(1H-1,2,4-triazol-1-yl)propan-2-ol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: lithium diisopropyl amide / tetrahydrofuran / 0.08 h / -70 - -30 °C / Inert atmosphere 1.2: 1 h / -70 - 20 °C / Inert atmosphere 2.1: potassium tert-butylate; potassium carbonate / N,N-dimethyl-formamide / 5 h / 40 °C View Scheme

: 120983-72-4
1-chlorocyclopropyl-2-chloro-ethan-1-one

: 199391-98-5
di-{1-[2-(1-chlorocyclopropyl)-3-(2-chloro-phenyl)-2-hydroxy-propyl-1]-1,2,4-triazol-5-yl} disulphide

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: iodine; magnesium / tetrahydrofuran / 1 h / Cooling with ice 1.2: 1 h / Cooling with ice 2.1: potassium carbonate / N,N-dimethyl-formamide / 2 h / 50 °C View Scheme

: 120983-72-4
1-chlorocyclopropyl-2-chloro-ethan-1-one

: 303048-98-8, 303048-99-9, 856220-33-2
prothioconazole

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: iodine; magnesium / tetrahydrofuran / 1 h / Cooling with ice 1.2: 1 h / Cooling with ice 2.1: potassium carbonate / N,N-dimethyl-formamide / 2 h / 50 °C 3.1: zinc / methanol / 3 h / 30 °C View Scheme

: 1-allyl-4-chloro-1H-imidazole

: 120983-72-4
1-chlorocyclopropyl-2-chloro-ethan-1-one

: 1-allyl-4-chloro-3-[2-(1-chlorocyclopropyl)-2-oxoethyl]-1H-imidazol-3-ium iodide

Conditions

Conditions	Yield
With potassium iodide In methanol at 20 - 70℃; for 22h;	34.6 g

: 120983-72-4
1-chlorocyclopropyl-2-chloro-ethan-1-one

: 2-(1-chlorocyclopropyl)-3-(2-fluorophenyl)-1-(tetrazol-1-yl)butan-2-ol

: 2-(1-chlorocyclopropyl)-3-(2-fluorophenyl)-1-(tetrazol-1-yl)butan-2-ol

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 0.08 h / 21 °C / Inert atmosphere 1.2: 2 h / 21 - 40 °C 2.1: ethylene dibromide; magnesium / diethyl ether / 0.67 h / 0 - 5 °C / Inert atmosphere 2.2: 0.83 h / 0 - 5 °C 3.1: hydrogen; palladium on activated charcoal / methanol / 21 °C View Scheme

: 120983-72-4
1-chlorocyclopropyl-2-chloro-ethan-1-one

: 2-(1-chlorocyclopropyl)-1-phenyl-3-(tetrazol-1-yl)propan-2-ol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 0.08 h / 21 °C / Inert atmosphere 1.2: 2 h / 21 - 40 °C 2.1: manganese chloride bis(lithium chloride) / tetrahydrofuran / 0.33 h / 0 °C / Inert atmosphere 2.2: 2 h / 0 °C View Scheme

: 120983-72-4
1-chlorocyclopropyl-2-chloro-ethan-1-one

: 2-(1-chlorocyclopropyl)-3-(2-fluorophenyl)-1-(tetrazol-1-yl)but-3-en-2-ol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 0.08 h / 21 °C / Inert atmosphere 1.2: 2 h / 21 - 40 °C 2.1: ethylene dibromide; magnesium / diethyl ether / 0.67 h / 0 - 5 °C / Inert atmosphere 2.2: 0.83 h / 0 - 5 °C View Scheme

: 50-00-0
formaldehyd

: 120983-72-4
1-chlorocyclopropyl-2-chloro-ethan-1-one

: 1147550-11-5
ammonium thiocyanate

: 611-19-8
1-chloro-2-(chloromethyl)benzene

: 303048-98-8, 303048-99-9, 856220-33-2
prothioconazole

Conditions

Conditions	Yield
Stage #1: 1-chloro-2-(chloromethyl)benzene With iodine; magnesium at 30℃; for 3h; Inert atmosphere; Stage #2: 1-chlorocyclopropyl-2-chloro-ethan-1-one for 2h; Inert atmosphere; Stage #3: formaldehyd; ammonium thiocyanate Further stages;

...Expand

Ethanone, 2-chloro-1-(1-chlorocyclopropyl)- Specification

The Ethanone, 2-chloro-1-(1-chlorocyclopropyl)-, with the CAS registry number 120983-72-4, is also known as 1-Chlorocyclopropyl chloromethyl ketone. It belongs to the product category of Acetylhalide. This chemical's molecular formula is C₅H₆Cl₂O and molecular weight is 153.00654. What's more, its systematic name is called 2-Chloro-1-(1-chlorocyclopropyl)ethanone. Its classification code is TSCA Flag P [A commenced PMN (Premanufacture Notice) substance].

Physical properties about Ethanone, 2-chloro-1-(1-chlorocyclopropyl)- are: (1)ACD/LogP: 0.24; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1; (4)ACD/LogD (pH 7.4): 1; (5)ACD/BCF (pH 5.5): 3; (6)ACD/BCF (pH 7.4): 3; (7)ACD/KOC (pH 5.5): 69; (8)ACD/KOC (pH 7.4): 69; (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: 1.493; (14)Molar Refractivity: 32.939 cm³; (15)Molar Volume: 113.289 cm³; (16)Surface Tension: 37.274 dyne/cm; (17)Density: 1.351 g/cm³; (18)Flash Point: 79.235 °C; (19)Enthalpy of Vaporization: 43.818 kJ/mol; (20)Boiling Point: 201.961 °C at 760 mmHg; (21)Vapour Pressure: 0.3 mmHg at 25 °C.

You can still convert the following datas into molecular structure:
(1) SMILES: ClCC(=O)C1(Cl)CC1
(2) InChI: InChI=1/C5H6Cl2O/c6-3-4(8)5(7)1-2-5/h1-3H2
(3) InChIKey: VHHGLRZRRBYTNE-UHFFFAOYAK

Product Name

Ethanone, 2-chloro-1-(1-chlorocyclopropyl)- (9CI)

Synthetic route

Ethanone, 2-chloro-1-(1-chlorocyclopropyl)- Specification

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