1-methylcyclopentanol
6-chloro-2-hexanone
Conditions | Yield |
---|---|
With sodium hydrogencarbonate; iron(II) sulfate In tetrachloromethane Ambient temperature; in the dark; | 100% |
With lead(IV) acetate; lithium chloride at 20 - 35℃; for 4h; Oxidation; oxidative decyclization; mechanical activation; | 51% |
(i) aq. NaOCl, (ii) AgNO3, NaOH, aq. NH3; Multistep reaction; |
6-chlorohexene
6-chloro-2-hexanone
Conditions | Yield |
---|---|
With copper(l) iodide; oxygen; palladium dichloride In water; N,N-dimethyl-formamide for 48h; | 99% |
1-chloro-5-hexyne
6-chloro-2-hexanone
Conditions | Yield |
---|---|
With (cyclohexylisocyanide)gold(I) chloride; water; potassium tetrakis(pentafluorophenyl)borate In methanol at 20℃; for 24h; Reagent/catalyst; | 99% |
With methanol; [Co((dimethylglyoximate)BF2)2•2H2O] at 65℃; for 2.5h; Sealed tube; Neutral conditions; regioselective reaction; | 98% |
With silver hexafluoroantimonate; SPGS-550-M; NOK; C35H47O3P*Au(1+)*Cl(1-); trifluoroacetic acid In water; toluene at 20℃; for 24h; Green chemistry; | 90% |
2-methyl-5,6-dihydro-4H-pyran-3-carboxylic acid methyl ester
6-chloro-2-hexanone
Conditions | Yield |
---|---|
With hydrogenchloride at 50℃; for 3h; | 93% |
1-methylcyclopentyl hypochlorite
6-chloro-2-hexanone
Conditions | Yield |
---|---|
In tetrachloromethane at 70℃; for 6h; Irradiation; | 90% |
at 40℃; |
6-chloro-2-hexanone
Conditions | Yield |
---|---|
With hydrogenchloride In tetrahydrofuran for 0.5h; Heating; | 85% |
N'-[5-Chloro-1-methyl-pent-(Z)-ylidene]-N,N-dimethyl-hydrazine
6-chloro-2-hexanone
Conditions | Yield |
---|---|
With water; copper dichloride In tetrahydrofuran; phosphoric acid | 84% |
With boron trifluoride diethyl etherate In water; acetone | 64% |
5-(1-Amino-5-chloro-pentylidene)-2,2-dimethyl-[1,3]dioxane-4,6-dione
6-chloro-2-hexanone
Conditions | Yield |
---|---|
With hydrogenchloride Heating; | 73% |
Conditions | Yield |
---|---|
With pyridine; lead(IV) acetate; lithium chloride In benzene at 80℃; for 5h; | A 15% B 70% |
Methyltriphenylphosphonium bromide
4-Chloro-N,O-dimethylbutyric acid amide
6-chloro-2-hexanone
Conditions | Yield |
---|---|
Stage #1: Methyltriphenylphosphonium bromide With n-butyllithium In tetrahydrofuran; hexane at -15℃; Stage #2: 4-Chloro-N,O-dimethylbutyric acid amide In tetrahydrofuran; hexane at -78 - 20℃; Wittig reaction; Stage #3: With hydrogenchloride In tetrahydrofuran; diethyl ether; hexane at 20℃; | 68% |
6-chloro-2-hexanol
6-chloro-2-hexanone
Conditions | Yield |
---|---|
With C44H66O8P4Pd2; methyl vinyl ketone In water; toluene at 105℃; for 16h; Inert atmosphere; chemoselective reaction; | 65% |
With pyridinium chlorochromate |
Conditions | Yield |
---|---|
With dichloro bis(acetonitrile) palladium(II); oxygen; 2-Methyl-1,4-benzoquinone; copper(l) chloride; tert-butyl alcohol at 40℃; under 760.051 Torr; for 3h; | A 8 %Spectr. B 60% |
Conditions | Yield |
---|---|
With dichloro bis(acetonitrile) palladium(II); 1-hydroxytetraphenyl-cyclopentadienyl(tetraphenyl-2,4-cyclopentadien-1-one)-μ-hydrotetracarbonyldiruthenium(II); water; p-benzoquinone In methanol; isopropyl alcohol at 85℃; for 48h; Inert atmosphere; Glovebox; regioselective reaction; | A 40% B 9 %Spectr. |
6-hydroxy-2-hexanone
6-chloro-2-hexanone
Conditions | Yield |
---|---|
With hydrogenchloride; water |
1-methyl-cyclopentyl hydroperoxide
6-chloro-2-hexanone
Conditions | Yield |
---|---|
With hydrogenchloride; iron(II) sulfate In water |
N-isopropyliden-cyclohexyl amine
1,3-chlorobromopropane
6-chloro-2-hexanone
Conditions | Yield |
---|---|
(i) LiNEt2, THF, (ii) /BRN= 605278/, (iii) aq. HCl; Multistep reaction; | |
With n-butyllithium 1.) THF; Yield given. Multistep reaction; |
1,3-Dioxolan-2-buttersaeure-ethylester
6-chloro-2-hexanone
Conditions | Yield |
---|---|
With hydrogenchloride; lithium aluminium tetrahydride 1) ether, 4 h, room temp.; 30 min., reflux; 2) 2 h, reflux; Yield given. Multistep reaction; |
5-chloro-2-(1-methylethenyl)pentanoic acid
6-chloro-2-hexanone
Conditions | Yield |
---|---|
With pyridine; dimethylsulfide; ozone 1.) dichloromethane, -70 deg C, 2.) dichloromethane, room temperature, 15 h; Yield given. Multistep reaction; |
5-chloro-2-(1-methylethenyl)pentanoic acid
A
6-chloro-2-hexanone
B
6-chloro-3-methylene-2-hexanone
Conditions | Yield |
---|---|
With ozone; triethylamine 1.) dichloromethane, -70 deg C, 2.) dichloromethane, room temperature; Yield given. Multistep reaction. Yields of byproduct given; |
6-chloro-2-(1-methylethenyl)hexanoic acid
A
6-chloro-2-hexanone
B
7-chloroheptan-2-one
Conditions | Yield |
---|---|
With pyridine; dimethylsulfide; ozone 1.) dichloromethane, -70 deg C, 2.) dichloromethane, room temperature, 15 h; Yield given. Multistep reaction. Yields of byproduct given; |
A
6-chloro-2-hexanone
B
8-chloro-octan-2-one
Conditions | Yield |
---|---|
With pyridine; dimethylsulfide; ozone 1.) dichloromethane, -70 deg C, 2.) dichloromethane, room temperature, 15 h; Yield given. Multistep reaction. Yields of byproduct given; |
5-Chlorovaleroyl chloride
6-chloro-2-hexanone
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: 70 percent / tetrahydrofuran / -78 °C 2.1: n-BuLi / tetrahydrofuran; hexane / -15 °C 2.2: tetrahydrofuran; hexane / -78 - 20 °C 2.3: 68 percent / aq. HCl / tetrahydrofuran; hexane; diethyl ether / 20 °C View Scheme |
5-chloro-pentanal
6-chloro-2-hexanone
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 2: pyridinium chlorochromate View Scheme |
Conditions | Yield |
---|---|
Stage #1: propylamine; 6-chloro-2-hexanone; calcium carbide With copper(l) iodide; triethylamine In water; acetonitrile at 60℃; for 24h; Stage #2: In water; acetonitrile for 2h; Reagent/catalyst; Solvent; | 99% |
6-chloro-2-hexanone
1-iodo-5-hexanone
Conditions | Yield |
---|---|
With sodium iodide In acetone at 60℃; for 12h; Sealed tube; | 97% |
With sodium iodide In acetone at 60℃; | 87% |
With sodium iodide In acetone | |
With sodium iodide In acetone Heating; |
N-Methylpyrrole
6-chloro-2-hexanone
3-(5-chloro-1-methylpentyl)-1-methyl-1H-pyrrole
Conditions | Yield |
---|---|
With triethylsilane; indium(III) tris[bis(trifluoromethanesulfonyl)amide] In 1,4-dioxane at 85℃; for 5h; Schlenk technique; Inert atmosphere; regioselective reaction; | 97% |
With triethylsilane; bis(trifluoromethanesulfonyl)amide In 1,4-dioxane at 100℃; for 10h; Schlenk technique; Inert atmosphere; regioselective reaction; | 86% |
Conditions | Yield |
---|---|
Stage #1: 6-chloro-2-hexanone; calcium carbide; phenethylamine With copper(l) iodide; triethylamine In water; acetonitrile at 60℃; for 24h; Stage #2: In water; acetonitrile for 2h; Reagent/catalyst; | 96% |
6-chloro-2-hexanone
Conditions | Yield |
---|---|
With iodine; 1-n-butyl-3-methylimidazolim bromide at 80℃; for 15h; Reagent/catalyst; Temperature; Ionic liquid; Green chemistry; chemoselective reaction; | 93% |
6-chloro-2-hexanone
6-azido-2-hexanone
Conditions | Yield |
---|---|
With sodium azide; sodium iodide In dimethyl sulfoxide at 55℃; for 18h; | 92% |
With sodium azide; sodium iodide In N,N-dimethyl-formamide at 80℃; for 5h; Inert atmosphere; | 81% |
With sodium azide; sodium iodide In N,N-dimethyl-formamide at 80℃; | 67% |
With sodium azide; sodium iodide In N,N-dimethyl-formamide at 80℃; for 2h; Inert atmosphere; | 59% |
Conditions | Yield |
---|---|
With acetic acid for 4h; Reflux; | 92% |
6-chloro-2-hexanone
Conditions | Yield |
---|---|
With iodine; 1-n-butyl-3-methylimidazolim bromide at 80℃; for 14h; Ionic liquid; Green chemistry; chemoselective reaction; | 92% |
6-chloro-2-hexanone
7-Ethyl-3,8-dimethyl-3,7-dihydro-purine-2,6-dione
Conditions | Yield |
---|---|
With sodium ethanolate In N,N-dimethyl-formamide at 125℃; for 4h; | 91% |
phthalimide
6-chloro-2-hexanone
2-(5-oxohexyl)-1H-isoindole-1,3(2H)-dione
Conditions | Yield |
---|---|
With potassium carbonate; potassium iodide In N,N-dimethyl-formamide at 100℃; for 12h; | 91% |
With potassium carbonate; potassium iodide In N,N-dimethyl-formamide at 100℃; for 18h; | 73.2% |
6-chloro-2-hexanone
2-amino-N'-phenylbenzohydrazide
Conditions | Yield |
---|---|
With iodine; 1-n-butyl-3-methylimidazolim bromide at 80℃; for 15h; Ionic liquid; Green chemistry; chemoselective reaction; | 91% |
6-chloro-2-hexanone
C13H12ClN3O
Conditions | Yield |
---|---|
With iodine; 1-n-butyl-3-methylimidazolim bromide at 80℃; for 13h; Ionic liquid; Green chemistry; chemoselective reaction; | 91% |
Conditions | Yield |
---|---|
With manganese; TiCpCl2 In tetrahydrofuran at 20℃; for 2h; Inert atmosphere; | 91% |
6-chloro-2-hexanone
7-benzyl-3-methylxanthine
Conditions | Yield |
---|---|
90.4% |
6-chloro-2-hexanone
2-amino-N-(4-methoxyphenyl)benzamide
Conditions | Yield |
---|---|
With iodine at 80℃; for 8h; Ionic liquid; | 90% |
6-chloro-2-hexanone
Conditions | Yield |
---|---|
With iodine; 1-n-butyl-3-methylimidazolim bromide at 80℃; for 11h; Ionic liquid; Green chemistry; chemoselective reaction; | 90% |
6-chloro-2-hexanone
Conditions | Yield |
---|---|
With iodine at 80℃; for 9h; Ionic liquid; | 90% |
6-chloro-2-hexanone
3-Ethyl-7,8-dimethyl-3,7-dihydro-purine-2,6-dione
Conditions | Yield |
---|---|
With sodium ethanolate In N,N-dimethyl-formamide at 125℃; for 4h; | 89% |
6-chloro-2-hexanone
2-amino-N-(p-methoxybenzyl)benzamide
Conditions | Yield |
---|---|
With iodine at 80℃; for 8h; Ionic liquid; | 89% |
6-chloro-2-hexanone
2-Amino-5-chlor-N2-phenyl-benzoesaeure-hydrazid
Conditions | Yield |
---|---|
With iodine; 1-n-butyl-3-methylimidazolim bromide at 80℃; for 11h; Ionic liquid; Green chemistry; chemoselective reaction; | 89% |
6-chloro-2-hexanone
2-(aminophenyl)benzimidazole
Conditions | Yield |
---|---|
With iodine at 80℃; for 11h; Ionic liquid; | 89% |
Conditions | Yield |
---|---|
With copper(I) oxide In acetonitrile at 90℃; for 24h; Inert atmosphere; | 88% |
6-chloro-2-hexanone
2-amino-N-[2-(4-methoxyphenyl)ethyl]benzamide
Conditions | Yield |
---|---|
With iodine at 80℃; for 8h; Ionic liquid; | 87% |
2-methyl-1H-indole
6-chloro-2-hexanone
Conditions | Yield |
---|---|
With indium(III) tris[bis(trifluoromethanesulfonyl)amide]; methyldiphenylsilane In 1,4-dioxane at 50℃; for 24h; Inert atmosphere; Schlenk technique; | 87% |
6-chloro-2-hexanone
Conditions | Yield |
---|---|
With iodine; 1-n-butyl-3-methylimidazolim bromide at 80℃; for 10h; Ionic liquid; Green chemistry; chemoselective reaction; | 87% |
Empirical Formula: C6H11ClO
Molecular Weight: 134.6039 g/mol
EINECS: 233-546-5
Index of Refraction: 1.424
Density: 0.989 g/cm3
Flash Point: 91.6 °C
Enthalpy of Vaporization: 44.38 kJ/mol
Boiling Point: 207.6 °C at 760 mmHg
Vapour Pressure: 0.224 mmHg at 25 °C
Storage tempreture: Freezer
Appearance: Clear yellow to brown liquid
Structure of 6-Chloro-2-hexanone (CAS NO.10226-30-9):
IUPAC Name: 6-Chlorohexan-2-one
Product Category of 6-Chloro-2-hexanone (CAS NO.10226-30-9): Pharmaceutical Intermediates;Carbonyl Compounds;Ketones;Pentoxifylline
6-Chloro-2-hexanone (CAS NO.10226-30-9) has been used as ntermediate for pentoxifylline .
6-Chloro-2-hexanone (CAS NO.10226-30-9) hasn't been listed as a carcinogen by NTP, IARC, ACGIH, or CA Prop 65. And the toxicological properties have not been fully investigated.
Hazard Codes: Xi,Xn
Risk Statements: 36/37/38-20/21/22
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 37/39-26-36
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36:Wear suitable protective clothing.
S37/39:Wear suitable gloves and eye/face protection.
6-Chloro-2-hexanone , its cas register number is 10226-30-9. It also can be called 2-Hexanone, 6-chloro- . It is hazardous, so the first aid measures and others should be known. Such as: When on the skin: first, should flush skin with plenty of water immediately for at least 15 minutes while removing contaminated clothing. Secondly, get medical aid. Or in the eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Then get medical aid soon. While, it's inhaled: Remove from exposure and move to fresh air immediately. Give artificial respiration while not breathing. When breathing is difficult, give oxygen. And as soon as to get medical aid. Then you have the ingesting of the product: Wash mouth out with water, and get medical aid immediately. Notes to physician: Treat supportively and symptomatically.
In addition, 6-Chloro-2-hexanone (CAS NO.10226-30-9) is not compatible with strong oxidizing agents, acids, acid chlorides, carbon dioxide, acid anhydrides, and you must not take it with incompatible materials. And also prevent it to broken down into hazardous decomposition products: carbon monoxide, carbon dioxide.
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