• Name

  Ethyl 2-oxohexanoate

• EINECS 1308068-626-2
• CAS No. 5753-96-8
• Article Data34
• CAS DataBase
• Density 0.981 g/cm³
• Solubility
• Melting Point
• Formula C₈H₁₄O₃
• Boiling Point 211.725 °C at 760 mmHg
• Molecular Weight 158.197
• Flash Point 81 ºC
• Transport Information
• Appearance Light yellow liquid
• Safety
• Risk Codes
• Molecular Structure
• Hazard Symbols
• Synonyms 2-Oxohexanoicacid ethyl ester;Hexanoic acid, 2-oxo-,ethyl ester;Ethyl a-ketocaproate;
• PSA 43.37000
• LogP 1.30880

Synthetic route

52089-55-1

2-hydroxyhexanoic acid ethyl ester

5753-96-8

ethyl 2-oxohexanoate

Conditions

Conditions	Yield
With oxalyl dichloride; dimethyl sulfoxide In dichloromethane at -60℃; under 15 Torr; Swern oxidation;	100%
With hydrogenchloride; sodium hypobromide In dichloromethane; water at 25℃; for 5h;	93%
With sodium bromide In dichloromethane; water Ambient temperature; anodic oxidation;	80%
With Dess-Martin periodane In dichloromethane for 1.33333h;	67%
With chromium(VI) oxide; acetic acid

bromomagnesium tri-n-butylzincate

95-92-1

oxalic acid diethyl ester

5753-96-8

ethyl 2-oxohexanoate

Conditions

Conditions	Yield
at -78℃;	96%

97391-34-9

ethyl 2-butyl-3-(N,N-dimethylamino)propenoate

5753-96-8

ethyl 2-oxohexanoate

Conditions

Conditions	Yield
With bisacenaphthalenethiophene; oxygen In dichloromethane at -78℃; for 0.5h; Irradiation;	92%

693-03-8

n-butyl magnesium bromide

220332-87-6

ethyl 3,5-dimethyl-1-pyrazolylglyoxylate

5753-96-8

ethyl 2-oxohexanoate

Conditions

Conditions	Yield
In diethyl ether at -90℃; for 1h;	90%

103999-88-8

ethyl 2-azidohexanoate

5753-96-8

ethyl 2-oxohexanoate

Conditions

Conditions	Yield
With lithium ethoxide In tetrahydrofuran; ethanol	84%

32557-27-0

ethyl 2-butyl-1,3-dithiane-2-carboxylate

5753-96-8

ethyl 2-oxohexanoate

Conditions

Conditions	Yield
With pyridine; pyridinium hydrobromide perbromide complex; tetrabutylammomium bromide In dichloromethane-d2; water for 2h; Product distribution; Ambient temperature; var. reagents and solvents; other thioketals of ketoesters, ketoacids and ketoaldehydes;	81%

1889-20-9

n-butylmagnesium iodide

220332-87-6

ethyl 3,5-dimethyl-1-pyrazolylglyoxylate

5753-96-8

ethyl 2-oxohexanoate

Conditions

Conditions	Yield
In diethyl ether at -90℃; for 1h;	70%

309295-48-5

ethyl 2-chloro-2-phenylselanylhexanoate

5753-96-8

ethyl 2-oxohexanoate

Conditions

Conditions	Yield
With mercury(II) diacetate In water; acetone at 20℃; for 1h; Hydrolysis;	67%

109-72-8, 29786-93-4

n-butyllithium

139507-52-1

monoethoxyoxalic acid N-methoxy-N-methylamide

A

5753-96-8

ethyl 2-oxohexanoate

B

141694-32-8

N-Methoxy-N-methyl-α-oxohexaneamide

Conditions

Conditions	Yield
With n-butyllithium In tetrahydrofuran at -78℃;	A 8% B 58%

...Expand

92273-73-9

n-butylzinc bromide

4755-77-5

Ethyl oxalyl chloride

5753-96-8

ethyl 2-oxohexanoate

Conditions

Conditions	Yield
Stage #1: n-butylzinc bromide With copper(l) iodide In tetrahydrofuran at -25 - 0℃; for 0.333333h; Stage #2: Ethyl oxalyl chloride In tetrahydrofuran at -25℃; for 3h;	37%

64-17-5

ethanol

2492-75-3

2-oxohexanoic acid

5753-96-8

ethyl 2-oxohexanoate

Conditions

Conditions	Yield
With sulfuric acid; benzene
With triethanolamine; toluene-4-sulfonic acid In toluene for 6h; Heating; Yield given;

60-29-7

diethyl ether

3431-67-2

di-n-butylcadmium

4755-77-5

Ethyl oxalyl chloride

A

5753-96-8

ethyl 2-oxohexanoate

B

42513-46-2

2-butyl-2-hydroxy-hexanoic acid ethyl ester

C

97834-75-8

2-ethoxyoxalyloxy-2-butyl-hexanoic acid ethyl ester

Conditions

Conditions	Yield
at -30℃;

...Expand

96433-29-3

3-propyl-oxirane-2,2-dicarboxylic acid diethyl ester

64-17-5

ethanol

5753-96-8

ethyl 2-oxohexanoate

Conditions

Conditions	Yield
(i) KOH, (ii) aq. HCl, (iii) (heating); Multistep reaction;

2806-51-1

1-ethoxyhex-1-yne

5753-96-8

ethyl 2-oxohexanoate

Conditions

Conditions	Yield
With oxygen; ozone In hexane at -60℃;

109-72-8, 29786-93-4

n-butyllithium

68714-37-4

triethoxyacetonitrile

5753-96-8

ethyl 2-oxohexanoate

Conditions

Conditions	Yield
With water 1.) diethyl ether, room temp., 2 h, 2.) 1N HCl; Yield given. Multistep reaction;

6982-26-9, 6982-49-6, 90201-77-7, 108666-24-6, 108666-26-8, 108666-27-9, 108666-29-1

(+/-)-erythro-2,3-dihydroxy-hexanoic acid ethyl ester

5753-96-8

ethyl 2-oxohexanoate

Conditions

Conditions	Yield
tungsten(VI) oxychloride In acetonitrile for 24h; Ambient temperature;	81 % Chromat.

6982-26-9, 6982-49-6, 90201-77-7, 108666-24-6, 108666-26-8, 108666-27-9, 108666-29-1

(+/-)-threo-2,3-dihydroxy-hexanoic acid ethyl ester

5753-96-8

ethyl 2-oxohexanoate

Conditions

Conditions	Yield
tungsten(VI) oxychloride In acetonitrile for 24h; Ambient temperature;	78 % Chromat.

693-03-8

n-butyl magnesium bromide

95-92-1

oxalic acid diethyl ester

5753-96-8

ethyl 2-oxohexanoate

Conditions

Conditions	Yield
In tetrahydrofuran at -10℃; for 1h;	75 % Spectr.
In tetrahydrofuran; diethyl ether at -78 - 20℃;

1540-29-0

ethyl 2-butylacetoacetate

5753-96-8

ethyl 2-oxohexanoate

Conditions

Conditions	Yield
Yield given. Multistep reaction;

α-hydroxyimino-n-caproic acid ethyl ester

α-hydroxyimino-n-caproic acid ethyl ester

5753-96-8

ethyl 2-oxohexanoate

Conditions

Conditions	Yield
With formic acid; nitrosylsulfuric acid

1-(Ethoxyoxalyl-methyl-amino)-3-methyl-3H-imidazol-1-ium; iodide

n-C4H9MgX

n-C4H9MgX

5753-96-8

ethyl 2-oxohexanoate

Conditions

Conditions	Yield
With lithium diisopropyl amide 1) THF, rt, ultrasonic irradiation, 30 min; 2) THF, -78 deg C --> rt; Yield given. Multistep reaction;

308335-51-5

ethyl 2-phenylselanylhexanoate

5753-96-8

ethyl 2-oxohexanoate

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: N-chlorosuccinimide / CCl4 / 2 h / Heating 2: 67 percent / Hg(OAc)2 / acetone; H2O / 1 h / 20 °C View Scheme

26103-78-6

propyl-oxalacetic acid diethyl ester

5753-96-8

ethyl 2-oxohexanoate

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: aq. HCl / 6 h / Heating 2: p-toluenesulfonic acid, triethanolamine / toluene / 6 h / Heating View Scheme

109-65-9

1-bromo-butane

95-92-1

oxalic acid diethyl ester

5753-96-8

ethyl 2-oxohexanoate

Conditions

Conditions	Yield
Stage #1: 1-bromo-butane With magnesium In tetrahydrofuran for 1.16667h; Heating; Stage #2: oxalic acid diethyl ester In tetrahydrofuran at -15℃; for 2h; Further stages.;
Stage #1: 1-bromo-butane With magnesium In tetrahydrofuran at 60℃; Reflux; Stage #2: oxalic acid diethyl ester In tetrahydrofuran at -60 - -15℃;
Stage #1: 1-bromo-butane With iodine; magnesium In tetrahydrofuran at 25 - 40℃; for 0.75h; Stage #2: oxalic acid diethyl ester In tetrahydrofuran at -78℃; for 2h;
Stage #1: 1-bromo-butane With magnesium In tetrahydrofuran Stage #2: oxalic acid diethyl ester In tetrahydrofuran at -78℃; for 5h; Inert atmosphere;

849945-08-0

ethyl 2-diazohexanoate

A

5753-96-8

ethyl 2-oxohexanoate

B

triethyl 2,4,6-tributyl-1,3,5-trioxane-2,4,6-tricarboxylate

Conditions

Conditions	Yield
Stage #1: ethyl 2-diazohexanoate With ozone In dichloromethane at -78℃; for 0.0833333h; Stage #2: With triethylamine In dichloromethane at 20℃; for 4h; Overall yield = 73 percent; Overall yield = 66 mg;

5753-96-8

ethyl 2-oxohexanoate

540-63-6

ethane-1,2-dithiol

2-butyl-[1,3]dithiolane-2-carboxylic acid ethyl ester

179532-98-0

2-butyl-[1,3]dithiolane-2-carboxylic acid ethyl ester

Conditions

Conditions	Yield
With boron trifluoride diethyl etherate In diethyl ether Condensation;	100%

Ethyl 2-oxohexanoate Chemical Properties

Ethyl 2-oxohexanoate Specification