Acetonylacetone supplier | CasNO.110-13-4

Name
Acetonylacetone
EINECS 203-738-3
CAS No. 110-13-4
Article Data250
CAS DataBase
Density 0.973 g/cm³
Solubility soluble in water
Melting Point -6―-5 °C(lit.)
Formula C₆H₁₀O₂
Boiling Point 188.8 °C at 760 mmHg
Molecular Weight 114.144
Flash Point 78.9 °C
Transport Information
Appearance clear slight brown liquid
Safety 23-26-36/37-37/39
Risk Codes 36/38-48/20/21/22-36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms 1,2-Diacetylethane;2,5-Diketohexane;2,5-Dioxohexane;Diacetonyl;NSC 7621;a,b-Diacetylethane;2,5-Hexanedione;
PSA 34.14000
LogP 0.94460

Synthetic route

: 625-86-5
2,5-dimethylfuran

: 110-13-4
2,5-hexanedione

Conditions

Conditions	Yield
With water at 100℃; for 2h;	100%
With carbon dioxide In water at 150℃; under 30003 Torr; for 15h; Autoclave;	95%
With carbon dioxide In water at 150℃; under 30003 Torr; for 15h; Autoclave;	95%

: 1093613-53-6
(1R,4S,5S,6R)-1,4-dimethyl-2,3-dioxabicyclo[2.2.2]octane-5,6-diol

: 110-13-4
2,5-hexanedione

Conditions

Conditions	Yield
In acetonitrile for 16h; Reflux;	100%

: 2935-44-6
hexane-2,5-diol

: 110-13-4
2,5-hexanedione

Conditions

Conditions	Yield
With dihydrogen peroxide; Na12[WZn3(H2O)2(ZnW9O34)2] at 75℃; for 7h;	99%
With sodium bromate; sodium hydrogensulfite In water; acetonitrile at 20℃; for 4.25h; Oxidation;	98%
With 2O34W9Zn(12-)W(6+)3Zn(2+)*2H2O; dihydrogen peroxide In water; acetonitrile at 135℃; under 2250.23 Torr; for 0.25h; Microwave irradiation;	93%
With chromium(III) oxide; copper at 190℃;
With AmberliteIR-120(H) at 90℃; for 24h; Autoclave; Inert atmosphere;	> 99 %Chromat.

: 4436-75-3
3-hexene-2,5-dione

: 110-13-4
2,5-hexanedione

Conditions

Conditions	Yield
With nickel phosphide; hydrogen In water at 100℃; under 15201 Torr; for 1h;	96%

: 944-26-3
hexane-2,5-dione bis-ethylene ketal

: 110-13-4
2,5-hexanedione

Conditions

Conditions	Yield
With sulfuric acid In 1,4-dioxane for 3h; Ambient temperature;	95%

: 13891-87-7
pent-4-en-2-one

: 75-07-0
acetaldehyde

: 110-13-4
2,5-hexanedione

Conditions

Conditions	Yield
With 3-ethyl-5-(2-hydroxyethyl)-4-methyl-1,3-thiazolium bromide; caesium carbonate In tetrahydrofuran at 20℃; for 24h; Stetter reaction; Inert atmosphere;	95%

: 61759-13-5
1-(phenylselanyl)propan-2-one

A: 1666-13-3
diphenyl diselenide

B: 110-13-4
2,5-hexanedione

Conditions

Conditions	Yield
at 600℃; under 20 Torr; for 0.0333333h;	A 93% B 52%

: 69924-30-7
5-hydroxymethyl-tetrahydrofuran-2-carbaldehyde

A: 1003-38-9
2,5-dimethyltetrahydrofuran

B: 104-80-3, 1122-89-0, 2144-40-3, 81370-88-9, 81370-89-0
tetrahydrofuran-2,5-dimethanol

C: 625-86-5
2,5-dimethylfuran

D: 110-13-4
2,5-hexanedione

E: 37493-29-1
5-methyltetrahydro-2-furaldehyde

Conditions

Conditions	Yield
With hydrogen In 1,4-dioxane at 180℃; under 9000.9 Torr; for 4h; Catalytic behavior; Overall yield = 100 %;	A 1.4% B 3.6% C 91.5% D 3.2% E n/a
With hydrogen In 1,4-dioxane at 180℃; under 9000.9 Torr; for 4h; Catalytic behavior; Overall yield = 100 %;	A 9.5% B 4.9% C 80.1% D 3.4% E n/a

...Expand

: 318511-70-5
tert-butyl 2-acetyl-4-oxopentanoate

: 110-13-4
2,5-hexanedione

Conditions

Conditions	Yield
With sulfuric acid at 60 - 70℃; for 8h;	90.9%
With toluene-4-sulfonic acid

: 35223-72-4
5-nitro-2-hexanone

: 110-13-4
2,5-hexanedione

Conditions

Conditions	Yield
With tetrabutylammomium bromide; oxygen In acetonitrile for 2h; electrolysis;	86%
With sodium hydroxide; sodium chlorite; tetra(n-butyl)ammonium hydrogensulfate In dichloromethane for 7h; Ambient temperature;	78%
With sodium nitrite In water; dimethyl sulfoxide at 65℃;	75%

: 77872-82-3
cis-1,2-diamino-1,2-dimethylcyclobutane

: 110-13-4
2,5-hexanedione

Conditions

Conditions	Yield
With 3,3-dimethyldioxirane In acetone at 0℃; for 1h;	86%

: cis-1,2-diamino-1,2-dimethylcyclobutane dihydrosulphate

: 110-13-4
2,5-hexanedione

Conditions

Conditions	Yield
With 3,3-dimethyldioxirane In acetone at 0℃; for 1h;	86%

: 3031-66-1
3-hexyn-2,5-diol

: 106-47-8
4-chloro-aniline

A: 5044-23-5
1-(4-chlorophenyl)-2,5-dimethyl-1H-pyrrole

B: 110-13-4
2,5-hexanedione

Conditions

Conditions	Yield
Stage #1: 3-hexyn-2,5-diol With carbonyl bis(hydrido)tris(triphenylphosphine)ruthenium(II); 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In toluene for 0.5h; Inert atmosphere; Reflux; Stage #2: 4-chloro-aniline In toluene for 23.5h; Inert atmosphere; Reflux;	A 86% B n/a
With 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In toluene for 24h; Heating; Title compound not separated from byproducts.;	A 72 % Chromat. B 28 % Chromat.

...Expand

: 3031-66-1
3-hexyn-2,5-diol

: 110-13-4
2,5-hexanedione

Conditions

Conditions	Yield
With tributylphosphine; tris(dibenzylideneacetone)dipalladium(0) chloroform complex In acetonitrile for 70h; Heating;	84%
With tributylphosphine In acetonitrile for 70h; Mechanism; Product distribution; Heating; other substrates, catalysts;	84%
IrH5(P-(i-Pr)3)2 In toluene for 48h; Heating;	70%

: 1003-38-9
2,5-dimethyltetrahydrofuran

: 110-13-4
2,5-hexanedione

Conditions

Conditions	Yield
With ruthenium tetroxide In tetrachloromethane; water for 24h;	82%
With aluminum oxide; potassium permanganate; copper(II) sulfate at 20℃; for 8h;	60%

: 626-93-7
n-hexan-2-ol

A: 591-78-6
n-hexan-2-one

B: 110-13-4
2,5-hexanedione

Conditions

Conditions	Yield
With tetraethylammonium nitrate electrochemical oxidation;	A 80% B 6%

: 78-94-4
methyl vinyl ketone

: 431-03-8
dimethylglyoxal

: 110-13-4
2,5-hexanedione

Conditions

Conditions	Yield
With ethanol; 3-benzyl-5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium chloride; triethylamine at 25℃; for 24h; Stetter reaction;	80%

: 620-02-0
5-Methylfurfural

: 110-13-4
2,5-hexanedione

Conditions

Conditions	Yield
With hydrogen; nickel(II) hydroxide In dichloromethane; water at 140℃; under 22502.3 Torr; for 20h; Reagent/catalyst; Solvent; Temperature; Pressure; Autoclave;	79%
With hydrogenchloride; 5%-palladium/activated carbon; hydrogen In chloroform; water at 100℃; under 45004.5 Torr; for 2h;	75%
With water; hydrogen at 130℃; under 15201 Torr; for 48h; Reagent/catalyst;	74%

: 3857-25-8
2-hydroxymethyl-5-methylfuran

: 110-13-4
2,5-hexanedione

Conditions

Conditions	Yield
With nickel phosphide; water; hydrogen at 100℃; under 15201 Torr; for 1h; Reagent/catalyst;	79%
With hydrogen In water at 139.84℃; under 30003 Torr; for 2h; Autoclave;	26%
With hydrogen In tetrahydrofuran; water at 139.84℃; under 48754.9 Torr; for 3h; Autoclave;
With hydrogen Acidic conditions;

: 28483-60-5
Acetonyltributylstananne

: 78-95-5
chloroacetone

: 110-13-4
2,5-hexanedione

Conditions

Conditions	Yield
zinc dibromide In tetrahydrofuran at 40℃; for 8h; Alkylation;	75%
With zinc dibromide In tetrahydrofuran at 40℃; for 8h;	75%

: 625-86-5
2,5-dimethylfuran

: 74-85-1
ethene

A: 106-42-3
para-xylene

B: 110-13-4
2,5-hexanedione

Conditions

Conditions	Yield
In n-heptane at 249.84℃; under 37503.8 Torr; for 24h; Reagent/catalyst; Autoclave; Inert atmosphere;	A 75% B n/a
In acetic acid at 280℃; under 63006.3 Torr; for 4h; Pressure; Reagent/catalyst; Solvent; Temperature; Time;	A 68.5% B 12.1%
With Sn-BEA In n-heptane at 250℃; under 46504.7 Torr; for 24h; Catalytic behavior; Kinetics; Diels-Alder Cycloaddition; Autoclave; Inert atmosphere; chemoselective reaction;	A 43% B n/a

...Expand

: 63746-11-2
dimethylbis(prop-1-en-2-yloxy)silane

: 110-13-4
2,5-hexanedione

Conditions

Conditions	Yield
With [bis(acetoxy)iodo]benzene; boron trifluoride diethyl etherate In acetonitrile at -10 - 20℃; Inert atmosphere; Schlenk technique;	75%

: 1833-53-0
2-(Trimethylsilyloxy)propene

: 110-13-4
2,5-hexanedione

Conditions

Conditions	Yield
With (difluoroiodo)benzene-boron trifluoride In dichloromethane at -78 - 20℃;	74%

: 67-56-1
methanol

: 3240-09-3
5-methyl-5-hexen-2-one

A: 129976-61-0
3-hydroxy-6-methoxy-3,5-dimethyl-1,2-dioxane

B: 110-13-4
2,5-hexanedione

Conditions

Conditions	Yield
With ozone at -74℃;	A 73% B 27%
With ozone at -74℃; Product distribution;	A 73% B 27%

...Expand

: 79-24-3
Nitroethane

: 78-94-4
methyl vinyl ketone

A: 110-13-4
2,5-hexanedione

: (2S,5S)-2,5-Dimethyl-tetrahydro-furan-2,5-diol

Conditions

Conditions	Yield
Stage #1: Nitroethane; methyl vinyl ketone With potassium carbonate In water at 20℃; for 3h; Michael addition; Stage #2: With dihydrogen peroxide; potassium carbonate In water at 20℃; Nef reaction;	A 73% B n/a

...Expand

: 79-24-3
Nitroethane

: 78-94-4
methyl vinyl ketone

: 110-13-4
2,5-hexanedione

Conditions

Conditions	Yield
Stage #1: Nitroethane With potassium carbonate In water at 25 - 40℃; for 0.1h; Inert atmosphere; Stage #2: methyl vinyl ketone In water at 25 - 65℃; for 1h; Inert atmosphere; Stage #3: With dihydrogen peroxide In water at 20℃; for 16h; Product distribution / selectivity;	71%

: 67-47-0
5-hydroxymethyl-2-furfuraldehyde

A: 65313-46-4
1-hydroxyl-2,5-hexanedione

B: 110-13-4
2,5-hexanedione

Conditions

Conditions	Yield
With hydrogen In water at 139.84℃; under 30003 Torr; for 2h; Reagent/catalyst; Autoclave;	A 71% B 9%
With palladium on activated carbon; water; hydrogen; acetic acid at 119.84℃; under 30003 Torr; for 1h; Temperature; Autoclave;	A 65% B n/a
With 5%-palladium/activated carbon; hydrogen In tetrahydrofuran; water at 80℃; under 37503.8 Torr; for 15h; Autoclave;
With water In aq. buffer at 20℃; pH=2; Electrochemical reaction;	A 2.75 mmol B 25 mmol
With hydrogen In water at 110℃; under 15001.5 Torr; for 6h; Reagent/catalyst; Green chemistry;

: 67-47-0
5-hydroxymethyl-2-furfuraldehyde

A: 104-80-3, 1122-89-0, 2144-40-3, 81370-88-9, 81370-89-0
tetrahydrofuran-2,5-dimethanol

B: 65313-46-4
1-hydroxyl-2,5-hexanedione

C: 110-13-4
2,5-hexanedione

Conditions

Conditions	Yield
With hydrogen In water at 139.84℃; under 30003 Torr; for 2h; Reagent/catalyst; Autoclave;	A 5% B 71% C 13%
With palladium on activated carbon; water; hydrogen; acetic acid at 119.84℃; under 30003 Torr; for 1h; Temperature; Autoclave;	A n/a B 64% C n/a
With 5%-palladium/activated carbon; hydrogen In tetrahydrofuran; water at 80℃; under 22502.3 Torr; for 15h; Autoclave;
With hydrogen In water at 110℃; under 15001.5 Torr; for 6h; Green chemistry;

...Expand

: 33528-35-7
4-(2-methyl-1,3-dioxolan-2-yl)butan-2-one

: 110-13-4
2,5-hexanedione

Conditions

Conditions	Yield
With sulfuric acid In water; acetone at 45℃; for 4h;	70%
With sulfuric acid In water; acetone at 40 - 45℃; for 4h;	70%

: 78-94-4
methyl vinyl ketone

: 127-17-3
2-oxo-propionic acid

: 110-13-4
2,5-hexanedione

Conditions

Conditions	Yield
With triethylamine; 3-benzyl-5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium chloride In ethanol at 80℃;	69%

: 110-13-4
2,5-hexanedione

: 99-09-2
3-nitro-aniline

: 32570-23-3
N-(3′-nitrophenyl)-2,5-dimethylpyrrole

Conditions

Conditions	Yield
Stage #1: 3-nitro-aniline With toluene-4-sulfonic acid In toluene for 0.0833333h; Dean-Stark; Stage #2: 2,5-hexanedione for 1.25h; Inert atmosphere; Reflux; Dean-Stark;	100%
With amberlite IR 120 acidic resin at 20℃; for 0.6h; Paal-Knorr pyrrole synthesis; Neat (no solvent);	98%
With salicylic acid In neat (no solvent) for 0.166667h; Paal-Knorr Pyrrole Synthesis; Microwave irradiation;	95%

: 110-13-4
2,5-hexanedione

: 625-84-3
2,5-Dimethylpyrrole

Conditions

Conditions	Yield
With ammonia In methanol at 0 - 110℃; under 2625.26 Torr; Paal-Knorr pyrrole synthesis;	100%
With aluminum oxide; 1,1,1,3,3,3-hexamethyl-disilazane at 100 - 110℃; for 0.333333h; Product distribution; other diones; var. temperatures and reaction times;	81%
With ammonium carbonate at 95 - 115℃; Product distribution / selectivity; Inert atmosphere;	78%

: 107-21-1
ethylene glycol

: 110-13-4
2,5-hexanedione

: 944-26-3
hexane-2,5-dione bis-ethylene ketal

Conditions

Conditions	Yield
With zeolite HSZ-360 In toluene for 8h; Heating;	100%

: 109-80-8
1.3-propanedithiol

: 110-13-4
2,5-hexanedione

: 4-(2-methyl-1,3-dithian-2-yl)butan-2-one

Conditions

Conditions	Yield
With boron trifluoride diethyl etherate In dichloromethane at 0℃; for 0.5h; Inert atmosphere;	100%
With iodine In tetrahydrofuran for 3h;	94%

: 111-68-2
1-Heptylamine

: 110-13-4
2,5-hexanedione

: N-heptyl-2,5-dimethylpyrrole

Conditions

Conditions	Yield
at 150℃; Paal-Knorr Pyrrole Synthesis;	100%
With Fe(3+)-montmorillonite K10 In dichloromethane at 20℃; for 2h; Paal-Knorr condensation;	93%
With [BMIm]I at 25℃; for 0.5h; Paal-Knorr condensation;	95 % Chromat.
With aminosulfonic acid at 18℃; for 0.5h;	98 % Chromat.

: 110-13-4
2,5-hexanedione

: 540-37-4
p-aminoiodobenzene

: 288608-09-3
1-(2,5-dimethyl-1H-pyrrol-1-yl)-4-iodobenzene

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In toluene Inert atmosphere; Schlenk technique;	100%
With nano-Fe3O4 immoblized lewis acidic ionic liquid In neat (no solvent) at 20℃; for 0.5h; Paal-Knorr Pyrrole Synthesis; Sonication;	98%
With toluene-4-sulfonic acid In toluene for 4h; Inert atmosphere; Reflux;	97%

: 6314-12-1
5-bromo-4-chloro-6-methylpyrimidin-2-ylamine

: 110-13-4
2,5-hexanedione

: 1013099-50-7
5-bromo-4-chloro-2-(2,5-dimethyl-1H-pyrrol-1-yl)-6-methylpyrimidine

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In toluene at 160℃; for 7h; Dean-Stark;	100%
With toluene-4-sulfonic acid In toluene for 24h; Reflux;	67%
With toluene-4-sulfonic acid In toluene Heating / reflux;	65%
With toluene-4-sulfonic acid In toluene Dean-Stark; Reflux;

: 110-13-4
2,5-hexanedione

: 1003-38-9
2,5-dimethyltetrahydrofuran

Conditions

Conditions	Yield
With rhodium(III) iodide; hydrogen iodide; hydrogen In water; toluene at 125℃; under 15514.9 Torr; for 5h;	100%
Multi-step reaction with 2 steps 1: borohydride 2: 94 percent / Al(III)-montmorillonite / 0.67 h / 160 °C View Scheme
Multi-step reaction with 2 steps 1: sodium amalgam; CO2 / durch Reduktion 2: diluted sulfuric acid View Scheme

: 3470-53-9
6-amino-1-tetralone

: 110-13-4
2,5-hexanedione

: 1099767-07-3
6-(2,5-dimethyl-1H-pyrrol-1-yl)-3,4-dihydronaphthalen-1(2H)-one

Conditions

Conditions	Yield
With acetic acid In benzene for 21h; Reflux;	100%

: 39478-78-9
5-bromo-2-methylaniline

: 110-13-4
2,5-hexanedione

: 1157455-13-4
1-(5-bromo-2-methyl-phenyl)-2,5-dimethyl-pyrrole

Conditions

Conditions	Yield
With hydrogenchloride In ethanol; water for 24h; Reflux;	100%
hydrogenchloride In ethanol; water for 18h; Reflux;	60%

: 1383854-05-4
3-iodo-2-phenylbenzofuran-6-amine

: 110-13-4
2,5-hexanedione

: 1383854-06-5
1-(3-iodo-2-phenylbenzofuran-6-yl)-2,5-dimethyl-1H-pyrrole

Conditions

Conditions	Yield
With pyridinium p-toluenesulfonate In benzene at 110℃; for 1h;	100%

: 99-99-0
1-methyl-4-nitrobenzene

: 110-13-4
2,5-hexanedione

: 5044-26-8
2,5-dimethyl-1-p-tolyl-1H-pyrrole

Conditions

Conditions	Yield
With formic acid for 12h; Autoclave; Inert atmosphere; Green chemistry;	100%
With indium; acetic acid In toluene at 80℃; for 2.5h; Inert atmosphere;	98%
With hydrogen In methanol at 100℃; under 3750.38 Torr; for 24h;	99 %Chromat.

: 99-08-1
1-methyl-3-nitrobenzene

: 110-13-4
2,5-hexanedione

: 32570-10-8
N-(3′-methylphenyl)-2,5-dimethylpyrrole

Conditions

Conditions	Yield
With formic acid for 12h; Autoclave; Inert atmosphere; Green chemistry;	100%
With indium; acetic acid In toluene at 80℃; for 3h; Inert atmosphere;	97%

: (S)-5-(4-(2-amino-2-carboxyethyl)phenyl)furan-2-carboxylic acid

: 110-13-4
2,5-hexanedione

: (S)-5-(4-(2-carboxy-2-(2,5-dimethyl-1H-pyrrol-1-yl)ethyl)phenyl)furan-2-carboxylic acid

Conditions

Conditions	Yield
With acetic acid at 170℃; for 0.25h; Paal-Knorr Pyrrole Synthesis; Microwave irradiation;	100%

: tert-butyl N-[2-(4-amino-2-methyl-5-oxo-1-phenyl-2,3-dihydro-1H-pyrazol-3-yl)ethyl]carbamate

: 110-13-4
2,5-hexanedione

: tert-butyl N-{2-[4-(2,5-dimethylpyrrol-1-yl)-2-methyl-5-oxo-1-phenyl-2,3-dihydro-1H-pyrazol-3-yl]ethyl}carbamate

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In toluene at 70℃; for 2h;	100%

: 3-phenyl-1-(2,3,5,6-tetrafluoro-4-(trifluoromethyl)phenyl)-1H-pyrazol-5-amine

: 110-13-4
2,5-hexanedione

: 5-(2,5-dimethyl-1H-pyrrol-1-yl)-3-phenyl-1-(2,3,5,6-tetrafluoro-4-(trifluoromethyl)phenyl)-1H-pyrazole

Conditions

Conditions	Yield
With p-toluenesulfonic acid monohydrate In toluene for 12h; Dean-Stark; Reflux;	100%

: 134-32-7
1-amino-naphthalene

: 110-13-4
2,5-hexanedione

: 18494-86-5
2,5-dimethyl-1-(naphthyl)-pyrrole

Conditions

Conditions	Yield
With amberlite IR 120 acidic resin at 20℃; for 0.666667h; Paal-Knorr pyrrole synthesis; Neat (no solvent);	99%
With bentonite In neat (no solvent) at 20℃; for 0.05h; Reagent/catalyst; Paal-Knorr Pyrrole Synthesis; Milling; Green chemistry;	97%
In neat (no solvent) at 20℃; for 0.383333h; Paal-Knorr Pyrrole Synthesis; Green chemistry;	97%

: 106-49-0
p-toluidine

: 110-13-4
2,5-hexanedione

: 5044-26-8
2,5-dimethyl-1-p-tolyl-1H-pyrrole

Conditions

Conditions	Yield
With amberlite IR 120 acidic resin at 20℃; for 0.333333h; Paal-Knorr pyrrole synthesis; Neat (no solvent);	99%
With bentonite In neat (no solvent) at 20℃; for 0.05h; Reagent/catalyst; Paal-Knorr Pyrrole Synthesis; Milling; Green chemistry;	98%
With sulfated anatase In neat (no solvent) at 20℃; for 0.333333h; Paal-Knorr Pyrrole Synthesis; Milling; Green chemistry;	97%

: 104-94-9
4-methoxy-aniline

: 110-13-4
2,5-hexanedione

: 5044-27-9
1-(4-methoxyphenyl)-2,5-dimethyl-1H-pyrrole

Conditions

Conditions	Yield
In neat (no solvent) at 20℃; for 4h; Concentration; Paal-Knorr Pyrrole Synthesis; Green chemistry;	99%
With iron(III) phosphate In neat (no solvent) at 20℃; for 2h; Paal-Knorr Pyrrole Synthesis; Green chemistry;	98%
With ionic liquid-supported SiO2*CF3SO3(1-) In ethanol at 20℃; for 0.166667h; Paal-Knorr Furan Synthesis; Green chemistry;	98%

: 150-13-0
4-amino-benzoic acid

: 110-13-4
2,5-hexanedione

: 15898-26-7
4-(2,5-dimethyl-1H-pyrrol-1-yl)benzoic acid

Conditions

Conditions	Yield
In isopropyl alcohol for 15h; Heating / reflux;	99%
With zinc tetrafluoroborate In water at 20℃; for 0.166667h; Paal-Knorr pyrrole synthesis;	96%
With ionic liquid-supported SiO2*CF3SO3(1-) In ethanol at 20℃; for 0.5h; Paal-Knorr Furan Synthesis; Green chemistry;	93%

: 141-43-5
ethanolamine

: 110-13-4
2,5-hexanedione

: 83662-06-0
1-(2-hydroxyethyl)-2,5-dimethyl-1H-pyrrole

Conditions

Conditions	Yield
at 20℃; for 0.3h; Paal-Knorr pyrrole synthesis;	99%
at 65℃; for 7.8h; Paal-Knorr Pyrrole Synthesis; Large scale;	98%
With acetic acid In water; ethyl acetate; toluene	95%

: 124-09-4
1,6-Hexanediamine

: 110-13-4
2,5-hexanedione

: 6970-82-7
1,6-bis(2,5-dimethyl-1H-pyrrol-1-yl)hexane

Conditions

Conditions	Yield
In neat (no solvent) at 20℃; for 0.083h; Concentration; Paal-Knorr Pyrrole Synthesis; Green chemistry;	99%
With gallium(III) triflate In neat(no solvent) at 30℃; for 0.583333h; Paal-Knorr condensation;	94%
scandium tris(trifluoromethanesulfonate) at 30℃; Paal-Knorr reaction;	93%

: 111-26-2
hexan-1-amine

: 110-13-4
2,5-hexanedione

: 20293-42-9
1-hexyl-2,5-dimethyl-1H-pyrrole

Conditions

Conditions	Yield
With choline chloride; urea at 80℃; for 2h; Paal-Knorr Pyrrole Synthesis;	99%
In neat (no solvent) at 20℃; Paal-Knorr Pyrrole Synthesis; Green chemistry;	99%
In neat (no solvent) at 20℃; for 0.116667h; Paal-Knorr Pyrrole Synthesis; Green chemistry;	98%

: 2038-57-5
3-Phenylpropan-1-amine

: 110-13-4
2,5-hexanedione

: 2,5-dimethyl-1-(3-phenylpropyl)-1H-pyrrole

Conditions

Conditions	Yield
In neat (no solvent) at 20℃; for 0.0833333h; Concentration; Paal-Knorr Pyrrole Synthesis; Green chemistry;	99%
With toluene Entfernen des entstehenden Wassers;
With benzene Entfernen des entstehenden Wassers;

: 110-13-4
2,5-hexanedione

: 64-04-0
phenethylamine

: 50691-34-4
1-(2-phenylethyl)-2,5-dimethyl-1H-pyrrole

Conditions

Conditions	Yield
With amberlite IR 120 acidic resin at 20℃; for 0.233333h; Paal-Knorr pyrrole synthesis; Neat (no solvent);	99%
In neat (no solvent) at 20℃; for 0.116667h; Paal-Knorr Pyrrole Synthesis; Green chemistry;	98%
With bentonite In neat (no solvent) at 20℃; for 0.0333333h; Reagent/catalyst; Paal-Knorr Pyrrole Synthesis; Milling; Green chemistry;	98%

: 110-13-4
2,5-hexanedione

: 63-74-1
sulfanilamide

: 26165-69-5
4-(2,5-dimethyl-1H-pyrrol-1-yl)benzenesulfonamide

Conditions

Conditions	Yield
With iodine at 20℃; for 2h; Paal-Knorr Pyrrole Synthesis;	99%
With acetic acid at 120℃; for 3h;	86%
at 180℃; for 0.25h; Paal-Knorr pyrrole synthesis; Microwave irradiation;	75%
With ethanol; acetic acid

: 110-13-4
2,5-hexanedione

: 107-15-3
ethylenediamine

: 6306-70-3
1,2-bis(2,5-dimethyl-1H-pyrrol-1-yl)ethane

Conditions

Conditions	Yield
With aluminum oxide at 20℃; for 26h;	99%
With N,N,N',N'-tetrachlorobenzene-1,3-disulphonamide In acetonitrile at 20℃; for 0.0166667h;	99%
With silica sulfuric acid at 20℃; for 0.0833333h; Paal-Knorr pyrrole synthesis; Neat (no solvent); Grinding;	98%

Acetonylacetone Consensus Reports

Reported in EPA TSCA Inventory.

Acetonylacetone Specification

The 2,5-Hexanedione, with the CAS registry number 110-13-4, is also known as 1,2-Diacetylethane. It belongs to the product categories of Pharmaceutical Intermediates; Ketone. Its EINECS registry number is 203-738-3. This chemical's molecular formula is C₆H₁₀O₂ and molecular weight is 114.1424. Its IUPAC name is called hexane-2,5-dione. This chemical's classification codes are Cholinergic Agents; Cholinesterase Inhibitors; Cross-Linking Reagents; Enzyme Inhibitors; Indicators and Reagents; Mutation data; Neurotoxins; Neurotransmitter Agents; Noxae; Reproductive Effect; Skin / Eye Irritant. This chemical is colourless to pale yellow liquid. It can be used to synthetize resin, nitro paint, stains and printing inks.

Physical properties of 2,5-Hexanedione: (1)ACD/LogP: -0.27; (2)ACD/LogD (pH 5.5): -0.27; (3)ACD/LogD (pH 7.4): -0.27; (4)ACD/BCF (pH 5.5): 1; (5)ACD/BCF (pH 7.4): 1; (6)ACD/KOC (pH 5.5): 16.98; (7)ACD/KOC (pH 7.4): 16.98; (8)#H bond acceptors: 2; (9)#Freely Rotating Bonds: 3; (10)Index of Refraction: 1.405; (11)Molar Refractivity: 29.9 cm³; (12)Molar Volume: 121.8 cm³; (13)Surface Tension: 28.3 dyne/cm; (14)Density: 0.936 g/cm³; (15)Flash Point: 78.9 °C; (16)Enthalpy of Vaporization: 42.5 kJ/mol; (17)Boiling Point: 188.8 °C at 760 mmHg; (18)Vapour Pressure: 0.587 mmHg at 25°C.

Preparation: this chemical can be prepared by 2,5-dimethyl-furan. This reaction will need reagent glacial acetic acid, sulfuric acid and water.

Uses of 2,5-Hexanedione: it can be used to produce 2-(2,5-dimethyl-pyrrol-1-yl)-thiazole at temperature of 100 °C. This reaction will need reagent POCl₃ and solvent toluene with reaction time of 4 hours. The yield is about 5%.

When you are using this chemical, please be cautious about it as the following:
This chemical may cause inflammation to the skin or other mucous membranes and may cause damage to health. It is irritating to eyes, respiratory system and skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. Whenever you will contact it, please wear suitable protective clothing, gloves and eye/face protection.

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: CC(=O)CCC(=O)C
(2)InChI: InChI=1S/C6H10O2/c1-5(7)3-4-6(2)8/h3-4H2,1-2H3
(3)InChIKey: OJVAMHKKJGICOG-UHFFFAOYSA-N

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Source
guinea pig	LD50	skin	6600uL/kg (6.6mL/kg)	Journal of Industrial Hygiene and Toxicology. Vol. 26, Pg. 269, 1944.
mouse	LD50	intraperitoneal	1600mg/kg (1600mg/kg)	"Patty's Industrial Hygiene and Toxicology," 3rd rev. ed., Clayton, G.D., and F.E. Clayton, eds., New York, John Wiley & Sons, Inc., 1978-82. Vol. 3 originally pub. in 1979; pub. as 2n rev. ed. in 1985.Vol. 2C, Pg. 4777, 1982.
mouse	LD50	oral	2386mg/kg (2386mg/kg)	Journal of the American Pharmaceutical Association, Scientific Edition. Vol. 45, Pg. 669, 1956.
rat	LCLo	inhalation	2000ppm/4H (2000ppm)	Journal of Industrial Hygiene and Toxicology. Vol. 31, Pg. 343, 1949.
rat	LD50	intraperitoneal	800mg/kg (800mg/kg)	"Patty's Industrial Hygiene and Toxicology," 3rd rev. ed., Clayton, G.D., and F.E. Clayton, eds., New York, John Wiley & Sons, Inc., 1978-82. Vol. 3 originally pub. in 1979; pub. as 2n rev. ed. in 1985.Vol. 2C, Pg. 4777, 1982.
rat	LD50	oral	2076mg/kg (2076mg/kg)	Indian Journal of Experimental Biology. Vol. 24, Pg. 371, 1986.

Product Name

Acetonylacetone

Synthetic route

Acetonylacetone Consensus Reports

Acetonylacetone Specification

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