Acetylacetaldehyde dimethyl acetal supplier

Name
Acetylacetaldehyde dimethyl acetal
EINECS 226-605-1
CAS No. 5436-21-5
Article Data38
CAS DataBase
Density 0.959 g/cm³
Solubility decomposes in water
Melting Point -82 °C
Formula C₆H₁₂O₃
Boiling Point 172.1 °C at 760 mmHg
Molecular Weight 132.159
Flash Point 49.4 °C
Transport Information UN 1989 3/PG 3
Appearance Clear colorless to yellow liquid
Safety 16
Risk Codes 10
Molecular Structure
Hazard Symbols F
Synonyms Acetoacetaldehyde,1-(dimethyl acetal) (6CI,7CI,8CI);1,1-Dimethoxy-3-butanone;3-Oxobutyraldehyde1-(dimethyl acetal);3-Oxobutyraldehyde dimethyl acetal;4,4-Dimethoxy-2-butanone;Formylacetone dimethyl acetal;NSC 21538;NSC 59721;b-Oxobutyraldehyde dimethyl acetal;
PSA 35.53000
LogP 0.58440

Synthetic route

: 67-56-1
methanol

: 51731-17-0
trans-4-methoxy-3-buten-2-one

: 5436-21-5
acetylacetaldehyde dimethyl acetal

Conditions

Conditions	Yield
pyrrolidine; methanesulfonic acid at 20℃; for 28h; oxy-Michael reaction;	99%

: 72380-56-4
3-butenal dimethyl acetal

: 5436-21-5
acetylacetaldehyde dimethyl acetal

Conditions

Conditions	Yield
With tert.-butylhydroperoxide; C21H19N5Pd(2+)*2BF4(1-) In decane; acetonitrile at 70℃; for 24h; Temperature; Wacker Oxidation;	95%

: 78-83-1
2-methyl-propan-1-ol

: 57155-06-3
(Z)-4-methoxybut-3-en-2-one

A: 5436-21-5
acetylacetaldehyde dimethyl acetal

B: 85716-38-7
4-isobutoxy-but-3-en-2-one

C: 4-isobutoxy-4-methoxybutan-2-one

Conditions

Conditions	Yield
for 10h; Heating; Yields of byproduct given;	A n/a B 90% C n/a

...Expand

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

: 149-73-5
trimethyl orthoformate

: 5436-21-5
acetylacetaldehyde dimethyl acetal

Conditions

Conditions	Yield
With zinc(II) chloride In ethyl acetate at 20 - 25℃; for 2h;	87%
dodecacarbonyltetrarhodium(0) In benzene at 100℃; for 18h;	48%

: 625-34-3
3-oxobutyraldehyde

: 149-73-5
trimethyl orthoformate

: 5436-21-5
acetylacetaldehyde dimethyl acetal

Conditions

Conditions	Yield
With tropylium tetrafluoroborate In acetonitrile at 70℃; for 5h; Inert atmosphere; Green chemistry; chemoselective reaction;	69%

: 2798-73-4
1-methoxy-buten-3-yne

: 5436-21-5
acetylacetaldehyde dimethyl acetal

Conditions

Conditions	Yield
With water; mercury(II) sulfate In diethylene glycol at 80℃; for 0.5h;	14%

: 67-56-1
methanol

: 2798-73-4
1-methoxy-buten-3-yne

: 5436-21-5
acetylacetaldehyde dimethyl acetal

Conditions

Conditions	Yield
With sulfuric acid
With mercury(II) sulfate In water
With sulfuric acid; water

: 67-56-1
methanol

: 56-23-5
tetrachloromethane

: 7119-27-9
4-chloro-3-buten-2-one

: 5436-21-5
acetylacetaldehyde dimethyl acetal

Conditions

Conditions	Yield
at -15 - -10℃;
at -15 - -10℃;

...Expand

: 67-56-1
methanol

: 7119-27-9
4-chloro-3-buten-2-one

: 5436-21-5
acetylacetaldehyde dimethyl acetal

Conditions

Conditions	Yield
With sodium hydroxide at -15 - -10℃;
With sodium hydroxide at -15 - -10℃;

: 67-56-1
methanol

: 56699-02-6
1-methoxy-3-methylsulfanyl-buta-1,2-diene

: 5436-21-5
acetylacetaldehyde dimethyl acetal

Conditions

Conditions	Yield
With mercury dichloride

: 625-34-3
3-oxobutyraldehyde

: 67-56-1
methanol

A: 5436-21-5
acetylacetaldehyde dimethyl acetal

B: 51731-17-0
trans-4-methoxy-3-buten-2-one

Conditions

Conditions	Yield
Product distribution; other β-ketoaldehydes, other alcohols, var. solvents;

...Expand

: 67-56-1
methanol

: 4652-27-1
4-methoxy-3-buten-2-one

: 5436-21-5
acetylacetaldehyde dimethyl acetal

: 67-56-1
methanol

: 67-64-1
acetone

: 109-94-4
formic acid ethyl ester

: 5436-21-5
acetylacetaldehyde dimethyl acetal

Conditions

Conditions	Yield
Yield given. Multistep reaction;

...Expand

: 67-56-1
methanol

: 2798-73-4
1-methoxy-buten-3-yne

: 7664-93-9
sulfuric acid

: 5436-21-5
acetylacetaldehyde dimethyl acetal

...Expand

: 5744-65-0
1,1,3,3-tetramethoxy-butane

: 7732-18-5
water

: 5436-21-5
acetylacetaldehyde dimethyl acetal

Conditions

Conditions	Yield
at 50 - 60℃;

: 67-56-1
methanol

: 22022-34-0
1,1-dimethoxy-but-2-yne

: mercury(II) sulfate

: 5436-21-5
acetylacetaldehyde dimethyl acetal

...Expand

: 67-56-1
methanol

hydroxymethylenacetone sodium: hydroxymethylenacetone sodium

: 5436-21-5
acetylacetaldehyde dimethyl acetal

Conditions

Conditions	Yield
With sulfuric acid; benzene

: 67-56-1
methanol

sodium-compound of acetoacetaldehyde: sodium-compound of acetoacetaldehyde

: 5436-21-5
acetylacetaldehyde dimethyl acetal

Conditions

Conditions	Yield
With hydrogenchloride

: 67-56-1
methanol

: 4074-22-0
1,4-dimethyl-cyclohexa-1,4-diene

A: 5436-21-5
acetylacetaldehyde dimethyl acetal

: (3R,5S)-3,5-Dimethoxy-3-methyl-[1,2]dioxolane

Conditions

Conditions	Yield
With toluene-4-sulfonic acid; ozone In chloroform-d1 at -78℃; Title compound not separated from byproducts;

...Expand

: 67-56-1
methanol

: 107-31-3
Methyl formate

: 67-64-1
acetone

: 5436-21-5
acetylacetaldehyde dimethyl acetal

Conditions

Conditions	Yield
Stage #1: Methyl formate; acetone With sodium methylate In diethyl ether at 20℃; for 3h; Stage #2: methanol With sulfuric acid at 20℃; for 12h;

...Expand

: 67-64-1
acetone

: 149-73-5
trimethyl orthoformate

: 5436-21-5
acetylacetaldehyde dimethyl acetal

Conditions

Conditions	Yield
Stage #1: trimethyl orthoformate With boron trifluoride diethyl etherate In dichloromethane at -40 - 0℃; for 0.5h; Stage #2: acetone With N-ethyl-N,N-diisopropylamine In dichloromethane at -78 - 20℃; for 1h;

: 67-56-1
methanol

: 78-94-4
methyl vinyl ketone

A: 5436-21-5
acetylacetaldehyde dimethyl acetal

B: 6975-85-5
1-methoxybutan-3-one

Conditions

Conditions	Yield
With carbon dioxide; oxygen; sodium phosphate; copper(l) chloride; palladium dichloride at 50℃; under 90007.2 Torr; for 12h;	A 83.2 % Chromat. B 12.8 % Chromat.
With carbon dioxide; polystyrene-supported benzoquinone; oxygen; palladium dichloride at 50℃; under 60004.8 Torr; for 12h;	A 76.8 % Chromat. B 13.4 % Chromat.

...Expand

: 67-56-1
methanol

: 78-94-4
methyl vinyl ketone

: 5436-21-5
acetylacetaldehyde dimethyl acetal

Conditions

Conditions	Yield
With carbon dioxide; oxygen; palladium dichloride at 50℃; under 105011 Torr; for 15h;	88.6 % Chromat.

: 67-56-1
methanol

: 41125-09-1, 14975-15-6, 926-59-0
3-oxo-butyraldehyde; sodium enolate

A: 5436-21-5
acetylacetaldehyde dimethyl acetal

B: 4652-27-1
4-methoxy-3-buten-2-one

Conditions

Conditions	Yield
With hydrogenchloride at 20℃; for 4h;

...Expand

: 107-31-3
Methyl formate

: 67-64-1
acetone

: 5436-21-5
acetylacetaldehyde dimethyl acetal

Conditions

Conditions	Yield
Stage #1: Methyl formate; acetone With sodium methylate In methanol at 40℃; for 5h; Stage #2: With sulfuric acid In methanol at 30℃; for 5h;	195.6 g

: 67-56-1
methanol

: 1423-60-5
methyl ethynyl ketone

: 622-79-7
benzyl azide

A: 5436-21-5
acetylacetaldehyde dimethyl acetal

B: 80819-67-6
1-(1-benzyl-1H-1,2,3-triazol-4-yl)ethan-1-one

Conditions

Conditions	Yield
With DBN; oxygen; copper(II) acetate monohydrate at 0 - 20℃; for 3h;

...Expand

: 5436-21-5
acetylacetaldehyde dimethyl acetal

: 39562-58-8
1,1-dimethoxybutan-3-ol

Conditions

Conditions	Yield
With sodium tetrahydroborate In tetrahydrofuran; methanol at 0 - 20℃; for 0.5h;	100%
With sodium tetrahydroborate In ethanol for 2h; Ambient temperature;	84%
With methanol; sodium tetrahydroborate In tetrahydrofuran at 0 - 20℃; for 2h;	79%

: 826-85-7
1-phenylpyrazol-5-amine

: 5436-21-5
acetylacetaldehyde dimethyl acetal

: 59026-68-5
6-methyl-1-phenyl-1H-pyrazolo[3,4-b]pyridine

Conditions

Conditions	Yield
zinc(II) chloride In hydrogenchloride; ethanol for 1h; Heating;	100%

: 5436-21-5
acetylacetaldehyde dimethyl acetal

: 5356-71-8
1,3-diphenyl-1H-pyrazol-5-amine

: 84647-18-7
6-Methyl-1,3-diphenyl-1H-pyrazolo[3,4-b]pyridine

Conditions

Conditions	Yield
zinc(II) chloride In hydrogenchloride; ethanol for 1h; Heating;	100%

: 5436-21-5
acetylacetaldehyde dimethyl acetal

: 10199-50-5
1-methyl-3-phenyl-1H-pyrazol-5-amine

: 116835-07-5
1,6-Dimethyl-3-phenyl-1H-pyrazolo[3,4-b]pyridine

Conditions

Conditions	Yield
zinc(II) chloride In hydrogenchloride; ethanol for 1h; Heating;	100%

: 5436-21-5
acetylacetaldehyde dimethyl acetal

: 6345-27-3, 42518-06-9, 61875-64-7
4-amidinopyridine hydrochloride

: 182416-44-0
4-(4-methylpyrimidin-2-yl)pyridine

Conditions

Conditions	Yield
In 1,4-dioxane Heating;	100%
In 1,4-dioxane Reflux; Inert atmosphere;	62%

: 5436-21-5
acetylacetaldehyde dimethyl acetal

: 74-89-5
methylamine

: 20082-88-6
1-methylamino-1-butenone

Conditions

Conditions	Yield
In methanol at 20℃; for 12h; Inert atmosphere;	100%

: 5436-21-5
acetylacetaldehyde dimethyl acetal

: C15H24N2O2

: C21H36N2O4

Conditions

Conditions	Yield
Stage #1: acetylacetaldehyde dimethyl acetal; C15H24N2O2 With acetic acid In tetrahydrofuran at -10 - -5℃; for 1h; Stage #2: With sodium cyanoborohydride In tetrahydrofuran at 0 - 10℃; for 2h;	100%

: (-)-3-amino-5-(5-fluoro-2-methylphenyl)-2-cyclohexenon-1-one

: 5436-21-5
acetylacetaldehyde dimethyl acetal

: 239132-05-9
(-)-7-(5-fluoro-2-methylphenyl)-4-methyl-7,8-dihydroquinolin-5(6H)-one

Conditions

Conditions	Yield
With sodium methylate; potassium carbonate In water; toluene	98.8%

: 5436-21-5
acetylacetaldehyde dimethyl acetal

: 17356-08-0
thiourea

: 35071-17-1, 774119-15-2
2-mercapto-6-methylpyrimidine

Conditions

Conditions	Yield
With hydrogenchloride In water at 50℃;	95%
With hydrogenchloride In methanol at 50℃; Rate constant; temperature 60 or 70 deg C, water as solvent;

: 5436-21-5
acetylacetaldehyde dimethyl acetal

: 563-47-3
3-Chloro-2-methylpropene

: 124538-13-2
1,1-Dimethoxy-3,5-dimethyl-hex-5-en-3-ol

Conditions

Conditions	Yield
With manganese; zinc(II) chloride In tetrahydrofuran at 60℃;	95%

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

: 5436-21-5
acetylacetaldehyde dimethyl acetal

: 4,4-di(benzotriazol-1-yl)-2-butanone

Conditions

Conditions	Yield
With PF-5080; toluene-4-sulfonic acid for 22h; Heating;	95%

: 5436-21-5
acetylacetaldehyde dimethyl acetal

: 124-40-3
dimethyl amine

: 1190-91-6
4-dimethylamino-3-buten-2-one

Conditions

Conditions	Yield
In water at 25℃; for 4h;	95%

: 5436-21-5
acetylacetaldehyde dimethyl acetal

: 51721-68-7
4-methoxybenzamidine hydrochloride

: 4-methyl-2-(4-methoxyphenyl)pyrimidine

Conditions

Conditions	Yield
With sodium methylate In methanol at 50℃; for 14h; Inert atmosphere;	95%

: 5436-21-5
acetylacetaldehyde dimethyl acetal

: 124-40-3
dimethyl amine

: 2802-08-6
(E)-4-(dimethylamino)but-3-en-2-one

Conditions

Conditions	Yield
With triethylamine In water at 25℃; for 4h;	95%
In methanol at 20℃; for 4h;	90%

: 5436-21-5
acetylacetaldehyde dimethyl acetal

: 1670-14-0
benzamidine monohydrochloride

: 34771-48-7
4-methyl-2-phenylpyrimidine

Conditions

Conditions	Yield
With sodium methylate In methanol at 45 - 50℃; for 6h;	91.3%

: 113171-12-3
N-(3-(((2,6-difluorophenyl)amino)sulfonyl)-1H-1,2,4-triazol-5-yl)amine

: 5436-21-5
acetylacetaldehyde dimethyl acetal

: 98967-40-9
N-(2,6-difluorophenyl)-5-methyl[1,2,4]triazolo[1,5-a]pyrimidine-2-sulfonamide

Conditions

Conditions	Yield
With hydrogenchloride; sodium hydroxide; sodium carbonate; sodium chloride In water	91%

: 5436-21-5
acetylacetaldehyde dimethyl acetal

: 149-73-5
trimethyl orthoformate

: 5744-65-0
1,1,3,3-tetramethoxy-butane

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In methanol at 20℃; for 24h;	90%
With sulfuric acid

: 5436-21-5
acetylacetaldehyde dimethyl acetal

: 103633-89-2
3-(β-ionilidene)-1-propyne

: 74352-13-9, 77871-12-6, 77871-15-9
(6E,8E)-1,1-Dimethoxy-3,7-dimethyl-9-(2,6,6-trimethyl-cyclohex-1-enyl)-nona-6,8-dien-4-yn-3-ol

Conditions

Conditions	Yield
With n-butyllithium In tetrahydrofuran at -60℃;	90%
With n-butyllithium In tetrahydrofuran; hexane for 1h; -60 deg C to room t.;	90%

: 5436-21-5
acetylacetaldehyde dimethyl acetal

: 42201-84-3
1-ethoxy-1-(tert-butyldimethylsilyloxy)ethene

: 3-(tert-Butyl-dimethyl-silanyloxy)-5,5-dimethoxy-3-methyl-pentanoic acid ethyl ester

Conditions

Conditions	Yield
With bis-(pentafluoro phenyl) dibromo stannane In dichloromethane at -78℃; for 3h;	90%

: 5436-21-5
acetylacetaldehyde dimethyl acetal

: 19364-21-7
methyl allylcarbamate

: 219826-40-1
Allyl-((E)-3-oxo-but-1-enyl)-carbamic acid methyl ester

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In chloroform Heating;	90%
With toluene-4-sulfonic acid In chloroform for 27h; Heating;	90%

: 141-86-6
2,6-Diaminopyridine

: 5436-21-5
acetylacetaldehyde dimethyl acetal

: 1568-93-0
2-amino-7-methyl-1,8-naphthyridine

Conditions

Conditions	Yield
With phosphoric acid In water at 90℃; for 3h;	90%
In various solvent(s) Cyclization;	79%
With phosphoric acid at 90℃; for 24h;	72%

: 95-20-5
2-methyl-1H-indole

: 5436-21-5
acetylacetaldehyde dimethyl acetal

: 1157851-94-9
2-methyl-3-(3-phenyl)indole

Conditions

Conditions	Yield
With 4-n-butyl-4-(3-sulfopropyl)thiomorpholinium 1,1-dioxide trifluoromethane sulfonate In neat (no solvent) at 60℃; for 15h; Green chemistry;	90%

: 5436-21-5
acetylacetaldehyde dimethyl acetal

: 2-(diethoxymethyl)formamidine hydrochloride

: 2-(diethoxymethyl)-4-methylpyrimidine

Conditions

Conditions	Yield
Stage #1: acetylacetaldehyde dimethyl acetal With sodium hydride In ethanol; mineral oil for 0.5h; Inert atmosphere; Stage #2: 2-(diethoxymethyl)formamidine hydrochloride In ethanol; mineral oil for 4h; Reflux;	90%

: 5436-21-5
acetylacetaldehyde dimethyl acetal

: 45743-05-3
2-chlorobenzimidamide

: 1332503-18-0
2-(2-chlorophenyl)-4-methylpyrimidine

Conditions

Conditions	Yield
With sodium acetate In para-xylene for 13h; Schlenk technique; Inert atmosphere; Reflux;	90%

: 5436-21-5
acetylacetaldehyde dimethyl acetal

: 18636-97-0
2-methylbenzamidine

: 4-methyl-2-(2-methylphenyl)pyrimidine

Conditions

Conditions	Yield
With sodium acetate In para-xylene for 10h; Schlenk technique; Inert atmosphere; Reflux;	90%

: 5436-21-5
acetylacetaldehyde dimethyl acetal

: 779-90-8
1,3,5-triacetylbenzene

Conditions

Conditions	Yield
With aluminum (III) chloride In ethanol; acetic acid at 60℃; for 15h;	89%
With water
With water

: 5436-21-5
acetylacetaldehyde dimethyl acetal

: 96319-19-6
5-amino-3-methyl-N-phenylpyrazole-4-carboxamide

: 96319-22-1
2,7-dimethyl-N-phenylpyrazolo<1,5-a>pyrimidine-3-carboxamide

Conditions

Conditions	Yield
With hydrogenchloride In ethanol at 60 - 80℃; for 2h;	89%

Acetylacetaldehyde dimethyl acetal Chemical Properties

IUPAC Name: 4,4-Dimethoxybutan-2-one
Molecular Formula: C₆H₁₂O₃
Molecular Weight: 132.16g/mol
EINECS: 226-605-1
Melting Point: -82 ºC
Freely Rotating Bonds: 4
Polar Surface Area: 35.53Å²
Index of Refraction: 1.398
Molar Refractivity: 33.32 cm³
Molar Volume: 137.7 cm³
Polarizability: 13.21 ×10^-24cm³
Surface Tension: 26.5 dyne/cm
Density: 0.959 g/cm³
Flash Point: 49.4 °C
Enthalpy of Vaporization: 40.85 kJ/mol
Boiling Point: 172.1 °C at 760 mmHg
Vapour Pressure: 1.35 mmHg at 25°C
The Cas Register Number of 4,4-Dimethoxy-2-butanone is 5436-21-5 .The chemical synonyms of 4,4-Dimethoxy-2-butanone (CAS No.5436-21-5) are Fema 3381 ; Fadma ; Formylacetone dimethyl acetal ; Kba ; 1,1-Dimethoxy butanone-3 ; 1,1-Dimethoxy-3-butanone ; Aadma ; Acetylacetaldehyde dimethyl acetal .Product categories of 4,4-Dimethoxy-2-butanone (CAS No.5436-21-5) are Pharmaceutical intermediates .The molecular structure of 4,4-Dimethoxy-2-butanone (CAS No.5436-21-5) is.

Acetylacetaldehyde dimethyl acetal Toxicity Data With Reference

ratLD50:6200mg/kg

National Technical Information Service. Vol. OTS0534674,

Acetylacetaldehyde dimethyl acetal Safety Profile

Hazard Codes: F
Risk Statements: 10
R10: Flammable.
Safety Statements: 16
RIDADR: UN 1989 3/PG 3
WGK Germany: 2
RTECS: EL7592500
HazardClass: 3
PackingGroup: III
HS Code: 29145000

Product Name

Acetylacetaldehyde dimethyl acetal

Synthetic route

Acetylacetaldehyde dimethyl acetal Chemical Properties

Acetylacetaldehyde dimethyl acetal Toxicity Data With Reference

Acetylacetaldehyde dimethyl acetal Safety Profile

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