Acrolein dimethyl acetal supplier

Name
Acrolein dimethyl acetal
EINECS 227-936-4
CAS No. 6044-68-4
Article Data15
CAS DataBase
Density 0.856 g/cm³
Solubility
Melting Point
Formula C₅H₁₀O₂
Boiling Point 89.5 °C at 760 mmHg
Molecular Weight 102.133
Flash Point 27 °F
Transport Information UN 3384 6.1/PG 1
Appearance colorless clear liquid
Safety 16-23-24/25-29-33
Risk Codes 11
Molecular Structure
Hazard Symbols F
Synonyms Acrolein,dimethyl acetal (6CI,7CI,8CI);1,1-Dimethoxyprop-2-ene;2-Propenal, dimethylacetal;3,3-Dimethoxy-1-propene;3,3-Dimethoxypropene;
PSA 18.46000
LogP 0.79130

Synthetic route

: 67-56-1
methanol

: 107-02-8
acrolein

A: 6044-68-4
3,3-dimethoxyprop-1-ene

B: 292638-85-8
acrylic acid methyl ester

Conditions

Conditions	Yield
With oxygen; Pd5-Bi2-Fe1/(100)SiO2-MgO for 4h;	A n/a B 91.5%

...Expand

: 67-56-1
methanol

: 3739-64-8
allyl n-butyl ether

A: 6044-68-4
3,3-dimethoxyprop-1-ene

B: 106521-18-0
3-n-butyloxy-3-methoxy-1-propene

Conditions

Conditions	Yield
With tris (2,4-dibromophenyl)amine; sodium methylate; lithium perchlorate at 40℃; electrochem. oxidation;	A 25% B 37%

...Expand

: 67-56-1
methanol

: 557-40-4
Allyl ether

A: 6044-68-4
3,3-dimethoxyprop-1-ene

B: 113443-66-6
3-allyloxy-3-methoxy-1-propene

Conditions

Conditions	Yield
With tris (2,4-dibromophenyl)amine; sodium methylate; lithium perchlorate at 40℃; electrochem. oxidation;	A 9% B 35%
With tris (2,4-dibromophenyl)amine; sodium methylate; lithium perchlorate at 40℃; electrochem. oxidation;	A 9% B 35%

...Expand

: 35502-06-8
3-chloropropionaldehyde dimethyl acetal

: 6044-68-4
3,3-dimethoxyprop-1-ene

Conditions

Conditions	Yield
With potassium hydroxide

: 36255-44-4
3-bromopropanal dimethyl acetal

: 124-41-4
sodium methylate

: 6044-68-4
3,3-dimethoxyprop-1-ene

: 14315-97-0
1,1,3-trimethoxypropane

A: 6044-68-4
3,3-dimethoxyprop-1-ene

B: 78300-84-2
dimethoxypropene

Conditions

Conditions	Yield
With quinoline; diisopropyl sulfate at 350℃;
With quinoline; diisopropyl sulfate at 350℃; entsteht ein Gemisch der stereoisomeren;

: 36255-44-4
3-bromopropanal dimethyl acetal

: 127-09-3
sodium acetate

: 64-19-7
acetic acid

: 6044-68-4
3,3-dimethoxyprop-1-ene

...Expand

: 67-56-1
methanol

: 107-02-8
acrolein

: 6044-68-4
3,3-dimethoxyprop-1-ene

Conditions

Conditions	Yield
With toluene-4-sulfonic acid; Petroleum ether
With copper dichloride

: 67-56-1
methanol

: 13169-00-1
Methoxyallene

: 6044-68-4
3,3-dimethoxyprop-1-ene

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In diethyl ether Heating;

: 107-02-8
acrolein

: 149-73-5
trimethyl orthoformate

: 6044-68-4
3,3-dimethoxyprop-1-ene

Conditions

Conditions	Yield
With ammonium nitrate In methanol
With ammonium nitrate In methanol for 5h; Ambient temperature;
With ammonium nitrite In methanol for 8h; Heating;

: 7647-01-0
hydrogenchloride

: 67-56-1
methanol

: 107-02-8
acrolein

A: 6044-68-4
3,3-dimethoxyprop-1-ene

B: 2806-84-0
3-methoxy-1-propanal

Conditions

Conditions	Yield
at 25 - 40℃; Kinetics;

...Expand

: 35502-06-8
3-chloropropionaldehyde dimethyl acetal

potassium hydroxide: potassium hydroxide

: 6044-68-4
3,3-dimethoxyprop-1-ene

Conditions

Conditions	Yield
beim Destillieren;

: 91-22-5
quinoline

: 2973-10-6
diisopropyl sulfate

: 14315-97-0
1,1,3-trimethoxypropane

A: 67-56-1
methanol

B: 6044-68-4
3,3-dimethoxyprop-1-ene

C: 107-02-8
acrolein

D 1,3-dimethoxy-propene: 1,3-dimethoxy-propene

Conditions

Conditions	Yield
at 350℃; Pyrolyse des Dampfes.Pyrolysis;

...Expand

: 14315-97-0
1,1,3-trimethoxypropane

aluminium oxide: aluminium oxide

A: 67-56-1
methanol

B: 6044-68-4
3,3-dimethoxyprop-1-ene

C: 107-02-8
acrolein

D 1,3-dimethoxy-propene: 1,3-dimethoxy-propene

Conditions

Conditions	Yield
at 228℃; Pyrolyse des Dampfes.Pyrolysis;

...Expand

: 107-02-8
acrolein

: 6044-68-4
3,3-dimethoxyprop-1-ene

Conditions

Conditions	Yield
With hydroquinone In methanol

: 6044-68-4
3,3-dimethoxyprop-1-ene

: 80414-54-6
1-[(4-chlorophenyl)methylene]-5,5-dimethyl-3-oxopyrazolidin-1-ium-2-ide

: 7-chloro-10-methoxy-3,3-dimethyl-2,3,4a,9,9a,10-hexahydro-1H-indeno[1,2-c]pyrazolo[1,2-a]pyrazol-1-one

Conditions

Conditions	Yield
With silver hexafluoroantimonate; [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; lithium acetate at 40℃; for 12h; Sealed tube; regioselective reaction;	98%

: 6044-68-4
3,3-dimethoxyprop-1-ene

: C36H42N2O7S

: C39H48N2O9S

Conditions

Conditions	Yield
With Hoveyda-Grubbs catalyst second generation In dichloromethane at 20℃; for 5h; Cross Metathesis; Inert atmosphere; chemoselective reaction;	97%
With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride In dichloromethane at 20℃; for 5h; Inert atmosphere;	97%
With Hoveyda-Grubbs catalyst second generation In dichloromethane at 20℃; for 5h; Inert atmosphere;

: 6044-68-4
3,3-dimethoxyprop-1-ene

: C12H13ClN2O

: 6-chloro-10-methoxy-3,3-dimethyl-2,3,4a,9,9a,10-hexahydro-1H-indeno[1,2-c]pyrazolo[1,2-a]pyrazol-1-one

Conditions

Conditions	Yield
With silver hexafluoroantimonate; [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; lithium acetate at 40℃; for 12h; Sealed tube; regioselective reaction;	96%

: 6044-68-4
3,3-dimethoxyprop-1-ene

: 14365-16-3
bis-(phenylthio)-dibutylstannane

: 150748-90-6
(E,Z)-1-methoxy-3-phenylthio-1-propene

Conditions

Conditions	Yield
With boron trifluoride diethyl etherate In toluene at -78℃; for 0.5h;	93%

: 6044-68-4
3,3-dimethoxyprop-1-ene

: 42953-83-3
1-benzylidene-5,5-dimethyl-3-oxopyrazolidin-1-ium-2-ide

: 10-methoxy-3,3-dimethyl-2,3,4a,9,9a,10-hexahydro-1H-indeno[1,2-c]pyrazolo[1,2-a]pyrazol-1-one

Conditions

Conditions	Yield
With silver hexafluoroantimonate; [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; lithium acetate at 40℃; for 12h; Catalytic behavior; Mechanism; Kinetics; Solvent; Reagent/catalyst; Sealed tube; regioselective reaction;	93%

: 6044-68-4
3,3-dimethoxyprop-1-ene

: C14H17N3O2

: N-(10-methoxy-3,3-dimethyl-1-oxo-2,3,4a,9,9a,10-hexahydro-1H-indeno[1,2-c]pyrazolo[1,2-a]pyrazol-7-yl)acetamide

Conditions

Conditions	Yield
With silver hexafluoroantimonate; [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; lithium acetate at 40℃; for 12h; Sealed tube; regioselective reaction;	93%

: 6044-68-4
3,3-dimethoxyprop-1-ene

: 42953-83-3
1-benzylidene-5,5-dimethyl-3-oxopyrazolidin-1-ium-2-ide

: C16H20N2O2

Conditions

Conditions	Yield
With silver hexafluoroantimonate; [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; lithium acetate at 40℃; for 12h; Catalytic behavior; Reagent/catalyst;	93%

: 6044-68-4
3,3-dimethoxyprop-1-ene

: 501-53-1
benzyl chloroformate

: 1075689-61-0
((E)-3-methyloxy-allyl)-carbamic acid benzyl ester

Conditions

Conditions	Yield
Stage #1: 3,3-dimethoxyprop-1-ene In benzene-d6 at 23℃; Stage #2: benzyl chloroformate With potassium carbonate In tetrahydrofuran; benzene-d6 at 23℃; for 12h; Further stages.;	92%

: 6044-68-4
3,3-dimethoxyprop-1-ene

: C13H14N2O3

: 10-methoxy-6,6-dimethyl-4b,6,7,10,10a,11-hexahydro-8H-[1,3]dioxolo[4',5':5,6]indeno[1,2-c]pyrazolo[1,2-a]pyrazol-8-one

Conditions

Conditions	Yield
With silver hexafluoroantimonate; [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; lithium acetate at 40℃; for 12h; Sealed tube; regioselective reaction;	92%

: 6044-68-4
3,3-dimethoxyprop-1-ene

: 104863-92-5
(1R,2S)-1-phenyl-2-benzyloxycarbonylamino-1-propanol

: 113323-06-1
(2S,4S,5R)-4-Methyl-5-phenyl-2-vinyl-oxazolidine-3-carboxylic acid benzyl ester

Conditions

Conditions	Yield
With pyridinium p-toluenesulfonate In benzene for 5h; Heating;	91%

: 6044-68-4
3,3-dimethoxyprop-1-ene

: 121-45-9
phosphorous acid trimethyl ester

: 80986-52-3
dimethyl (1-methoxyprop-2-enyl)phosphonate

Conditions

Conditions	Yield
Stage #1: 3,3-dimethoxyprop-1-ene With phosphorus trichloride for 0.25h; Inert atmosphere; Cooling; Stage #2: phosphorous acid trimethyl ester at 20℃; for 1h; Inert atmosphere; Cooling;	91%
With phosphorus trichloride In toluene for 3h; Ambient temperature;	82%

: 6044-68-4
3,3-dimethoxyprop-1-ene

: 77396-68-0
(1Z)-5,5-dimethyl-1-[(4-nitrophenyl)methylidene]-3-oxopyrazolidin-1-ium-2-ide

: 10-methoxy-3,3-dimethyl-7-nitro-2,3,4a,9,9a,10-hexahydro-1H-indeno[1,2-c]pyrazolo[1,2-a]pyrazol-1-one

Conditions

Conditions	Yield
With silver hexafluoroantimonate; [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; lithium acetate at 40℃; for 12h; Sealed tube; regioselective reaction;	91%

: 6044-68-4
3,3-dimethoxyprop-1-ene

: 16251-50-6
(1S,2R)-(+)-2-chloro-N-(2-hydroxy-1-methyl-2-phenylethyl)acetamide

: 137314-81-9
2-Chloro-1-((2S,4S,5R)-4-methyl-5-phenyl-2-vinyl-oxazolidin-3-yl)-ethanone

Conditions

Conditions	Yield
With pyridinium p-toluenesulfonate In benzene for 10h; Heating;	90%

: 6044-68-4
3,3-dimethoxyprop-1-ene

: 627-40-7
methylallylether

Conditions

Conditions	Yield
With benzo[1,3,2]dioxaborole In benzene Ambient temperature;	88%

: 6044-68-4
3,3-dimethoxyprop-1-ene

: 88740-94-7
1-[(4-bromophenyl)methylene]-5,5-dimethyl-3-oxopyrazolidin-1-ium-2-ide

: 7-bromo-10-methoxy-3,3-dimethyl-2,3,4a,9,9a,10-hexahydro-1H-indeno[1,2-c]pyrazolo[1,2-a]pyrazol-1-one

Conditions

Conditions	Yield
With silver hexafluoroantimonate; [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; lithium acetate at 40℃; for 12h; Sealed tube; regioselective reaction;	88%

: 6044-68-4
3,3-dimethoxyprop-1-ene

: 5627-22-5, 6138-10-9, 6708-49-2, 20181-49-1, 29084-16-0, 54933-92-5, 63598-21-0, 95839-12-6, 95839-13-7
(2R,3S,4R,5R,6S)-2-(hydroxymethyl)-6-phenyltetrahydro-2H-pyran-3,4,5-triol

: 946411-12-7
(R)-4,6-O-prop-2-enylidene-β-D-glucopyranosylbenzene

Conditions

Conditions	Yield
With camphor-10-sulfonic acid In N,N-dimethyl-formamide at 25℃; for 24h;	87%

: 6044-68-4
3,3-dimethoxyprop-1-ene

: 130539-43-4
ethyl 2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

: ethyl 4,6-O-allylidene-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In N,N-dimethyl-formamide for 1.5h;	86%

: 6044-68-4
3,3-dimethoxyprop-1-ene

: C14H16N2O3

: methyl 10-methoxy-3,3-dimethyl-1-oxo-2,3,4a,9,9a,10-hexahydro-1H-indeno[1,2-c]pyrazolo[1,2-a]pyrazole-7-carboxylate

Conditions

Conditions	Yield
With silver hexafluoroantimonate; [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; lithium acetate at 40℃; for 12h; Sealed tube; regioselective reaction;	86%

: 943239-55-2
C31H40O11

: 6044-68-4
3,3-dimethoxyprop-1-ene

: 943239-56-3
C34H42O11

Conditions

Conditions	Yield
With (1S)-10-camphorsulfonic acid In dichloromethane at 20℃; for 3.5h; Temperature; Reagent/catalyst;	85.1%

: 6044-68-4
3,3-dimethoxyprop-1-ene

: norephedrine ortho-bromobenzamide

: (2-Bromo-phenyl)-((2S,4S,5R)-4-methyl-5-phenyl-2-vinyl-oxazolidin-3-yl)-methanone

Conditions

Conditions	Yield
With pyridinium p-toluenesulfonate In benzene for 10h; Heating;	85%

: 6044-68-4
3,3-dimethoxyprop-1-ene

: 25015-63-8
4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane

: 259526-19-7
2-(3,3-dimethoxypropyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Conditions

Conditions	Yield
With Wilkinson's catalyst In dichloromethane for 24h;	85%
tris(triphenylphosphine)rhodium(I) chloride In dichloromethane stirred for 1 d; fractionated; elem. anal.;	85%
With Wilkinson's catalyst In dichloromethane at 20℃; Addition; hydroboration;	75%
With bis(1,5-cyclooctadiene)diiridium(I) dichloride; bis-diphenylphosphinomethane In dichloromethane at 20℃; for 18h; Inert atmosphere; Sealed tube;	29%

: 110-91-8
morpholine

: 23074-36-4
2-bromobutene

: 6044-68-4
3,3-dimethoxyprop-1-ene

: 76251-71-3
4-((E)-2-Ethyl-5,5-dimethoxy-pent-2-enyl)-morpholine

Conditions

Conditions	Yield
palladium diacetate at 125℃; for 48h;	84%

...Expand

: 6044-68-4
3,3-dimethoxyprop-1-ene

: 111980-33-7
(-)-N-cyanomethylphenylglycinol

: 132609-60-0
(-)-(2R,4R)-2-(methoxyethyl)-N-cyanomethyl-4-phenyl-1,3-oxazolidine

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In benzene for 1h; Heating;	83%

: 6044-68-4
3,3-dimethoxyprop-1-ene

: 154-58-5
1,5-anhydro-D-glucitol

: 946411-14-9
1,5-anhydro-(R)-4,6-O-prop-2-enylidene-D-glucitol

Conditions

Conditions	Yield
With camphor-10-sulfonic acid In N,N-dimethyl-formamide at 25℃; for 24h;	83%

: 6044-68-4
3,3-dimethoxyprop-1-ene

: 137314-75-1, 137431-00-6, 143060-09-7
norefedrine α-chloropropionamide

A: 137314-76-2, 137314-82-0, 142955-00-8
2-Chloro-1-((2S,4S,5R)-4-methyl-5-phenyl-2-vinyl-oxazolidin-3-yl)-propan-1-one

B: 137314-76-2, 137314-82-0, 142955-00-8
2-Chloro-1-((2R,4S,5R)-4-methyl-5-phenyl-2-vinyl-oxazolidin-3-yl)-propan-1-one

Conditions

Conditions	Yield
With pyridinium p-toluenesulfonate In benzene for 14h; Heating;	A 82.8% B 7.2%
With pyridinium p-toluenesulfonate In benzene Heating; 4 Angstroem mol. sieves; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

...Expand

: 6044-68-4
3,3-dimethoxyprop-1-ene

: 646-14-0
1-nitrohexane

: 88911-41-5
5-Dimethoxymethyl-3-pentyl-4,5-dihydro-isoxazole

Conditions

Conditions	Yield
	82%

: 6044-68-4
3,3-dimethoxyprop-1-ene

: 154491-53-9
N-allyl-N-hydroxybenzamide

: 639512-99-5
N-allyl-N-(1-methoxy-allyloxy)-benzamide

Conditions

Conditions	Yield
With pyridinium p-toluenesulfonate In benzene at 80℃;	82%

: 924663-44-5
(Z)-5,5-dimethyl-1-(4-methylphenylmethylidene)-3-oxopyrazolidin-1-ium-2-ide

: 6044-68-4
3,3-dimethoxyprop-1-ene

: 10-methoxy-3,3,7-trimethyl-2,3,4a,9,9a,10-hexahydro-1H-indeno[1,2-c]pyrazolo[1,2-a]pyrazol-1-one

Conditions

Conditions	Yield
With silver hexafluoroantimonate; [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; lithium acetate at 40℃; for 12h; Sealed tube; regioselective reaction;	82%

: 6044-68-4
3,3-dimethoxyprop-1-ene

: 104-54-1
3-Phenylpropenol

: 4-phenyl-1,5-hexadien-3-ol

Conditions

Conditions	Yield
Stage #1: 3-Phenylpropenol With C20H17ClPdSe2; water; toluene-4-sulfonic acid; bis(pinacol)diborane In methanol; dimethyl sulfoxide at 50℃; for 16h; Stage #2: 3,3-dimethoxyprop-1-ene In methanol; dimethyl sulfoxide at 50℃; for 20h;	81%

Acrolein dimethyl acetal Chemical Properties

IUPAC Name: 3,3-Dimethoxyprop-1-ene
Synonyms of Acrolein dimethyl acetal (CAS NO.6044-68-4): 1-Propene, 3,3-dimethoxy- ; 1-Propene, 3,3-dimethoxy- ; 3,3-Dimethoxypropene
CAS NO: 6044-68-4
The Molecular formula: C₅H₁₀O₂
The Molecular Weight: 102.13
Molecular Structure:
EINECS:227-936-4
H bond acceptors: 2
H bond donors: 0
Freely Rotating Bonds: 3
Polar Surface Area: 18.46 Å²
Index of Refraction: 1.391
Molar Refractivity: 28.38 cm³
Molar Volume: 119.2 cm³
Surface Tension: 21.4 dyne/cm
Density: 0.856 g/cm³
Flash Point: 27 °F
Enthalpy of Vaporization: 31.59 kJ/mol
Boiling Point: 89.5 °C at 760 mmHg
Vapour Pressure: 66 mmHg at 25°C
Storage temp: 2-8°C
Appearance: Colorless clear liquid
Product Categories of Acrolein dimethyl acetal (CAS NO.6044-68-4): Pharmaceutical Intermediates
SMILES: C=CC(OC)OC
InChI: InChI=1/C5H10O2/c1-4-5(6-2)7-3/h4-5H,1H2,2-3H3
InChIKey: OBWGMYALGNDUNM-UHFFFAOYAG
Std. InChI: InChI=1S/C5H10O2/c1-4-5(6-2)7-3/h4-5H,1H2,2-3H3
Std. InChIKey: OBWGMYALGNDUNM-UHFFFAOYSA-N

Acrolein dimethyl acetal Uses

Acrolein dimethyl acetal (CAS NO.6044-68-4) is used as a pharmaceutical intermediate.

Acrolein dimethyl acetal Toxicity Data With Reference

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	intravenous	56mg/kg (56mg/kg)		U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX03553,

Acrolein dimethyl acetal Safety Profile

Safty informations about Acrolein dimethyl acetal (CAS NO.6044-68-4):
Hazard Codes: F
Risk Statements: 11
R11: Highly flammable.
Safety Statements: 16-23-24/25-29-33
S16: Keep away from sources of ignition.
S23: Do not breathe vapour.
S24/25: Avoid contact with skin and eyes.
S29: Do not empty into drains.
S33: Take precautionary measures against static discharges.
RIDADR: UN 3384 6.1/PG 1
WGK Germany: 3
RTECS: UC8500000
HazardClass: 3.1
PackingGroup: II
A very dangerous fire hazard when exposed to heat, flame oxidizers. May form dangerous peroxides upon exposure to air. When heated to decomposition it emits acrid smoke and fumes. See also ALLYL COMPOUNDS.

Product Name

Acrolein dimethyl acetal

Synthetic route

Acrolein dimethyl acetal Chemical Properties

Acrolein dimethyl acetal Uses

Acrolein dimethyl acetal Toxicity Data With Reference

Acrolein dimethyl acetal Safety Profile

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