Methyl N,N-dimethylaminoacrylate supplier

Name
Methyl N,N-dimethylaminoacrylate
EINECS
CAS No. 999-59-7
Article Data26
CAS DataBase
Density 0.979 g/cm³
Solubility
Melting Point 48-49 °C
Formula C₆H₁₁NO₂
Boiling Point 163.6 °C at 760 mmHg
Molecular Weight 129.159
Flash Point 61.7 °C
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms Acrylicacid, 3-(dimethylamino)-, methyl ester (6CI,7CI,8CI);3-(N,N-Dimethylamino)acrylic acid methyl ester;Methyl3-(dimethylamino)acrylate;
PSA 29.54000
LogP 0.23470

Synthetic route

: 124-40-3
dimethyl amine

: 922-67-8
propynoic acid methyl ester

: 999-59-7
methyl 3-(N,N-dimethylamino)-2-propenoate

Conditions

Conditions	Yield
In diethyl ether at 20℃; for 1h;	100%
With benzene

: 109-89-7
diethylamine

: 922-67-8
propynoic acid methyl ester

: 999-59-7
methyl 3-(N,N-dimethylamino)-2-propenoate

Conditions

Conditions	Yield
In diethyl ether at 20℃; for 1h;	100%

: 79-20-9
acetic acid methyl ester

: 4637-24-5
N,N-dimethyl-formamide dimethyl acetal

: 999-59-7
methyl 3-(N,N-dimethylamino)-2-propenoate

Conditions

Conditions	Yield
In toluene at 110℃; Inert atmosphere;

: 999-59-7
methyl 3-(N,N-dimethylamino)-2-propenoate

: 622-33-3
N-benzyloxyamine

: 561068-87-9
methyl 3-(benzyloxyimino)propanoate

Conditions

Conditions	Yield
With camphor-10-sulfonic acid In xylene for 24h; Heating;	93%

: 999-59-7
methyl 3-(N,N-dimethylamino)-2-propenoate

: 1241667-97-9
C13H10O3

: methyl 3-acetyl-5-(2-hydroxybenzoyl)benzoate

Conditions

Conditions	Yield
With indium(III) triflate In acetonitrile at 20℃; for 3h; regioselective reaction;	92%

: 999-59-7
methyl 3-(N,N-dimethylamino)-2-propenoate

: 55593-92-5
C13H9ClO4

: dimethyl 5-(5-chloro-2-hydroxybenzoyl)isophthalate

Conditions

Conditions	Yield
With indium(III) triflate In acetonitrile at 20℃; for 3h; regioselective reaction;	86%

: 999-59-7
methyl 3-(N,N-dimethylamino)-2-propenoate

: 17422-74-1
3-Formylchromone

: dimethyl 5-(2-hydroxybenzoyl)isophthalate

Conditions

Conditions	Yield
With indium(III) triflate In acetonitrile at 20℃; for 8h; Catalytic behavior; Reagent/catalyst; Solvent; regioselective reaction;	85%
With indium(III) triflate In acetonitrile at 20℃; for 8h; Catalytic behavior; Reagent/catalyst; Solvent;	85%

: 999-59-7
methyl 3-(N,N-dimethylamino)-2-propenoate

: 42059-80-3
6-nitro-4-oxo-4H-chromene-3-carbaldehyde

: dimethyl 5-(2-hydroxy-5-nitrobenzoyl)isophthalate

Conditions

Conditions	Yield
With indium(III) triflate In acetonitrile at 20℃; for 7h; regioselective reaction;	84%
With indium(III) triflate In acetonitrile at 20℃; for 7h;	84%

: 69155-76-6
6-fluorochromone-3-carboxaldehyde

: 999-59-7
methyl 3-(N,N-dimethylamino)-2-propenoate

: dimethyl 5-(5-fluoro-2-hydroxybenzoyl)isophthalate

Conditions

Conditions	Yield
With indium(III) triflate In acetonitrile at 20℃; for 8h; regioselective reaction;	83%

: 79-36-7
dichloroacethyl chloride

: 999-59-7
methyl 3-(N,N-dimethylamino)-2-propenoate

: methyl 2-dichloroacetyl-3-dimethylaminoacrylate

Conditions

Conditions	Yield
Stage #1: dichloroacethyl chloride; methyl 3-(N,N-dimethylamino)-2-propenoate In toluene at 0 - 20℃; for 0.5h; Stage #2: With sodium hydroxide In water; toluene at 0 - 20℃; for 3 - 3.33333h;	82.3%

: 42059-81-4
3-formyl-6-methylchromone

: 999-59-7
methyl 3-(N,N-dimethylamino)-2-propenoate

: dimethyl 5-(2-hydroxy-5-methylbenzoyl)isophthalate

Conditions

Conditions	Yield
With indium(III) triflate In acetonitrile at 20℃; for 8h; regioselective reaction;	82%

: 52817-12-6
6-bromo-4-oxo-4H-chromene-3-carbaldehyde

: 999-59-7
methyl 3-(N,N-dimethylamino)-2-propenoate

: dimethyl 5-(5-bromo-2-hydroxybenzoyl)isophthalate

Conditions

Conditions	Yield
With indium(III) triflate In acetonitrile at 20℃; for 8h; regioselective reaction;	82%

: 999-59-7
methyl 3-(N,N-dimethylamino)-2-propenoate

: 64481-12-5
6-chloro-7-methyl-4-oxo-4H-chromene-3-carbaldehyde

: dimethyl 5-(5-chloro-2-hydroxy-4-methylbenzoyl)isophthalate

Conditions

Conditions	Yield
With indium(III) triflate In acetonitrile at 20℃; for 9h; regioselective reaction;	81%

: 999-59-7
methyl 3-(N,N-dimethylamino)-2-propenoate

: C14H12O5

: dimethyl 5-(2-hydroxy-5-methoxybenzoyl)isophthalate

Conditions

Conditions	Yield
With indium(III) triflate In acetonitrile at 20℃; for 5h; regioselective reaction;	81%

: 49619-58-1
3-formyl-6-isopropylchromone

: 999-59-7
methyl 3-(N,N-dimethylamino)-2-propenoate

: dimethyl 5-(2-hydroxy-5-isopropylbenzoyl)isophthalate

Conditions

Conditions	Yield
With indium(III) triflate In acetonitrile at 20℃; for 9h; regioselective reaction;	78%
With indium(III) triflate In acetonitrile at 20℃; for 9h;	78%

: 999-59-7
methyl 3-(N,N-dimethylamino)-2-propenoate

: C13H8Br2O4

: dimethyl 5-(3,5-dibromo-2-hydroxybenzoyl)isophthalate

Conditions

Conditions	Yield
With indium(III) triflate In acetonitrile at 20℃; for 5h; regioselective reaction;	78%

: 999-59-7
methyl 3-(N,N-dimethylamino)-2-propenoate

: C15H25N5O

: N2-[4-[4-(dimethylamino)-1-piperidyl]-2-methoxyphenyl]amino-4(1H)-pyrimidone

Conditions

Conditions	Yield
In toluene Reflux;	77.3%

: 999-59-7
methyl 3-(N,N-dimethylamino)-2-propenoate

: 6,7-methylenedioxychromone-3-carboxaldehyde

: dimethyl 5-(6-hydroxybenzo[d][1,3]dioxole-5-carbonyl)isophthalate

Conditions

Conditions	Yield
With indium(III) triflate In acetonitrile at 60℃; for 12h; regioselective reaction;	76%
With indium(III) triflate In acetonitrile at 60℃; for 12h;	76%

: 999-59-7
methyl 3-(N,N-dimethylamino)-2-propenoate

: 57051-28-2
4-oxo-4H-1-naphtho<2,3-c>pyran-3-carboxaldehyde

: dimethyl 5-(1-hydroxy-2-naphthoyl)isophthalate

Conditions

Conditions	Yield
With indium(III) triflate In acetonitrile at 20℃; for 10h; regioselective reaction;	75%

: 999-59-7
methyl 3-(N,N-dimethylamino)-2-propenoate

: 5637-42-3
1-(4-cyanophenyl)guanidine

: 189956-45-4
4-((4-hydroxypyrimidin-2-yl)amino)benzonitrile

Conditions

Conditions	Yield
In toluene at 117℃; for 26h;	75%

: 999-59-7
methyl 3-(N,N-dimethylamino)-2-propenoate

: 2,2-difluoroacetaldehyde oxime

: methyl 3-(difluoromethyl)isoxazole-4-carboxylate

Conditions

Conditions	Yield
Stage #1: 2,2-difluoroacetaldehyde oxime With N-chloro-succinimide In chloroform at 20℃; Stage #2: methyl 3-(N,N-dimethylamino)-2-propenoate In chloroform at 20℃; regioselective reaction;	73%

: 999-59-7
methyl 3-(N,N-dimethylamino)-2-propenoate

: 682760-57-2
(1-phenylcycloprop-2-en-1-yl)methyl acetate

: methyl (E)-3-formyl-5-phenylhexa-3,5-dienoate

Conditions

Conditions	Yield
With dirhodium tetraacetate In 1,2-dichloro-ethane at 20℃; Inert atmosphere;	52%

: 999-59-7
methyl 3-(N,N-dimethylamino)-2-propenoate

: 57-13-6
urea

: 66-22-8
uracil

Conditions

Conditions	Yield
Stage #1: urea In 5,5-dimethyl-1,3-cyclohexadiene at 60℃; for 4h; Stage #2: methyl 3-(N,N-dimethylamino)-2-propenoate With polyoxyethylene lauryl ether phosphate sodium salt In 5,5-dimethyl-1,3-cyclohexadiene at 80 - 110℃; for 6h; Temperature; Time; Solvent; Reagent/catalyst;	30%

: 999-59-7
methyl 3-(N,N-dimethylamino)-2-propenoate

: 71-43-2
benzene

: 2672-58-4
1,3,5-tris-(methoxycarbonyl)benzene

Conditions

Conditions	Yield
With hydrogen bromide

: 999-59-7
methyl 3-(N,N-dimethylamino)-2-propenoate

: 2483-57-0
methyl 2-nitroacetate

: 53183-90-7
4-methoxycarbonylmethyl-2-oxy-4,5-dihydro-isoxazole-3,5-dicarboxylic acid dimethyl ester

Conditions

Conditions	Yield
In methanol

: 999-59-7
methyl 3-(N,N-dimethylamino)-2-propenoate

: 100-10-7
4-dimethylamino-benzaldehyde

: 2-Methoxycarbonyl-3-<4-dimethylamino-phenyl>-prop-2-enyl-dimethylimmonium

Conditions

Conditions	Yield
With pyridinium perchlorate

: 999-59-7
methyl 3-(N,N-dimethylamino)-2-propenoate

: 927-63-9
3-dimethylaminoacrolein

: 4-Methoxycarbonyl-5-dimethylamino-penta-2,4-dienyl-dimethylimonium

Conditions

Conditions	Yield
With pyridinium perchlorate

: 86-73-7
9H-fluorene

: 999-59-7
methyl 3-(N,N-dimethylamino)-2-propenoate

: C17H14O2

Conditions

Conditions	Yield
Stage #1: 9H-fluorene In tetrahydrofuran at -78 - 0℃; Stage #2: methyl 3-(N,N-dimethylamino)-2-propenoate In tetrahydrofuran at -78 - 0℃;

: 999-59-7
methyl 3-(N,N-dimethylamino)-2-propenoate

: 94695-48-4
2,3,4,5-tetrafluorobenzoyl chloride

: methyl 2-(2,3,4,5-tetrafluorophenyl)formyl-3-(N,N-dimethylamino)acrylate

Conditions

Conditions	Yield
With triethylamine In toluene at 53℃; Temperature; Solvent; Reagent/catalyst;

Methyl N,N-dimethylaminoacrylate Specification

The 2-Propenoic acid,3-(dimethylamino)-, methyl ester is an organic compound with the formula C₆H₁₁NO₂. The systematic name of this chemical is methyl (2E)-3-(dimethylamino)prop-2-enoate. With the CAS registry number 999-59-7, it is also named as Acrylic acid, 3-(dimethylamino)-, methyl ester.

Physical properties about 2-Propenoic acid,3-(dimethylamino)-, methyl ester are: (1)ACD/LogP: 0.47; (2)#H bond acceptors: 3; (3)#Freely Rotating Bonds: 3; (4)Polar Surface Area: 29.54 Å²; (5)Index of Refraction: 1.449; (6)Molar Refractivity: 35.39 cm³; (7)Molar Volume: 131.9 cm³; (8)Polarizability: 14.03×10^-24cm³; (9)Surface Tension: 29.8 dyne/cm; (10)Density: 0.979 g/cm³; (11)Flash Point: 61.7 °C; (12)Enthalpy of Vaporization: 40.02 kJ/mol; (13)Boiling Point: 163.6 °C at 760 mmHg; (14)Vapour Pressure: 2.05 mmHg at 25°C.

Preparation: this chemical can be prepared by 2-dimethylamino-acrylic acid methyl ester. This reaction will need reagent AsCl₃ and solvent diethyl ether. The reaction temperature is -20 °C. The yield is about 82%.

Uses of 2-Propenoic acid,3-(dimethylamino)-, methyl ester: it can be used to produce 2-dimethylamino-4-oxo-pent-2-enedioic acid dimethyl ester at temperature of 0 °C. It will need reagent Et₃N and solvent diethyl ether. The yield is about 70%.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(OC)\C=C\N(C)C
(2)InChI: InChI=1/C6H11NO2/c1-7(2)5-4-6(8)9-3/h4-5H,1-3H3/b5-4+
(3)InChIKey: MVPDNJQLPITPIX-SNAWJCMRBP
(4)Std. InChI: InChI=1S/C6H11NO2/c1-7(2)5-4-6(8)9-3/h4-5H,1-3H3/b5-4+
(5)Std. InChIKey: MVPDNJQLPITPIX-SNAWJCMRSA-N

Product Name

Methyl N,N-dimethylaminoacrylate

Synthetic route

Methyl N,N-dimethylaminoacrylate Specification

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