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999-59-7

Basic Information
CAS No.: 999-59-7
Name: Methyl N,N-dimethylaminoacrylate
Article Data: 26
Molecular Structure:
Molecular Structure of 999-59-7 (Methyl N,N-dimethylaminoacrylate)
Formula: C6H11NO2
Molecular Weight: 129.159
Synonyms: Acrylicacid, 3-(dimethylamino)-, methyl ester (6CI,7CI,8CI);3-(N,N-Dimethylamino)acrylic acid methyl ester;Methyl3-(dimethylamino)acrylate;
Density: 0.979 g/cm3
Melting Point: 48-49 °C
Boiling Point: 163.6 °C at 760 mmHg
Flash Point: 61.7 °C
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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%
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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