Product Name

  • Name

    2-Acetyl-3-(2-chlorophenyl)acrylic acid methyl ester

  • EINECS 1592732-453-0
  • CAS No. 67593-46-8
  • Article Data4
  • CAS DataBase
  • Density 1.241 g/cm3
  • Solubility
  • Melting Point
  • Formula C12H11ClO3
  • Boiling Point 347.2 °C at 760 mmHg
  • Molecular Weight 238.671
  • Flash Point 142.6 °C
  • Transport Information
  • Appearance
  • Safety
  • Risk Codes
  • Molecular Structure Molecular Structure of 67593-46-8 (2-Acetyl-3-(2-chlorophenyl)acrylic acid methyl ester)
  • Hazard Symbols
  • Synonyms Methyl2-(2-chlorobenzylidene)acetoacetate;NSC 172863;2-(2-Chloro-benzylidene)-3-oxo-butyric acid methyl ester;
  • PSA 43.37000
  • LogP 2.48540

Synthetic route

2-chloro-benzaldehyde
89-98-5

2-chloro-benzaldehyde

acetoacetic acid methyl ester
105-45-3

acetoacetic acid methyl ester

methyl 2-(2-chlorophenylmethylene)acetoacetate
67593-46-8

methyl 2-(2-chlorophenylmethylene)acetoacetate

Conditions
ConditionsYield
With piperidine; acetic acid In benzene for 4h; Ambient temperature;84%
With piperidine In tetrahydrofuran for 4h; Inert atmosphere; Reflux;
methanolic dimethylamine

methanolic dimethylamine

2-chloro-benzaldehyde
89-98-5

2-chloro-benzaldehyde

acetoacetic acid methyl ester
105-45-3

acetoacetic acid methyl ester

methyl 2-(2-chlorophenylmethylene)acetoacetate
67593-46-8

methyl 2-(2-chlorophenylmethylene)acetoacetate

Conditions
ConditionsYield
With acetic acid In ethyl acetate; isopropyl alcohol
...Expand
methyl 2-(2-chlorophenylmethylene)acetoacetate
67593-46-8

methyl 2-(2-chlorophenylmethylene)acetoacetate

methyl 2-(2-chlorobenzyl)-3-oxobutanoate

methyl 2-(2-chlorobenzyl)-3-oxobutanoate

Conditions
ConditionsYield
With triethylsilane; iron(III) chloride hexahydrate In dichloromethane at 20℃; for 36h; chemoselective reaction;90%
3-amino-4-(2,2-diethoxy-ethoxy)but-2-enoic acid ethyl ester

3-amino-4-(2,2-diethoxy-ethoxy)but-2-enoic acid ethyl ester

methyl 2-(2-chlorophenylmethylene)acetoacetate
67593-46-8

methyl 2-(2-chlorophenylmethylene)acetoacetate

4-(2-chlorophenyl)-2-(2,2-diethoxy-ethoxymethyl)-6-methyl-1,4-dihydro-pyridine-3,5-dicarboxylic acid 3-ethyl ester 5-methyl ester
225939-13-9

4-(2-chlorophenyl)-2-(2,2-diethoxy-ethoxymethyl)-6-methyl-1,4-dihydro-pyridine-3,5-dicarboxylic acid 3-ethyl ester 5-methyl ester

Conditions
ConditionsYield
In toluene for 26h; Heating / reflux;75.3%
o-chlorobenzylidene malononitrile
2698-41-1

o-chlorobenzylidene malononitrile

methyl 2-(2-chlorophenylmethylene)acetoacetate
67593-46-8

methyl 2-(2-chlorophenylmethylene)acetoacetate

methyl 4,6-bis(2-chlorophenyl)-5,5-dicyano-2-methyl-1,4,5,6-tetrahydropyridine-3-carboxylate

methyl 4,6-bis(2-chlorophenyl)-5,5-dicyano-2-methyl-1,4,5,6-tetrahydropyridine-3-carboxylate

Conditions
ConditionsYield
With ammonium hydroxide In methanol at 20℃; for 4h;73%
methyl 2-(2-chlorophenylmethylene)acetoacetate
67593-46-8

methyl 2-(2-chlorophenylmethylene)acetoacetate

3-amino-2-crotonic acid 2,2-ethylenedioxy propyl ester
86780-81-6

3-amino-2-crotonic acid 2,2-ethylenedioxy propyl ester

4-(2-Chloro-phenyl)-2,6-dimethyl-1,4-dihydro-pyridine-3,5-dicarboxylic acid 3-methyl ester 5-(2-methyl-[1,3]dioxolan-2-ylmethyl) ester
103785-54-2

4-(2-Chloro-phenyl)-2,6-dimethyl-1,4-dihydro-pyridine-3,5-dicarboxylic acid 3-methyl ester 5-(2-methyl-[1,3]dioxolan-2-ylmethyl) ester

Conditions
ConditionsYield
In ethanol Heating;47%
methyl 2-(2-chlorophenylmethylene)acetoacetate
67593-46-8

methyl 2-(2-chlorophenylmethylene)acetoacetate

3-methylaminobut-2-enoic acid methyl ester
13412-12-9, 21759-68-2, 21759-69-3

3-methylaminobut-2-enoic acid methyl ester

A

dimethyl 4-(2-chlorophenyl)-1,2,6-trimethyl-1,4-dihydropyridine-3,5-dicarboxylate
109329-68-2

dimethyl 4-(2-chlorophenyl)-1,2,6-trimethyl-1,4-dihydropyridine-3,5-dicarboxylate

B

2-(2-Chloro-phenyl)-4-methyl-6-methylamino-cyclohexa-3,5-diene-1,3-dicarboxylic acid dimethyl ester
109329-69-3

2-(2-Chloro-phenyl)-4-methyl-6-methylamino-cyclohexa-3,5-diene-1,3-dicarboxylic acid dimethyl ester

Conditions
ConditionsYield
In benzene for 2h; Heating;A 36%
B 5.2%
In ethanol Heating;A 5%
B n/a
...Expand
methyl 2-(2-chlorophenylmethylene)acetoacetate
67593-46-8

methyl 2-(2-chlorophenylmethylene)acetoacetate

acetoacetic acid methyl ester
105-45-3

acetoacetic acid methyl ester

4-(2-chloro-phenyl)-2,6-dimethyl-4H-pyran-3,5-dicarboxylic acid dimethyl ester

4-(2-chloro-phenyl)-2,6-dimethyl-4H-pyran-3,5-dicarboxylic acid dimethyl ester

Conditions
ConditionsYield
With acetic anhydride; zinc(II) chloride Heating;
O-methylisourea hemisulfate
29427-58-5

O-methylisourea hemisulfate

methyl 2-(2-chlorophenylmethylene)acetoacetate
67593-46-8

methyl 2-(2-chlorophenylmethylene)acetoacetate

A

methyl 6-(2-chlorophenyl)-2-methoxy-4-methyl-1,6-dihydropyrimidine-5-carboxylate

methyl 6-(2-chlorophenyl)-2-methoxy-4-methyl-1,6-dihydropyrimidine-5-carboxylate

B

methyl 6-(2-chlorophenyl)-2-methoxy-4-methyl-3,6-dihydropyrimidine-5-carboxylate

methyl 6-(2-chlorophenyl)-2-methoxy-4-methyl-3,6-dihydropyrimidine-5-carboxylate

Conditions
ConditionsYield
With sodium hydrogencarbonate; 1-butyl-3-methylimidazolium Tetrafluoroborate at 55 - 65℃; for 24h; Title compound not separated from byproducts;
...Expand
O-methylisourea hemisulfate
29427-58-5

O-methylisourea hemisulfate

chloroformic acid ethyl ester
541-41-3

chloroformic acid ethyl ester

methyl 2-(2-chlorophenylmethylene)acetoacetate
67593-46-8

methyl 2-(2-chlorophenylmethylene)acetoacetate

methyl 4-(2-chlorophenyl)-3-ethoxycarbonyl-6-methyl-2-oxo-3,4-dihydropyrimidine-1H-5-carboxylate

methyl 4-(2-chlorophenyl)-3-ethoxycarbonyl-6-methyl-2-oxo-3,4-dihydropyrimidine-1H-5-carboxylate

Conditions
ConditionsYield
Stage #1: O-methylisourea hemisulfate; methyl 2-(2-chlorophenylmethylene)acetoacetate With sodium hydrogencarbonate; 1-butyl-3-methylimidazolium Tetrafluoroborate at 55 - 65℃; for 24h;
Stage #2: chloroformic acid ethyl ester With pyridine In ethanol at 20℃; for 0.5h;
Stage #3: With hydrogenchloride In methanol at 20℃; for 0.666667h;
...Expand
methyl 2-(2-chlorophenylmethylene)acetoacetate
67593-46-8

methyl 2-(2-chlorophenylmethylene)acetoacetate

4-(2-Chloro-phenyl)-2,6-dimethyl-1,4-dihydro-pyridine-3,5-dicarboxylic acid 3-methyl ester 5-(2-oxo-propyl) ester
99880-13-4

4-(2-Chloro-phenyl)-2,6-dimethyl-1,4-dihydro-pyridine-3,5-dicarboxylic acid 3-methyl ester 5-(2-oxo-propyl) ester

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 47 percent / ethanol / Heating
2: 84 percent / MeSO3H, H2O / ethanol / 6 h / Heating
View Scheme
methyl 2-(2-chlorophenylmethylene)acetoacetate
67593-46-8

methyl 2-(2-chlorophenylmethylene)acetoacetate

3-Aza-1,5-dicarbomethoxy-9-(2-chlorophenyl)-3-methyl-2,4-dimethylenebicyclo<3.3.1>nonane
109346-07-8

3-Aza-1,5-dicarbomethoxy-9-(2-chlorophenyl)-3-methyl-2,4-dimethylenebicyclo<3.3.1>nonane

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 5 percent / ethanol / Heating
2: Diisopropylamine, Butyllithium / 1) THF
View Scheme
methyl 2-(2-chlorophenylmethylene)acetoacetate
67593-46-8

methyl 2-(2-chlorophenylmethylene)acetoacetate

2-(2-azidoethoxy)methyl-4-(2-chlorophenyl)-3-ethoxycarbonyl-5-methoxycarbonyl-6-methyl-1,4-dihydropyridine
88150-46-3

2-(2-azidoethoxy)methyl-4-(2-chlorophenyl)-3-ethoxycarbonyl-5-methoxycarbonyl-6-methyl-1,4-dihydropyridine

Conditions
ConditionsYield
With ammonium acetate In methanol; ethanol
3-Aminocrotononitrile
1118-61-2

3-Aminocrotononitrile

methyl 2-(2-chlorophenylmethylene)acetoacetate
67593-46-8

methyl 2-(2-chlorophenylmethylene)acetoacetate

methyl 4-(2-chlorophenyl)-5-cyano-1,4-dihydro-2,6-dimethylpyridine-3-carboxylate
67593-29-7

methyl 4-(2-chlorophenyl)-5-cyano-1,4-dihydro-2,6-dimethylpyridine-3-carboxylate

Conditions
ConditionsYield
In ethanol Inert atmosphere; Reflux;

2-Acetyl-3-(2-chlorophenyl)acrylic acid methyl ester Specification

The 2-Acetyl-3-(2-chlorophenyl)acrylic acid methyl ester with the cas number 67593-46-8 is also called 2-(2-Chloro-benzylidene)-3-oxo-butyric acid methyl ester. The systematic name is methyl (2Z)-2-[(2-chlorophenyl)methylidene]-3-oxobutanoate. Its molecular formula is C12H11ClO3. This chemical is a kind of organics. It should be stored in dry and cool environment.

The properties of the chemical are: (1)ACD/LogP: 2.06; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.06; (4)ACD/LogD (pH 7.4): 2.06; (5)ACD/BCF (pH 5.5): 21.55; (6)ACD/BCF (pH 7.4): 21.55; (7)ACD/KOC (pH 5.5): 313.43; (8)ACD/KOC (pH 7.4): 313.43; (9)#H bond acceptors: 3; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 4; (12)Polar Surface Area: 43.37 Å2; (13)Index of Refraction: 1.564; (14)Molar Refractivity: 62.58 cm3; (15)Molar Volume: 192.2 cm3; (16)Polarizability: 24.8×10-24cm3; (17)Surface Tension: 42.6 dyne/cm; (18)Enthalpy of Vaporization: 59.15 kJ/mol; (19)Vapour Pressure: 5.46×10-5 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES: Clc1ccccc1/C=C(/C(=O)C)C(=O)OC
(2)InChI: InChI=1/C12H11ClO3/c1-8(14)10(12(15)16-2)7-9-5-3-4-6-11(9)13/h3-7H,1-2H3/b10-7-
(3)InChIKey: MNMKWCPLHQYQLU-YFHOEESVBK

Related Products

Hot Products

Post buying leads

About|Contact|Cas|Product Name|Molecular|Country|Encyclopedia

Message|New Cas|MSDS|Service|Advertisement|CAS DataBase|Article Data|Manufacturers | Chemical Catalog

©2008 LookChem.com,License: ICP

NO.:Zhejiang16009103

complaints:service@lookchem.com Desktop View