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3,4-Dimethoxy cinnamic acid
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Name

3,4-Dimethoxy cinnamic acid

 EINECS 219-025-5
CAS No. 14737-89-4 Density 1.203 g/cm3
PSA 55.76000 LogP 1.80160
Solubility N/A Melting Point 181-183 °C(lit.)
Formula C11H12O4 Boiling Point 367.4 °C at 760 mmHg
Molecular Weight 208.214 Flash Point 144 °C
Transport Information N/A Appearance N/A
Safety 37/39-26 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 14737-89-4 (3,4-DIMETHOXYCINNAMIC ACID) Hazard Symbols IrritantXi
Synonyms

2-Propenoicacid, 3-(3,4-dimethoxyphenyl)-, (E)-;Cinnamic acid, 3,4-dimethoxy-, (E)-(8CI);(2E)-(3,4-Dimethoxyphenyl)-2-propenoic acid;(2E)-3-(3,4-Dimethoxyphenyl)-2-propenoic acid;(E)-3,4-Dimethoxycinnamic acid;3,4-Dimethoxy-trans-cinnamic acid;trans-3,4-Dimethoxycinnamic acid;trans-3-(3,4-Dimethoxyphenyl)-2-propenoic acid;

Article Data 98

3,4-Dimethoxy cinnamic acid Synthetic route

201230-82-2

carbon monoxide

69731-27-7

(E)-1-bromo-2-(3,4-dimethoxyphenyl)ethene

14737-89-4

3,4-dimethoxy-trans-cinnamic acid

Conditions
ConditionsYield
With sodium hydroxide; cetyltrimethylammonim bromide; nickel cyanide In toluene at 95℃; under 735.5 Torr; for 1.5h;97%
141-82-2

malonic acid

120-14-9

3,4-dimethoxy-benzaldehyde

14737-89-4

3,4-dimethoxy-trans-cinnamic acid

Conditions
ConditionsYield
With piperidine; pyridine for 0.0833333h; microwave irradiation;96%
With aluminum oxide; lithium chloride for 0.1h; Doebner condensation; microwave irradiation;95%
With piperidine; pyridine at 110℃; for 2h;94%
5396-64-5

methyl (E)-3-(3,4-dimethoxyphenyl)acrylate

14737-89-4

3,4-dimethoxy-trans-cinnamic acid

Conditions
ConditionsYield
With lithium hydroxide monohydrate In tetrahydrofuran; water at 23℃; for 16h;94%
With lithium hydroxide In tetrahydrofuran at 20℃;90%
With potassium hydroxide; water In tetrahydrofuran for 1h; Reflux;78%
331-39-5

caffeic acid

77-78-1

dimethyl sulfate

14737-89-4

3,4-dimethoxy-trans-cinnamic acid

Conditions
ConditionsYield
Stage #1: caffeic acid With sodium hydroxide In water pH=13;
Stage #2: dimethyl sulfate In water at 20℃; for 10h; pH=> 10;
Stage #3: With hydrogenchloride In water pH=2;		94%
With sodium hydroxide for 6h;78.8%
With sodium hydroxide In water for 3.5h; Heating;78.8%
1135-24-6

(E)-3-(4-hydroxy-3-methoxyphenyl)acrylic acid

77-78-1

dimethyl sulfate

14737-89-4

3,4-dimethoxy-trans-cinnamic acid

Conditions
ConditionsYield
With sodium hydroxide at 20℃; Inert atmosphere; Reflux;94%
With potassium carbonate In acetone Reflux;92%
With sodium hydroxide at 20℃; Reflux;84.13%
141-82-2

malonic acid

120-14-9

3,4-dimethoxy-benzaldehyde

A

6380-23-0

3,4-dimethoxystyrene

B

14737-89-4

3,4-dimethoxy-trans-cinnamic acid

Conditions
ConditionsYield
With pyridine; acetic acid at 130℃; for 0.133333h; Knoevenagel-Doebner reaction; microwave irradiation;A 4 % Spectr.
B 91%
19152-36-4, 79140-20-8

(E)-2'-hydroxy-3,4-dimethoxychalcone

14737-89-4

3,4-dimethoxy-trans-cinnamic acid

Conditions
ConditionsYield
With dihydrogen peroxide; potassium carbonate In acetonitrile at 20℃; for 5h;82%
67101-91-1

5-[(3,4-dimethoxyphenyl)methylene]-2,2-dimethyl-1,3-dioxane-4,6-dione

14737-89-4

3,4-dimethoxy-trans-cinnamic acid

Conditions
ConditionsYield
With iron(III) chloride hexahydrate; water In nitromethane at 110℃; for 0.75h; Sealed tube; stereoselective reaction;77%

benzyl (E)-3-(3,4-dimethoxyphenyl)acrylate

A

14737-89-4

3,4-dimethoxy-trans-cinnamic acid

B

2107-70-2

3,4-methoxycinnamic acid

C

benzyl 3-(3,4-dimethoxyphenyl)propanoate

Conditions
ConditionsYield
With hydrogen; palladium In acetone for 8h; Product distribution; Further Variations:; Solvents; time;A 24%
B 65%
C 5%
With hydrogen; Pd black-(S) In 1,4-dioxane at 20℃; for 4h;A 20%
B 40%
C 7%
6380-23-0

3,4-dimethoxystyrene

558-13-4

carbon tetrabromide

14737-89-4

3,4-dimethoxy-trans-cinnamic acid

Conditions
ConditionsYield
With Eosin Y; dimethyl sulfoxide; cobalt(II) iodide at 50℃; for 15h; Inert atmosphere; UV-irradiation;53%

3,4-Dimethoxy cinnamic acid Specification

This chemical is called 2-Propenoic acid, 3-(3,4-dimethoxyphenyl)-, (2E)-, and it can also be named as (E)-3',4'-Dimethoxycinnamic acid. With the molecular formula of C11H12O4, its molecular weight is 208.21. The CAS registry number of this chemical is 14737-89-4. Additionally, its product category is Others Chemical Reagents.

Other characteristics of the 2-Propenoic acid, 3-(3,4-dimethoxyphenyl)-, (2E)- can be summarised as followings: (1)ACD/LogP: 2.24; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.71; (4)ACD/LogD (pH 7.4): -1.01; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 11.66; (8)ACD/KOC (pH 7.4): 1; (9)#H bond acceptors: 4; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 4; (12)Polar Surface Area: 44.76 Å2; (13)Index of Refraction: 1.573; (14)Molar Refractivity: 57.06 cm3; (15)Molar Volume: 173 cm3; (16)Polarizability: 22.62×10-24cm3; (17)Surface Tension: 43.8 dyne/cm; (18)Density: 1.203 g/cm3; (19)Flash Point: 144 °C; (20)Enthalpy of Vaporization: 64.77 kJ/mol; (21)Boiling Point: 367.4 °C at 760 mmHg; (22)Vapour Pressure: 4.8E-06 mmHg at 25°C.

When you are using this chemical, please be cautious about it as the following: This chemical is irritating to eyes, respiratory system and skin. You should wear suitable protective clothing if you use it. In case of contacting with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
1.SMILES: O=C(O)C=Cc1cc(OC)c(OC)cc1
2.InChI: InChI=1/C11H12O4/c1-14-9-5-3-8(4-6-11(12)13)7-10(9)15-2/h3-7H,1-2H3,(H,12,13)
3.InChIKey: HJBWJAPEBGSQPR-UHFFFAOYAV

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