3,4-(Methylenedioxy)cinnamic acid supplier

Name
3,4-(Methylenedioxy)cinnamic acid
EINECS 219-151-0
CAS No. 2373-80-0
Article Data106
CAS DataBase
Density 1.41 g/cm3
Solubility
Melting Point 242-244 °C (dec.)(lit.)
Formula C₁₀H₈O₄
Boiling Point 361.5oC at 760 mmHg
Molecular Weight 192.171
Flash Point 148.9oC
Transport Information
Appearance white to light yellow granular powder
Safety 36-24/25
Risk Codes 38
Molecular Structure
Hazard Symbols Xi
Synonyms Cinnamicacid, 3,4-(methylenedioxy)- (6CI,7CI,8CI);3,4-(Methylenedioxy)benzene-3-acrylic acid;3-(1,3-Benzodioxol-5-yl)-2-propenoic acid;3-(1,3-Benzodioxol-5-yl)acrylicacid;3-(3,4-Methylenedioxyphenyl)propenoic acid;3-(Benzodioxol-5-yl)acrylicacid;3',4'-Methylenedioxycinnamic acid;Cinnamic acid,3,4-[methylenebis(oxy)]-;NSC 5953;Piperonylideneacetic acid;
PSA 55.76000
LogP 1.51310

Synthetic route

: 40918-96-5
methyl (2E)-3-(1,3-benzodioxol-5-yl)acrylate

: 2373-80-0
3,4-methylenedioxy-trans-cinnamic acid

Conditions

Conditions	Yield
Stage #1: methyl (2E)-3-(1,3-benzodioxol-5-yl)acrylate With water; sodium hydroxide In tetrahydrofuran Stage #2: With hydrogenchloride In water pH=< 3;	99%
With sodium hydroxide In tetrahydrofuran; methanol at 40℃; Inert atmosphere;	81%
With potassium hydroxide In ethanol; water Heating;	15 mg

: 120-57-0
piperonal

: 141-82-2
malonic acid

: 2373-80-0
3,4-methylenedioxy-trans-cinnamic acid

Conditions

Conditions	Yield
With aluminum oxide; lithium chloride for 0.1h; Doebner condensation; microwave irradiation;	98%
With piperidine; pyridine for 1h; Knoevenagel-Doebner-Stobbe Reaction; Reflux;	98%
With ammonium acetate for 0.0666667h; Irradiation;	97%

: 120-57-0
piperonal

: 64-19-7
acetic acid

: 2373-80-0
3,4-methylenedioxy-trans-cinnamic acid

Conditions

Conditions	Yield
Stage #1: piperonal; acetic acid With titanium tetrachloride In dichloromethane at 25℃; for 0.333333h; Inert atmosphere; Stage #2: With triethylamine In dichloromethane at 25℃; Inert atmosphere; stereoselective reaction;	98%

: (2RS,3SR)-2,3-dibromo-3-(3,4-methylenedioxyphenyl)propanoic acid

: 2373-80-0
3,4-methylenedioxy-trans-cinnamic acid

Conditions

Conditions	Yield
With zinc In acetic acid at 20℃; for 0.0166667h; microwave irradiation;	96%

: 85580-21-8
3,4-methylenedioxycinnamic acid benzhydryl ester

: 2373-80-0
3,4-methylenedioxy-trans-cinnamic acid

Conditions

Conditions	Yield
With formic acid at 40 - 45℃; for 0.5h; Product distribution;	89%

: 16669-99-1
(E)-2'-hydroxy-3,4-methylenedioxychalcone

: 2373-80-0
3,4-methylenedioxy-trans-cinnamic acid

Conditions

Conditions	Yield
With dihydrogen peroxide; potassium carbonate In acetonitrile at 20℃; for 5h;	89%

: 120-57-0
piperonal

: 141-82-2
malonic acid

A: 7315-32-4
5-vinyl-1,3-benzodioxole

B: 2373-80-0
3,4-methylenedioxy-trans-cinnamic acid

Conditions

Conditions	Yield
With pyridine; acetic acid at 130℃; for 0.133333h; Knoevenagel-Doebner reaction; microwave irradiation;	A 4 % Spectr. B 85%

...Expand

: 120-57-0
piperonal

: 108-24-7
acetic anhydride

: 2373-80-0
3,4-methylenedioxy-trans-cinnamic acid

Conditions

Conditions	Yield
With potassium acetate for 6h; Heating;	50%
With sodium acetate

: 117824-56-3
wikstromol

: Sodium; 3-benzo[1,3]dioxol-5-yl-2-iodo-propionate

A: 118975-42-1
4-Benzenesulfonylamino-2-benzo[1,3]dioxol-5-ylmethyl-4-oxo-3-(3,4,5-trimethoxy-benzyl)-butyric acid

B: 2373-80-0
3,4-methylenedioxy-trans-cinnamic acid

Conditions

Conditions	Yield
With n-butyllithium 1) -78 --> 0 deg C, several hours; 2) -78 --> RT; Yield given. Multistep reaction;	A n/a B 30%

...Expand

: 120-57-0
piperonal

: 127-09-3
sodium acetate

: 108-24-7
acetic anhydride

: 2373-80-0
3,4-methylenedioxy-trans-cinnamic acid

...Expand

: 120-57-0
piperonal

: 141-82-2
malonic acid

: 64-19-7
acetic acid

: 2373-80-0
3,4-methylenedioxy-trans-cinnamic acid

...Expand

: 120-57-0
piperonal

: 141-78-6
ethyl acetate

: 2373-80-0
3,4-methylenedioxy-trans-cinnamic acid

Conditions

Conditions	Yield
With sodium Behandeln mit methylalkoholischer Kalilauge;

: 120-57-0
piperonal

: 141-82-2
malonic acid

: 124-40-3
dimethyl amine

A: 3-benzo[1,3]dioxol-5-yl-3-methylamino-propionic acid

B: 2373-80-0
3,4-methylenedioxy-trans-cinnamic acid

...Expand

: 24393-66-6
ethyl (E)-3-(benzo[d][1,3]dioxol-5-yl)acrylate

: 2373-80-0
3,4-methylenedioxy-trans-cinnamic acid

Conditions

Conditions	Yield
With potassium hydroxide
With water; potassium hydroxide In tetrahydrofuran

: 25173-72-2
3-(3,4,5-trimethoxyphenyl)propanoic acid

: Sodium; 3-benzo[1,3]dioxol-5-yl-2-iodo-propionate

A: 139747-16-3
2-piperonyl-3-(3,4,5-trimethoxy-benzyl)-succinic acid

B: 2373-80-0
3,4-methylenedioxy-trans-cinnamic acid

Conditions

Conditions	Yield
With lithium diisopropyl amide Yield given;

...Expand

: 120-57-0
piperonal

: 141-82-2
malonic acid

: 7664-41-7
ammonia

: 2373-80-0
3,4-methylenedioxy-trans-cinnamic acid

...Expand

3-benzo<1,3>dioxol-5-acrylic acid isobutylamide: 3-benzo<1,3>dioxol-5-acrylic acid isobutylamide

: 2373-80-0
3,4-methylenedioxy-trans-cinnamic acid

Conditions

Conditions	Yield
With potassium hydroxide

: 64-17-5
ethanol

: 7722-84-1
dihydrogen peroxide

: 69662-23-3
4-benzo[1,3]dioxol-5-yl-2-oxo-but-3-enoic acid

KOH-solution: KOH-solution

: 2373-80-0
3,4-methylenedioxy-trans-cinnamic acid

...Expand

potassium salt of/the/ piperonylidenepyruvic acid: potassium salt of/the/ piperonylidenepyruvic acid

: 2373-80-0
3,4-methylenedioxy-trans-cinnamic acid

Conditions

Conditions	Yield
With ethanol; dihydrogen peroxide

: 120-57-0
piperonal

: 141-82-2
malonic acid

: 7664-41-7
ammonia

A: 4436-15-1
piperonylidene-malonic acid

B: 2373-80-0
3,4-methylenedioxy-trans-cinnamic acid

C β-amino-β-<3.4-methylenedioxy-phenyl>-propionic acid: β-amino-β-<3.4-methylenedioxy-phenyl>-propionic acid

...Expand

: 331-39-5
caffeic acid

: 2373-80-0
3,4-methylenedioxy-trans-cinnamic acid

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 304 mg / conc. H2SO4 / 1 h / Heating 2: K2CO3, Cu0 / dimethylformamide / 1 h / Heating 3: 15 mg / KOH / ethanol; H2O / Heating View Scheme

: 3843-74-1, 67667-67-8
Methyl caffeate

: 2373-80-0
3,4-methylenedioxy-trans-cinnamic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: K2CO3, Cu0 / dimethylformamide / 1 h / Heating 2: 15 mg / KOH / ethanol; H2O / Heating View Scheme
Multi-step reaction with 2 steps 1: potassium carbonate / N,N-dimethyl-formamide / 110 °C / Inert atmosphere 2: sodium hydroxide / methanol; tetrahydrofuran / 40 °C / Inert atmosphere View Scheme

: 2815-95-4
3-(1,3 benzodioxol-5-yl)propionic acid

: 2373-80-0
3,4-methylenedioxy-trans-cinnamic acid

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: 1.) LDA, 2.) CBr4 / 1) THF, -78 deg C (45 min), 0 deg C (3 1/4 h), RT (1 h); 2) THF, -78 deg C, 2 h 2: 92 percent / KI / acetone / 24 h / Heating 3: NaH / 0 °C 4: 1.) LDA View Scheme
Multi-step reaction with 4 steps 1: 1.) LDA, 2.) CBr4 / 1) THF, -78 deg C (45 min), 0 deg C (3 1/4 h), RT (1 h); 2) THF, -78 deg C, 2 h 2: 92 percent / KI / acetone / 24 h / Heating 3: NaH / 0 °C 4: 30 percent / 1.) n-BuLi / 1) -78 --> 0 deg C, several hours; 2) -78 --> RT View Scheme
Multi-step reaction with 3 steps 1: 1.) LDA, 2.) iodine / 1) THF, -78 deg C (45 min), 0 deg C (3 1/4 h), RT (1 h); 2) THF, -78 deg C, 10 min 2: NaH / 0 °C 3: 1.) LDA View Scheme
Multi-step reaction with 3 steps 1: 1.) LDA, 2.) iodine / 1) THF, -78 deg C (45 min), 0 deg C (3 1/4 h), RT (1 h); 2) THF, -78 deg C, 10 min 2: NaH / 0 °C 3: 30 percent / 1.) n-BuLi / 1) -78 --> 0 deg C, several hours; 2) -78 --> RT View Scheme

: 56183-75-6
3-(3,4-methylenedioxyphenyl)-2-bromopropionic acid

: 2373-80-0
3,4-methylenedioxy-trans-cinnamic acid

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 92 percent / KI / acetone / 24 h / Heating 2: NaH / 0 °C 3: 1.) LDA View Scheme
Multi-step reaction with 3 steps 1: 92 percent / KI / acetone / 24 h / Heating 2: NaH / 0 °C 3: 30 percent / 1.) n-BuLi / 1) -78 --> 0 deg C, several hours; 2) -78 --> RT View Scheme

: 118975-38-5
3-Benzo[1,3]dioxol-5-yl-2-iodo-propionic acid

: 2373-80-0
3,4-methylenedioxy-trans-cinnamic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: NaH / 0 °C 2: 1.) LDA View Scheme
Multi-step reaction with 2 steps 1: NaH / 0 °C 2: 30 percent / 1.) n-BuLi / 1) -78 --> 0 deg C, several hours; 2) -78 --> RT View Scheme

: 120-57-0
piperonal

: 2373-80-0
3,4-methylenedioxy-trans-cinnamic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: pyridine; piperidine 2: ethanolic KOH-solution View Scheme
Multi-step reaction with 2 steps 1: sodium hydride / tetrahydrofuran / 0 °C 2: potassium hydroxide; water / tetrahydrofuran View Scheme

: 139-85-5
3,4-dihydroxybenzaldehyde

: 2373-80-0
3,4-methylenedioxy-trans-cinnamic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: potassium carbonate / 60 °C 2: pyridine; piperidine / 24 h / 80 °C View Scheme
Multi-step reaction with 2 steps 1: potassium carbonate / acetone / 29 h / 50 - 60 °C 2: pyridine; piperidine / 24 h / 80 - 90 °C View Scheme
Multi-step reaction with 2 steps 1.1: caesium carbonate / N,N-dimethyl-formamide / 24 h / 100 °C 2.1: pyridine / 0.17 h / 20 °C 2.2: 4 h / Reflux View Scheme
Multi-step reaction with 2 steps 1: potassium carbonate / Reflux 2: pyridine; piperidine / 24 h / 80 °C View Scheme

: 120-80-9
benzene-1,2-diol

: 2373-80-0
3,4-methylenedioxy-trans-cinnamic acid

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: sodium hydrogencarbonate / N,N-dimethyl-formamide / 12 h / 80 °C 2: acetic anhydride / isopropyl alcohol / 1 h / 55 - 110 °C 3: piperidine; pyridine / 2 h / 115 °C View Scheme
Multi-step reaction with 3 steps 1.1: sodium hydrogencarbonate / N,N-dimethyl-formamide / 12 h / 80 °C 2.1: acetic anhydride / isopropyl alcohol / 0.5 h / 55 °C 2.2: 1 h / 110 °C 2.3: 3 h 3.1: pyridine; piperidine / 2 h / 115 °C View Scheme

: 274-09-9
Methylenedioxybenzene

: 2373-80-0
3,4-methylenedioxy-trans-cinnamic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: acetic anhydride / isopropyl alcohol / 1 h / 55 - 110 °C 2: piperidine; pyridine / 2 h / 115 °C View Scheme
Multi-step reaction with 2 steps 1.1: acetic anhydride / isopropyl alcohol / 0.5 h / 55 °C 1.2: 1 h / 110 °C 1.3: 3 h 2.1: pyridine; piperidine / 2 h / 115 °C View Scheme

: 2373-80-0
3,4-methylenedioxy-trans-cinnamic acid

: 2815-95-4
3-(1,3 benzodioxol-5-yl)propionic acid

Conditions

Conditions	Yield
With hydrogen; palladium on activated charcoal In N,N-dimethyl-formamide under 760 Torr; for 24h;	100%
With palladium 10% on activated carbon; hydrogen; acetic acid In methanol at 20℃; for 22h;	99%
With 10% Pd/C; cyclohexa-1,4-diene In methanol at 100℃; for 0.0833333h; Microwave irradiation;	95%

: 2373-80-0
3,4-methylenedioxy-trans-cinnamic acid

: 96249-87-5
(E)-3-(1,3-benzodioxol-5-yl)acryloyl chloride

Conditions

Conditions	Yield
With oxalyl dichloride at 25℃; for 0.5h;	100%
With oxalyl dichloride at 25℃; for 2h;	100%
With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 0 - 20℃;	100%

: 67-56-1
methanol

: 2373-80-0
3,4-methylenedioxy-trans-cinnamic acid

: 40918-96-5
methyl (2E)-3-(1,3-benzodioxol-5-yl)acrylate

Conditions

Conditions	Yield
With sulfuric acid Heating;	99%
With sulfuric acid for 24h; Reflux;	98%
With sulfuric acid for 0.166667h; Esterification; Irradiation;	96%

: 186581-53-3, 908094-01-9
diazomethane

: 2373-80-0
3,4-methylenedioxy-trans-cinnamic acid

: 40918-96-5
methyl (2E)-3-(1,3-benzodioxol-5-yl)acrylate

Conditions

Conditions	Yield
In methanol; diethyl ether at 20℃; for 0.25h; Inert atmosphere;	99%
	2 g
In methanol; diethyl ether at 0℃; for 0.666667h; Esterification;

: 88-04-0
4-Chloro-3,5-dimethylphenol

: 2373-80-0
3,4-methylenedioxy-trans-cinnamic acid

: 850496-03-6
4-(benzo[d][1,3]dioxol-5-yl)-6-chloro-5,7-dimethyl-3,4-dihydrochromen-2-one

Conditions

Conditions	Yield
With trifluoroacetic acid for 23h;	99%
With trifluoroacetic acid

: 40918-96-5
methyl (2E)-3-(1,3-benzodioxol-5-yl)acrylate

: 2373-80-0
3,4-methylenedioxy-trans-cinnamic acid

Conditions

Conditions	Yield
Stage #1: methyl (2E)-3-(1,3-benzodioxol-5-yl)acrylate With water; sodium hydroxide In tetrahydrofuran Stage #2: With hydrogenchloride In water pH=< 3;	99%
With sodium hydroxide In tetrahydrofuran; methanol at 40℃; Inert atmosphere;	81%
With potassium hydroxide In ethanol; water Heating;	15 mg

: 120-57-0
piperonal

: 141-82-2
malonic acid

: 2373-80-0
3,4-methylenedioxy-trans-cinnamic acid

Conditions

Conditions	Yield
With aluminum oxide; lithium chloride for 0.1h; Doebner condensation; microwave irradiation;	98%
With piperidine; pyridine for 1h; Knoevenagel-Doebner-Stobbe Reaction; Reflux;	98%
With ammonium acetate for 0.0666667h; Irradiation;	97%

: 120-57-0
piperonal

: 64-19-7
acetic acid

: 2373-80-0
3,4-methylenedioxy-trans-cinnamic acid

Conditions

Conditions	Yield
Stage #1: piperonal; acetic acid With titanium tetrachloride In dichloromethane at 25℃; for 0.333333h; Inert atmosphere; Stage #2: With triethylamine In dichloromethane at 25℃; Inert atmosphere; stereoselective reaction;	98%

: (2RS,3SR)-2,3-dibromo-3-(3,4-methylenedioxyphenyl)propanoic acid

: 2373-80-0
3,4-methylenedioxy-trans-cinnamic acid

Conditions

Conditions	Yield
With zinc In acetic acid at 20℃; for 0.0166667h; microwave irradiation;	96%

: 85580-21-8
3,4-methylenedioxycinnamic acid benzhydryl ester

: 2373-80-0
3,4-methylenedioxy-trans-cinnamic acid

Conditions

Conditions	Yield
With formic acid at 40 - 45℃; for 0.5h; Product distribution;	89%

: 16669-99-1
(E)-2'-hydroxy-3,4-methylenedioxychalcone

: 2373-80-0
3,4-methylenedioxy-trans-cinnamic acid

Conditions

Conditions	Yield
With dihydrogen peroxide; potassium carbonate In acetonitrile at 20℃; for 5h;	89%

: 120-57-0
piperonal

: 141-82-2
malonic acid

A: 7315-32-4
5-vinyl-1,3-benzodioxole

B: 2373-80-0
3,4-methylenedioxy-trans-cinnamic acid

Conditions

Conditions	Yield
With pyridine; acetic acid at 130℃; for 0.133333h; Knoevenagel-Doebner reaction; microwave irradiation;	A 4 % Spectr. B 85%

...Expand

: 120-57-0
piperonal

: 108-24-7
acetic anhydride

: 2373-80-0
3,4-methylenedioxy-trans-cinnamic acid

Conditions

Conditions	Yield
With potassium acetate for 6h; Heating;	50%
With sodium acetate

: 117824-56-3
wikstromol

: Sodium; 3-benzo[1,3]dioxol-5-yl-2-iodo-propionate

A: 118975-42-1
4-Benzenesulfonylamino-2-benzo[1,3]dioxol-5-ylmethyl-4-oxo-3-(3,4,5-trimethoxy-benzyl)-butyric acid

B: 2373-80-0
3,4-methylenedioxy-trans-cinnamic acid

Conditions

Conditions	Yield
With n-butyllithium 1) -78 --> 0 deg C, several hours; 2) -78 --> RT; Yield given. Multistep reaction;	A n/a B 30%

...Expand

: 120-57-0
piperonal

: 127-09-3
sodium acetate

: 108-24-7
acetic anhydride

: 2373-80-0
3,4-methylenedioxy-trans-cinnamic acid

...Expand

: 120-57-0
piperonal

: 141-82-2
malonic acid

: 64-19-7
acetic acid

: 2373-80-0
3,4-methylenedioxy-trans-cinnamic acid

...Expand

: 120-57-0
piperonal

: 141-78-6
ethyl acetate

: 2373-80-0
3,4-methylenedioxy-trans-cinnamic acid

Conditions

Conditions	Yield
With sodium Behandeln mit methylalkoholischer Kalilauge;

: 120-57-0
piperonal

: 141-82-2
malonic acid

: 124-40-3
dimethyl amine

A: 3-benzo[1,3]dioxol-5-yl-3-methylamino-propionic acid

B: 2373-80-0
3,4-methylenedioxy-trans-cinnamic acid

...Expand

: 24393-66-6
ethyl (E)-3-(benzo[d][1,3]dioxol-5-yl)acrylate

: 2373-80-0
3,4-methylenedioxy-trans-cinnamic acid

Conditions

Conditions	Yield
With potassium hydroxide
With water; potassium hydroxide In tetrahydrofuran

: 25173-72-2
3-(3,4,5-trimethoxyphenyl)propanoic acid

: Sodium; 3-benzo[1,3]dioxol-5-yl-2-iodo-propionate

A: 139747-16-3
2-piperonyl-3-(3,4,5-trimethoxy-benzyl)-succinic acid

B: 2373-80-0
3,4-methylenedioxy-trans-cinnamic acid

Conditions

Conditions	Yield
With lithium diisopropyl amide Yield given;

...Expand

: 120-57-0
piperonal

: 141-82-2
malonic acid

: 7664-41-7
ammonia

: 2373-80-0
3,4-methylenedioxy-trans-cinnamic acid

...Expand

3-benzo<1,3>dioxol-5-acrylic acid isobutylamide: 3-benzo<1,3>dioxol-5-acrylic acid isobutylamide

: 2373-80-0
3,4-methylenedioxy-trans-cinnamic acid

Conditions

Conditions	Yield
With potassium hydroxide

: 64-17-5
ethanol

: 7722-84-1
dihydrogen peroxide

: 69662-23-3
4-benzo[1,3]dioxol-5-yl-2-oxo-but-3-enoic acid

KOH-solution: KOH-solution

: 2373-80-0
3,4-methylenedioxy-trans-cinnamic acid

...Expand

potassium salt of/the/ piperonylidenepyruvic acid: potassium salt of/the/ piperonylidenepyruvic acid

: 2373-80-0
3,4-methylenedioxy-trans-cinnamic acid

Conditions

Conditions	Yield
With ethanol; dihydrogen peroxide

: 120-57-0
piperonal

: 141-82-2
malonic acid

: 7664-41-7
ammonia

A: 4436-15-1
piperonylidene-malonic acid

B: 2373-80-0
3,4-methylenedioxy-trans-cinnamic acid

C β-amino-β-<3.4-methylenedioxy-phenyl>-propionic acid: β-amino-β-<3.4-methylenedioxy-phenyl>-propionic acid

...Expand

: 331-39-5
caffeic acid

: 2373-80-0
3,4-methylenedioxy-trans-cinnamic acid

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 304 mg / conc. H2SO4 / 1 h / Heating 2: K2CO3, Cu0 / dimethylformamide / 1 h / Heating 3: 15 mg / KOH / ethanol; H2O / Heating View Scheme

: 3843-74-1, 67667-67-8
Methyl caffeate

: 2373-80-0
3,4-methylenedioxy-trans-cinnamic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: K2CO3, Cu0 / dimethylformamide / 1 h / Heating 2: 15 mg / KOH / ethanol; H2O / Heating View Scheme
Multi-step reaction with 2 steps 1: potassium carbonate / N,N-dimethyl-formamide / 110 °C / Inert atmosphere 2: sodium hydroxide / methanol; tetrahydrofuran / 40 °C / Inert atmosphere View Scheme

: 2815-95-4
3-(1,3 benzodioxol-5-yl)propionic acid

: 2373-80-0
3,4-methylenedioxy-trans-cinnamic acid

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: 1.) LDA, 2.) CBr4 / 1) THF, -78 deg C (45 min), 0 deg C (3 1/4 h), RT (1 h); 2) THF, -78 deg C, 2 h 2: 92 percent / KI / acetone / 24 h / Heating 3: NaH / 0 °C 4: 1.) LDA View Scheme
Multi-step reaction with 4 steps 1: 1.) LDA, 2.) CBr4 / 1) THF, -78 deg C (45 min), 0 deg C (3 1/4 h), RT (1 h); 2) THF, -78 deg C, 2 h 2: 92 percent / KI / acetone / 24 h / Heating 3: NaH / 0 °C 4: 30 percent / 1.) n-BuLi / 1) -78 --> 0 deg C, several hours; 2) -78 --> RT View Scheme
Multi-step reaction with 3 steps 1: 1.) LDA, 2.) iodine / 1) THF, -78 deg C (45 min), 0 deg C (3 1/4 h), RT (1 h); 2) THF, -78 deg C, 10 min 2: NaH / 0 °C 3: 1.) LDA View Scheme
Multi-step reaction with 3 steps 1: 1.) LDA, 2.) iodine / 1) THF, -78 deg C (45 min), 0 deg C (3 1/4 h), RT (1 h); 2) THF, -78 deg C, 10 min 2: NaH / 0 °C 3: 30 percent / 1.) n-BuLi / 1) -78 --> 0 deg C, several hours; 2) -78 --> RT View Scheme

: 56183-75-6
3-(3,4-methylenedioxyphenyl)-2-bromopropionic acid

: 2373-80-0
3,4-methylenedioxy-trans-cinnamic acid

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 92 percent / KI / acetone / 24 h / Heating 2: NaH / 0 °C 3: 1.) LDA View Scheme
Multi-step reaction with 3 steps 1: 92 percent / KI / acetone / 24 h / Heating 2: NaH / 0 °C 3: 30 percent / 1.) n-BuLi / 1) -78 --> 0 deg C, several hours; 2) -78 --> RT View Scheme

: 118975-38-5
3-Benzo[1,3]dioxol-5-yl-2-iodo-propionic acid

: 2373-80-0
3,4-methylenedioxy-trans-cinnamic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: NaH / 0 °C 2: 1.) LDA View Scheme
Multi-step reaction with 2 steps 1: NaH / 0 °C 2: 30 percent / 1.) n-BuLi / 1) -78 --> 0 deg C, several hours; 2) -78 --> RT View Scheme

: 120-57-0
piperonal

: 2373-80-0
3,4-methylenedioxy-trans-cinnamic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: pyridine; piperidine 2: ethanolic KOH-solution View Scheme
Multi-step reaction with 2 steps 1: sodium hydride / tetrahydrofuran / 0 °C 2: potassium hydroxide; water / tetrahydrofuran View Scheme

3,4-(Methylenedioxy)cinnamic acid Chemical Properties

Molecular structure of (CAS NO.2373-80-0) is:

Product Name: trans-3,4-(Methylenedioxy)cinnamic acid
CAS Registry Number: 2373-80-0
IUPAC Name: (Z)-3-(1,3-benzodioxol-5-yl)prop-2-enoic acid
Molecular Weight: 192.16812 [g/mol]
Molecular Formula: C₁₀H₈O₄
XLogP3: 2.1
H-Bond Donor: 1
H-Bond Acceptor: 4
EINECS: 219-151-0
Melting Point: 242-244 °C (dec.)(lit.)
Surface Tension: 65.4 dyne/cm
Density: 1.41 g/cm³
Flash Point: 148.9 °C
Enthalpy of Vaporization: 64.08 kJ/mol
Boiling Point: 361.5 °C at 760 mmHg
Vapour Pressure: 7.39E-06 mmHg at 25°C
Product Categories: Aromatic Cinnamic Acids, Esters and Derivatives;Cinnamic acid;C₁₀;Carbonyl Compounds;Carboxylic Acids

3,4-(Methylenedioxy)cinnamic acid Safety Profile

Hazard Codes: Xi
Risk Statements: 38
R38:Irritating to skin.
Safety Statements: 36-24/25
S36:Wear suitable protective clothing.
S24/25:Avoid contact with skin and eyes.
WGK Germany: 3
HazardClass: IRRITANT

3,4-(Methylenedioxy)cinnamic acid Specification

trans-3,4-(Methylenedioxy)cinnamic acid , its cas register number is 2373-80-0. It also can be called 2-Propenoic acid,3-(1,3-benzodioxol-5-yl)- ; 2-Propenoic acid, 3-(1,3-benzodioxol-5-yl)- ; 3-(3,4-Methylenedioxyphenyl)propenoic acid ; 3,4-(Methylenedioxy)benzene-3-acrylic acid ; 3,4-(Methylenedioxy)cinnamic acid ; 3-Benzo[1,3]dioxol-5-ylacrylic acid .It is a white to light yellow granular powder.

Product Name

3,4-(Methylenedioxy)cinnamic acid

Synthetic route

3,4-(Methylenedioxy)cinnamic acid Chemical Properties

3,4-(Methylenedioxy)cinnamic acid Safety Profile

3,4-(Methylenedioxy)cinnamic acid Specification

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