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Name	3,4-(Methylenedioxy)cinnamic acid	EINECS	219-151-0
CAS No.	2373-80-0	Density	1.41 g/cm3
PSA	55.76000	LogP	1.51310
Solubility	N/A	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	N/A	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;	Article Data	106

3,4-(Methylenedioxy)cinnamic acid 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%

: 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%

: 120-57-0
piperonal

: 127-09-3
sodium acetate

: 108-24-7
acetic anhydride

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

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.

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