40527-53-5

Basic information

• Product Name: 3-(1,3-Benzodioxol-5-yl)-2-methylpropenoic acid
• Synonyms: 3-(1,3-Benzodioxol-5-yl)-2-methylpropenoic acid;3-(1,3-Benzodioxol-5-yl)methacrylic acid
• CAS NO: 40527-53-5
• Molecular Formula: C₁₁H₁₀O₄
• Molecular Weight: 206.19
• Mol File: 40527-53-5.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 361.4°C at 760 mmHg
• Flash Point: 144.5°C
• Appearance: /
• Density: 1.351g/cm³
• Vapor Pressure: 7.44E-06mmHg at 25°C
• Refractive Index: 1.631
• CAS DataBase Reference: 3-(1,3-Benzodioxol-5-yl)-2-methylpropenoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(1,3-Benzodioxol-5-yl)-2-methylpropenoic acid(40527-53-5)
• EPA Substance Registry System: 3-(1,3-Benzodioxol-5-yl)-2-methylpropenoic acid(40527-53-5)

Safety Data

• Hazardous Substances Data: 40527-53-5(Hazardous Substances Data)

Usage

General Description

3-(1,3-Benzodioxol-5-yl)-2-methylpropenoic acid is a chemical compound with the molecular formula C11H10O4. It is also known by the names Safrole acid and 3,4-Methylenedioxyphenyl-2-propanoic acid. 3-(1,3-Benzodioxol-5-yl)-2-methylpropenoic acid is derived from safrole, a natural organic compound found in various essential oils, and is commonly used in the synthesis of pharmaceuticals and agrochemicals. It is also a precursor to the synthesis of other important chemicals and has potential applications in the fields of medicine and material science. However, its use is restricted due to its association with the synthesis of illicit substances. The compound has a molecular weight of 206.2 g/mol and a melting point of around 130-132°C.

InChI:InChI=1/C11H10O4/c1-7(11(12)13)4-8-2-3-9-10(5-8)15-6-14-9/h2-5H,6H2,1H3,(H,12,13)/b7-4+

Upstream product

• 120-57-0 piperonal 
• 535-11-5 Ethyl 2-bromopropionate 
• 1367876-23-0 [(Z)-2-methoxycarbonyl-3-(3,4-methylenedioxyphenyl)-2-propenyl]triphenylphosphonium bromide 
• 792926-48-8 methyl (Z)-2-(bromomethyl)-3-(3,4-methylenedioxyphenyl)-2-propenoate 
• 218934-11-3 methyl 3-hydroxy-2-methylene-3-[(3,4-methylenedioxy)phenyl]propanoate 
• 7605-45-0 methyl E-3-<3,4-(methylenedioxy)phenyl>-2-methylacrylate 
• 30094-28-1 2-(diethylphosphono)propionic acid 
• 123-62-6 propionic acid anhydride 

Downstream Products

• 120-58-1 isosafrole 
• 77269-66-0 3-(3,4-methylenedioxyphenyl)-2-methylpropionic acid 
• 1228457-87-1 ethyl (1S,2S)-2-(benzo[d][1,3]dioxol-6-yl)-1-ethyl-4-hydroxy-3-methyl-5-oxocyclopent-3-enecarboxylate 
• 1228457-74-6 ethyl (E)-6-(benzo[d][1,3]dioxol-6-yl)-2-ethyl-5-methyl-3,4-dioxohex-5-enoate 

Relevant articles and documents

Microwave-assisted synthesis of the (E)-α-methylalkenoate framework from multifunctionalized allylic phosphonium salts

A convenient and general microwave-assisted method for the synthesis of stereochemically defined α-methylalkenoic acids and esters from allylic phosphonium salts in a basic aqueous medium is described. A selective preparation of acids or esters was dependent on the base (NaOH or NaHCO 3) employed in the reaction and could be achieved with good to excellent yields under mild conditions in the absence of hydrides and reducing agents.

Synthetic applications of Baylis-Hillman chemistry: An efficient and solely stereoselective synthesis of (E)-α-methylcinnamic acids and potent hypolipidemic agent LK-903 from unmodified Baylis-Hillman adducts

An efficient and solely stereoselective synthesis of (E)-α- methylcinnamic acids has been accomplished in single pot by reduction of the unmodified Baylis-Hillman adducts, methyl-3-hydroxy-3-aryl-2- methylenepropanoates with I2/NaBH4 reagent system at room temperature followed by hydrolysis. The efficacy of this method has been proved in the total synthesis of 1-[p-(myristyloxy)-α-methylcinnamoyl]glycerol, LK-903, a highly active hypolipidemic agent.

α-LITHIOALKYLPHOSPHONATES AS FUNCTIONAL GROUP CARRIERS. PART II. A DIRECT (E)-CINNAMIC AND 2-ALKYL-CINNAMIC ACIDS SYNTHESIS.

Sequential treatment of α-lithioalkylphosphonates with tert-butyl fluoroformate or di-tert-butyl dicarbonate and an aromatic aldehyde gives tert-butyl acrylic esters convertible into acrylic acids by protolysis with trifluoroacetic acid.