6951-08-2

Basic information

• Product Name: 1,3-Benzodioxole-5-carboxylic acid ethyl ester
• Synonyms: 1,3-Benzodioxole-5-carboxylic acid ethyl ester;Ai3-03815;Einecs 230-125-8;Ethyl 3,4-(methylenedioxy)benzoate;Nsc 49217;Piperonylic acid, ethyl ester;Ethyl benzo[d][1,3]dioxole-5-carboxylate
• CAS NO: 6951-08-2
• Molecular Formula: C₁₀H₁₀O₄
• Molecular Weight: 194.184
• EINECS: 230-125-8
• Mol File: 6951-08-2.mol
• Article Data: 18

Chemical Properties

• Melting Point: 18.5°C
• Boiling Point: 285.5°C (estimate)
• Flash Point: 124.1°C
• Appearance: /
• Density: 1.2534 (rough estimate)
• Vapor Pressure: 0.00273mmHg at 25°C
• Refractive Index: 1.5430 (estimate)
• CAS DataBase Reference: 1,3-Benzodioxole-5-carboxylic acid ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-Benzodioxole-5-carboxylic acid ethyl ester(6951-08-2)
• EPA Substance Registry System: 1,3-Benzodioxole-5-carboxylic acid ethyl ester(6951-08-2)

Safety Data

• Hazardous Substances Data: 6951-08-2(Hazardous Substances Data)

Usage

General Description

1,3-Benzodioxole-5-carboxylic acid ethyl ester, also known as safrole, is a chemical compound with the molecular formula C11H12O3. It is a colorless oily liquid used in the production of perfumes and soaps, as well as in the synthesis of various pharmaceuticals and agrochemicals. Safrole is derived from sassafras oil and is also found in certain essential oils, such as nutmeg and cinnamon. It has been used historically as a flavoring agent in food and beverages, but its use has been restricted due to its potential health risks, including carcinogenicity and hepatotoxicity. In recent years, safrole has been listed as a controlled substance in many countries due to its use in the illicit production of the drug MDMA (ecstasy).

InChI:InChI=1/C10H10O4/c1-2-12-10(11)7-3-4-8-9(5-7)14-6-13-8/h3-5H,2,6H2,1H3

Upstream product

• 94-53-1 Piperonylic acid 
• 64-17-5 ethanol 
• 274-09-9 Methylenedioxybenzene 
• 509-14-8 tetranitromethane 
• 25054-53-9 3,4-(methylenedioxy)benzoyl chloride 
• 2635-13-4 1,2-(methylenedioxy)-4-bromobenzene 
• 1609-47-8 diethyl dicarbonate 
• 1906-57-6 potassium monoethyl oxalate 
• 120-57-0 piperonal 
• 124156-21-4 ethyl (4-methoxyphenylimino)acetate 
• 94839-07-3 3,4-(methylenedioxy)-benzeneboronic acid 
• 3162-29-6 1-(benzo[d][1,3]dioxol-6-yl)ethanone 
• 15226-74-1 dicobalt octacarbonyl 
• 109586-40-5 1,3-dihydroisobenzofuran-5-yl trifluoromethanesulfonate 

Downstream Products

• 26036-40-8 1-(benzo[d][1,3]dioxol-5-yl)-3-phenylpropane-1,3-dione 
• 96220-14-3 3-benzo[1,3]dioxol-5-yl-3-oxo-propionitrile 
• 68233-51-2 1-benzo[1,3]dioxol-5-yl-2-phenyl-2-pyridin-2-yl-ethanone 
• 89084-30-0 2-diphenylphosphinoyl-1-(3,4-methylenedioxyphenyl)propan-1-one 
• 15777-84-1 N-methylbenzo[d][1,3]dioxole-5-carboxamide 
• 78266-84-9 1-Benzo[1,3]dioxol-5-yl-2-(diphenyl-phosphinoyl)-propan-1-ol 
• 78266-84-9 1-Benzo[1,3]dioxol-5-yl-2-(diphenyl-phosphinoyl)-propan-1-ol 
• 356560-89-9 1-(benzo[1,3]dioxol-5-yl)-2-(6-methylpyridin-2-yl)ethanone 
• 4421-09-4 piperonylonitrile 
• 67572-46-7 2-((ethoxycarbonyl)methylthio)-5-(3,4-methylenedioxyphenyl)-1,3,4-oxadiazole 
• 876552-72-6 2-benzylthio-5-(3,4-methylenedioxyphenyl)-1,3,4-oxadiazole 
• 63698-52-2 2-mercapto-5-(3,4-methylenedioxyphenyl)-1,3,4-oxadiazole 
• 102124-73-2 α,α,α-trifluoro-3,4-methylenedioxyacetophenone 

Relevant articles and documents

Metal-Free Oxidative Esterification of Ketones and Potassium Xanthates: Selective Synthesis of α-Ketoesters and Esters

A novel and efficient oxidative esterification for the selective synthesis of α-ketoesters and esters has been developed under metal-free conditions. In the protocol, various α-ketoesters and esters are available in high yields from commercially available ketones and potassium xanthates. Mechanistic studies have proven that potassium xanthate not only promotes oxidative esterification but also provides an alkoxy moiety for the reaction, which involves the cleavage and reconstruction of C-O bonds.

SO2F2-Mediated One-Pot Synthesis of Aryl Carboxylic Acids and Esters from Phenols through a Pd-Catalyzed Insertion of Carbon Monoxide

A one-pot Pd-catalyzed carbonylation of phenols into their corresponding aryl carboxylic acids and esters through the insertion of carbon monoxide has been developed. This procedure offers a direct synthesis of aryl carboxylic acids and esters from inexpensive and abundant starting materials (phenols, SO2F2 and CO) under mild conditions. This method tolerates a broad range of functional groups and is also applicable for the modification of complicated natural products.

Room Temperature Carbonylation of (Hetero) Aryl Pentafluorobenzenesulfonates and Triflates using Palladium-Cobalt Bimetallic Catalyst: Dual Role of Cobalt Carbonyl

An efficient method for the carbonylation of (hetero) aryl pentafluorobenzenesulfonates and triflates under exceptionally mild conditions using palladium/dicobalt octacarbonyl [Pd/Co2(CO)8] has been developed. Besides acting as carbon monoxide (CO) source, Co2(CO)8enhances the reaction rate by accelerating the CO insertion through an in situ generated bimetallic palladium cobalt tetracarbonyl [Pd-Co(CO)4] complex. Under the optimized reaction condition, carbonylation of a wide range of activated and deactivated, as well as sterically hindered and heteroaromatic, substrates proceeded efficiently at room temperature. The high chemoselectivity and improved synthesis of biologically relevant Isoguvacine and Lazabemide intermediates highlights its scope as a valuable synthetic method. The generality of this protocol was further extended to other electrophiles (bromides, chlorides and tosylates). (Figure presented.).