1,3-Benzodioxole-5-carboxylic acid, 6-nitro-, methyl ester

Base Information

• Chemical Name: 1,3-Benzodioxole-5-carboxylic acid, 6-nitro-, methyl ester
• CAS No.: 721-00-6
• Molecular Formula: C9H7NO6
• Molecular Weight: 225.155
• NSC Number: 59448
• UNII: T8DH88F42W
• DSSTox Substance ID: DTXSID3061055
• Nikkaji Number: J421.526E
• Wikidata: Q81989286
• ChEMBL ID: CHEMBL1456335
• Mol file: 721-00-6.mol

Synonyms:721-00-6;Methyl 6-nitro-1,3-benzodioxole-5-carboxylate;Methyl 3,4-methylenedioxy-6-nitrobenzoate;1,3-Benzodioxole-5-carboxylic acid, 6-nitro-, methyl ester;Piperonylic acid, 6-nitro-, methyl ester;C9H7NO6;T8DH88F42W;NSC 59448;NSC-59448;6-Nitro-1,3-benzodioxole-5-carboxylic acid methyl ester;NSC59448;UNII-T8DH88F42W;Oprea1_043864;Oprea1_573818;MLS001049020;1, 6-nitro-, methyl ester;SCHEMBL5666638;CHEMBL1456335;DTXSID3061055;6-Nitro-benzo[1,3]dioxole-5-carboxylic acid methyl ester;HMS2621G13;MFCD00022954;STK093376;AKOS000539102;NCGC00246249-01;SMR000284994;Methyl 2-nitro-4,5-methylenedioxybenzoate;EU-0099898;Methyl 6-nitro-1,3-benzodioxole-5-carboxylate #;SR-01000597039;SR-01000597039-1;METHYL 6-NITRO-2H-1,3-BENZODIOXOLE-5-CARBOXYLATE

Chemical Property of 1,3-Benzodioxole-5-carboxylic acid, 6-nitro-, methyl ester

Chemical Property:

• Vapor Pressure: 6.12E-05mmHg at 25°C
• Boiling Point: 345.5°Cat760mmHg
• Flash Point: 168.1°C
• PSA: 90.58000
• Density: 1.497g/cm³
• LogP: 1.63330
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 225.02733694
• Heavy Atom Count: 16
• Complexity: 301

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CC2=C(C=C1[N+](=O)[O-])OCO2

Technology Process of 1,3-Benzodioxole-5-carboxylic acid, 6-nitro-, methyl ester

There total 10 articles about 1,3-Benzodioxole-5-carboxylic acid, 6-nitro-, methyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

methanol (67-56-1) + 6-nitro-1,3-benzodioxole-5-carbaldehyde (712-97-0) → methyl 6-nitrobenzo[d][1,3]dioxole-5-carboxylate (721-00-6)

Guidance literature:

With iodine; potassium hydroxide; at 0 ℃;

DOI:10.1002/chem.201900843

Reference yield: 97.0%

methyl 3,4-methylenedioxybenzoate (326-56-7) → methyl 6-nitrobenzo[d][1,3]dioxole-5-carboxylate (721-00-6)

Guidance literature:

With nitric acid; acetic acid; In acetic anhydride; at 20 - 25 ℃; for 0.5h; Inert atmosphere;

Reference yield: 88.0%

6-nitro-1,3-benzodioxole-5-carbaldehyde (712-97-0) → methyl 6-nitrobenzo[d][1,3]dioxole-5-carboxylate (721-00-6)

Guidance literature:

With sodium hydrogen sulfite; potassium hydroxide; iodine; In methanol; for 1.5h;

upstream raw materials:

methyl 3,4-methylenedioxybenzoate

methanol

6-nitrobenzo[d][1,3]dioxole-5-carboxylic acid

methyl iodide

Downstream raw materials:

methyl 6-aminobenzo[d][1,3]dioxole-5-carboxylate

4,5-methylenedioxyanthranilic acid

6-(4-chloro-benzoylamino)-benzo[1,3]dioxole-5-carboxylic acid methyl ester

6-(4-bromo-benzoylamino)-benzo[1,3]dioxole-5-carboxylic acid methyl ester