Methyl 6-bromobenzo[d][1,3]dioxole-5-carboxylate

Base Information

• Chemical Name: Methyl 6-bromobenzo[d][1,3]dioxole-5-carboxylate
• CAS No.: 61441-09-6
• Molecular Formula: C9H7BrO4
• Molecular Weight: 259.056
• NSC Number: 127694
• DSSTox Substance ID: DTXSID70299040
• Nikkaji Number: J1.410.595F
• Wikidata: Q82041212
• Mol file: 61441-09-6.mol

Synonyms:61441-09-6;Methyl 6-bromobenzo[d][1,3]dioxole-5-carboxylate;methyl 6-bromo-1,3-benzodioxole-5-carboxylate;Methyl 6-bromo-2H-1,3-benzodioxole-5-carboxylate;NSC127694;SCHEMBL17782662;DTXSID70299040;OOWBNMSDTXJYGE-UHFFFAOYSA-N;1,3-Benzodioxole-5-carboxylic acid, 6-bromo-, methyl ester;MFCD06203686;NSC-127694;AS-67822;CS-0060095;W17983;Methyl6-bromobenzo[d][1,3]dioxole-5-carboxylate

Chemical Property of Methyl 6-bromobenzo[d][1,3]dioxole-5-carboxylate

Chemical Property:

• Vapor Pressure: 0.000406mmHg at 25°C
• Melting Point: 54 °C
• Boiling Point: 316.6°Cat760mmHg
• Flash Point: 145.3°C
• PSA: 44.76000
• Density: 1.674g/cm³
• LogP: 1.96440
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 257.95277
• Heavy Atom Count: 14
• Complexity: 233

Purity/Quality:

99.90% ^*data from raw suppliers

Methyl6-bromobenzo[d][1,3]dioxole-5-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CC2=C(C=C1Br)OCO2

Technology Process of Methyl 6-bromobenzo[d][1,3]dioxole-5-carboxylate

There total 11 articles about Methyl 6-bromobenzo[d][1,3]dioxole-5-carboxylate 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: 95.0%

6-bromopiperonylic acid (60546-62-5) + trimethyl orthoformate (149-73-5) → methyl 6-bromo-1,3-benzodioxole-5-carboxylate (61441-09-6)

Guidance literature:

With sulfuric acid; In methanol; for 72h; Heating;

DOI:10.1021/jo00064a017

Reference yield: 89.0%

methanol (67-56-1) + 6-bromopiperonylic acid (60546-62-5) → methyl 6-bromo-1,3-benzodioxole-5-carboxylate (61441-09-6)

Guidance literature:

With sulfuric acid; for 3h; Heating;

DOI:10.1016/0040-4020(82)85093-X

Reference yield: 88.0%

trimethoxonium tetrafluoroborate (420-37-1) + (6-bromo(2H-benzo[3,4-d]1,3-dioxolen-5-yl))-N,N-diethylcarboxamide (148160-25-2) → methyl 6-bromo-1,3-benzodioxole-5-carboxylate (61441-09-6)

Guidance literature:

trimethoxonium tetrafluoroborate; (6-bromo(2H-benzo[3,4-d]1,3-dioxolen-5-yl))-N,N-diethylcarboxamide; With disodium hydrogenphosphate; In acetonitrile; at 20 ℃;

With sodium hydrogencarbonate; for 18h;

DOI:10.1016/S0040-4020(00)00969-8

upstream raw materials:

4-amino-benzo[1,3]dioxole-5-carboxylic acid methyl ester

methanol

6-bromopiperonylic acid

trimethyl orthoformate

Downstream raw materials:

6-(2-carboxy-phenyl)-benzo[1,3]dioxole-5-carboxylic acid

formyl-2 methoxycarbonyl-2' methylenedioxy-4',5' trimethoxy-4,5,6 biphenyle

(+/-)-4,4',5,5',6,6'-hexamethoxy-1,1'-biphenyl-2,2'-dicarbaldehyde

hexamethoxy-3,4,5,6,7,8 fluorenone