2-(1,3-Benzodioxol-5-ylmethyl)butanedioic acid

Base Information

• Chemical Name: 2-(1,3-Benzodioxol-5-ylmethyl)butanedioic acid
• CAS No.: 57420-27-6
• Molecular Formula: C12H12O6
• Molecular Weight: 252.2201
• NSC Number: 140905
• DSSTox Substance ID: DTXSID70301071
• Nikkaji Number: J2.143.783B
• ChEMBL ID: CHEMBL1684097
• Mol file: 57420-27-6.mol

Synonyms:57420-27-6;2-(1,3-benzodioxol-5-ylmethyl)butanedioic acid;NSC140905;2-(benzo[d][1,3]dioxol-5-ylmethyl)succinic acid;NSC-140905;2-[(2H-1,3-benzodioxol-5-yl)methyl]butanedioic acid;piperonylbutanedioic acid;CHEMBL1684097;SCHEMBL19018239;DTXSID70301071;AS-66895;NCI60_000898;2-(1,3-benzodioxol-5-ylmethyl)succinic acid;D94093

Chemical Property of 2-(1,3-Benzodioxol-5-ylmethyl)butanedioic acid

Chemical Property:

• Vapor Pressure: 4.76E-07mmHg at 25°C
• Boiling Point: 398°Cat760mmHg
• Flash Point: 153.6°C
• Density: 1.461g/cm³
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 5
• Exact Mass: 252.06338810
• Heavy Atom Count: 18
• Complexity: 329

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1OC2=C(O1)C=C(C=C2)CC(CC(=O)O)C(=O)O

Technology Process of 2-(1,3-Benzodioxol-5-ylmethyl)butanedioic acid

There total 6 articles about 2-(1,3-Benzodioxol-5-ylmethyl)butanedioic acid 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:

(E)-4-(1,3-benzodioxol-5-yl)-3-(methoxycarbonyl)but-3-enoic acid (77071-95-5) → 2-piperonylsuccinic acid (57420-27-6)

Guidance literature:

With nickel; under 73550.8 Torr; Hydrogenation_.Schwach alkalische wss. Loesung;

DOI:10.1021/ja01115a018

Reference yield:

3,4-(methylenedioxy)-benzeneboronic acid (94839-07-3) → 2-piperonylsuccinic acid (57420-27-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 89 percent / triethylamine / [RhCl(1,5-cyclooctadiene)]2 / dioxane; H₂O / 27 h / 30 °C

2: KOH / ethanol / 5 h / Heating

With potassium hydroxide; triethylamine; chloro(1,5-cyclooctadiene)rhodium(I) dimer; In 1,4-dioxane; ethanol; water;

DOI:10.1021/ol0706408

Reference yield:

dimethyl 2-[benzo(d)(1,3)dioxol-5-ylmethyl]succinate (84736-29-8) → 2-piperonylsuccinic acid (57420-27-6)

Guidance literature:

With potassium hydroxide; In ethanol; for 5h; Heating;

DOI:10.1021/ol0706408

upstream raw materials:

5-(chloromethyl)-1,3-benzodioxole

triethyl 1,1,2-ethanetricarboxylate

(E)-4-(1,3-benzodioxol-5-yl)-3-(methoxycarbonyl)but-3-enoic acid

dimethyl 2-[benzo(d)(1,3)dioxol-5-ylmethyl]succinate

Downstream raw materials:

(+/-)-hinokinin