Dimethyl 3,4,6-trihydroxybenzene-1,2-dicarboxylate

Base Information

• Chemical Name: Dimethyl 3,4,6-trihydroxybenzene-1,2-dicarboxylate
• CAS No.: 103548-64-7
• Molecular Formula: C10H10O7
• Molecular Weight: 242.185
• DSSTox Substance ID: DTXSID80556414
• Wikidata: Q82437958
• Mol file: 103548-64-7.mol

Synonyms:103548-64-7;Dimethyl 3,4,6-trihydroxybenzene-1,2-dicarboxylate;DTXSID80556414

Chemical Property of Dimethyl 3,4,6-trihydroxybenzene-1,2-dicarboxylate

Chemical Property:

• XLogP3: 1.7
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 4
• Exact Mass: 242.04265265
• Heavy Atom Count: 17
• Complexity: 303

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=C(C(=C(C=C1O)O)O)C(=O)OC

Technology Process of Dimethyl 3,4,6-trihydroxybenzene-1,2-dicarboxylate

There total 7 articles about Dimethyl 3,4,6-trihydroxybenzene-1,2-dicarboxylate 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: 100.0%

dimethyl 3,4,6-triacetoxyphthalate (105518-06-7) → dimethyl 3,4,6-trihydroxyphthalate (103548-64-7)

Guidance literature:

With hydrogenchloride; methanol; for 1.5h;

DOI:10.1021/ja00227a030

Reference yield:

1,4-dihydroxy-2,3-dicarbomethoxy-benzene (7474-92-2) → dimethyl 3,4,6-trihydroxyphthalate (103548-64-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 100 percent / silver(II)oxide / CH₂Cl₂ / 0.17 h / Ambient temperature

2: 87 percent / boron trifluoride etherate / 8 h / 55 - 60 °C

3: 100 percent / MeOH, HCl gas / 1.5 h

With hydrogenchloride; methanol; silver(II) oxide; boron trifluoride diethyl etherate; In dichloromethane;

DOI:10.1021/ja00227a030

Reference yield:

2,3-dicyano-1,4-hydroquinone (4733-50-0) → dimethyl 3,4,6-trihydroxyphthalate (103548-64-7)

Guidance literature:

Multi-step reaction with 5 steps

1: 1.) potassium hydroxide, water, 2.) 20 percent sulfuric acid / 1 h / Heating

2: 19.3 g / boron trifluoride etherate / 15 h / Heating

3: 100 percent / silver(II)oxide / CH₂Cl₂ / 0.17 h / Ambient temperature

4: 87 percent / boron trifluoride etherate / 8 h / 55 - 60 °C

5: 100 percent / MeOH, HCl gas / 1.5 h

With hydrogenchloride; methanol; silver(II) oxide; potassium hydroxide; sulfuric acid; boron trifluoride diethyl etherate; water; In dichloromethane;

DOI:10.1021/ja00227a030

upstream raw materials:

dimethyl 3,4,6-triacetoxyphthalate

2,3-dicyano-1,4-hydroquinone

1,4-dihydroxy-2,3-dicarbomethoxy-benzene

3,6-dihydroxyphthalic acid

Downstream raw materials:

dimethyl 3,6-dihydroxy-4-methoxyphthalate

dimethyl 3-hydroxy-4,6-dimethoxyphthalate

3,4,6-trimethoxy-phthalic acid dimethyl ester