1,4-Benzenediol, 2,6-bis(phenylmethoxy)-

Base Information

• Chemical Name: 1,4-Benzenediol, 2,6-bis(phenylmethoxy)-
• CAS No.: 42528-81-4
• Molecular Formula: C20H18O4
• Molecular Weight: 322.361
• Hs Code.: 2909499000
• Mol file: 42528-81-4.mol

Synonyms:2,6-Bis-benzyloxy-hydrochinon;2.5-Dioxy-1.3-dibenzyloxy-benzol;3,5-dibenzyloxy-1,4-diphenol;2,6-Dibenzyloxy-hydrochinon;2,6-bis-benzyloxy-benzene-1,4-diol;2,6-bis-benzyloxy-hydroquinone;2,5-Dihydroxy-1,3-dibenzyloxy-benzol;

Chemical Property of 1,4-Benzenediol, 2,6-bis(phenylmethoxy)-

Chemical Property:

• Melting Point: 116-117 °C
• Boiling Point: 545.7±45.0 °C(Predicted)
• PSA: 58.92000
• Density: 1.260±0.06 g/cm3(Predicted)
• LogP: 4.25580

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,4-Benzenediol, 2,6-bis(phenylmethoxy)-

There total 6 articles about 1,4-Benzenediol, 2,6-bis(phenylmethoxy)- 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: 37.0%

2,6-bis-benzyloxy-[1,4]benzoquinone (6625-45-2) → 2,6-bis-benzyloxy-benzene-1,4-diol (42528-81-4)

Guidance literature:

With sodium dithionite; In water; ethyl acetate; at 20 ℃; for 1h;

DOI:10.1016/j.ejmech.2019.06.024

Reference yield:

1,2,3-tris-benzyloxybenzene (55020-64-9) → 2,6-bis-benzyloxy-benzene-1,4-diol (42528-81-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 45 percent / HOAc; aq. HNO₃ / 15 h

2: Zn dust; aq. H₂SO₄ / ethanol / Heating

With sulfuric acid; nitric acid; acetic acid; zinc; In ethanol;

DOI:10.1016/S0040-4020(03)00862-7

Reference yield:

benzyl bromide (100-39-0) → 2,6-bis-benzyloxy-benzene-1,4-diol (42528-81-4)

Guidance literature:

Multi-step reaction with 3 steps

1: potassium iodide; potassium carbonate / acetone / 48 h / Reflux

2: acetic acid; nitric acid / 4 h / 40 °C

3: sodium dithionite / ethyl acetate; water / 20 °C

With sodium dithionite; nitric acid; potassium carbonate; acetic acid; potassium iodide; In water; ethyl acetate; acetone;

DOI:10.1016/j.ejmech.2017.09.046

upstream raw materials:

2,6-bis-benzyloxy-[1,4]benzoquinone

1,2,3-tris-benzyloxybenzene

benzyl bromide

Downstream raw materials:

2,6-dibenzyloxy-1,4-dimethoxybenzene

2',4'-dihydroxy-2,3',6'-trimethoxychalcone

C₁₈H₁₆O₅

C₁₇H₁₃ClO₅

Refernces

• 1、 Wang, Jubo,Ge, Raoling,Qiu, Xiaqiu,Xu, Xi,Wei, Libin,Li, Zhiyu,Bian, Jinlei. "Discovery and synthesis of novel Wogonin derivatives with potent antitumor activity in vitro". . p. 421 - 434. Retrieved 2017/10/09.
• 2、 Tisdale, Eric J.,Vong, Binh G.,Li, Hongmei,Kim, Sun Hee,Chowdhury, Chinmay,Theodorakis, Emmanuel A.. "Total synthesis of seco-lateriflorone". . p. 6873 - 6887. Retrieved 2007/10/03.