1,4-Dimethoxy-2,3,5,6-tetramethylbenzene

Base Information

• Chemical Name: 1,4-Dimethoxy-2,3,5,6-tetramethylbenzene
• CAS No.: 13199-54-7
• Molecular Formula: C12H18O2
• Molecular Weight: 194.274
• Hs Code.: 2909309090
• Mol file: 13199-54-7.mol

Synonyms:1,4-Dimethoxy-2,3,5,6-tetramethyl-benzol;Dimethoxydurene;2,5-dimethoxy-1,3,4,6-tetramethylbenzene;tetramethyl-p-dimethoxybenzene;1,4-dimethoxy-2,3,5,6-tetramethyl-benzene;Benzene,1,4-dimethoxy-2,3,5,6-tetramethyl;

Chemical Property of 1,4-Dimethoxy-2,3,5,6-tetramethylbenzene

Chemical Property:

• Melting Point: 112-115 °C
• Boiling Point: 283.8±35.0 °C(Predicted)
• PSA: 18.46000
• Density: 1.1525 g/cm3
• LogP: 2.93740

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1,4-Dimethoxy-2,3,5,6-tetramethylbenzene

There total 7 articles about 1,4-Dimethoxy-2,3,5,6-tetramethylbenzene 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: 85.0%

Durohydroquinone (527-18-4) + dimethyl sulfate (77-78-1) → 1,4-dimethoxy-2,3,5,6-tetramethylbenzene (13199-54-7)

Guidance literature:

With potassium hydroxide; In 1,4-dioxane; water; for 3h; Inert atmosphere; Reflux;

DOI:10.1002/ejoc.200800950

Reference yield: 76.0%

Duroquinone (527-17-3,70128-24-4) + dimethyl sulfate (77-78-1) → 1,4-dimethoxy-2,3,5,6-tetramethylbenzene (13199-54-7)

Guidance literature:

With potassium hydroxide; In methanol;

DOI:10.1021/jo00372a012

Reference yield: 62.0%

2,3-bis(bromomethyl)-1,4-dimethoxy-5,6-dimethylbenzene (205862-10-8) → 1,4-dimethoxy-2,3,5,6-tetramethylbenzene (13199-54-7) + 1,2-bis(2,5-dimethoxy-3,4,6-trimethylphenyl)ethane (17228-93-2)

Guidance literature:

2,3-bis(bromomethyl)-1,4-dimethoxy-5,6-dimethylbenzene; With Bu₄Mn(MgBr)2; In tetrahydrofuran; at 0 ℃; for 10h;

With water;

DOI:10.1246/bcsj.73.2139

upstream raw materials:

Duroquinone

1-chloromethyl-2,5-dimethoxy-3,4,6-trimethyl-benzene

Durohydroquinone

dimethyl sulfate

Downstream raw materials:

Duroquinone

1,2,4,5-tetrakis(bromomethyl)-3,6-dimethoxybenzene

(R)-1-benzyloxy-4-(2,5-dimethoxy-3,4,6-trimethylphenyl)-2-methyl-butan-2-ol

(S)-1-benzyloxy-4-(2,5-dimethoxy-3,4,6-trimethylphenyl)-2-methyl-butan-2-ol

Refernces

• 1、 Kakiya,Shinokubo,Oshima. "Reaction of trialkyl(dibromomethyl)silanes or 1,2-bis(dibromomethyl)benzene with triorganomanganates. A facile and selective synthesis of alkenylsilanes and 1,2-diaryl-1,2-dihydrobenzocyclobutenes". . p. 2139 - 2147. Retrieved 2007/10/03.
• 2、 Hubscher,Barner. "Total synthesis of naturally occurring α-tocopherol. Assymetric alkylation and asymmetric epoxidation as means to introduce (R)-configuration at C(2) of the chroman moiety". . p. 1068 - 1086. Retrieved 2007/10/02.