8,9,10,11-Tetrachloro-4,4-dimethyl-3,5-dioxa-tricyclo[5.2.2.0^1,7]undecane

Base Information

• Chemical Name: 8,9,10,11-Tetrachloro-4,4-dimethyl-3,5-dioxa-tricyclo[5.2.2.0^1,7]undecane
• CAS No.: 130208-49-0
• Molecular Formula: C₁₁H₁₄Cl₄O₂
• Molecular Weight: 320.043

Synonyms:8,9,10,11-Tetrachloro-4,4-dimethyl-3,5-dioxa-tricyclo[5.2.2.0^1,7]undecane

Chemical Property of 8,9,10,11-Tetrachloro-4,4-dimethyl-3,5-dioxa-tricyclo[5.2.2.0^1,7]undecane

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Technology Process of 8,9,10,11-Tetrachloro-4,4-dimethyl-3,5-dioxa-tricyclo[5.2.2.0^1,7]undecane

There total 2 articles about 8,9,10,11-Tetrachloro-4,4-dimethyl-3,5-dioxa-tricyclo[5.2.2.0^1,7]undecane 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: 50.0%

(2,3,5,6-Tetrachloro-4-hydroxymethyl-bicyclo[2.2.0]hex-1-yl)-methanol (130208-47-8) + 2,2-dimethoxy-propane (77-76-9) → 8,9,10,11-Tetrachloro-4,4-dimethyl-3,5-dioxa-tricyclo[5.2.2.01,7]undecane (130208-49-0)

Guidance literature:

With toluene-4-sulfonic acid; In benzene;

DOI:10.1246/cl.1990.1193

Reference yield:

1,3-bis(methoxycarbonyl)-2,3,5,6-tetrachlorobicyclo[2.2.0]hexane (130208-46-7) → 8,9,10,11-Tetrachloro-4,4-dimethyl-3,5-dioxa-tricyclo[5.2.2.01,7]undecane (130208-49-0)

Guidance literature:

Multi-step reaction with 2 steps

1: LiAlH₄

2: 50 percent / p-TsOH / benzene

With lithium aluminium tetrahydride; toluene-4-sulfonic acid; In benzene;

DOI:10.1246/cl.1990.1193

Reference yield: 53.0%

8,9,10,11-Tetrachloro-4,4-dimethyl-3,5-dioxa-tricyclo[5.2.2.01,7]undecane (130208-49-0) → 4-Methylbenzyl alcohol (589-18-4) + (1R,7S)-4,4-Dimethyl-3,5-dioxa-tricyclo[5.2.2.01,7]undec-8-ene (130208-56-9)

Guidance literature:

With sodium; In ammonia; at -60 ℃;

DOI:10.1246/cl.1990.1193

upstream raw materials:

(2,3,5,6-Tetrachloro-4-hydroxymethyl-bicyclo[2.2.0]hex-1-yl)-methanol

2,2-dimethoxy-propane

1,3-bis(methoxycarbonyl)-2,3,5,6-tetrachlorobicyclo[2.2.0]hexane

Downstream raw materials:

4-Methylbenzyl alcohol

(1R,7S)-4,4-Dimethyl-3,5-dioxa-tricyclo[5.2.2.0^1,7]undec-8-ene

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