(1,4,5,6,7,7-hexachlorobicyclo[2.2.1]hepta-2,5-diene-2,3-diyl)dimethanol

Base Information

• Chemical Name: (1,4,5,6,7,7-hexachlorobicyclo[2.2.1]hepta-2,5-diene-2,3-diyl)dimethanol
• CAS No.: 2694-25-9
• Molecular Formula: C₉H₆Cl₆O₂
• Molecular Weight: 358.863
• Mol file: 2694-25-9.mol

Synonyms:2,5-Norbornadiene-2,3-dimethanol,1,4,5,6,7,7-hexachloro- (6CI,7CI,8CI); 1,4,5,6,7,7-Hexachlorobicyclo[2.2.1]hepta-2,5-diene-2,3-dimethanol;NSC 11683

Chemical Property of (1,4,5,6,7,7-hexachlorobicyclo[2.2.1]hepta-2,5-diene-2,3-diyl)dimethanol

Chemical Property:

• Vapor Pressure: 3.03E-09mmHg at 25°C
• Boiling Point: 431.2°Cat760mmHg
• Flash Point: 214.6°C
• Density: 1.87g/cm³

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (1,4,5,6,7,7-hexachlorobicyclo[2.2.1]hepta-2,5-diene-2,3-diyl)dimethanol

There total 5 articles about (1,4,5,6,7,7-hexachlorobicyclo[2.2.1]hepta-2,5-diene-2,3-diyl)dimethanol 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: 97.0%

meso-2,3-bis(acetoxymethyl)-1,4,5,6,7,7-hexachlorobicyclo[2.2.1]hepta-2,5-diene (57413-46-4) → meso-2,3-bis(hydroxymethyl)-1,4,5,6,7,7-hexachlorobicyclo[2.2.1]hepta-2,5-diene (2694-25-9)

Guidance literature:

With hydrogenchloride; In methanol; for 3h; Heating;

DOI:10.1016/j.tetasy.2003.11.023

Reference yield:

hexachlorocyclopentadiene (77-47-4) → meso-2,3-bis(hydroxymethyl)-1,4,5,6,7,7-hexachlorobicyclo[2.2.1]hepta-2,5-diene (2694-25-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / hydroquinone / 8 h / 150 °C

2: 97 percent / aq. HCl / methanol / 3 h / Heating

With hydrogenchloride; hydroquinone; In methanol; 1: Diels-Alder reaction;

DOI:10.1016/j.tetasy.2003.11.023

Reference yield:

1,2,3,4,7,7-hexachloro-5,6-bis-chloromethyl-norborna-2,5-diene (3604-31-7) → meso-2,3-bis(hydroxymethyl)-1,4,5,6,7,7-hexachlorobicyclo[2.2.1]hepta-2,5-diene (2694-25-9)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium acetate; acetic acid

2: aqueous methanol. HCl

With hydrogenchloride; sodium acetate; acetic acid;

DOI:10.1021/ja01529a040

upstream raw materials:

meso-2,3-bis(acetoxymethyl)-1,4,5,6,7,7-hexachlorobicyclo[2.2.1]hepta-2,5-diene

hexachlorocyclopentadiene

1,2,3,4,7,7-hexachloro-5,6-bis-chloromethyl-norborna-2,5-diene

2,3-bis-bromomethyl-1,4,5,6,7,7-hexachloro-norborna-2,5-diene

Refernces

• 1、 Hoch,Clegg. "-". . p. 5413,5416. Retrieved 1959.