1,1-bis(trifluoromethyl)-5-methyl-6-cyanocyclohexa-3,5-diene

Base Information

• Chemical Name: 1,1-bis(trifluoromethyl)-5-methyl-6-cyanocyclohexa-3,5-diene
• CAS No.: 245677-88-7
• Molecular Formula: C₁₀H₇F₆N
• Molecular Weight: 255.163
• Mol file: 245677-88-7.mol

Synonyms:1,1-bis(trifluoromethyl)-5-methyl-6-cyanocyclohexa-3,5-diene

Chemical Property of 1,1-bis(trifluoromethyl)-5-methyl-6-cyanocyclohexa-3,5-diene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,1-bis(trifluoromethyl)-5-methyl-6-cyanocyclohexa-3,5-diene

There total 2 articles about 1,1-bis(trifluoromethyl)-5-methyl-6-cyanocyclohexa-3,5-diene 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: 31.0%

(5R,6S/5S,6R)-1,1-bis(trifluoromethyl)-5-methyl-6-cyanocyclohex-3-ene → 1,1-bis(trifluoromethyl)-5-methyl-6-cyanocyclohexa-3,5-diene (245677-88-7)

Guidance literature:

(5R,6S/5S,6R)-1,1-bis(trifluoromethyl)-5-methyl-6-cyanocyclohex-3-ene; With N-Bromosuccinimide; In tetrachloromethane; for 3h; Heating;

With triethylamine; In tetrachloromethane; at 0 ℃; for 1h;

DOI:10.1016/S0022-1139(99)00038-X

Reference yield:

2-methyl-6,6-bis(trifluoromethyl)cyclohex-3-ene-1,1-dicarbonitrile (82947-53-3) → 1,1-bis(trifluoromethyl)-5-methyl-6-cyanocyclohexa-3,5-diene (245677-88-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 97 percent / NaOH; H₂O / ethanol / 120 h / 22 °C

2.1: NBS / CCl₄ / 3 h / Heating

2.2: 31 percent / Et₃N / CCl₄ / 1 h / 0 °C

With sodium hydroxide; N-Bromosuccinimide; water; In tetrachloromethane; ethanol; 1.1: Hydrolysis / 2.1: Bromination / 2.2: Dehydrobromination;

DOI:10.1016/S0022-1139(99)00038-X

Reference yield: 70.0%

1,1-bis(trifluoromethyl)-5-methyl-6-cyanocyclohexa-3,5-diene (245677-88-7) → 1,1-bis(trifluoromethyl)-6-formyl-5-methylcyclohexa-3,5-diene (245677-89-8)

Guidance literature:

With diisobutylaluminium hydride; In hexane; at -35 ℃; for 6h;

DOI:10.1016/S0022-1139(99)00038-X

upstream raw materials:

2-methyl-6,6-bis(trifluoromethyl)cyclohex-3-ene-1,1-dicarbonitrile

Downstream raw materials:

1,1-bis(trifluoromethyl)-6-formyl-5-methylcyclohexa-3,5-diene