75826-02-7

Basic information

• Product Name: cis-4-chloro-NN-bistrifluoromethylcyclohex-2-enylamine
• CAS NO: 75826-02-7
• Molecular Weight: 267.602
• Mol File: 75826-02-7.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: cis-4-chloro-NN-bistrifluoromethylcyclohex-2-enylamine(CAS DataBase Reference)
• NIST Chemistry Reference: cis-4-chloro-NN-bistrifluoromethylcyclohex-2-enylamine(75826-02-7)
• EPA Substance Registry System: cis-4-chloro-NN-bistrifluoromethylcyclohex-2-enylamine(75826-02-7)

Safety Data

• Hazardous Substances Data: 75826-02-7(Hazardous Substances Data)

Upstream product

• 110-83-8 cyclohexene 
• 1521-51-3 rac-3-bromocyclohexene 
• 431-94-7 N-chlorobistrifluoromethylamine 
• 1165952-91-9 cyclohexa-1,3-diene 

Relevant articles and documents

Polyfluoroalkyl Derivatives of Nitrogen. Part 48. The Addition of N-Halogenoamines (CF3)2NX to Cyclohexa-1,3- and -1,4-dienes; a New Synthesis of NN-Bistrifluoromethylaniline.

Treatment of cyclohexa-1,3-diene with the N-halogenoamines (CF3)2NX (X=Cl or Br) at -78 deg C gives a mixture of the 1:1 adducts, trans- and cis- and trans-; in contrast (CF3)2NI affords the former adduct exclusively.All three amines react with cyclohexa-1,4-diene under analogous conditions to yield the 1:1 adduct trans- only.Dehydrohalogenation of the 1,3-diene adducts (X=Cl or Br) with various bases (KOH powder, PriONa, ButOK) affords a mixture of 1-and 2-(NN-bistrifluoromethylamino)cyclohexa-1,3-diene.The latter diene forms a Diels-Alder adduct with trifluoronitrosomethane and the diene mixture dehydrogenates readily over a Pd-C catalyst at 180-190 deg C to give NN-bistrifluoromethylaniline exclusively in high yield.