825-63-8

Basic information

• Product Name: trans-2-dimethylaminomethyl-cyclohexylamine
• CAS NO: 825-63-8
• Molecular Weight: 156.271
• Mol File: 825-63-8.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: trans-2-dimethylaminomethyl-cyclohexylamine(CAS DataBase Reference)
• NIST Chemistry Reference: trans-2-dimethylaminomethyl-cyclohexylamine(825-63-8)
• EPA Substance Registry System: trans-2-dimethylaminomethyl-cyclohexylamine(825-63-8)

Safety Data

• Hazardous Substances Data: 825-63-8(Hazardous Substances Data)

Upstream product

• 42036-65-7 2-dimethylaminomethylcyclohexanone hydrochloride 
• 53369-72-5 2-dimethylaminomethyl-cyclohexanone oxime 
• 1310493-67-4 N-benzyl-(1S,2S)-2-[(dimethylamino)methyl]cyclohexanamine 
• 1310493-66-3 N-[(1S,2R)-2-(dimethylcarbamoyl)cyclohexyl]benzamide 

Downstream Products

• 1310493-39-0 N-{(1S,2S)-2-[(dimethylamino)methyl]cyclohexyl}trifluoromethanesulfonamide 
• 1310493-38-9 N-{(1S,2S)-2-[(dimethylamino)methyl]cyclohexyl}methanesulfonamide 
• 67467-69-0 (trans-2-dimethylaminomethyl-cyclohexyl)-dimethyl-amine 
• 1352917-52-2 C₂₀H₂₈N₂ 
• 1352917-51-1 C₂₀H₂₈N₂ 
• 1352917-50-0 C₂₂H₃₀N₂ 
• 1352917-49-7 C₁₇H₂₈N₂O 
• 1352917-48-6 C₁₆H₂₅ClN₂ 
• 1271248-38-4 1-(3,5-bis(trifluoromethyl)phenyl)-3-((1S,2R)-2-((dimethylamino)methyl)cyclohexyl)thiourea 

Relevant articles and documents

Switching of enantioselectivity in the catalytic addition of diethylzinc to aldehydes by regioisomeric chiral 1,3-amino sulfonamide ligands

Twenty chiral 1,3-amino sulfonamides of two classes (2a-i and 3a-k) have been prepared from (-)-cis-2-benzamidocyclohexanecarboxylic acid (1) and studied as ligands for catalytic enantioselective addition of Et2Zn to a variety of aromatic and aliphatic aldehydes. The ligands 2 and 3 are regioisomers in which the position of the amine and sulfonamide groups is exchanged. Each class of ligands with the same chirality was shown to afford sec-alcohols with the opposite stereochemistry. Structural surveys revealed that the combination of tertiary amino and p-toluenesufonylamido groups works most effectively for the reaction. Through optimization of the structural and reaction conditions, the best ligands quantitatively provided both enantiomeric secondary alcohols in good to excellent enantioselectivity of up to 94% and 98% ee for (S)- and (R)-enantiomers, respectively.