2626-61-1

Basic information

• Product Name: 1-butylcyclohexylamine
• Synonyms: 1-butylcyclohexylamine
• CAS NO: 2626-61-1
• Molecular Weight: 155.283
• Mol File: 2626-61-1.mol

Chemical Properties

• CAS DataBase Reference: 1-butylcyclohexylamine(CAS DataBase Reference)
• NIST Chemistry Reference: 1-butylcyclohexylamine(2626-61-1)
• EPA Substance Registry System: 1-butylcyclohexylamine(2626-61-1)

Safety Data

• Hazardous Substances Data: 2626-61-1(Hazardous Substances Data)

Upstream product

• 833454-57-2 1-butyl-cyclohexanecarboxylic acid amide 
• 2201-24-3 1-phenylcyclohexylamine 
• 109-72-8 n-butyllithium 
• 108-91-8 cyclohexylamine 
• 5445-30-7 1-butyl-cyclohexanol 
• 108-94-1 cyclohexanone 

Downstream Products

• 114635-54-0 C₁₆H₂₄N₂O₅S 
• 92540-95-9 1-butyl-1-nitrocyclohexane 

Relevant articles and documents

Synthesis and Anticonvulsant Activity of 1-Phenylcyclohexylamine Analogues

Thirty-eight analogues of 1-phenylcyclohexylamine (PCA), a phencyclidine (PCP) derivative, were examined for their activities in the mouse maximal electroshock (MES) seizure test and in a motor-toxicity assay.In addition, we determined the binding affinities of the compounds for PCP acceptor sites in rat brain membranes labeled with -1-piperidine.Many of the analogues were protective against MES seizures (ED50s of 4-41 mg/kg, ip) and all of these compounds caused motor toxicity.The potencies in the motor toxicity and MES seizure tests showed a moderate correlation with the affinities for PCP sites.Several analogues exhibited a greater separation of potencies in the motor toxicity and MES seizure tests than did the parent compound PCA.These were obtained by (i) 3-methylation of the cyclohexyl ring trans to the phenyl ring, (ii) methoxylation at the ortho position on the phenyl ring, and (iii) contraction of the cyclohexane ring to form the corresponding cyclopentane.

Reactions of Primary Amines with Organolithium Compounds

Primary amines react under mild conditions with an excess of an organolithium compound to form imines and α-substituted primary amines.Frequently, N-alkylamines that result from the condensation of these products are also isolated.For example, reactions of PhCH2NH2 with RLi (R = n-Bu) in refluxing hexane furnish (after hydrolysis) PhCHRNH2, PhRC=O, PhRC=NCHRPh, and R2C=O.The organic group of the primary amine can be a primary, secondary, or tertiary alkyl group.A reaction scheme is proposed that has three types of steps: (1) Mono- and dilithiation of the primary ami ne by an organolithium compound (both lithiations generally at nitrogen). (2) Elimination from the mono- or dilithiated amine of lithium hydride or (when the alkyl group is tertiary) of the elements of an organolithium compound to produce an N-lithioimine. (3) Addition of an organolithium compound to the lithioimine to produce a new dilithiated amine.The scheme rationalizes both the structures of the products and the effects of reaction conditions on product composition.Reaction of benzonitrile with an excess of n-butyllithium furnishes (after hydrolysis) di-n-butyl ketone as the major product.Since this reaction must also proceed through an N-lithioimine, formation of this product provides additional evidence for the proposed addition and elimination steps.