5400-88-4

Basic information

• Product Name: 4-TERT-BUTYLCYCLOHEXYLAMINE
• Synonyms: 4-tert-Butylcyclohexylamine,c&t;Cyclohexanamine, 4-(1,1-dimethylethyl)-;4-TERT-BUTYLCYCLOHEXYLAMINE;4-AMINO-1-TERT-BUTYLCYCLOHEXANE;AKOS B014480;ART-CHEM-BB B014480;4-tert-Butylcyclohexylamine (cis- and trans- mixture);4-TERT-BUTYLCYCLOHEXYLAMINE (CIS+TRANS)
• CAS NO: 5400-88-4
• Molecular Formula: C₁₀H₂₁N
• Molecular Weight: 155.28
• EINECS: 226-444-7
• Mol File: 5400-88-4.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 198°Cat760mmHg
• Flash Point: 79°C
• Appearance: /
• Density: 0,87 g/cm3
• Vapor Pressure: 0.369mmHg at 25°C
• Refractive Index: 1.4662
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• PKA: 10.58±0.70(Predicted)
• Sensitive: Air Sensitive
• BRN: 1523780
• CAS DataBase Reference: 4-TERT-BUTYLCYCLOHEXYLAMINE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-TERT-BUTYLCYCLOHEXYLAMINE(5400-88-4)
• EPA Substance Registry System: 4-TERT-BUTYLCYCLOHEXYLAMINE(5400-88-4)

Safety Data

• Hazard Codes: Xi
• Statements: 34
• Safety Statements: 26-36/37/39-45
• RIDADR: 2735
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 5400-88-4(Hazardous Substances Data)

Usage

General Description

4-TERT-BUTYLCYCLOHEXYLAMINE is a chemical compound that is primary used in the production of various pharmaceuticals and agricultural products such as pesticides. It belongs to the class of organic compounds known as tertiary aliphatic amines. These are aliphatic amines that carry a tertiary amine functional group, comprising of three organic substituents attached to the nitrogen atom. As a chemical, it may present risks and hazards on human health and on environment. Therefore, it must be handled and stored properly to avoid health hazards and minimize environmental damage.

InChI:InChI=1/C10H21N/c1-10(2,3)8-4-6-9(11)7-5-8/h8-9H,4-7,11H2,1-3H3

Upstream product

• 4701-98-8 4-tert-butylcyclohexanone oxime 
• 98-54-4 para-tert-butylphenol 
• 98-53-3 4-tercbutyl-cyclohexanone 
• 5451-55-8 4-tert-butylcyclohexanecarboxylic acid 

Downstream Products

• 31970-06-6 4-t-butyl-1-nitrocyclohexane 
• 31865-32-4 N-(4-(tert-butyl)cyclohexyl)benzamide 
• 1026183-09-4 [3-(4-tert-butyl-cyclohexylamino)-5-chloro-2-oxo-6-phenyl-2H-pyrazin-1-yl]-acetic acid benzyl ester 
• 798538-87-1 butyl [(trans-4-tert-butylcyclohexyl)amino]indane-5-carboxylate 
• 911376-41-5 butyl [(cis-4-tert-butylcyclohexyl)amino]indane-5-carboxylate 
• 307989-00-0 trans-4-[(4-tert-butylcyclohexylamino)methyl]benzoic acid methyl ester 
• 307988-99-4 cis-4-[(4-tert-butylcyclohexylamino)methyl]benzoic acid methyl ester 
• 911376-42-6 methyl 5-[(trans-4-tert-butylcyclohexyl)amino]-5,6,7,8-tetrahydronaphthalene-2-carboxylate 
• 2523-69-5 trans-4-t-butyl-N,N-dimethylcyclohexylamine 
• 2523-68-4 cis-4-t-butyl-N,N-dimethylcyclohexylamine 
• 861100-94-9 (7-Benzyl-5,6,7,8-tetrahydro-pyrido[3,4-d]pyrimidin-4-yl)-(4-tert-butyl-cyclohexyl)-amine 

Relevant articles and documents

General and selective synthesis of primary amines using Ni-based homogeneous catalysts

The development of base metal catalysts for industrially relevant amination and hydrogenation reactions by applying abundant and atom economical reagents continues to be important for the cost-effective and sustainable synthesis of amines which represent highly essential chemicals. In particular, the synthesis of primary amines is of central importance because these compounds serve as key precursors and central intermediates to produce value-added fine and bulk chemicals as well as pharmaceuticals, agrochemicals and materials. Here we report a Ni-triphos complex as the first Ni-based homogeneous catalyst for both reductive amination of carbonyl compounds with ammonia and hydrogenation of nitroarenes to prepare all kinds of primary amines. Remarkably, this Ni-complex enabled the synthesis of functionalized and structurally diverse benzylic, heterocyclic and aliphatic linear and branched primary amines as well as aromatic primary amines starting from inexpensive and easily accessible carbonyl compounds (aldehydes and ketones) and nitroarenes using ammonia and molecular hydrogen. This Ni-catalyzed reductive amination methodology has been applied for the amination of more complex pharmaceuticals and steroid derivatives. Detailed DFT computations have been performed for the Ni-triphos based reductive amination reaction, and they revealed that the overall reaction has an inner-sphere mechanism with H2metathesis as the rate-determining step.

The Rhodium Catalysed Direct Conversion of Phenols to Primary Cyclohexylamines

Cyclohexylamines are important intermediates in chemical industry, which are currently produced from petrochemical sources. Phenols, however, are an attractive sustainable feedstock. We here demonstrate the transformation of phenols with ammonia to primary cyclohexylamines. In contrast to previously reported chemistry which used palladium catalysts, we here show that rhodium is an excellent catalyst for the formation of primary cyclohexylamines. Different parameters were studied and it was shown that the reaction is applicable to a scope of phenolic compounds providing high selectivity.

Synthesis of N-[4-(alkyl)cyclohexyl]-substituted benzamides with anti-inflammatory and analgesic activities

Two series of N-[4-(alkyl)cyclohexyl]-substituted benzamides, i.e. a series of N-[4-(tert-butyl)cyclohexyl]-substituted benzamides and a series of N-[4-(ethyl)cyclohexyl]-substituted benzamides, were synthesised and evaluated for their anti-inflammatory and analgesic potencies, and gastrointestinal irritation liability. Copyright (C) 1999 Elsevier Science S.A.